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1-50 of 247 Eastern Shore Rentals

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1 / 27

Chincoteague Island Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 9
Home / 4 Bedrooms / Sleeps 9

(21)“ Excellent ”21 Reviews

from

$172

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:9
Type:Home
Per night:$172 - $215
Per week:$1,200 - $1,500
Pets allowed:No
Internet:No

State Of the Art Club House With Indoor and Outdoor pools in the development Canel front home. Custom Bulit in 2006 Great views of the bay and New Club House. This home has a state of the art entertaiment system 50" plasma with surround sound music in evey room including...

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September in Captains Cove

“ Excellent ”
October 8, 2013
My Family and I chose to take the entire month and enjoy the peace and incredible weather of the end of the Summer Season. It was a wonderful and memorable time. There was not a single day that we did not have a great time in the Cove. . From watching our nieces and nephews enjoy the crabbing, to the beach and the pool. We all shared fun family times together that you just do not get to do everyday. We also got to watch two incredible NASA launches right from the deck of the house, a truly once in a lifetime experience. . Our family shared gourmet dinners that we were able to cook in the spacious well equipped kitchen and there was plenty of room for all of us to stay comfortably. When we didn't feel like cooking the Marina club was always available for Grown up dinners and family events alike. . But I think for me one of my favorite things was scootering to golf each day at 3pm and cutting 10 strokes off my game on the world class course in the cove. . Thank you so much for sharing your home with us we will be back next year. .
Jim Lukens, In Eagles Country

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Teasers Fishermans Lodge LLC
1 / 11

Onancock Cottage
3 Bedrooms / 3 Bathrooms / Sleeps 9
Cottage / 3 Bedrooms / Sleeps 9

from

$65

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:9
Type:Cottage
Per night:$65
Per week:$455
Pets allowed:Yes
Internet:No

Teasers Fishermans Lodge is located 3 blocks from the water. Our lodge is 3 separate units equipped for up to nine people. All of our rooms come equipped with all the essentials of home, full kitchenettes, refrigerator, microwave, flat screen TVs, cable, coffee makers, fresh...

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Extended Upper Deck
1 / 16

Pungoteague Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(13)“ Excellent ”13 Reviews

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$250 - $300
Per month:$7,500 - $9,000
Pets allowed:Yes
Internet:No

Entering onto the property from the Co. Road you will realize you hit a home run for peace and quite. Situated on a large parcel in the middle of the Eastern Shore you will see that you are actually on a penisula. Coming down the driveway be sure to maintain 5mph limit as not to disturb...

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Wonderful Getaway

“ Excellent ”
July 16, 2014
What a relaxing time we had while staying there. Crabs every night off your very own dock, beautiful sunsets and peace and quiet! Great location to explore the rest of the Eastern Shore. Randy was great to work with...very accommodating. If you're interested in a luxury resort, this place is not for you. If you're interested in rustic charm, reading a good book, playing backgammon on the screened porch, then you've found your slice of heaven. We really enjoyed our stay!
Sabrina Pyle, Bluffton, SC

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 22

Chincoteague Island Home
4 Bedrooms / 4 Bathrooms / Sleeps 11
Home / 4 Bedrooms / Sleeps 11

(11)“ Excellent ”11 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:11
Type:Home
Per night:$99 - $898
Per week:$799 - $4,789
Pets allowed:No
Internet:Yes

Map location is wrong on this site - - we are Waterfront! New Specials - must contact owner! ! 20% off April 9- 30 stays! $100 off new reservations for stays May 25- July 4! See Specials on our PonyIsland site. Available April, May early June, July 2- 4, July 25- Aug...

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Magic Week at Chincoteague Home

“ Excellent ”
March 29, 2015
If you love wildlife and want to see them in their natural habitat, then Chincoteague Island is the place for you. We have had two wonderful stays there at Spinnaker House, the well-loved home of Pat and Harmon who share their warmth and comfortable “home away from home” with anyone wanting a magical time at Chincoteague. Spinnaker has five bedrooms and four bathrooms and a beautiful living room complete with fireplace overlooking one of the canals. We enjoyed a week of family reunion as well as individual quiet. Our days were spent at the refuge and in the evenings and mornings, we shared dinners and breakfasts at Spinnaker. The home is comfortable and homey, making it easy to relax and enjoy each other. The canal on one side and marsh on the other are home to water birds including great blue herons, mergansers, mallards, egrets and many more. And of course, there is the magic of the Chincoteague Wildlife refuge only minutes away. Spinnaker is the perfect place to stay, but book it before your wished-for vacation week is taken!!
Nancy Theeman, Dobbs Ferry, NY

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Cape Charles Virginia Vacation Rentals - Home
1 / 18

Cape Charles Home
4 Bedrooms / 4 Bathrooms / Sleeps 12
Home / 4 Bedrooms / Sleeps 12

Bedrooms:4
Bathrooms:4
Sleeps:12
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Enjoy a relaxing stay only 3 blocks from the beach in the waterside town of Historic Cape Charles. Named in 'Southern Living Magazine'' Best Beach Towns. Dubbed the 'Quarter Master ' for it's twin master bedrooms, this classic victorian beach house has lots of space for family...

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1 / 16

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$128

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$128 - $164
Per week:$895 - $1,145
Pets allowed:No
Internet:Yes

Charming 3 bedroom and one day bed house with a great in- town location at 6298 Mumford Street. There is 2 baths and a large fenced in yard, carport and a screened porch. This home is located on a quiet street, but is only a short walk to downtown shopping, movies & restaurants!...

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Chincoteague Island Virginia Vacation Rentals - Apartment
1 / 8

Chincoteague Island Apartment
2 Bedrooms / 1 Bathroom / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$72

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Apartment
Per night:$72 - $108
Per week:$500 - $750
Pets allowed:No
Internet:No

Do you need a vacation rental where you can park your boat and bring your pet? You've found it! Sea Tag #23 is a great two bedroom unit located at 7482 Eastside Drive. The upper level of this home has 1 double bed and 4 twin beds. This home features beautiful views that overlooks...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 17

Chincoteague Island Home
5 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$136

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$136 - $222
Per week:$950 - $1,550
Pets allowed:No
Internet:Yes

4368 Main Street. Wonderful 5 bedroom, 3. 5 bath Victorian home on Main Street, just a short walk from downtown! Room enough for large groups. (1Q/2D/4T) All amenities, big shaded yard, porch, deck with gas grill, & screened gazebo!...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 9
Home / 3 Bedrooms / Sleeps 9

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:9
Type:Home
Per night:$79 - $122
Per week:$550 - $850
Pets allowed:No
Internet:Yes

Large and spacious, bright & airy, and colorfully painted. Two of the bedrooms are on the second level. The private sleeping area is on the first floor. There is a full bathroom on each floor. Sleep arrangements can be made based on a queen bed, 5 twin beds, and 1 queen sleeper...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 8

Chincoteague Island Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$108

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$108 - $197
Per week:$750 - $1,375
Pets allowed:No
Internet:Yes

7142 Silver Sails Landing. (2Q, 2T, QSS). This wonderful 3 bedroom/2. 5 bath rental home is light, bright & airy. Adam's Apple (formerly known as Silver Sails) boasts all amenities including community pool privileges, 1st floor master, open floor plan, screened porch, deck,...

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Chincoteague Island Virginia Vacation Rentals - Apartment
1 / 13

Chincoteague Island Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 8
Apartment / 3 Bedrooms / Sleeps 8

from

$140

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Apartment
Per night:$140 - $243
Per week:$975 - $1,695
Pets allowed:No
Internet:Yes

6321Captian's Lane COME AND ENJOY! You've earned it. Located on the edge of beautiful Chincoteague Bay, Sunset Bay Villa 221 is a luxury waterfront condominium that sleeps 8 with three rooms for sleeping. (1K/1D/2T/1QSS) This unit boasts over 1, 700 square feet of luxury living...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 14

Chincoteague Island Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$118

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$118 - $229
Per week:$825 - $1,600
Pets allowed:No
Internet:Yes

7158 Piney Island Road, Unit 1 Delightful end- unit townhome overlooking the Assateague Channel and Lighthouse. This unit boasts many fine features including a fully- stocked kitchen, waterside master bedroom suite (with balcony), a fireplace and a 26" flat screen TV with DVD player....

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 9

Chincoteague Island Home
2 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$72

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Home
Per night:$72 - $133
Per week:$500 - $925
Pets allowed:No
Internet:Yes

This is a lovely 2 bedroom townhome with gorgeous water views of the Assateague Island. This home will accommodate up to 6. There is a queen sized bed, a double sized bed, and 2 twin sized beds. This home features a full line of appliances including an washer/dryer, a dishwasher,...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

Chincoteague Island Home
2 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$79

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Home
Per night:$79 - $133
Per week:$550 - $925
Pets allowed:Yes
Internet:Yes

A light, bright & airy beach rental with a private community pool and water access with dock. This rental is located at 7665 East Side Drive. This spacious home is tastefully furnished and features all appliances including a washer/dryer and dishwasher. The first bedroom has 2 queen...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 12

Chincoteague Island Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$75

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$75 - $100
Per week:$525 - $700
Pets allowed:No
Internet:Yes

Cozy farmhouse cottage overlooking Assateague Island located at, 7759 East Side Drive. The first bedroom has 2 twin sized beds. The second bedroom has a queen sleeper sofa. There is also a double sleeper sofa. There is one bedroom located on the first level. The bathroom of this ...

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Chincoteague Island Virginia Vacation Rentals - Apartment
1 / 9

Chincoteague Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$99

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$99 - $147
Per week:$690 - $1,025
Pets allowed:No
Internet:Yes

Cozy 2 bedroom condo located at 7622 East Side Drive. Enjoy a large master bedroom suite with doors that open to the waterside deck area. There is a screened porch that overlooks the water. The dock area is right outside your door! This condo is tastefully furnished and feature a...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

Chincoteague Island Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$65

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$65 - $93
Per week:$450 - $650
Pets allowed:No
Internet:Yes

This cozy island cottage is perfect for your vacation! Located very close to Main St. at 6185 Ocean Boulevard, you're a short walk to town, and only one block from our island's best coffee shop! Nicely furnished, this cottage features central air, all basic kitchen appliances,...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 11

Chincoteague Island Home
2 Bedrooms / 3 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$72

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:4
Type:Home
Per night:$72 - $100
Per week:$500 - $695
Pets allowed:No
Internet:Yes

6388 Teal Lane, Unit 9 Formerly known as Z & T Beach House, this Charming Town Home has 1D, 2T. You will be with in Walking Distance to Maddox Blvd and Beach Road. After a day of Fun and Sun on the Beach, come back and relax with many amenities, such as Central A/C, D/W, W/D,...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 9

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$100 - $125
Per week:$695 - $875
Pets allowed:No
Internet:No

6313 Popular Street. A great three bedroom home (3Q, 1D) with a great "in- town" location. Walk to movies, restaurants, shopping, etc. Agape House features many new upgrades including updated bathrooms, fresh paint, new carpeting & more. Master Bedroom suite features a whirlpool...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 22

Chincoteague Island Home
5 Bedrooms / 3 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

(2)“ Average ”2 Reviews

from

$136

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$136 - $279
Per week:$950 - $1,950
Pets allowed:Yes
Internet:Yes

3867 Main Street. Huge 5 bedroom, 2. 5 bath Victorian home right on Main Street - close to downtown. Pet friendly & big enough to accomodate 12! Beautiful balcony views of the island & Chincoteague Bay. Fantastic wrap- around screened porch out front! Great White includes access...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 8

Chincoteague Island Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$65

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$65 - $97
Per week:$450 - $675
Pets allowed:No
Internet:Yes

6424 Annamessex Lane. Value Priced - Delightful 2 bedroom ranch home located on a quiet side street in town. There's a brand new screened porch. The yard is nice & big and the home is very nicely furnished. The home offers central air conditioning and also has a washer/dryer and ...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 15

Chincoteague Island Home
3 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

from

$111

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$111 - $279
Per week:$775 - $1,950
Pets allowed:No
Internet:Yes

3488 Ridge Road. (2Q/4T/1QSS) Not your typical vacation rental home, Black Skimmer is a "compound- style" rental that offers some of the best water views of Assateague Island! The main house has been tastefully restored and features hardwood floors and spacious rooms. There are ...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 14

Chincoteague Island Home
3 Bedrooms / 1 Bathroom / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$78

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$78 - $111
Per week:$545 - $775
Pets allowed:No
Internet:Yes

5122 Main Street. Live with history and your own private nature preserve. This updated 19th century island waterman's home is nestled on an acre and a half of secluded land. The Homestead is tastefully furnished and loaded with amenities. Take a shower under the stars or watch the...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 14

Chincoteague Island Home
3 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

(3)“ Excellent ”3 Reviews

from

$111

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$111 - $208
Per week:$775 - $1,450
Pets allowed:Yes
Internet:Yes

Luxury waterfront townhome overlooking Chincoteague Bay located at 3068 Main Street. Enjoy beautiful sunsets and a long pier for fishing and crabbing. Amenities include all basic appliances, central air and a screened porch. This unit includes a king size bed, a queen bed, 2 twin...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 15

Chincoteague Island Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$165

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$165 - $290
Per week:$1,150 - $2,025
Pets allowed:No
Internet:Yes

5216 Georgie's Ln. Beautiful contemporary home nestled on the edge of Little Oyster Bay. Lots of amenities including wood floors, screened porch, outside shower & more. WIRELESS INTERNET. Long pier and dock on Little Oyster Bay - great for kayaking & crabbing. Open floor plan, ...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 9

Chincoteague Island Home
2 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 2 Bedrooms / Sleeps 8

from

$72

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:8
Type:Home
Per night:$72 - $133
Per week:$500 - $925
Pets allowed:No
Internet:Yes

7665 East Side Drive We have added internet access! If you feel the need to stay connected, we are here for you. This home has it all - a community pool, a dock for fishing and crabbing, and even a beatiful master bedroom suite with jacuzzi tub! (3Q/ 1QSS). We are close to Memorial...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 18

Chincoteague Island Home
5 Bedrooms / 3 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

(1)“ Excellent ”1 Review

from

$293

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$293 - $379
Per week:$2,050 - $2,650
Pets allowed:Yes
Internet:Yes

7465 Beebe Road. Fabulous! Fabulous! Fabulous! If you're looking for a large space to have a family vacation or reunion, this is it. This beautiful waterfront home is located on a tidal creek and boasts over 3, 000 sq ft of living space. (3Q/ 4T/ 1FUTON). All amenities package...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

Chincoteague Island Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$68

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$68 - $93
Per week:$475 - $650
Pets allowed:Yes
Internet:Yes

New for 2013, brand new HVAC, 1/2 bath added, and new dishwasher. New renovations in progress and will be announced as completed. Located in lovely Piney Island within a short bike ride to the beach. Coming soon a dog run in the back yard for the furry friends you bring with you....

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 12

Chincoteague Island Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$68

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$68 - $114
Per week:$475 - $795
Pets allowed:No
Internet:Yes

3402 Ridge Road Value priced at $655/week in season. Very nice 2 bedroom (1Q/2T/1QSS) vacation rental home with waterviews of Assateague Island. Located right next to where the ponys swim. This unit features all amenities including a waterside screened porch & large yard! Located...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 2

Chincoteague Island Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$143 - $257
Per week:$995 - $1,795
Pets allowed:No
Internet:Yes

3561 S. Main Street If you're looking for that special vacation home that offers everything you'll need, look no further. Paradise offers all top- of- the- line amenities including cherry wood floors, chef's kitchen and spacious master bedroom suite with custom bathroom & Jacuzzi...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 19

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(2)“ Excellent ”2 Reviews

from

$77

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$77 - $121
Per week:$535 - $845
Pets allowed:Yes
Internet:Yes

This home is located on 3262 Colona Street. Come stay in this charming farmhouse and enjoy an old fashioned family vacation. This home features 1 double bed and 4 twin beds. Enjoy a warm summer night without pesky bugs inside the great screened porch just off the formal dining room....

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 9

Chincoteague Island Home
2 Bedrooms / 2 Bathrooms / Sleeps 5
Home / 2 Bedrooms / Sleeps 5

(1)“ Excellent ”1 Review

from

$47

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Home
Per night:$47 - $83
Per week:$325 - $575
Pets allowed:No
Internet:No

6017 Peterson Street. We just can't say enough about this great rental unit! It's spacious and accommodating. The two bedroom, one- and- a- half bath home has all the vacation amenities for a comfortable island visit on or off season including: central air, upgraded cable, washer...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 19

Chincoteague Island Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$108

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$108 - $171
Per week:$750 - $1,195
Pets allowed:No
Internet:Yes

Lovely 3 bedroom Piney Island home with all amenities & great views located at 7138 Piney Island Road. This home has its 3rd bedroom on the second level. Enjoy lots of space and a huge screened porch. The first bedroom has one queen bed, the second bedroom has 1 twin bed, the 3rd...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 16

Chincoteague Island Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$128

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$128 - $204
Per week:$895 - $1,425
Pets allowed:No
Internet:No

6425 Pine Drive This beautiful waterfront duplex home is located in the very popular "Piney Island" area, just off of a quiet and secluded lane. Features include a waterside master bedroom suite with balcony, brand new kitchen upgrades, all new bathrooms, and a private pier perfect...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 15

Chincoteague Island Home
2 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 2 Bedrooms / Sleeps 8

(2)“ Excellent ”2 Reviews

from

$128

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
Type:Home
Per night:$128 - $200
Per week:$895 - $1,395
Pets allowed:No
Internet:Yes

6254 Wagner Lane. This beautiful 2BR ranch home has a quiet, out- of- the- way location on Little Oyster Bay. The views of the bay are beautiful. And there's a long pier and dock. It's perfect for crabbing, kayaking & canoeing. An Unfettered View features all amenities including...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 15

Chincoteague Island Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$115

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$115 - $200
Per week:$800 - $1,395
Pets allowed:No
Internet:Yes

5378 Oak Drive. This modern beach retreat features an open floor plan, perfect for socializing with friends or just relaxing after a fun day at the beach. It is loacted on Oak Drive on Piney Island, closest neighborhood to the beach and convenient for shopping and dinning on Maddox...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 11

Chincoteague Island Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$79

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$79 - $100
Per week:$550 - $700
Pets allowed:No
Internet:Yes

3255 Colona Street. Off South Main Street is where you'll find this cute vacation cottage. Peekaboo offers many amenities including a nice eat- in kitchen and screened porch. (1Q/1D/1 BUNK/ 1QSS) You'll enjoy the peek- a- boo view of Chincoteague Bay! (limited waterview) All appliances...

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Chincoteague Island Virginia Vacation Rentals - Home
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Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$85 - $128
Per week:$590 - $890
Pets allowed:No
Internet:Yes

This charming contemporary ranch is located at 5535 N. Hibiscus Dr. This home has all the bells and whistles, a lovely screened porch, a grilling deck, a luxurious master bedroom suite with private bath and internet access. There is 2 queen beds, 1 double bed, and 1 twin bunk...

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Chincoteague Island Virginia Vacation Rentals - Apartment
1 / 15

Chincoteague Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$92

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$92 - $136
Per week:$640 - $950
Pets allowed:No
Internet:Yes

Luxurious 2 bedroom, 2 bath waterfront townhome with views you won't believe! This home is located at 7622 East Side Drive. It is tastefully decorated with work of local artisans. All amenities are provided. The master bedroom suite has a king bed and a waterside balcony! The second...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 13

Chincoteague Island Home
2 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 2 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$74

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:8
Type:Home
Per night:$74 - $114
Per week:$515 - $795
Pets allowed:No
Internet:Yes

Lovely townhome rental located at 3017 Ridge Road. This home features a great screened in porch with a ceiling fan just off living room, large bedrooms, a master bedroom suite, a second- level screened porch off one bedroom. There are 2 queen beds, one bunk bed, and one queen...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 13

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(2)“ Average ”2 Reviews

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$100 - $250
Per week:$695 - $1,750
Pets allowed:Yes
Internet:Yes

5112 Richardson Street. . Unique waterfront log home! Located in presigous Richardson's Landing, you'll enjoy the quiet location and the convenience of being right on the water! This grand home features beautiful landscaping, a split rail fence, open floor plan and boat dockage....

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 8

Chincoteague Island Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$79

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$79 - $108
Per week:$550 - $750
Pets allowed:No
Internet:Yes

7514 Beebe Road Saltwater Cowboy is a great way to spend your time on Chincoteague Island! You'll always feel welcome at this tastefully appointed cottage. On the main level there is a fun enclosed porch with dining furniture and a TV, an eat- in kitchen, full bathroom, living...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 16

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$129 - $214
Per week:$900 - $1,495
Pets allowed:No
Internet:Yes

5543 Hibiscus Dr. Beautiful custom waterfront home in Oyster Bay. The open floor plan is bright and airy with plenty of room to move around. The downstairs features an open living & dining room w/ gas fireplace, kitchen, and a bedroom and bathroom. Upstairs you'll find the other...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 9

Chincoteague Island Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$111

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$111 - $171
Per week:$775 - $1,195
Pets allowed:No
Internet:Yes

This home is located at 7452 Memorial Park Drive. Located right next to Memorial Park! Enjoy fantastic water views from your deck and all the amenities Memorial Park offers; picnic areas, fishing dock, boat ramp & more. This great 2 bedroom home offers a queen bed, 2 twin beds,...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 1

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

from

$111

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$111 - $228
Per week:$775 - $1,595
Pets allowed:No
Internet:Yes

3032 Main Street. Words cannot describe this top- of- the- line luxury townhome. Overlooking Chincoteague Bay, you'll find 3 BR/2 BA. The stainless steel JenAir appliances & gas grill are perfect for the family cook, and the dining area features unobstructed views of the water. ...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 12

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$108

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$108 - $165
Per week:$750 - $1,150
Pets allowed:No
Internet:Yes

5397Oak Drive. New to the Chincoteague vacation rental market. This very nice 3 bedroom home is located in Piney Island - just a short walk to Assateague Island. (1K/1Q/1F/T/1QSS). The home boasts all amenities including a fully equipped kitchen with all appliances & washer/dryer,...

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1 / 9

Chincoteague Island Home
1 Bedroom / 1 Bathroom / Sleeps 5
Home / 1 Bedroom / Sleeps 5

from

$57

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:5
Type:Home
Per night:$57 - $90
Per week:$395 - $625
Pets allowed:No
Internet:No

If you're looking for an affordable vacation, this is it! This home is located on 3588 Ridge Road. This home is cute as a button! This cozy little cottage sleeps 5, and it's conveniently located very close to Memorial Park and the Pony Swim area. The modern amenities make for ...

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1 / 17

Chincoteague Island Home
5 Bedrooms / 4 Bathrooms / Sleeps 11
Home / 5 Bedrooms / Sleeps 11

from

$185

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:11
Type:Home
Per night:$185 - $315
Per week:$1,295 - $2,200
Pets allowed:No
Internet:Yes

4653 Main Street. . Tucked away off North Main on the waterfront, Lavinder House is a charming Victorian- style home steeped in tradition. From the original woodwork to the brick kitchen floor, you'll enjoy the original integrity this island home features. Once the home of actress...

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1 / 14

Chincoteague Island Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(1)“ Excellent ”1 Review

from

$122

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$122 - $208
Per week:$850 - $1,450
Pets allowed:No
Internet:Yes

Wonderful traditional island home with slight views of the bay located at 3884 Main Street. Excellent in town location, walking distance to dinner, movies, shopping & galleries. Hill House features a first floor bedroom and 1/2 bath. This house has 2 double beds, 4 twin beds, ...

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1 / 15

Chincoteague Island Home
4 Bedrooms / 4 Bathrooms / Sleeps 11
Home / 4 Bedrooms / Sleeps 11

(2)“ Very Good ”2 Reviews

from

$225

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:11
Type:Home
Per night:$225 - $340
Per week:$1,575 - $2,375
Pets allowed:No
Internet:No

3434 Ridge Road. Beautiful waterfront contemporary perched on the edge of Assateague Channel. Enjoy breathtaking vistas of Assateague Island, the lighthouse, the wild ponies and the abundant wildlife. This spacious home boasts a complete line of amenities including a 600' peir/dock...

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About Eastern Shore

Visiting Virginia’s Eastern Shore

With its beautiful beaches, rich history, and unique culture, travelers flock to Virginia’s Eastern Shore for memorable vacations. The Delmarva Peninsula contains the eastern shores of Maryland and Virginia as well as the majority of the state of Delaware. The Eastern Shore of Virginia, however, boasts some of the most exciting and interesting attractions and destinations on the peninsula.
View the wild ponies on the islands of Assateague and Chincoteague. Watch a NASA rocket launch at the Wallops Flight Facility. Relax and enjoy the sand and sun. Finish the perfect day with a delicious seafood dinner and a restful sleep at one of the many family-friendly Eastern Shore rentals, available in abundance online from Vacation Home Rentals. The Eastern Shore of Virginia offers fun for all ages. You won’t be disappointed!

Areas of Virginia’s Eastern Shore

This unique region of Virginia overflows with notable destinations, but a few stand out above the rest. Chincoteague Island represents one of the most beloved destinations for families in this part of Virginia. Eastern Shore vacation rentals are easily obtained on the island. Don’t waste your time and money driving a long distance for a limited day: Find Eastern Shore house rentals from Vacation Home Rentals that are only a short walk or drive from your favorite attractions.
Onancock is another amazing destination in this region of Virginia. Located on the Chesapeake Bay, the town of Onancock offers a delightful variety of dining and activity options while retaining its small-town charm. Eastern Shore, VA, vacation rentals in this area can be found steps away from Onancock’s historic district.
The town of Cape Charles lies near the mouth of the Chesapeake Bay. Families love the relaxing beach on the bay. If you arrive by boat, dock at the Cape Charles marina and enjoy easy access to the town. There are many Eastern Shore homes for rent in Cape Charles. One of these could be the perfect place to rent for a relaxing, laid-back vacation.

Sightseeing in Virginia’s Eastern Shore

No matter where you go, there is much to see and do on the Eastern Shore. Visit the Ker Place museum in Onancock, a Georgian-style mansion built in the late 1700s. In Cape Charles, see a play with a fully local cast at the Historic Palace Theatre. Take a sunset boat tour around Chincoteague and Assateague. You will likely see wild ponies roaming the ...

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