Eastern Shore Vacation Rentals, Homes, & More

1-50 of 289 Eastern Shore Rentals

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Cape Charles Virginia Vacation Rentals - Home
1 / 18

Cape Charles Home
4 Bedrooms / 4 Bathrooms / Sleeps 12

from

$199

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:12
Type:Home
Per night:$199 - $233
Per month:$5,970 - $6,990
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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Cape Charles Virginia Vacation Rentals - Home
1 / 15

Cape Charles Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”13 Reviews

from

$200

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$200
Per week:$1,400
Pets allowed:Yes
Internet:No

ENJOY OUR FREE Wi- Fi INTERNET SERVICE! LUXURY AWAITS! This very comfortable 4 bedroom with 3 baths and a little over ½ mile from the beach. The villa has well over 2600 square feet of living space with a 2 car garage. The huge kitchen has a new stove, microwave, center island...

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Great Place to stay

“ Excellent ”
August 4, 2014
We have stayed at the Betty Morrison house for 4 years now. We love it because it has plenty of room and it is pet friendly. My family has two boats and there is plenty of room in the yard for all of the boats and the cars. We also clean our fish there. We have never had a problem with it until this year when the alarm starting going off because of a low battery. We called the owner and it was fixed within an hour. I can't say enough good things about this house. I would recommend this house to anyone.
Jenny Ellis, North Carolina

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 27

Chincoteague Island Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 9

“ 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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Pungoteague Virginia Vacation Rentals - Home
1 / 16

Pungoteague Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”13 Reviews

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$250 - $275
Per month:$7,500 - $8,250
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

“ Excellent ”10 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

New Years Open! Fireplace weekends include cleaning and Firewood! Save on 2015 weeks now! Spinnaker Waterfront - REALLY on Chincoteague Island! Full rates published on our Ponyisland site - Call and ask Events & Activities & Specials to be emailed. Couples Discount...

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Best family vacation !!

“ Excellent ”
August 10, 2014
This was a beautiful house in a beautiful location. Perfect. The house offers everything you would need for a fabulous vacation. Chincoteaque has lots to do if you like biking, crabbing, fishing, boating, and have an appreciation for nature. The food was good and the people that worked in the town were very nice and hard working. We spent most of our time enjoying the house and just hanging out. The kids never complained of being bored and didn't miss their video games! We played Horse-opoly instead and ate smores on the deck!! We are going back next year!
Vicki Kocher Corbeil, Skippack,PA

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / 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 / 10

Chincoteague Island Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Average ”1 Review

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$79 - $118
Per week:$550 - $825
Pets allowed:No
Internet:No

A very nice water view duplex located at 7378B East Side Drive, which is within a stones through to Memorial Park. There are 2 queen beds, 1 twin bed, and a queen sleeper sofa. Enjoy a large screened- in porch, deck, central heat and air, dishwasher, microwave, Washer/Dryer,...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 14

Chincoteague Island Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$150

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$150 - $258
Per week:$1,050 - $1,800
Pets allowed:No
Internet:Yes

5082 Twilley Drive - 2 Queen Beds, 2 Twins And A Trundle Set, Pet Friendly with Fee; Gas Fireplace, Screened Gazebo, 2 Tv'S With Dvd Players. ". Kayak Down A Canal And Tie Your Boat Up To The 50' Bulkhead In Front Of This 3 Bedroom / Bath Suites Plus Loft Home , With A 25 'Vaulted...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 11

Chincoteague Island Home
3 Bedrooms / 3 Bathrooms / 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

Ocean East #3 being completely remodeled! ! From the outside decks and railings, to the inside floors (carpet & tile) and kitchen (cabinets, appliances, etc)... Everything will be brand- new! The large living room has a log fireplace and a sleeping sofa from 2009. Both levels...

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Chincoteague Island Virginia Vacation Rentals - Apartment
1 / 11

Chincoteague Island Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$140

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Apartment
Per night:$140 - $272
Per week:$975 - $1,900
Pets allowed:No
Internet:Yes

6321 Captain's Lane Villa 206 is a new unit that has been professionally decorated and offers five- star luxury. Spacious and accommodating, the groumet kitchen is perfect for cooking your favorite meals. It's well stocked and ready for your handiwork. There are three bedrooms, ...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 18

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$72

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$72 - $122
Per week:$500 - $850
Pets allowed:No
Internet:Yes

This cozy ranch styled home overlooks wet lands and is located at 5521 American Circle Drive, Richardson's Landing. Step inside this home and you will find a spacious living room with many windows and a ceiling fan. The living room has a sofa and 3 chairs that surround a TV. The ...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 7

Chincoteague Island Home
3 Bedrooms / 4 Bathrooms / Sleeps 8

“ Very Good ”1 Review

from

$83

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$83 - $133
Per week:$575 - $925
Pets allowed:No
Internet:Yes

4475 Deep Hole Road - K /2 Twins/Queen Sleep Sofa; Screened Porch; Upper Level Open Deck; Dishwasher; Central Heat And Air; Gas Fireplace; Toaster; Washer/Dryer; Microwave; Color Tv; Cable; Vcr; Coffeemaker; Phone. No Pets. Maximum Occupancy 6. This House Rents Sunday...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$97

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$97 - $143
Per week:$675 - $1,000
Pets allowed:No
Internet:No

This cottage is within a wooded area and close to a lake. This rental is located at 5396 Pearl Drive, Oyster Bay. The inside of this condo has been recently redone. It features calming earthy colored painted walls and bright carpets. The living room has a sectional sofa and a Flat...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 9

Chincoteague Island Home
2 Bedrooms / 3 Bathrooms / 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 - Apartment
1 / 8

Chincoteague Island Apartment
2 Bedrooms / 1 Bathroom / 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 / 12

Chincoteague Island Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Average ”1 Review

from

$68

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$68 - $90
Per week:$470 - $625
Pets allowed:Yes
Internet:No

This charming aged home is located at 3438 Main Street. This home is a beach property and has views of the ocean from the backyard. The living room has hardwood floors, a sofa and a chair. The kitchen has pine cabinetry and a gas oven. The kitchen also has a washing machine within...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 11

Chincoteague Island Home
2 Bedrooms / 3 Bathrooms / 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 - Apartment
1 / 14

Chincoteague Island Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$140

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$140 - $243
Per week:$975 - $1,695
Pets allowed:No
Internet:Yes

6321 Captain's Lane #309 WHEN ONLY THE BEST WILL DO! Located on the edge of beautiful Chincoteague Bay, Sunset Bay Villas are distinctive conominium homes that offer nothing less than the finest amenities. This unit boasts over 1, 700 square feet of living space with 3 bedrooms...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 13

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$130

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$130 - $190
Per month:$3,900 - $5,700
Pets allowed:No
Internet:No

7235 Bunting Very nice mobile home in private setting with large enclosed porch overlooking the marsh. Close to town harbour and offers all amenities including internet. All bedroom on the same level Bed Sizes: 1 Queen, 1 Twin, 1 set of Bunks, 1 Set of Bunks (1 Twin and 1 Double)...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

Chincoteague Island Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Average ”2 Reviews

from

$105

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$105 - $125
Per month:$3,150 - $3,750
Pets allowed:No
Internet:No

6389 Circle Drive Comfortable Island home packed with amenities. Sea Pines offers a nice treed yard and back screened porch. New flat screen tv. Offers wireless and wired high speed internet and grill! Close to Nature Trail. 1 Queen, 1 Double, 1 Twin , 1 Queen Sleep Sofa Prime...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 17

Chincoteague Island Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$93

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$93 - $136
Per week:$650 - $950
Pets allowed:No
Internet:Yes

7259 McGee Lane Enjoy the wonderful bay breezes from this charming waterfront home. This house offers a large front and back yard great for cook- outs and games. Three bedrooms and 1 bath with a spacious kitchen. Catch a glimpse of the world famous Chincoteague ponies while relaxing...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 11

Chincoteague Island Home
5 Bedrooms / 2 Bathrooms / Sleeps 10

from

$180

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:10
Type:Home
Per night:$180 - $240
Per month:$5,400 - $7,200
Pets allowed:No
Internet:No

3849 Main Street Charming and spacious island home offering a first floor bedroom and Outside Shower. Close to center of town, near restaurants, shopping and nightly entertainment. 1 Bedroom & 1Bath downstairs/3 Bedrooms & 1 Bath- 2nd floor/1 Bedroom- 3rd floor 20 Foot Boat slip...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 14

Chincoteague Island Home
3 Bedrooms / 3 Bathrooms / Sleeps 10

from

$305

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$305 - $385
Per month:$9,150 - $11,550
Pets allowed:Yes
Internet:No

5104 Blake Point Road Goose Bay tucked away off the northern end of Main Street offers a tranquil and serene location with outstanding waterviews and sunsets over the Chincoteague Bay and ponds. First Floor bedroom and two additional bedrooms with lof/sitting areat on second level....

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

Chincoteague Island Home
2 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$125

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
Type:Home
Per night:$125 - $159
Per month:$3,750 - $4,770
Pets allowed:Yes
Internet:No

5159 Deep Hole Road This charming island cottage built in 1920 features wood plank floors, open- beam ceilings, a screened- in porch and a large yard. Beautifully restored, East Wing is within walking distance of Little Oyster Bay, a boat launch, playground and restaurants. The...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$140

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$140 - $190
Per month:$4,200 - $5,700
Pets allowed:No
Internet:No

5303 Meadow Drive Well appointed rancher in Piney Island, with large screened porch and private den with sleep sofa. Offers bicycles and water access! ! Recently added all new appliances and floors for 2015 season. Very close to Assteague Island. Nearby is Octopus Bed Sizes: 1Queen,...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 9

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$150 - $230
Per month:$4,500 - $6,900
Pets allowed:No
Internet:No

6313 Cleveland Street Walk to everything including shopping, restaurants and entertainment from this convenient in town location! This house has been completely renovated and is a great house for your vacation! Wireless internet! Bed Sizes: 2 Queen, 2 Twin, 1 Double Sleep Sofa...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 7

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$140

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$140 - $200
Per month:$4,200 - $6,000
Pets allowed:No
Internet:No

5277 Oyster Court- Oyster Bay I Oyster Bay I home will delight you with it's spacious bedrooms and lovely back sunroom. Small screen porch in front and a fish cleaning table below the home is set- up to enjoy. Offers wireless internet and satelite tv! ! ! Bed Sizes- 2 Queen, 2...

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Chincoteague Island Virginia Vacation Rentals - Apartment
1 / 13

Chincoteague Island Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$240

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Apartment
Per night:$240 - $335
Per month:$7,200 - $10,050
Pets allowed:No
Internet:No

6321 Captain's Lane Unit #207 Sunset Bay Villas Classic and spacious 3 bedroom waterfront condo overlooks the Chincoteague Bay and Marina. Elegant décor, with every thought given for a comfortable stay. Large dining table and additional seating to feed a large crowd and fully equipped...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 11

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Very Good ”1 Review

from

$140

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$140 - $180
Per month:$4,200 - $5,400
Pets allowed:Yes
Internet:No

8118 Leo Lane This bright and cheerful home is tucked away on a private lane next to Misty's Pony Farm. It offers first floor bedroom and bath. Close to Pine Warbler and Summer Memories. Bed Sizes: 1 Queen, 1 Double, 1 Set of Bunks, 1 Futon Prime Season Rates: $900 weekly / $180...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 7

Chincoteague Island Home
4 Bedrooms / 1 Bathroom / Sleeps 8

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:1
Sleeps:8
Type:Home
Per night:$99 - $140
Per month:$2,970 - $4,200
Pets allowed:No
Internet:No

4264 Pine Street Tucked away home close to town with large screened porch. 1BR down and sleeping porch area downstaris and 1BR and sleep landing upstairs Bed Sizes: 1 Queen, 1 Double, 4 Twin 2015 Rates Prime Season Rates: $700 weekly/$140 per night- Off Season Rates: $495 weekly/$99...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 11

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$140

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$140 - $200
Per month:$4,200 - $6,000
Pets allowed:No
Internet:No

3196 Main Street Enjoy sunsets from this lovely waterfront home with dock! ! Offers wireless internet and great views. Nearby is Bay Breeze and Camelot. Bed Sizes: 1 Queen, 1 Double, 2 Twin, 1 Queen Sleep Sofa Prime Season Rates: $1000 weekly/$200 per night- Off Season Rates: ...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 5

Chincoteague Island Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$130

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$130 - $160
Per month:$3,900 - $4,800
Pets allowed:Yes
Internet:No

5420 Cedar Drive- Piney Island Cozy home nestled among the pine trees and close to the beach. There is water access for canoe or kayak. Pet friendly! (small dogs only) All bedrooms on same level Bed Sizes: 1 King, 2 Twin, 1 Double Futon Prime Season Rates: $800 weekly/$160 per ...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 8

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$130

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$130 - $160
Per month:$3,900 - $4,800
Pets allowed:Yes
Internet:No

7065 Wayne Road Spacious rancher is pet friendly with large deck , fenced yard and internet. Bed Sizes: 1 Queen, 1 Double, 1 Twin, 1 Double Sleep Sofa Prime Season Rates: $800 weekly/$160 per night- Off Season Rates: $650 weekly/$130 per night Additional amenities include: suitable...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 8

Chincoteague Island Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$130

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$130 - $170
Per month:$3,900 - $5,100
Pets allowed:No
Internet:No

6394 Cathell Street Totally renovated island home tucked away on quiet side street. Offers internet, screen porch. Walking distance to historic downtown with shops and restaraunts. Also within walking distance to firemans carnival. Bed Sizes: 2 Queen, 2 Twins Prime Season Rates:...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

Chincoteague Island Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$195

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$195 - $260
Per month:$5,850 - $7,800
Pets allowed:No
Internet:No

7150 Silver Sails Landing Exquisite duplex offers top level comfort with screened porch and open deck over looking the creek. Tropical accents with lovely furnishings, living room fireplace, gas grill, and community pool. Bed Sizes: 2 Queen, 2 Twin, Prime Season Rates: $1300 ...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 9

Chincoteague Island Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”1 Review

from

$99

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$99 - $140
Per month:$2,970 - $4,200
Pets allowed:No
Internet:No

3545 Willow Street Very nice, comfortable 2 BR home will delight you with it's updated kitchen and new appliances. The large screened- in back porch with gas grill. Deck will accommodate outdoor entertaining. Centrally located, it is a short walk to town/shopping and the carnival...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 7

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$110

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$110 - $125
Per month:$3,300 - $3,750
Pets allowed:Yes
Internet:No

6301 Circle Drive Charming pet friendly cottage in serene island setting with easy access to the Beach and to the Old Town. Spacious yard and screened porch. 2 full bathrooms. Bedrooms include 1 large master BR with king- size; plus 1 BR with 2 twins; and a cozy den with sofa/sleeper....

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 13

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$135

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$135 - $150
Per month:$4,050 - $4,500
Pets allowed:No
Internet:No

6444 Dogwood Lane Very nice and spacious home in quiet area of island. Large kitchen with stanless steel applicances, big dining area leads out to sun porch. Bed Sizes: 2 Queen, 2 Twin, Prime Season Rates: $750 weekly/$150 per night- Off Season Rates: $675 weekly/$135 per night...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 11

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$135

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$135 - $170
Per month:$4,050 - $5,100
Pets allowed:No
Internet:No

5384 N. Hibiscus Drive- Oyster Bay II Delightful lake view home at the very end of the cul- de- sac offers a very private and secluded location. Large yard and nice back deck to enjoy the views. Open, bright and comfortable makes a perfect vacation getaway. Bed Sizes- 2 Queen, ...

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

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$120 - $170
Per month:$3,600 - $5,100
Pets allowed:Yes
Internet:No

5323 Hibiscus Drive- Oyster Bay I This spacious pet friendly home is located in the private community of Oyster Bay II. Enjoy your morning coffee from the large deck or screened porch. Wildlife abounds with deer, rabbits, ducks, geese, and lots of songbirds in this quiet retreat!...

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1 / 8

Chincoteague Island Home
2 Bedrooms / 3 Bathrooms / Sleeps 6

from

$90

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Home
Per night:$90 - $125
Per month:$2,700 - $3,750
Pets allowed:No
Internet:No

7203 Bunting Road Bright and open townhouse with private patio area and gas grill! ! Offers nice wetland views. Close by is Island Escape and in walking distance to Firemans Carnival Bed Sizes: 1Queen , 1Double , 1 Bunk (2 Twins ), 1 Queen Sleep Sofa Prime Season Rates: $625 weekly/...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 12

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$135

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$135 - $170
Per month:$4,050 - $5,100
Pets allowed:No
Internet:No

Welcome to Blue Pearl Cottage, a lovely, sunny beach house, just minutes from fabulous beaches, wildlife and the quaint downtown of Chincoteague. This airy cottage nestled beside pine woods has a large wrap- around deck, a screened porch and offers privacy and quiet. and all ...

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1 / 13

Chincoteague Island Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”1 Review

from

$140

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$140 - $147
Per month:$4,200 - $4,410
Pets allowed:No
Internet:No

3159 Bertie Street Lovely home tucked away off of South Main Street offers quiet and waterview of the Chincoteague Channel. New owner's this year this home has been freshly painted and neat as a pin. Central a/c, dishwasher, washer/dryer, microwave, 2 Cable TVs, screened porch...

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1 / 8

Chincoteague Island Home
2 Bedrooms / 3 Bathrooms / Sleeps 6

from

$140

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Home
Per night:$140 - $180
Per month:$4,200 - $5,400
Pets allowed:No
Internet:No

Fiddler Bay Unit #6 Very nice waterfront townhome spectacular vistas of Assateague Island. Perfect spot for kayaking. Close by is Assateague Lookout. Now offering internet Bed Sizes: 1 Queen, 1 Bunk Bed Prime Season Rates: $900weekly/$180 per night- Off Season Rates: $700 weekly/$140...

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Chincoteague Island Virginia Vacation Rentals - Home
1 / 12

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$160

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$160 - $280
Per month:$4,800 - $8,400
Pets allowed:No
Internet:No

6368 Pine Drive- Piney Island Brand new Piney Island home. Spacious design open and bright with large screened porch and two covered porches offer views of Assateague in the distance. Close to Edie's Folly. Updated photos to come once the property is fully furnished! ! Bed Sizes:...

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1 / 10

Chincoteague Island Home
2 Bedrooms / 3 Bathrooms / Sleeps 5

from

$140

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:5
Type:Home
Per night:$140 - $170
Per month:$4,200 - $5,100
Pets allowed:No
Internet:No

6153 Marsh Island Drive- Marsh Island The owners of this new vacation rental have taken special care to provide their guests with many extras, including 1 person kayaks, beach items and a crab pot for your use. The view looking across Chincoteague Channel to Reed Memorial Park is...

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1 / 6

Chincoteague Island Home
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$80

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$80 - $110
Per month:$2,400 - $3,300
Pets allowed:No
Internet:No

4150 Grumpy's Lane Charming cottage located on a quiet, private lane. Close to town. Spacious sunroom addition! Newly added outside shower! Nearby are Smitty's Paradise. Bed Sizes: 1 Double, 1 Double Sleep Sofa 2015Rates Prime Season Rates: $550 weekly/$110 per night- Off Season...

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1 / 9

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$93

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$93 - $125
Per week:$650 - $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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1 / 7

Chincoteague Island Home
2 Bedrooms / 2 Bathrooms / 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 is a very nice rental unit with views of Assateague Island and is located on 7452 Memorial Park Drive. The master bedroom has one queen bed. The second bedroom has 2 twin beds. There is also a queen sleeper sofa. This home is in a prime located. It is steps from the water and...

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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 shorelines. Whether your family wants to experience nature, shop, or relax on a beach, Virginia’s Eastern Shore can deliver.
Dining on Virginia’s Eastern Shore
If you love seafood, the Eastern Shore will stun your taste buds with its extravagant variety of seafood dishes. Get a meal at Etta’s Channel Side Restaurant in Chincoteague, VA. Try the signature dish, flounder stuffed with crab imperial. If you are in Onancock, visit the award-winning restaurant at the Charlotte Hotel. If you want to enjoy a night in at your rental home, pick up some steamed blue crabs freshly caught the same day and feast with your family.
Weather and Climate
Virginia’s Eastern Shore has average winters, and its springs are wet and rainy. During the summer months, expect high humidity and hot days. Yet most Eastern Shore rentals by owner have air conditioning to cool your family off in the summer. Be wary of hurricanes in the late summer and fall months. Check the extended weather forecast before departing for your vacation.
When to Visit
The best time to visit Virginia’s Eastern Shore is during the summer. The summer months allow you and your family to fully experience the beaches, natural wonders, and sights of the region. Save money by visiting during the spring, fall, or winter months. Prices on Eastern Shore vacation rentals are lower during the colder months. During Christmastime, the historic towns are full of local charm and holiday spirit. Visit soon and have the family vacation of a lifetime.
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