Eastern Shore (264) Filter Cancel

1-50 of 264 Eastern Shore Rentals

| View All
Sort:
1  2  3  4  5  View All
Pungoteague Virginia Vacation Rentals - Home
1 / 16

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

(13)“ Excellent ”13 Reviews

Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
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...

See more

Close x

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

See all reviews

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 22

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

(13)“ Excellent ”13 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

Famous Wild Pony Swim and Round- up week July 25- Aug 1 is now available! Also cancellation for Aug 1- 8. 5 night minimum in peak summer. 2 nights July 2- 4 and rest of year. $100 off new reservations for stays May 25- July 4! New Specials - must contact owner! ! Available...

See more

Close x

Great Vacation Home

“ Excellent ”
May 15, 2015
We couldn't have asked for a nicer place to stay on our first trip to Chincoteague. The Spinnaker Waterfront Vacation Home is nicely situated right on a small waterway that opens into the larger Assateague Canal with a beautiful Eastern view of the water. The house is absolutely beautiful and extremely comfortable. With a screened porch that lets you enjoy the outdoors without the bugs to a nice sunroom, you can enjoy your coffee in the mornings with lots of light and sense of openess. The really nice finishing touch to the place was the welcome gifts of wine, local gourmet candy, and a gift card to the Island Creamery. All you need to add is the main course! We highly recommend the Spinnaker!
Bill Adams, Maryland

See all reviews

Close x

1 / 4

Chincoteague Island Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$110

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$110 - $159
Per month:$3,300 - $4,770
Pets allowed:Yes
Internet:No

6559 Church Street Island home with large back yard and deck and Internet. Pet Friendly! Next door is Lynnwood. 2 bedrooms and 2 baths downstairs/2 bedrooms upstairs Bed Sizes: 1 Queen, 1 Double, 4 Twin Prime Season Rates: $795 weekly/$159 per night- Off Season Rates: $550 weekly/$110...

See more

Close x

1 / 11

Chincoteague Island Home
5 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 5 Bedrooms / 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...

See more

Close x

1 / 14

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

from

$180

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$180 - $220
Per month:$5,400 - $6,600
Pets allowed:No
Internet:No

4310 Main Street Enjoy the sunset from this rennovated island home with first floor bedroom and bath. Renters can use the waterfront lot across the street to crab. Walk to town, restaurants, etc. Next door to Decolores. 1 bedroom and 2 baths downstairs/2 bedrooms upstairs Bed Sizes:...

See more

Close x

1 / 13

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

See more

Close x

1 / 18

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

from

$400

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$400
Per month:$12,000
Pets allowed:No
Internet:No

"Belle of The Bay" is a unique vacation experience. Premier & private location for total waterfront enjoyment on Chincoteague's Oyster Bay and overlooking Assateague Island. Panoramic views, large multi- level decks & screened porch. 3 bedroom home sleeps 8 and bonus area above the...

See more

Close x

1 / 8

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

from

$120

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Apartment
Per night:$120 - $150
Per month:$3,600 - $4,500
Pets allowed:No
Internet:No

Unit #13 Sea Tag Condominiums - 7482 East Side Drive This is the perfect spot for the fishermen in your family! Walk from this waterfront condo to your boat docked at your door and relax in the covered porch with views of the lighthouse and Assateague Island. This unit also offers...

See more

Close x

1 / 6

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

from

$110

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$110 - $135
Per month:$3,300 - $4,050
Pets allowed:No
Internet:No

7071 Bond Street Tastefully decorated townhouse with many new appliances, screen porch and convenient in town location. 2 bedrooms and 1 bath downstairs/1 bedroom and 1 bath upstairs Bed Sizes: 1 King, 1 Double, 2 Twin, 1 Queen Sleep Sofa Offering Wifi/Internet2015 Rates Prime...

See more

Close x

1 / 11

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

from

$117

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Home
Per night:$117 - $157
Per month:$3,510 - $4,710
Pets allowed:No
Internet:No

3045 Ridge Road Very nice townhome with long walking crabbing pier and wetland view. Offering high speed internet. 2 Bedrooms and 2 baths upstairs/half bath downstairs Bed Sizes: 1 Queen, 2 Twin, 1 Queen Sleep Sofa This property has a 3 night minimum 2015 Rates Prime Season Rates:...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 9

Chincoteague Island Home
4 Bedrooms / 1 Bathroom / Sleeps 8
Home / 4 Bedrooms / 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...

See more

Close x

1 / 11

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

(1)“ 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...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 9

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

(1)“ 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...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 6

Chincoteague Island Home
1 Bedroom / 1 Bathroom / Sleeps 4
Home / 1 Bedroom / Sleeps 4

(2)“ Very Good ”2 Reviews

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...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 11

Chincoteague Island Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$199

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$199 - $270
Per month:$5,970 - $8,100
Pets allowed:No
Internet:No

7142 Pine Drive- Piney Island Lovely home in Piney Island offers views of Assateague Island and water access. Perfect for a large family. Community boat launch area great for kayakers. Bed Sizes: 1 King, 1 Queen, 4 Twin Prime Season Rates: $1350 weekly/$270 per night- Off Season...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 22

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

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:10
Type:Home
Per night:$258 - $425
Per week:$1,800 - $2,975
Pets allowed:No
Internet:Yes

5060 Wildcat Lane The Sweet Life - - 2 Kings/1 Queen/2 Twins/1 Qs. All Modern Kitchen Appliances; D/W/6 Burner Stove; Oven; Mv. Also All Necessary Small Appliances And Utensils; Fireplace; WOOD NOT PROVIDED. Dock; Outside Shower; Ceiling Fans Throughout; Screened- In Gazebo...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 11

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

(1)“ Excellent ”1 Review

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

7718 East Side road One of East Side's most popular rentals! Features include open floor plan with waterside balcony downstairs, and a spacious third level master bedroom suite with private waterside balcony. All levels have balconies or deck! Very conveniently located - close...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 18

Chincoteague Island Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$161

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$161 - $329
Per week:$1,125 - $2,300
Pets allowed:No
Internet:Yes

4446 Shady Lane, Smuggler's Cove Peace and Tranquility is what Sunset Cove offers. This Beautiful 4 bedroom Water Front home in the Smugglers Cove area rents Saturday to Saturday and offers you 3 bedrooms up D, 4T and one down Q. Enjoy the many amenities this home has to offer Central...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 22

Chincoteague Island Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$179

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$179 - $336
Per week:$1,250 - $2,350
Pets allowed:No
Internet:Yes

This is a quaint home located at 6307 Mumford Street. This home is located in town so its close to shopping and restaurants. Step inside this home and you will notice its cozy wooded walls interior. This home offers a front porch that has many windows and an open floor plan. The master...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 16

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 - $214
Per week:$750 - $1,495
Pets allowed:No
Internet:No

3464 Ridge Road. Luxury water view vacation rental home with dock access. Newly constructed, this home boasts a full ensemble of amenities and the most beautiful views of Assateague Island. The chef's kitchen compliments the spacious dining area that opens up to the large screened...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 14

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

(1)“ Excellent ”1 Review

from

$128

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$128 - $193
Per week:$895 - $1,350
Pets allowed:No
Internet:Yes

4138 Ridge Road Light, bright & airy - this beautiful home is very well maintained, tastefully furnished and boasts all amenities including screened porch, outside shower, all appliances including washer/dryer, tvs in every bedroom & more. The home is located just outside of...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 18

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

from

$122

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$122 - $200
Per week:$850 - $1,395
Pets allowed:No
Internet:Yes

6397 Pine Drive - beautiful waterfront duplex in a secluded area on Piney Island - New Dock For 2008 ! King/Queen/Double/Twin ( NOTE: Twin bed is a 3/4 bed, so it's larger than a twin, but smaller than a double. ) Screened Porch; Decks; Central Heat And Air; Washer/Dryer; ...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Apartment
1 / 8

Chincoteague Island Apartment
1 Bedroom / 1 Bathroom / Sleeps 4
Apartment / 1 Bedroom / Sleeps 4

(1)“ Poor ”1 Review

from

$65

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$65 - $93
Per week:$450 - $650
Pets allowed:No
Internet:Yes

7482 East Side Drive. This great 1BR waterfront condo overlooks Assateague Island and lighthouse. Your rental includes use of a private deep water boat slip all week. So bring your boat and leave it in the water! Nicely furnished, ( 1Q/ 2T) this unit has a great location - there's...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 7

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

from

$143

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$143 - $208
Per week:$1,000 - $1,450
Pets allowed:No
Internet:No

3812 Main Street Anchor’s Rest—Centrally located, just a short walk to the carnival grounds, shopping, ice cream, dinner and the movies. This welcoming, spacious rental home features a fully equipped kitchen (don’t forget to bring k- cups! ) with abundant counter space...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

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

from

$105

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Home
Per night:$105 - $140
Per month:$3,150 - $4,200
Pets allowed:No
Internet:No

7175 Bunting Road Totally upgraded townhome with large back enclosed sun porch. Nice wetland view! 2 Bedrooms and 2 baths upstairs Bed Sizes: 1 King, 1 Queen, 1 Twin Rollaway, 1 Twin Sleep Sofa 2015 Rates Prime Season Rates: $700 weekly/ $145 per night- Off Season Rates: $525 ...

See more

Close x

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...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 8

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / 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: dishwasher:...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

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

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Apartment
1 / 17

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

6321 Captain's Lane A SENSE OF THE TROPICS! This British Colonial style villa is one of our most popular villas. You can enjoy romantic sunsets on the waterside balcony at the end of the day, or enjoy a soothing soak in a luxury jetted tub located in the master bath. The master ...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 7

Chincoteague Island Home
4 Bedrooms / 3 Bathrooms / Sleeps 7
Home / 4 Bedrooms / Sleeps 7

from

$115

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:7
Type:Home
Per night:$115 - $150
Per month:$3,450 - $4,500
Pets allowed:No
Internet:No

4312 Main Street Enjoy the water view from this immaculate home offering spacious rooms and a quiet location off Main Street. Next door is Angel's View. All bedroom on the same level Bed Sizes: 3 Queen, 1 Double Futon Prime Season Rates: $750 weekly/$150 per night- Off Season Rates:...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Apartment
1 / 15

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

(3)“ Excellent ”3 Reviews

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

New for 2010 - a beautiful seaside villa, professionally decorated, features luxury amenities including a walk- out from the living room area to a private deck and then marina area. The master bedroom suite is a dream come true - beautiful tiled shower, jetted tub & more. The...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 18

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

7200 Fiddler Bay Very nice waterfront townhome with remodeled chef's kitchen. Spectacular vistas of Assateague Island. Perfect spot for kayaking. 2 bedrooms and 2 baths upstairs(includes master bed and bath) Bed Sizes: 1 Queen, 1 set of Bunk Beds (2 Twin), 1 Futon Prime Season Rates:...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 11

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

from

$114

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$114 - $162
Per month:$3,420 - $4,860
Pets allowed:Yes
Internet:No

5348 Oak Drive- Piney Island Tucked away in Piney Island Just minutes from Assateague's nature trails and beach. Wireless internet and water access for canoe and kayak. Pet Friendly! New bedroom and bathroom added for 2013 rental season! ! Nearby is Caribbean Ketch. All bedrooms...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

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

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$150 - $190
Per month:$4,500 - $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,...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 12

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

(1)“ Average ”1 Review

from

$68

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$68 - $90
Per week:$475 - $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...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 12

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

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$122 - $200
Per week:$851 - $1,400
Pets allowed:No
Internet:No

6041 Lewis Street To the discriminating traveler: this is your perfect place. Once a traditional Chincoteague cottage, this charming beach house has been meticulously restored with no detail left unnoticed. You'll find an open, bright eat- in kitchen that leads into the living room...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 11

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

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...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 14

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

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$158 - $196
Per month:$4,740 - $5,880
Pets allowed:No
Internet:No

6317 Highland Park Drive Bring your kayaks and kids! This is a bright tastefully decorated rancher! Playset in backyard for small children, located in quiet neighborhood and in walking distance of restaurants and attractions. All bedrooms on the same level Bed Sizes: 1 Queen, ...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 22

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

from

$68

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$68 - $93
Per week:$475 - $650
Pets allowed:No
Internet:Yes

6300 Church Street Full of simplicity and charm, this traditional 2- story island home is located just off of Main Street. Conveniently located to downtown shopping, movie theater, restaurants and more! You'll enjoy the large screened porch and deck, and big backyard! Book today!...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 15

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

from

$114

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$114 - $200
Per week:$795 - $1,395
Pets allowed:No
Internet:Yes

7381 Hickman Ln. Beautiful waterfront home with pier & dock on deep water (shared with home next door). Great screened area on ground floor & nice decks. Open floor plan with fantastic kitchen - great if you like to cook! Large spacious rooms with plenty of room for everyone! (2Q/1BUNK/1QSS)...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 8

Chincoteague Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / 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:Yes
Internet:No

5476 Pearl Drive- Oyster Bay I Lovely home located in private community with water view and next to boat ramp. WiFi Available. Bed Sizes: 2 Queen, 2 Twin, 1 Queen Sleep Sofa Prime Season Rates: $1000 weekly/$200 per night- Off Season Rates: $700 weekly/$140 per night Additional ...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 8

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 - $165
Per week:$695 - $1,150
Pets allowed:No
Internet:Yes

Beautiful home in quiet piney island located at 5408 Oak Drive. Enjoy a game room for all ages. Step inside this home and you will be surprised to see a modern interior with white walls and carpeting. The living room is very cozy with a large sectional sofa and 2 chairs. The kitchen...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 12

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

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 9

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

from

$130

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$130 - $180
Per month:$3,900 - $5,400
Pets allowed:No
Internet:No

3241 Mulberry Lane Immaculate waterview home with super large screen porch. It has a great kitchen for cooking large meals. This home is in a nice, quiet location that sits at the end of a cul- de- sac and is in walking distance to carnival grounds. WiFi for prime season onlyAll ...

See more

Close x

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,...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 14

Chincoteague Island Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$115

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$115 - $158
Per month:$3,450 - $4,740
Pets allowed:No
Internet:No

5358 Cedar Drive- Piney Island Cozy home nestled among the pine trees with large screen porch, fenced yard and close to the beach. Wireless Internet is available. There is water access for canoe or kayak. All bedrooms on same level Quiet neighborhood no large gatherings or parties...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 23

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

from

$158

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$158
Per week:$1,100
Pets allowed:No
Internet:Yes

4406 Main Street. Charming Chincoteague cottage with many upgrades! Fresh new paint, furniture and wood floors. Kitchen is newly remodeled for 2011! Take a look at the new pics! The open, airy floor plan will invite you in for a relaxing vacation. Downstairs you'll find the living...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 10

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

from

$136

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$136 - $222
Per week:$950 - $1,550
Pets allowed:No
Internet:Yes

7380 Hickman Ln. Very nice waterfront home overlooking Assateague Island and lighthouse. SatelliteTV, all amenities. Nice waterside deck areas. Long pier & dock (deep water) shared with house next door. New waterside screened porch and upper level balcony. (1K/ 1D/2T/ 1QSS). Relax...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 7

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

from

$135

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Home
Per night:$135 - $159
Per month:$4,050 - $4,770
Pets allowed:No
Internet:No

4473 Deep Hole Road This wonderful duplex has all the amenities you'd want including location, location, location! Just off Maddox Blvd gives you easy access to everything! Bed Sizes: 1 Queen, 2 Twins, 1 Queen Sleep Sofa 2015 Rates Prime Season Rates: $795weekly/ $159 per night-...

See more

Close x

Chincoteague Island Virginia Vacation Rentals - Home
1 / 6

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

from

$180

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$180 - $270
Per month:$5,400 - $8,100
Pets allowed:No
Internet:No

3241 Lekites Drive Lovely, spacious home tucked away off Main Street with large deck and 15 by 30 ft pool. 3 bedrooms and 2 baths upstairs(includes master bed and bath), 1/2 bath downstairs Bed Sizes: 2 Queen , 1 Set Bunks 2015 RatesPrime Season Rates: $1350 weekly/$270 per night-...

See more

Close x

1  2  3  4  5  View All
12345View All
page 1 of 6
Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More

About Eastern Shore

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.