Vacation rentals in Chincoteague Bay

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Top-rated vacation rentals in Chincoteague Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Tiny home in Accomac

4.93 out of 5 average rating, 437 reviews

Little Red House on a Farm - Quiet Rural Waterview

The Little Red House VA is a tiny house with big charm. This rural cottage on a 50 acre farm is nestled between peaceful fields, woods, marsh and creek. Curated with hygge comfort and efficiency in mind, you'll love the natural light and serene decor. • Epic stargazing • Heavenly private outdoor shower • Firepit with wood provided • Ample open spaces • Peace and quiet for sleeping • Comfy patio seating for chilling, coffee, and cocktails • Fast Starlink WIFI. • Proud Superhost for 10+ years!

Oct 7 – 14

$103 per night
Guest favorite

Tiny home in Snow Hill

4.89 out of 5 average rating, 224 reviews

Private cottage and gardens/comfortable queen bed.

Private cottage and gardens, comfortable Queen bed, full bath and kitchenette, within walking distance to historic Snow Hill. 30 min. drive to Ocean city and Assateague Island National park. This cottage was once a old school woodworking shop which is now on display at the old iron furnace town museum nearby. This beautiful three hundred year old town sits on the beautiful Pocomoke river with canoe, kayak, and bike rentals. Museums, art galleries, speciality shops, food and entertainment.

Jun 11 – 18

$108 per night
Guest favorite

Farm stay in Onancock

4.99 out of 5 average rating, 167 reviews

Private romantic pet friendly waterfront cottage

On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

Oct 27 – Nov 3

$156 per night

Popular amenities for Chincoteague Bay vacation rentals

Other great vacation rentals in Chincoteague Bay

Guest favorite

Apartment in Berlin

4.94 out of 5 average rating, 147 reviews

Lovely 2 bedroom overlooking Main St.

Oct 13 – 20

$126 per night
Guest favorite

Cottage in Berlin

4.99 out of 5 average rating, 118 reviews

Bayfront Cottage w/ Amazing Views

Mar 3 – 10

$143 per night
Guest favorite

Apartment in Greenwood

4.97 out of 5 average rating, 469 reviews

Beach Highway Hobby Farm

Sep 14 – 21

$72 per night
Guest favorite

Tiny home in Cambridge

4.99 out of 5 average rating, 152 reviews

Blackwater Refuge House on The Farm, water access

May 24 – 31

$94 per night
Guest favorite

Loft in Cape May Court House

4.97 out of 5 average rating, 583 reviews

Quiet Lakefront Studio - Close to the Beach

Nov 28 – Dec 5

$116 per night
Guest favorite

Apartment in Frederica

4.96 out of 5 average rating, 253 reviews

Smokefree Lakeside Relaxation

Dec 22 – 29

$65 per night
Guest favorite

Cottage in White Stone

4.91 out of 5 average rating, 292 reviews

The Moore Cottage

Mar 18 – 25

$105 per night
Guest favorite

Cabin in Deltaville

4.98 out of 5 average rating, 251 reviews

"The Little Red Cabin" aka The Galley

May 1 – 8

$97 per night
Guest favorite

Condo in Ocean City

4.99 out of 5 average rating, 169 reviews

Direct Oceanfront close to Northside Park!

Dec 15 – 22

$104 per night
Guest favorite

Home in Parsonsburg

4.83 out of 5 average rating, 115 reviews

Forest Grove Retreat

Dec 22 – 29

$101 per night
Guest favorite

Cottage in Westover

4.99 out of 5 average rating, 178 reviews

Rumbley Cottage on the Tangier Sound-Private Beach

Nov 25 – Dec 2

$295 per night
Guest favorite

Guest suite in Cape May

4.97 out of 5 average rating, 285 reviews

Dragonfly Cottage

Jan 8 – 15

$90 per night

Destinations to explore