Holiday rentals in Chincoteague

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Top-rated holiday rentals in Chincoteague

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

Guest favourite

Cottage in Chincoteague

4.93 out of 5 average rating, 125 reviews

Maggie’s Cottage on Poplar - Our Happy Place!

Step back in time and enjoy the simplicity of this 2 bedroom, 1 bath vintage Chincoteague cottage located in the heart of town. Quaint, quiet and cozy - Maggie’s Cottage is the perfect retreat to slow down, relax, and enjoy an island get away... anytime of the year! Maggie’s Cottage is just right for a couples get away, girls trip, a solo retreat, or a small family vacation. Well stocked and comfortable- you will feel right at home. Walking distance to local dining, shopping and waterfront!🐴🦪🌅

14–21 Jan

£170 per night
Guest favourite

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!

7–14 Oct

£114 per night
Guest favourite

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!

27 Oct – 3 Nov

£156 per night

Popular amenities for Chincoteague holiday rentals

Stay near Chincoteague's top sights

Island Creamery35 locals recommend
Ropewalk Restaurant - Chincoteague24 locals recommend
Bill's PRIME Seafood & Steaks30 locals recommend
Don's Seafood Restaurant27 locals recommend
Pico Taqueria34 locals recommend
Veterans Memorial Park4 locals recommend

Other great holiday rentals in Chincoteague

Guest favourite

Cottage in Chincoteague Island

4.87 out of 5 average rating, 161 reviews

Sunshine Retreat

23–30 Apr

£161 per night
Guest favourite

Home in Chincoteague

4.96 out of 5 average rating, 125 reviews

Charming Island Home "Sandy Pines"

5–12 May

£266 per night
Guest favourite

Cottage in Chincoteague

4.94 out of 5 average rating, 110 reviews

Pony Pines!Your Waterfront Getaway Cottage Awaits!

4–11 Oct

£285 per night
Guest favourite

Flat in Greenwood

4.97 out of 5 average rating, 469 reviews

Beach Highway Hobby Farm

14–21 Sept

£65 per night
Guest favourite

Flat in Frankford

4.97 out of 5 average rating, 118 reviews

Cozy Cottage Getaway

21–28 Apr

£80 per night
Guest favourite

Guest house in Onancock

4.94 out of 5 average rating, 202 reviews

NEWLY Renovated -- Waterfront Getaway

12–19 Nov

£112 per night
Guest favourite

Cottage in White Stone

4.91 out of 5 average rating, 292 reviews

The Moore Cottage

18–25 Mar

£109 per night
Guest favourite

Cottage in Chincoteague

4.98 out of 5 average rating, 127 reviews

Waterfront-CI Bay sunsets-Amazing views

15–22 Feb

£293 per night
Guest favourite

Cabin in Deltaville

4.98 out of 5 average rating, 251 reviews

"The Little Red Cabin" aka The Galley

1–8 May

£97 per night
Guest favourite

Guest house in Chincoteague

4.94 out of 5 average rating, 54 reviews

Cozy Beach Cottage

22–29 Dec

£95 per night
Superhost

Home in Chincoteague

4.87 out of 5 average rating, 75 reviews

"3 Sisters" Ivy's Cottage-Lovely downtown cottage

6–13 Dec

£82 per night
Guest favourite

Home in Chincoteague

5.0 out of 5 average rating, 10 reviews

The Shell Hunter

7–14 Nov

£164 per night

Quick stats about holiday rentals in Chincoteague

Total rentals

590 properties

Rentals with a pool

150 properties have a pool

Pet-friendly rentals

150 properties allow pets

Family-friendly rentals

530 properties are a good fit for families

Total number of reviews

12K reviews

Nightly prices starting at

£32 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Accomack County
  5. Chincoteague