Gwynn Island vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Gwynn Island
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Gwynn Island vacation rentals
Other great vacation rentals in Gwynn Island
Home in Mathews
4.85 out of 5 average rating, 114 reviewsPiper’s Landing: Relaxing beach house near the Bay
Jan 2 – 9
Home in Cobbs Creek
4.99 out of 5 average rating, 133 reviewsBlue Heron WaterSide
Jan 26 – Feb 2
Loft in Gloucester Courthouse
4.98 out of 5 average rating, 297 reviewsMarshfield Guesthouse on river near Williamsburg
Jul 25 – Aug 1
Home in White Stone
4.9 out of 5 average rating, 147 reviewsThe Guest House across from Little Bay
May 4 – 11
Guesthouse in Yorktown
4.97 out of 5 average rating, 201 reviewsCharming Yorktown Battlefield Cottage
Jul 8 – 15
Cottage in North
4.95 out of 5 average rating, 111 reviewsThe Nook; Peaceful 2 bedroom cottage by the bay
Dec 10 – 17
Home in North
5.0 out of 5 average rating, 36 reviewsThe Llama House
Feb 2 – 9
Cottage in Gwynn
4.88 out of 5 average rating, 25 reviewsSunset Haven
Sep 14 – 21
Other great vacation rentals in Gwynn Island
Cottage in Moon
4.89 out of 5 average rating, 79 reviewsBlue Moon Haven- Cozy Vintage Cottage in Mathews
Aug 8 – 15
Home in Mathews
5.0 out of 5 average rating, 8 reviewsQuirky cottage in downtown Mathews
Dec 25 – Jan 1
Treehouse in Machipongo
4.95 out of 5 average rating, 21 reviewsTreehouse Couple's Retreat
Oct 28 – Nov 4
Home in Deltaville
4.89 out of 5 average rating, 19 reviewsDelta Breeze
Jan 18 – 25
Tiny home in Diggs
4.93 out of 5 average rating, 90 reviewsStargazer Tiny Cabin
Jul 24 – 31
Home in Hudgins
4.87 out of 5 average rating, 15 reviews2 bedroom waterfront bay house with view
Dec 13 – 20
Camper/RV in White Stone
4.91 out of 5 average rating, 85 reviews“Old Smokey”A cozy, single bedroom, unique getaway
Sep 9 – 16
Home in Hudgins
4.82 out of 5 average rating, 96 reviewsThe Big Boathouse on a Point
Nov 30 – Dec 7
Destinations to explore
- Virginia Beach Vacation rentals
- Ocean City Vacation rentals
- Richmond Vacation rentals
- Alexandria Vacation rentals
- Norfolk Vacation rentals
- Williamsburg Vacation rentals
- Lake Anna Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom