Gwynn Island vacation rentals
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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
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Popular amenities for Gwynn Island vacation rentals
Other great vacation rentals in Gwynn Island
Farm stay in Cape Charles
5.0 out of 5 average rating, 332 reviewsPrivate Guesthouse on Secluded Waterfront Farm
Oct 7 – 14
Guesthouse in Yorktown
4.97 out of 5 average rating, 203 reviewsCharming Yorktown Battlefield Cottage
Sep 26 – Oct 3
Cottage in Gloucester Courthouse
4.98 out of 5 average rating, 195 reviewsHistoric Ware River Cottage at Glebefield
Jan 25 – Feb 1
Guesthouse in Gloucester
5.0 out of 5 average rating, 106 reviewsCreekside Guesthouse - Dock and Pool on 10 acres
Sep 15 – 22
Home in Cobbs Creek
4.9 out of 5 average rating, 117 reviewsMillionaire $ Views No Xtra Charge! Hot Tub! POOL!
Oct 11 – 18
Cottage in North
4.96 out of 5 average rating, 112 reviewsThe Nook; Peaceful 2 bedroom cottage by the bay
Apr 14 – 21
Home in North
5.0 out of 5 average rating, 39 reviewsThe Llama House
Apr 1 – 8
Cottage in Moon
4.89 out of 5 average rating, 79 reviewsBlue Moon Haven- Cozy Vintage Cottage in Mathews
Aug 27 – Sep 3
Other great vacation rentals in Gwynn Island
Treehouse in Machipongo
4.96 out of 5 average rating, 25 reviewsTreehouse Couple's Retreat
Jan 16 – 23
Cottage in Gwynn
4.88 out of 5 average rating, 25 reviewsSunset Haven
Aug 29 – Sep 5
Camper/RV in White Stone
4.9 out of 5 average rating, 86 reviews“Old Smokey”A cozy, single bedroom, unique getaway
Sep 3 – 10
Tiny home in Diggs
4.94 out of 5 average rating, 97 reviewsStargazer Tiny Cabin
Jun 20 – 27
Guesthouse in Gloucester County
4.98 out of 5 average rating, 85 reviewsNew Cottage-Park like setting-HotTub-Custom Shower
Nov 15 – 22
Home in Gloucester Point
4.99 out of 5 average rating, 69 reviewsCharming coastal home w/ outdoor area and river views
Feb 15 – 22
Home in Deltaville
4.89 out of 5 average rating, 19 reviewsDelta Breeze
Aug 19 – 26
Home in Mathews
5.0 out of 5 average rating, 11 reviewsQuirky cottage in downtown Mathews
Sep 2 – 9
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