
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.
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Popular amenities for Gwynn Island vacation rentals
Other great vacation rentals in Gwynn Island
Top guest favorite

Home in Deltaville
5 out of 5 average rating, 44 reviewsShips Watch On The Bay With Endless Water Views
EllenRating, 5 stars1 month ago
We (our family of two adults, two teens, and a dog) had a fabulous short getaway at Lisa's. The house is just beautiful, gorgeous old bones but flawlessly renovated. The decor is charming and the beds and baths completely luxurious. The kitchen was amazingly well stocked in terms of cookware and other items. The outside area was absolutely lovely - we enjoyed a sunrise on the dock, catching crabs, kayaking, playing cornhole, and playing games on the screened in porch. The house is a short drive from some great spots to get oysters and seafood. Highly, highly recommend!!
Top guest favorite

Home in Hudgins
5 out of 5 average rating, 9 reviewsWater front Coastal Bungalow with boat docks
KaraRating, 5 stars3 weeks ago
This was one of the cleanest, well thought out Airbnbs my Husband and I have ever stayed in! The host was quick to respond with any needs, the home was well stocked with essentials, and had notes with recommendations for the area. We loved drinking coffee on the dock and watching movies in the outdoor living area. The area is so quiet and peaceful.
Guest favorite

Home in Port Haywood
4.92 out of 5 average rating, 36 reviewsAnne's Beachfront Shangri-La
VickiRating, 5 stars3 days ago
We had a wonderful stay at Brandon’s place! It was private and beautiful! The house also contained everything we could possibly need from kayaks to a pack and play! We will definitely be back! Thank you!
Guest favorite

Cottage in Deltaville
4.89 out of 5 average rating, 109 reviewsRomantic Waterfront Abode with Patio & Dock!
EmilyRating, 5 stars1 month ago
Beautiful scenery and peaceful location. It was a restorative visit and I appreciated the host's local recommendations.
Guest favorite

Home in Topping
4.91 out of 5 average rating, 11 reviewsWaterfront Home - Dock, Kayaks, Fire Pit, Grill
MariaRating, 5 stars2 weeks ago
Great place to spend time with family, host are very nice and helpful. Place is totally worth it and we would totally rent this place again.
Top guest favorite

Apartment in Irvington
5 out of 5 average rating, 78 reviewsPelican Place, Cozy Retreat | Pool | Walk to Tides
EliahRating, 5 stars1 week ago
Had a great stay with TV, truly one of the best hosts we have had, great place to stay. Easy walk to Tides Inn and quick bike ride to downtown. Pool and waterview from the roof deck were awesome amenities and hard to find in the area.
Top guest favorite

Cottage in Moon
4.9 out of 5 average rating, 86 reviewsBlue Moon Haven- Cozy Vintage Cottage in Mathews
ReaganRating, 5 stars7 months ago
Great little cottage in Mathews County. Right along the Mathews Marathon race course, which came in handy! Well kept and would recommend to friends. Thanks!
Guest favorite

Home in Deltaville
5 out of 5 average rating, 25 reviewsDeltaville Serene Riverfront Getaway | 4BR
DanaRating, 5 stars1 week ago
This charming house is down a private dirt road. Very peaceful surroundings. Saw dolphins upon arrival. There is a small grocery store nearby. We ate at The Table restaurant less than 2 miles away. Food was great. Make sure you make a reservation. If you’re bringing a boat it may be challenging to get it down the one lane dirt road. You will need to use the near by marina to rent a slip. There is no trash pickup at the house. You must drop off trash five minutes up the road from 9-5. Beds and linens were cozy. The kitchen was well stocked. The pool was clean. The shed included floats and games. We had everything we needed for our stay. The host checked on us after check in. She was kind and responsive.
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Resort Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Bethel Beach
- Water Country USA
- First Landing State Park
- Kingsmill Resort
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Sarah Constant Beach Park
- Haven Beach
- Snead Beach
- Norfolk Botanical Garden
- Wilkins Beach
- Ragged Point Beach
- Royal New Kent Golf Club
- Little Creek Beach
- Outlook Beach
- Kiptopeke Beach
- Golden Horseshoe Golf Club
- Salt Ponds Public Beach