Gwynn Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Gwynn vacation rentals

Exterior

The Farm Overlook Treehouse At Blanchard Farm

The Farm Overlook Treehouse At Blanchard Farm
Diggs
10.0 out of 10, Exceptional, (1 review)
The price is ￥15,131
￥20,204 total
includes taxes & fees
Apr 14 - Apr 15
The Farm Overlook Treehouse At Blanchard Farm
House (2 Bedrooms) | Front of property

Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
3.0 star property
Gloucester
The price is ￥17,520
￥51,486 total
includes taxes & fees
Apr 26 - Apr 27
Radiant Gloucester House w/ Private Porch!
Sun loungers, beach towels

Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Mathews
10.0 out of 10, Exceptional, (38 reviews)
"Super cute and cozy! Nice to be able to walk to the courthouse area!"
United States
Jenn L.
The price is ￥21,673
￥51,662 total
includes taxes & fees
Apr 19 - Apr 20
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Dining

Blanchard Farm Camper Stay

Blanchard Farm Camper Stay
Diggs
10.0 out of 10, Exceptional, (5 reviews)
"Our stay at the Blanchard farm camper was great! We were very close to the beach. There was a fire pit available and we roasted smores. Joshua and his wife were great with communication! The camper was well out fitted with plates, towels, etc. Thanks so much!"
United States
Alexandra H.
The price is ￥31,695
￥38,474 total
includes taxes & fees
Apr 15 - Apr 16
Blanchard Farm Camper Stay
Interior

House on creek with dock and private!

House on creek with dock and private!
Lancaster
8.6 out of 10, Excellent, (10 reviews)
"Beautiful little cottage on the river. Fantastic sunset views. Wonderful little retreat for couples!"
United States
Nathan
The price is ￥14,191
￥35,734 total
includes taxes & fees
Apr 15 - Apr 16
House on creek with dock and private!
Property grounds

The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (1 review)
The price is ￥25,165
￥46,977 total
includes taxes & fees
Apr 14 - Apr 15
The Waverly Tree House
Property grounds

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
The price is ￥25,085
￥39,083 total
includes taxes & fees
Apr 14 - Apr 15
Smith Beach cottage w/ private sunset
Free WiFi, bed sheets

Yurt Campsite At Blanchard Farm

Yurt Campsite At Blanchard Farm
Diggs
The price is ￥13,538
￥18,447 total
includes taxes & fees
Apr 15 - Apr 16
Yurt Campsite At Blanchard Farm
Free WiFi, bed sheets

Yurt Campsite @ Blanchard Farm Site 2

Yurt Campsite @ Blanchard Farm Site 2
Diggs
10.0 out of 10, Exceptional, (2 reviews)
"This is a fabulous yurt stay! 3 minute drive to the beach/ bay! Very nice just with a full farm! Great for kids! "
United States
Colleen C.
The price is ￥13,538
￥21,960 total
includes taxes & fees
Apr 14 - Apr 15
Yurt Campsite @ Blanchard Farm Site 2
Microwave, oven, stovetop, dishwasher

Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat

Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat
Kilmarnock
10.0 out of 10, Exceptional, (2 reviews)
"LOVE, LOVED the house and its amenities! The photos don't do it justice. Fresh, stylish, all new, clean--a wonderful stay! Great layout for families and pets. Plenty of get-together areas and individual private spaces. Victoria was wonderful and super communicative! We wanted to stay longer!"
United States
pearl
The price is ￥36,314
￥76,872 total
includes taxes & fees
Apr 20 - Apr 21
Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat
Exterior detail

The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in and out. Owner was helpful. House was clean and well equipped. Beds were comfortable. Location was convenient and quiet. "
United States
Margaret K.
The price is ￥23,094
￥70,197 total
includes taxes & fees
Apr 26 - Apr 27
The Nook in Kilmarnock Va 3 bedroom
Property grounds

RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Diggs
The price is ￥3,185
￥7,027 total
includes taxes & fees
Apr 15 - Apr 16
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
3 bedrooms, internet, bed sheets

Affordable and Comfortable!

Affordable and Comfortable!
Deltaville
The price is ￥35,836
￥68,338 total
includes taxes & fees
Apr 14 - Apr 15
Affordable and Comfortable!
Room

Waterfront Home with stunning views & Hot tub- rent Golf Cart/Kayak/Boat

Waterfront Home with stunning views & Hot tub- rent Golf Cart/Kayak/Boat
Hayes
The price is ￥39,818
￥86,153 total
includes taxes & fees
Apr 28 - Apr 29
Waterfront Home with stunning views & Hot tub- rent Golf Cart/Kayak/Boat
Property grounds

Campsite #4 At Blanchard Farm

Campsite #4 At Blanchard Farm
Diggs
The price is ￥2,867
￥6,675 total
includes taxes & fees
Apr 15 - Apr 16
Campsite #4 At Blanchard Farm
Property grounds

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Hayes
8.4 out of 10, Very Good, (5 reviews)
"Great property. Waterfront with pier, huge yard, beautiful home with pool table, hot tub and projector set up. 100% would stay here again and recommend as would all of the family we had stay or visit us there. "
United States
Steve F.
The price is ￥39,021
￥201,554 total
includes taxes & fees
Apr 19 - Apr 20
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Terrace/patio

Water front Oasis with pickle-ball court and hot tub

Water front Oasis with pickle-ball court and hot tub
North
9.2 out of 10, Wonderful, (10 reviews)
"We cooked all our meals using both kitchens and had plenty of room and supplies to do so. Absolutely loved the grill and outdoor seating arrangements. We had plenty of room for everyone and the home matched exactly as advertised. "
United States
Hunter G.
The price is ￥113,042
￥242,740 total
includes taxes & fees
May 7 - May 8
Water front Oasis with pickle-ball court and hot tub
Property grounds

Campsite #3 At Blanchard Farm

Campsite #3 At Blanchard Farm
Diggs
The price is ￥2,867
￥6,675 total
includes taxes & fees
Apr 30 - May 1
Campsite #3 At Blanchard Farm
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gwynn Hotel Reviews

Gwynn's Island Cottage w/ Private Beach-Summer Weeks Open!

Gwynn's Island Cottage w/ Private Beach-Summer Weeks Open!

10/10 Excellent
"We have stayed at Gwynn’s Island Cottage four times now and each visit only gets better. Cheri is the most thoughtful and welcoming host — you feel right at home as soon as you walk in. The Cottage has always been immaculate and has everything you could ever think to need during your stay. The views, the water, the private beach.. it’s almost surreal. We bring our dog who enjoys the beach and water as much as we do. The sunsets every night are breathtaking. With great restaurants on the island and nearby in Mathews, it’s hard to imagine a more perfect location for a getaway. We are so thankful Cheri shares her little slice of heaven and are already looking forward to our next visit!! "
Gordon Y. 7-night trip
Posted 1 day ago
Gwynn's Island Cottage w/ Private Beach-Summer Weeks Open!

Find out more about Gwynn

Search for holiday rentals in Gwynn on Expedia! You can easily find your home rentals, villas, holiday apartments in Gwynn using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Gwynn?

Yes, we give you a choice of vacation rentals near the most popular sights in Gwynn, or you can select a more secluded option if you want a relaxing place to stay. Gwynn is known for its museums.

What are some of the best vacation rentals that Gwynn has to offer?

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES! : Located near Gwynn, this vacation home rental is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Gwynn?

Choose from 7 Expedia vacation rentals in Gwynn for a memorable vacation.

What can I see and do in Gwynn?

Explore the area and family-friendly sights such as Compass Entertainment Complex, or get out into nature at a spot like Chesapeake Bay. In the larger area, you’ll find Gwynn's Island Musuem and Deltaville Marina.

What are vacation rentals like in Gwynn?

Vacation rentals are privately owned accommodations you can book for a short or long stay in Gwynn. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for families.