Gwynn Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Gwynn vacation rentals

Beach

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
10.0 out of 10, Exceptional, (4 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is ￥28,791
￥75,477 total
includes taxes & fees
Jun 9 - Jun 10
Smith Beach cottage w/ private sunset
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 ￥3,198
￥7,055 total
includes taxes & fees
Jun 5 - Jun 6
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Desk, iron/ironing board, free WiFi, bed sheets

Belle Haven - High Speed internet, walk to town

Belle Haven - High Speed internet, walk to town
Kilmarnock
10.0 out of 10, Exceptional, (34 reviews)
"Great property for small family, stayed here multiple times. "
United States
Lawrence D.
The price is ￥19,668
￥46,275 total
includes taxes & fees
Jun 9 - Jun 10
Belle Haven - High Speed internet, walk to town
Sun loungers, beach towels

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Mathews
10.0 out of 10, Exceptional, (38 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
The price is ￥32,428
￥65,399 total
includes taxes & fees
Jun 9 - Jun 10
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Property grounds

The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (2 reviews)
"Very comfortable and clean spot. Great quiet morning views of the creak. We enjoyed a relaxing stay. It had everything we needed. "
United States
Jeanna C.
The price is ￥55,983
￥86,521 total
includes taxes & fees
Jun 10 - Jun 11
The Waverly Tree House
Terrace/patio

Restored 1920's Cottage on 1 Acre w/ Fire Pit

Restored 1920's Cottage on 1 Acre w/ Fire Pit
Hayes
9.6 out of 10, Exceptional, (84 reviews)
"We have been to Frogmore several times and it is awesome! Very comfortable, well-equipped, beautiful location and the owner is great."
United States
Sarah G.
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Outdoor dining

Affordable Cottage!

Affordable Cottage!
Deltaville
10.0 out of 10, Exceptional, (1 review)
"Clean rooms and comfortable beds, very quiet area! "
United States
Jessica T.
The price is ￥25,280
￥55,397 total
includes taxes & fees
Jun 29 - Jun 30
Affordable Cottage!
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, (3 reviews)
"Nice rambler in a great in town location with hot tub, firepit, and fenced in yard. Also great value for the price. "
United States
Melinda H.
The price is ￥35,658
￥76,453 total
includes taxes & fees
Jun 9 - Jun 10
Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat
Property grounds

Private home on creek with dock.

Private home on creek with dock.
Lancaster
9.0 out of 10, Wonderful, (12 reviews)
"Beautiful little cottage on the river. Fantastic sunset views. Wonderful little retreat for couples!"
United States
Nathan
The price is ￥21,443
￥35,362 total
includes taxes & fees
Jun 7 - Jun 8
Private home on creek with dock.
Exterior detail

The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (4 reviews)
"This home is comfortable, well appointed, and in a great location. Host is accommodating and communicates appropriately I highly recommend this property!"
United States
Anonymous traveler
The price is ￥30,550
￥81,006 total
includes taxes & fees
Jun 21 - Jun 22
The Nook in Kilmarnock Va 3 bedroom
Property grounds

Campsite #4 At Blanchard Farm

Campsite #4 At Blanchard Farm
Diggs
The price is ￥2,878
￥6,701 total
includes taxes & fees
Jun 9 - Jun 10
Campsite #4 At Blanchard Farm
Property grounds

Campsite #3 At Blanchard Farm

Campsite #3 At Blanchard Farm
Diggs
The price is ￥2,878
￥6,701 total
includes taxes & fees
Jun 9 - Jun 10
Campsite #3 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 ￥39,176
￥202,352 total
includes taxes & fees
Jun 10 - Jun 11
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Property grounds

Welcome to The Cove - a spacious 6-bedroom house located in charming White Stone

Welcome to The Cove - a spacious 6-bedroom house located in charming White Stone
White Stone
The price is ￥87,973
￥147,084 total
includes taxes & fees
Jun 10 - Jun 11
Welcome to The Cove - a spacious 6-bedroom house located in charming White Stone
Cottage (2 Bedrooms) | Interior

Restored 1920's Cottage on 1 Acre w/ Fire Pit

Restored 1920's Cottage on 1 Acre w/ Fire Pit
3.0 star property
Hayes
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Outdoor dining

Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck

Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck
Topping
9.8 out of 10, Exceptional, (9 reviews)
"The stay was very nice!"
United States
Robert H.
Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck
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

Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

2/10 Terrible
"There was no running water when we checked in. We were told it would be fixed in 3 hours. We left for a few hours to have dinner. When we returned, there was cold water only. We called the desk. Someone said the hot water would be repaired the next day. So no showers for us, and no one apologized."
Neil 1-night trip
Posted 8 hours ago
Holiday Inn Express Gloucester by IHG

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:

  • View our selection of featured holiday rentals in Gwynn
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  • Enter your travel dates to view the best deals on holiday rentals in Gwynn while they last

Look no further and take a look at our great range of rental properties in Gwynn!

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?

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE: This vacation home near Gwynn offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Gwynn?

Choose from 9 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 Museum 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.