A pier extending into calm waters at sunset with a clear sky.

Gwynn Holiday Rentals

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Our top choices for Gwynn holiday rentals

1. Riverfront Cottage: Fire Pit & Kayaks

Riverfront Cottage: Fire Pit & Kayaks
Deltaville
9.8 out of 10, Exceptional, (50 reviews)
"Very peaceful. Loved the view. The house was set up nicely. Enjoyed our stay"
United States
Donna P.
The price is AU$567
includes taxes & fees
23 Sept - 24 Sept
Riverfront Cottage: Fire Pit & Kayaks

2. Affordable Cottage!

Affordable Cottage!
Deltaville
10.0 out of 10, Exceptional, (3 reviews)
"Clean rooms and comfortable beds, very quiet area! "
United States
Jessica T.
The price is AU$460
includes taxes & fees
9 Sept - 10 Sept
Affordable Cottage!

3. RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Diggs
The price is AU$64
includes taxes & fees
8 Sept - 9 Sept
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

4. 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, (39 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
The price is AU$462
includes taxes & fees
9 Sept - 10 Sept
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

5. Riverfront Cottage: Fire Pit & Kayaks

Riverfront Cottage: Fire Pit & Kayaks
3.0 star property
Deltaville
The price is AU$568
includes taxes & fees
23 Sept - 24 Sept
Riverfront Cottage: Fire Pit & Kayaks

6. Belle Haven - High Speed internet, walk to town

Belle Haven - High Speed internet, walk to town
Kilmarnock
10.0 out of 10, Exceptional, (40 reviews)
"Great cottage, beautiful place to stay at"
United States
Darren W.
The price is AU$405
includes taxes & fees
15 Sept - 16 Sept
Belle Haven - High Speed internet, walk to town

7. Campsite #4 At Blanchard Farm

Campsite #4 At Blanchard Farm
Diggs
The price is AU$61
includes taxes & fees
8 Sept - 9 Sept
Campsite #4 At Blanchard Farm

8. RivahMojo on Mill Creek-just off RappahannockRiver

RivahMojo on Mill Creek-just off RappahannockRiver
Topping
10.0 out of 10, Exceptional, (26 reviews)
"Property was lovely, host very responsive, couldn’t ask for more!"
United States
Donna B.
The price is AU$606
includes taxes & fees
14 Sept - 15 Sept
RivahMojo on Mill Creek-just off RappahannockRiver

9. The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (6 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 traveller
The price is AU$652
includes taxes & fees
8 Sept - 9 Sept
The Nook in Kilmarnock Va 3 bedroom

10. Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~

Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
Kilmarnock
10.0 out of 10, Exceptional, (5 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 AU$486
includes taxes & fees
13 Sept - 14 Sept
Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~

11. The Bungalow, Pool, Dock, Kayaks, & Game Room

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is AU$541
includes taxes & fees
8 Sept - 9 Sept
The Bungalow, Pool, Dock, Kayaks, & Game Room

12. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Restored 1930s Cottage on 1 Acre w/ Fire Pit
Hayes
9.6 out of 10, Exceptional, (89 reviews)
"Nice, relaxing stay! Just what we were looking for."
United States
Daniela R.
The price is AU$487
includes taxes & fees
8 Sept - 9 Sept
Restored 1930s Cottage on 1 Acre w/ Fire Pit

13. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
9.4 out of 10, Exceptional, (33 reviews)
"This is a very comfortable clean home in a nice quiet neighborhood. It’s very close to some excellent restaurants and places of interest. We especially enjoyed the sunroom."
United States
Joseph B.
The price is AU$495
includes taxes & fees
30 Sept - 1 Oct
Radiant Gloucester House w/ Private Porch!

14. Nice 3-bedroom house with AC in peaceful Hartfield

Nice 3-bedroom house with AC in peaceful Hartfield
Hartfield
The price is AU$360
includes taxes & fees
4 Oct - 5 Oct
Nice 3-bedroom house with AC in peaceful Hartfield

15. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
3.0 star property
Gloucester
The price is AU$497
includes taxes & fees
30 Sept - 1 Oct
Radiant Gloucester House w/ Private Porch!

16. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.4 out of 10, Exceptional, (16 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is AU$600
includes taxes & fees
15 Sept - 16 Sept
Smith Beach cottage w/ private sunset

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

Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck
Topping
9.6 out of 10, Exceptional, (11 reviews)
"Great property. This property is private, well stocked and has amazing views."
United States
Casi H.
The price is AU$827
includes taxes & fees
22 Sept - 23 Sept
Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck

18. The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (3 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 AU$499
includes taxes & fees
8 Sept - 9 Sept
The Waverly Tree House

19. Water front Oasis with pickle-ball court and hot tub

Water front Oasis with pickle-ball court and hot tub
North
8.6 out of 10, Excellent, (14 reviews)
"The house was perfect for my coworkers and I who were in the area for work for a couple days. Jessica was friendly and communicated well. Would recommend for anyone looking for a lot of space to relax in a quiet area."
United States
Jonas M.
The price is AU$2,087
includes taxes & fees
13 Sept - 14 Sept
Water front Oasis with pickle-ball court and hot tub

20. Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden

Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
Locust Hill
10.0 out of 10, Exceptional, (40 reviews)
"The hosts made sure that everything in the house made one feel comfortable and at home. The view is fantastic and the landscaping with the rose garden and pool on a sunny day is inviting and relaxing. We enjoyed our stay "
United States
Mary S.
The price is AU$999
includes taxes & fees
20 Sept - 21 Sept
Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
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

Find out more about Gwynn

Everything you need to know about Gwynn holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gwynn holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gwynn holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Gwynn holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gwynn. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gwynn holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gwynn holiday rentals we have selected for you start as low as AU$487 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Gwynn rentals

At Expedia, we put the best Gwynn holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gwynn rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gwynn holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gwynn. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Gwynn?

Yes, there are holiday rentals close to the most popular sights in Gwynn, or you can select a more secluded option if you're looking for a relaxing stay. Gwynn is known for its museums.

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

Gwynn's Island Gem | Private Beach & Bay Views: This highly rated holiday home rental in Gwynn is located on the waterfront, and has a patio, a BBQ and air conditioning 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 that you can cook with friends or family.

How many holiday rentals are there in Gwynn?

Choose from 9 Expedia holiday rentals in Gwynn for a memorable holiday.

What can I see and do in Gwynn?

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

What are holiday rentals like in Gwynn?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Gwynn. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.