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Gaylord Holiday Rentals

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Our top choices for Gaylord holiday rentals

1. 4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Harpers Ferry
9.6 out of 10, Exceptional, (9 reviews)
"House was beautiful and fully equipped for our stay. The host was very communicative and we really enjoyed our time here. If in the area again would definitely stay here. "
United States
Maeve K.
The price is NZ$736
includes taxes & fees
1 Sept - 2 Sept
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline

2. Peaceful mountain cabin in charming Berryville VA - next to river and brewery

Peaceful mountain cabin in charming Berryville VA - next to river and brewery
Berryville
10.0 out of 10, Exceptional, (2 reviews)
"Loved the place, the log cabin has the old world charm and beautiful settings. "
United States
Anonymous traveller
Peaceful mountain cabin in charming Berryville VA - next to river and brewery

3. ~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake

~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake
Harpers Ferry
10.0 out of 10, Exceptional, (102 reviews)
"Great property, host was very communicative!"
United States
Lizzy H.
The price is NZ$573
includes taxes & fees
24 Aug - 25 Aug
~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake

4. The Blue Jay | New House in the Woods w/ Hot Tub

The Blue Jay | New House in the Woods w/ Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Very well stocked house everything you need Great response from host. Very nice place. Road is a little rough as explained in listing "
United States
Brett D.
The price is NZ$600
includes taxes & fees
30 Aug - 31 Aug
The Blue Jay | New House in the Woods w/ Hot Tub

5. Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!
Harpers Ferry
10.0 out of 10, Exceptional, (42 reviews)
"We had a great stay!"
United States
Olivia T.
The price is NZ$655
includes taxes & fees
26 Aug - 27 Aug
Secluded Cabin a Stone's Throw From the A.T.!

6. Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Harpers Ferry
9.8 out of 10, Exceptional, (48 reviews)
"Very relaxing great time."
United States
Alfred A.
The price is NZ$701
includes taxes & fees
31 Aug - 1 Sept
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

7. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"The property was so nice with a beautiful view. We had a great time! Highly recommend this property."
United States
Anonymous traveller
The price is NZ$645
includes taxes & fees
3 Sept - 4 Sept
Cottage w/ Hot Tub and 100-Mile Valley Views!

8. Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (20 reviews)
"We had a wonderful stay. The communication and the guestbook were wonderful. The view was gorgeous and the property was clean and comfortable. "
United States
Kaitlyn C.
The price is NZ$655
includes taxes & fees
25 Aug - 26 Aug
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

9. Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Harpers Ferry
9.8 out of 10, Exceptional, (9 reviews)
"Had a wonderful stay here. Shaun was an excellent host with easy communication. Peaceful location with a lake! Convenient to Harper’s Ferry. "
United States
Liz P.
The price is NZ$498
includes taxes & fees
13 Sept - 14 Sept
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

10. 3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (67 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
The price is NZ$550
includes taxes & fees
31 Aug - 1 Sept
3BR cabin w/ hot tub & game room

11. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (39 reviews)
"Excellent property for a relaxing getaway. Very clean. Host very responsive."
United States
Brad C.
The price is NZ$771
includes taxes & fees
8 Sept - 9 Sept
Peaceful Lakefront Cottage with Mountain Views!

12. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is NZ$561
includes taxes & fees
2 Sept - 3 Sept
Woodsy Retreat with a Hot Tub and Seasonal Views!

13. Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"Nice view . Perfect for a boys stay"
United States
Ahffan k.
The price is NZ$744
includes taxes & fees
26 Aug - 27 Aug
Rebels Rest - Cabin with Enchanting Sunset Views!

14. Bluemont home just minutes to wineries, breweries, hiking and more!

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
10.0 out of 10, Exceptional, (1 review)
"Amazingly comfortable place to call home for a few days with plenty of room for activities if you have to stay in! Bedrooms were lovely as were the bathrooms. Updated and very clean!!!! Host was extremely responsive and very easy to work with!! Bonus to bring our pup with us for the stay."
United States
K O.
The price is NZ$555
includes taxes & fees
1 Sept - 2 Sept
Bluemont home just minutes to wineries, breweries, hiking and more!

15. Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (76 reviews)
"This was an absolutely amazing stay. Beautiful location, extremely comfortable. Well stocked kitchen. Wonderful hot tub. Perfection for a getaway."
United States
Andrew L.
The price is NZ$602
includes taxes & fees
10 Sept - 11 Sept
Blue Ridge Getaway - Sunset Views, A.T. Access

16. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (28 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
United States
Lindy K.
The price is NZ$995
includes taxes & fees
26 Aug - 27 Aug
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

17. Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.0 out of 10, Wonderful, (10 reviews)
"Stayed here with my 5 month old daughter, my mom and a friend and we had a blast. Kind folks, beautiful grounds and a super cute barn apartment! The fresh flowers in the kitchen were a lovely touch. "
United States
Haley M.
The price is NZ$454
includes taxes & fees
24 Aug - 25 Aug
Lunar Loft, with mountain views

18. Rustic Log Cabin with Private Dock on the Lake!

Rustic Log Cabin with Private Dock on the Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (14 reviews)
"Great location with beautiful views. Definitely would stay there again"
United States
David D.
Rustic Log Cabin with Private Dock on the Lake!

19. Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (9 reviews)
"Welcoming host, great place!"
United States
Amanda M.
The price is NZ$556
includes taxes & fees
9 Sept - 10 Sept
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

20. New 4br Townhome Near Harpers Ferry 4 Bedroom Townhouse

New 4br Townhome Near Harpers Ferry 4 Bedroom Townhouse
3.0 star property
Charles Town
The price is NZ$714
includes taxes & fees
31 Aug - 1 Sept
New 4br Townhome Near Harpers Ferry 4 Bedroom Townhouse
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 Gaylord Hotel Reviews

Find out more about Gaylord

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Gaylord holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Gaylord. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Gaylord. Seeing all the best attractions is bound to make you fall in love with Gaylord. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Gaylord short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Gaylord?

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

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

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.: This holiday home rental outside of Gaylord offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Gaylord?

Explore the area and family-friendly sights such as Shenandoah Valley Discovery Museum, or get out into nature at a spot like Mackintosh Fruit Farm. Summit Point Motorsports Park and Shannondale Springs Wildlife Management Area are a couple of places you'll find in the wider area.

What’s a holiday rental in Gaylord like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gaylord. Holiday rentals provide amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.