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Gaylord Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Gaylord holiday rentals

A deck with outdoor seating and a lake view.

1. 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
10.0 out of 10, Exceptional, (12 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 AU$359
includes taxes & fees
22 Oct - 23 Oct
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
A hot tub outside a building with a view of autumn trees.

2. 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, (29 reviews)
"Property was a great location for all we wanted to do during our vacation. The beach area was the perfect retreat for some relaxation after long days of hiking. Area is beautiful, house was comfortable (slept like a baby), and we had a great stay. Would definitely stay again."
United States
Rebecca N.
The price is AU$484
includes taxes & fees
21 Oct - 22 Oct
Woodsy Retreat with a Hot Tub and Seasonal Views!
A hot tub with a view of a forested landscape during sunset.

3. 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, (28 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 AU$581
includes taxes & fees
29 Oct - 30 Oct
Cottage w/ Hot Tub and 100-Mile Valley Views!
A room with a large window overlooking a forested area.

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

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.6 out of 10, Exceptional, (22 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 AU$554
includes taxes & fees
28 Oct - 29 Oct
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
A spacious room with a large dining table, white chairs, and a ceiling fan.

5. 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, (108 reviews)
"It was very clean, comfortable and well supplied with everything you would need. Beautiful scenery."
United States
John B.
The price is AU$558
includes taxes & fees
29 Oct - 30 Oct
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake.
A forested area with a metal railing and a paved path.

6. Mountain Cabin in the Woods, Near Wineries & More!

Mountain Cabin in the Woods, Near Wineries & More!
Harpers Ferry
8.8 out of 10, Excellent, (36 reviews)
"House was cute with a great location! Very comfortable and host was very responsive!"
United States
Lisa P.
The price is AU$361
includes taxes & fees
19 Oct - 20 Oct
Mountain Cabin in the Woods, Near Wineries & More!
A covered deck with a table and chairs, overlooking a river and autumn foliage.

7. 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 AU$723
includes taxes & fees
21 Oct - 22 Oct
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A spacious living area with a high ceiling, a fireplace, and a kitchen in the background.

8. 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, (45 reviews)
"We had a great stay!"
United States
Olivia T.
The price is AU$576
includes taxes & fees
21 Oct - 22 Oct
Secluded Cabin a Stone's Throw From the A.T.!
A wooden deck with a table and chairs, a floating dock, and an umbrella providing shade.

9. 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, (15 reviews)
"Great location with beautiful views. Definitely would stay there again"
United States
David D.
The price is AU$590
includes taxes & fees
18 Oct - 19 Oct
Rustic Log Cabin with Private Dock on the Lake!
A covered outdoor area with wicker furniture, a ceiling fan, and a view of a lake and forest.

10. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"Clean house. Host was able to accessible. Hot tub worked and clean. Kitchen had everything we needed. Great place to stay and relax"
United States
Lisa h.
The price is AU$646
includes taxes & fees
19 Oct - 20 Oct
Peaceful Lakefront Cottage with Mountain Views!
A fenced grassy field with a clear sky and distant hills.

11. Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.4 out of 10, Exceptional, (13 reviews)
"Beautiful, peaceful property. We originally lived in the area and were coming back to close out our business in town. The amenities in the home were great and everything was super clean. You definitely get the Northern Virginia rural experience here. Great location and hosts were amazing! Would stay here again!"
United States
Christina C.
The price is AU$384
includes taxes & fees
19 Oct - 20 Oct
Lunar Loft, with mountain views
A spacious living room with a green sofa set, a coffee table, and a fireplace. There is a kitchen in the background with a large window overlooking a deck.

12. 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)
"We loved it! So peaceful and beautiful property. Andrea is a great host!"
United States
Erin C.
The price is AU$576
includes taxes & fees
3 Nov - 4 Nov
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
A modern kitchen with a large island, white cabinets, and a dining area with a bench and chairs.

13. Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Harpers Ferry
10.0 out of 10, Exceptional, (6 reviews)
"Had a fantastic time and everything was great! Highly recommend this spot for a vacation if you’re headed for Harper’s ferry."
United States
James A.
Riverview Retreat - Pool, Hot Tub, and Mtn Views!
A cozy cabin interior with a wooden interior, a sofa, a table, and a view through large windows.

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

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (78 reviews)
"Great stay! Wonderful property!"
United States
Thomas W.
The price is AU$547
includes taxes & fees
26 Oct - 27 Oct
Blue Ridge Getaway - Sunset Views, A.T. Access
A living room with a dining table, chairs, a sofa, and a television.

15. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (25 reviews)
"Great location and home base for visiting Shepherdstown, Harpers Ferry, and Sharpsburg. Perfect for a couple."
United States
Virginia W.
The price is AU$319
includes taxes & fees
18 Oct - 19 Oct
Quaint Mini Cottage in Shepherdstown - Walking Distance
A cabin with a stone fire pit and white Adirondack chairs, surrounded by trees and a view of the sunset.

16. Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"Enjoyed our visit. House was well-appointed and had an amazing view from back deck."
United States
Kathy V.
The price is AU$551
includes taxes & fees
3 Nov - 4 Nov
Rebels Rest - Cabin with Enchanting Sunset Views!
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

17. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (87 reviews)
"Great little getaway. Our only issue was the intense heat of 100 every day. The AC was heavenly!"
United States
Dennis C.
The price is AU$156
includes taxes & fees
25 Oct - 26 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
A house with a well-lit entrance, a small garden, and a gravel driveway.

18. Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
9.8 out of 10, Exceptional, (24 reviews)
"Nice place to stay. Could use some privacy."
United States
Arnold A.
The price is AU$366
includes taxes & fees
21 Oct - 22 Oct
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
A living room with a glass-top coffee table, wicker chairs, a sofa, and a painting on the wall.

19. Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Winchester Historic District
10.0 out of 10, Exceptional, (4 reviews)
"The unit is very nice, exactly as described, The bed are comfortable and everything was fine. The location is excellent very near to historical sights and downtown shopping district."
United States
Timothy B.
The price is AU$374
includes taxes & fees
19 Oct - 20 Oct
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
A spacious living area with two grey sofas, a wooden floor, and a kitchen in the background.

20. Hidden Creekside retreat near 5 national parks, including Harpers Ferry

Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Martinsburg
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful location and property."
United States
Helen F.
The price is AU$447
includes taxes & fees
13 Nov - 14 Nov
Hidden Creekside retreat near 5 national parks, including Harpers Ferry
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

Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"Clean room and the staff was professional and courteous"
Mark 1-night trip
Posted 2 hours ago
Quality Inn Winchester

Find out more about Gaylord

Everything you need to know about Gaylord 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 Gaylord 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 Gaylord holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Gaylord holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gaylord. 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 Gaylord 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 Gaylord holiday rentals we have selected for you start as low as AU$313 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Gaylord rentals

At Expedia, we put the best Gaylord 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 Gaylord 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 Gaylord 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 Gaylord. 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

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?

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: This holiday home rental outside of Gaylord is located in the mountains, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Gaylord?

Explore the area and family-friendly sights such as Great Country Farms, or get out into nature at a spot like Shenandoah Lake Beach. Holy Cross Abbey and Summit Point Motorsports Park 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.