Gaylord Holiday Rentals

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Our top choices for Gaylord holiday rentals

Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (44 reviews)
"Loved the place and area."
United States
Steve R.
The price is NZ$573
includes taxes & fees
25 May - 26 May
Charming Cabin in the Woods with River Access

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Harpers Ferry
10.0 out of 10, Exceptional, (26 reviews)
"Host was helpful and everything was wonderful."
United States
Karen
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (88 reviews)
"The host had great communication and the place was exactly as pictured! "
United States
Colleen J.
The price is NZ$664
includes taxes & fees
8 June - 9 June
~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (60 reviews)
"Loved out stay! "
United States
Emilee
The price is NZ$674
includes taxes & fees
7 June - 8 June
18th Century Stone Cottage minutes from historic Middleburg

Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.8 out of 10, Exceptional, (21 reviews)
"House was very clean and the hosts were responsive and very nice! Great place for a quiet weekend getaway. "
United States
Nicole H.
The price is NZ$874
includes taxes & fees
3 June - 4 June
Log Cabin w/ Hot Tub & Waterfront Patio!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.8 out of 10, Exceptional, (17 reviews)
"GREAT stay…loved the location, the hot tub, the amenities, and the host."
United States
Domenic E.
The price is NZ$661
includes taxes & fees
21 May - 22 May
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

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, (23 reviews)
"Host was super nice and location was pretty. "
United States
Kimberly B.
The price is NZ$538
includes taxes & fees
22 May - 23 May
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Harpers Ferry
9.8 out of 10, Exceptional, (47 reviews)
"The house was great, clean, beautiful setting."
United States
Brandon M.
The price is NZ$883
includes taxes & fees
25 May - 26 May
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 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$579
includes taxes & fees
25 May - 26 May
3BR cabin w/ hot tub & game room

Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill
Harpers Ferry
9.2 out of 10, Wonderful, (33 reviews)
"Enjoyed the levels, hot tub, porch to get outside with my coffee, pet strolling area marvelous and washer/dryer."
United States
tracey b.
The price is NZ$594
includes taxes & fees
26 May - 27 May
Forest chalet w/ hot tub & BBQ grill

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (34 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Host was responsive and helpful. Would definitely stay again."
United States
Wafaa L.
The price is NZ$405
includes taxes & fees
26 May - 27 May
Blue Mountain Cabin, secluded, perfect for couples, near main road

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
Boyce
10.0 out of 10, Exceptional, (35 reviews)
"A very spacious and well equipped home to get away from it all; but, also convenient to Winchester for a night out. The fenced in areas for dogs were lovely."
United States
David A.
The price is NZ$999
includes taxes & fees
21 May - 22 May
Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Harpers Ferry
10.0 out of 10, Exceptional, (10 reviews)
"Perfect place to spend a few nights with our two dogs. Very clean, great amenities, and beautifully decorated. Highly recommend!! "
United States
Megan L.
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (74 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is NZ$226
includes taxes & fees
1 June - 2 June
❤️ Secluded 1940s Romantic Tiny House on the River

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (35 reviews)
"The house is lovely and clean, and has a great view of the lake. We reserved during the winter and couldn’t use the lake but would love to return in warmer weather to be able to use more of the outdoors. "
United States
Cathy W.
The price is NZ$821
includes taxes & fees
8 June - 9 June
Peaceful Lakefront Cottage with Mountain Views!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (25 reviews)
"The host was prompt with answering any inquiries. The house was well stocked. Great area to visit."
United States
Ellen B.
The price is NZ$1,011
includes taxes & fees
2 June - 3 June
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (19 reviews)
"We loved the huge kitchen and family room, and the location in Virginia horse country was amazing!"
United States
STAN P.
The price is NZ$951
includes taxes & fees
26 May - 27 May
Spacious Modern Home on Middleburg Horse Farm

Chalet in Harpers Ferry

Chalet in Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (3 reviews)
"Great time. In the mountains. Clean. Ease of communication. Would stay again"
United States
Courtney C.
The price is NZ$1,151
includes taxes & fees
21 May - 22 May
Chalet in Harpers Ferry

Historic Getaway near C&O Canal, hiking and biking

Historic Getaway near C&O Canal, hiking and biking
Brunswick
9.8 out of 10, Exceptional, (6 reviews)
"Clean, great location, and charming/updated space. Highly recommend! Host was super communicative and helpful!! "
United States
Kaitlin L.
The price is NZ$424
includes taxes & fees
26 May - 27 May
Historic Getaway near C&O Canal, hiking and biking

Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (60 reviews)
"Host was welcoming and place was as described and in very clean condition. "
United States
Junaid B.
The price is NZ$305
includes taxes & fees
21 May - 22 May
Cozy Getaway near Harper`s Ferry, C&O & Potomac
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

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 favorite 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 depends 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 NZ$226 per night. Entering your travel dates in the search wizard you might find 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?

Enchanting Cottage, walk to Downtown Harpers Ferry: This holiday home rental outside of Gaylord is located in the city centre, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Gaylord?

Explore the area and family-friendly sights such as Blue Ridge Regional Park, 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.