Photo by Stephanie Sutton

Holiday Rentals in Delaplane

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Holiday Rentals in Delaplane

1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

10.0 out of 10, Exceptional, (46)
"With grandparents and 2 families with children, not only was the house perfect but the fenced yard was huge and spectacular. We didn’t use the hot tub, but there was plenty of good space for adults, too. We gathered for a family wedding, but the space enabled us to spend a few wonderful relaxing days with family we rarely see. Communication with Leora was prompt and accommodating. 5 stars all around! Thank you!"
1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

9.4 out of 10, Exceptional, (329)
"Amazing!!!"
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (244)
"We thoroughly enjoyed the cozy lodge vibe and the different spaces it offered our group. The host, Leslie, was always available for any questions we had. She also had the place decorated for Christmas which warmed our hearts!! Thank you Bear Chase for a great weekend. "
Breathtaking views with an indoor private pool, come escape with us

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

9.6 out of 10, Exceptional, (294)
"The cabin is a very cozy getaway location, with a great view just out the window."
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

9.8 out of 10, Exceptional, (20)
"My friends and I always choose a new cabin for our annual fall getaway. We've not had a bad experience yet. Mountain Mama's Woodpecker Woods did not disappoint, either! Comfortable, warm, clean, spacious log cabin. It had everything we needed. In fact, it was so relaxing, we never made it to the hot tub. We did visit Harper's Ferry Park and enjoyed walking the hiking trail to the downtown area. :-) We especially loved the close proximity to the Washington, DC Metro area. If there was anything...
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

Bear Chase Cottage

10.0 out of 10, Exceptional, (32)
"The cabin was perfect! Clean and cozy. We wish we could have extended our stay! We will definitely come back! "
Bear Chase Cottage

Gruner Bungalow at Otium Cellars

9.8 out of 10, Exceptional, (92)
"Wonderful Thanksgiving in a wonderful home with our family."
Gruner Bungalow at Otium Cellars

Rustic Log Cabin with Private Dock on the Lake!

9.6 out of 10, Exceptional, (12)
"Amazing location!!! 18 minutes from a cluster of wineries; quiet and relaxing. Definitely will be visiting again "
The price is €401
includes taxes & fees
5 Jan - 6 Jan
Rustic Log Cabin with Private Dock on the Lake!

Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

10.0 out of 10, Exceptional, (52)
"It was so nice. We were bummed to only be there one night. Such a lovely set up. Would definitely recommend to anyone. Although I have to say the trip up the hill was similar to a roller coaster ride, such fun."
The price is €295
includes taxes & fees
14 Jan - 15 Jan
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

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

9.8 out of 10, Exceptional, (17)
"We were charmed by the house and pleased with all the amenities. We would definitely stay there again. "
The price is €486
includes taxes & fees
12 Jan - 13 Jan
Secluded Cabin a Stone's Throw From the A.T.!

Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

9.6 out of 10, Exceptional, (50)
"My husband and I along with our 2 small dogs had a wonderful stay at this lovely mountain retreat. The cabin was clean and comfortable and had everything that we needed to cook breakfast and an easy dinner each evening. The property was beautiful with lots of tall old growth trees that were beautiful with the fall colors and even though it was in a community you felt like you were in a secluded mountain retreat because most of the homes were obsured by the trees; and it is on a dead end road...
The price is €309
includes taxes & fees
7 Jan - 8 Jan
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (34)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is €390
includes taxes & fees
5 Jan - 6 Jan
18th Century Stone Cottage minutes from historic Middleburg

Relaxing log home on a private mountainside in Rappahannock County, Virginia

10.0 out of 10, Exceptional, (49)
"We had an excellent time at this cabin. It’s well equipped with everything from kitchenware, to children’s games/toys, extra bedding, and an air mattress. The firepit and outdoor toys were much appreciated as well. The beds were comfortable and the house was well maintained. Would rent again!!!"
Relaxing log home on a private mountainside in Rappahannock County, Virginia

Insta Worthy Mountain Views and Hot Tub

10.0 out of 10, Exceptional, (8)
"This mountain house is absolute beauty! It is beyond gorgeous. The view is spectacular, the sunset is breathtaking. You have a 180 degrees view of West VA. The house itself is stunning, plenty of rooms to move around with our group of 15. We enjoyed the jacuzzi while admiring the beautiful sunset. The kids had fun roasting marshmallows while Eagles are flying up above them. Thank you for sharing this Eagle’s Nest home. 😊"
The price is €1,000
includes taxes & fees
3 Feb - 4 Feb
Insta Worthy Mountain Views and Hot Tub

Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

10.0 out of 10, Exceptional, (79)
"My husband and I had a lovely stay in this cabin for Thanksgiving. We had everything we needed to cook our Thanksgiving meal, stay cozy, and enjoy the views around the cabin. Thank you!"
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River

9.2 out of 10, Wonderful, (220)
"Great property and location. "
Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River

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

10.0 out of 10, Exceptional, (15)
"It was great "
The price is €413
includes taxes & fees
8 Jan - 9 Jan
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Escape to Shenandoah River, Hot Tub after a Hike!

10.0 out of 10, Exceptional, (41)
"Myself and 5 other friends stayed here for a weekend and it was perfect! The house was awesome and had everything we needed. There was plenty of space, a lovely hot tub, a firepit, and beautiful scenery. The inside felt very welcoming and the check-in/check-out process was extremely easy. We loved this stay!"
The price is €348
includes taxes & fees
6 Jan - 7 Jan
Escape to Shenandoah River, Hot Tub after a Hike!

River Front Retreat

8.8 out of 10, Excellent, (36)
"The home is in a very cool location. We loved the drive to the house. There were great views of the river. The home had everything needed to enjoy the river, but our stay was too cold to enjoy the river. Overall, the home was just what we were looking for!"
River Front Retreat

Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

10.0 out of 10, Exceptional, (35)
"Great getaway location. Beautiful property"
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
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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Other types of properties in Delaplane you may be interested in

1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

10.0 out of 10, Exceptional, (46)
"With grandparents and 2 families with children, not only was the house perfect but the fenced yard was huge and spectacular. We didn’t use the hot tub, but there was plenty of good space for adults, too. We gathered for a family wedding, but the space enabled us to spend a few wonderful relaxing days with family we rarely see. Communication with Leora was prompt and accommodating. 5 stars all around! Thank you!"
1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

La Quinta Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1772)
"Clean and practical location for us"
The price is €112
includes taxes & fees
3 Feb - 4 Feb
La Quinta Inn & Suites by Wyndham Winchester

Salamander Resort And Spa

5.0 star property
9.2 out of 10, Wonderful, (333)
"It was very lovely and decorated for Christmas. The bed was very comfortable and the views were beautiful. "
The price is €664
includes taxes & fees
12 Jan - 13 Jan
Salamander Resort And Spa
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.

Frequently asked questions

Are there holiday rentals in Delaplane?

Yes, there are holiday rentals close to the most popular sights in Delaplane, 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 Delaplane has to offer?

1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!: This highly rated holiday home rental in Delaplane offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals will I find in Delaplane?

Choose from 4 Expedia holiday rentals in Delaplane for a memorable holiday.

What can I see and do in Delaplane?

While exploring the area, visit family-friendly sights like Dinosaur Land, or get outside and enjoy nature at Sky Meadows State Park. RdV Vineyards and Delaplane Cellars are other places to visit while you're in town.

What are holiday rentals like in Delaplane?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Delaplane. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips.