Photo by Stephanie Sutton

Delaplane Holiday Rentals

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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!

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

9.6 out of 10, Exceptional, (297)
"Absolutely stunning views in a quaint cabin. Probably best saved for Fall/Spring/Summer but views that cannot be beat."
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (35)
"We absolutely loved this little cottage. It's a great location near Middleburg, tucked back in the woods. It's got everything you need for a peaceful retreat. A perfect place to curl up in front of the fire with a book. The host was so welcoming and easy to work with. We'll definitely be back!"
The price is AU$630
includes taxes & fees
26 Jan - 27 Jan
18th Century Stone Cottage minutes from historic Middleburg

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

9.8 out of 10, Exceptional, (244)
"Our group had an amazing stay at the Bear Chase Manor! The house has great common space areas and the pool was a huge hit with everyone. We also loved the convenience of being next to the brewery along with the incredible views of nature. Can't wait to have the opportunity to stay here again!"
Breathtaking views with an indoor private pool, come escape with us

River Woods Retreat:10min to River, L2 EV, Hikes, 2 Fireplaces, Hottub, SP 10mi

10.0 out of 10, Exceptional, (43)
"Beautiful cabin in a secluded area perfect for an escape from the hustle. Loved relaxing in the hot tub and sitting by the fire place. I would definitely recommend for a relaxing and recharging cabin experience. "
River Woods Retreat:10min to River, L2 EV, Hikes, 2 Fireplaces, Hottub, SP 10mi

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 AU$659
includes taxes & fees
27 Jan - 28 Jan
Rustic Log Cabin with Private Dock on the Lake!

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

9.6 out of 10, Exceptional, (338)
"Cozy cabin is perched high over the south fork of the Shenandoah with astonishing views of the river and Massanutten mountain beyond. We were lucky enough to be there during a snowfall which made the property truly magical. Because of a communication glitch between owner and cleaning service, we arrived to a cabin which had not been cleaned or restocked. These things do happen and what is more important is that the issue was dealt with swiftly, kindly and professionally by John and his cleaner....
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples.

10.0 out of 10, Exceptional, (54)
"The cabin was very nice and quaint. We had a nice stay. The view from the sunroom is great amazing. The place is very cozy and made for a great night away. "
The price is AU$453
includes taxes & fees
27 Jan - 28 Jan
Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples.

Gruner Bungalow at Otium Cellars

9.8 out of 10, Exceptional, (93)
"It's was great. We visited family in the area. And had our family Christmas together at this place. We played ping pong and pool when we where there. Great location for dogs. Plenty of space to run and play. The house was great as well. Plenty of space for everyone."
Gruner Bungalow at Otium Cellars

Bear Chase Cottage

10.0 out of 10, Exceptional, (33)
"The staff and property were wonderful. Everyone was so helpful; it was nice to be able to walk up to the restaurant and see the amazing mountain views with fire pits and lookouts. It was an added surprise to see the home decorated for the holidays! "
Bear Chase Cottage

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

9.8 out of 10, Exceptional, (18)
"My wife and I stayed for 2 nights. Aside from being off the beaten path, the cabin was clean and welcoming. There was ample room for a larger party with a gaming area downstairs and a larger sitting area/living room upstairs. There were several comfortable sitting areas, a working fireplace, and blankets stashed throughout the house. The kitchen was decent with basic cooking utensils, a dishwasher, microwave, and air fryer. There was a large table for big sit-down meals. We only stayed in one...
The price is AU$681
includes taxes & fees
6 Feb - 7 Feb
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 AU$469
includes taxes & fees
6 Feb - 7 Feb
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

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 AU$1,569
includes taxes & fees
5 Feb - 6 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!

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

10.0 out of 10, Exceptional, (96)
"Good time was had by all."
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-Leesburg/Brambleton/Aldie area

9.8 out of 10, Exceptional, (51)
"We enjoyed the house overall. There was some draining issues in one of the restrooms but nothing too bad. Definitely wish there were more TVs in the guest rooms. Other than that the house worked well for our family of 8. "
Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-Leesburg/Brambleton/Aldie area

Escape to Shenandoah River, Hot Tub after a Hike!

10.0 out of 10, Exceptional, (42)
"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 AU$671
includes taxes & fees
10 Feb - 11 Feb
Escape to Shenandoah River, Hot Tub after a Hike!

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (31)
"This was a perfect long weekend stay for two families (4 adults, 4 kids). Comfortable, spacious, and well-equipped house on a beautiful property. Very responsive and helpful host. Would give 6 stars if I could. We hope to be back soon!"
Modern Country House on the Shenandoah River

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

9.2 out of 10, Wonderful, (220)
"Very nice accommodations "
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 AU$661
includes taxes & fees
27 Jan - 28 Jan
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
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, (1793)
"Quiet, clean roon, very comfortable bed, nice hotel for pets"
The price is AU$171
includes taxes & fees
26 Jan - 27 Jan
La Quinta Inn & Suites by Wyndham Winchester

Salamander Resort And Spa

5.0 star property
9.2 out of 10, Wonderful, (334)
"Highly recommend this resort"
The price is AU$1,075
includes taxes & fees
4 Feb - 5 Feb
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 George Richard Thompson State Wildlife Management Area. 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.