Photo by Stephanie Sutton

Delaplane Holiday Rentals

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Holiday Rentals in Delaplane

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

10.0 out of 10, Exceptional, (45)
"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 Farmhouse & 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, (289)
"We had a wonderful time in this cabin. It is very peaceful and quiet. The view is amazing and we loved watching all the wildlife. Perfect location to front royal and many wineries but staying in and enjoying the beautiful cabin and scenery was our favorite ! "
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

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

9.8 out of 10, Exceptional, (240)
"Great place to relax & enjoy! We loved the pool & hot tub as well abundant indoor/outdoor space. There was a musty smell that lingered on all my clothes and I stayed in the very top floor master & put my clothes in dresser and closet. You may need a dehumidifier in that closet…."
Breathtaking views with an indoor private pool, come escape with us

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

9.6 out of 10, Exceptional, (327)
"Amazing!!!"
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

10.0 out of 10, Exceptional, (51)
"Comfy cabin with everything topline. Loved the sunroom and the steam shower. Daily watching deer feed and stroll through the yard below. Gus wasn’t happy about it but he still watched through floor to ceiling windows."
The price is AU$469
includes taxes & fees
2 Dec - 3 Dec
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

The Oculus - Huge Cabin with a Hot Tub!

9.8 out of 10, Exceptional, (15)
"Rustic."
The Oculus - Huge Cabin with a Hot Tub!

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

9.8 out of 10, Exceptional, (46)
"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$581
includes taxes & fees
12 Dec - 13 Dec
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

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

10.0 out of 10, Exceptional, (76)
"Whisky Hill is an amazing cabin. My husband and I enjoyed our stay. Everything was clean, and had everything we needed. It was not difficult at all to find. We thoroughly enjoyed our time and can’t wait to be back. It was a great find!! Highly recommend if coming to the Linden area. "
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

3 KING Master Suites ~ Dog Friendly ~ 1 pm Checkout ~ Close to Caverns ~ VIEWS!

10.0 out of 10, Exceptional, (190)
"This is our third visit to this property, which I feel should be telling in itself. It's a wonderful property, all the photos are accurate to the location, and it's wonderful for just being out in nature. Ann and Gail are responsive to messages and also check in when you first arrive. Check-in is easy and their communication is great! "
3 KING Master Suites ~ Dog Friendly ~ 1 pm Checkout ~ Close to Caverns ~ VIEWS!

Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

9.8 out of 10, Exceptional, (19)
"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!

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (32)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is AU$621
includes taxes & fees
4 Dec - 5 Dec
18th Century Stone Cottage minutes from historic Middleburg

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

9.8 out of 10, Exceptional, (25)
"Hiking, playing in the creek, S'mores by the fire pit, enjoying meals on the porch all add up to fun memories. We enjoyed our stay. "
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Rustic Log Cabin with Private Dock on the Lake!

9.8 out of 10, Exceptional, (11)
"Amazing location!!! 18 minutes from a cluster of wineries; quiet and relaxing. Definitely will be visiting again "
Rustic Log Cabin with Private Dock on the Lake!

Beautifully Restored Log Cabin in Bluemont, VA

10.0 out of 10, Exceptional, (34)
"This was a very beautiful place to stay. The host was extremely communicative and made sure I knew she was available if needed. I enjoyed the history of the cabin and the information provided about it. I would highly recommend staying here for anyone looking for a cozy place to stay. "
Beautifully Restored Log Cabin in Bluemont, VA

Rocky Ridge - Cabin w/ Hot Tub & Heavenly Views!

10.0 out of 10, Exceptional, (13)
"Gorgeous property with comfortable beds and furnishings. Just about every room, with windows, has a great view! Good proximity to local attractions. Property managers are nice."
Rocky Ridge - Cabin w/ Hot Tub & Heavenly Views!

Gruner Bungalow at Otium Cellars

9.8 out of 10, Exceptional, (87)
"This was our third time staying at this beautiful property for our strategic planning session, and once again, it was a fantastic experience. The house is always spotless, spacious, and beautifully decorated, making it feel like a true home away from home. The host provided delicious meals throughout our stay, which added an extra level of convenience and enjoyment. Each meal was thoughtfully prepared and absolutely delicious—perfect for keeping our team energized and focused. The peaceful...
Gruner Bungalow at Otium Cellars

Quiet Retreat in the Woods- HOT TUB, Arcade, Fire Pit

9.2 out of 10, Wonderful, (10)
"Week with elderly family members and this home was a good spot to rest and relax. Upon arrival, house was neat and clean. Well stocked with cooking items. Nice layout. Good central locations for day trip options. Overall I would recommend this home. "
Quiet Retreat in the Woods- HOT TUB, Arcade, Fire Pit

Bear Chase Cottage

10.0 out of 10, Exceptional, (30)
"Everything about the Cottage was amazing. Not sure when it was built/remodeled, but it seemed brand new! The size was perfect for a small friend group bday getaway. The location is ideal. Can’t wait to go back. "
Bear Chase Cottage

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (36)
"My wife and I really enjoyed our stay in Paris. William was the perfect host and provided us detailed information prior to our arrival. Everything we needed was provided to us in the cottage. The location was perfect to access Sky Meadows State Park and several wineries. We enjoyed the extra amenities, such as the backyard fire pit, loft media room, and the grill. "
The price is AU$471
includes taxes & fees
12 Dec - 13 Dec
Historical cottage in the town of Paris

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. "
Secluded Cabin a Stone's Throw From the A.T.!
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 Farmhouse & Huge Yard- PRIVATE TRAIL WALK TO WINE!

10.0 out of 10, Exceptional, (45)
"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 Farmhouse & Huge Yard- PRIVATE TRAIL WALK TO WINE!

La Quinta Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1734)
"Easy check in"
The price is AU$152
includes taxes & fees
26 Dec - 27 Dec
La Quinta Inn & Suites by Wyndham Winchester

Salamander Resort And Spa

5.0 star property
9.2 out of 10, Wonderful, (322)
"Fantastic property and top tier customer service. Everything was 5 star from the accommodations to the exquisite cuisine and wine"
The price is AU$1,050
includes taxes & fees
17 Dec - 18 Dec
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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 Farmhouse & 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 Great Country Farms, or get outside and enjoy nature at Sky Meadows State Park. Delaplane Cellars and Naked Mountain Winery & Vineyards 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.