Holiday Rentals in Orlean

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Orlean

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (83)
"Loved it "
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

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

9.6 out of 10, Exceptional, (305)
"Beautiful view from a very clean and cozy cabin. The only negative point - the website description is not fully accurate - the VRBO website states it sleeps 6 but it only sleeps 4 unless you are a couch sleeper. Loved the leads left for the dogs which made for a secure and relaxing night by the fire. Property owner was very responsive! Great stay :)"
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

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

9.6 out of 10, Exceptional, (343)
"It was a nice little cabin to stay in. Great views. Widelife all around. Loved it"
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

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

10.0 out of 10, Exceptional, (37)
"Me and my friends who were visiting from Canada had a wonderful time at this property. The property has been kept in an immaculate condition and the views are just amazing. The host was very responsive and we can’t wait to visit again."
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (38)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is €373
includes taxes & fees
3 Apr - 4 Apr
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, (28)
"We had a great time visiting with family and getting our much needed rest and relaxation at your beautiful house. Thanks!"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Mountain cabin near national park & wineries

10.0 out of 10, Exceptional, (22)
"Very nice clean place"
The price is €435
includes taxes & fees
2 Apr - 3 Apr
Mountain cabin near national park & wineries

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (39)
"We loved our stay at the cottage! Will is a wonderful host!"
Historical cottage in the town of Paris

Historic apartment in Old Town Warrenton, Virginia

9.8 out of 10, Exceptional, (36)
"This adorable home was perfect for two adult family members to make delightful memories and reconnect considering the somber circumstances. Flexible configuration will meet the needs from young family to girlfriend weekend away: Highly recommend!"
The price is €234
includes taxes & fees
6 Apr - 7 Apr
Historic apartment in Old Town Warrenton, Virginia

Balcony & Pool Access: Modern Gainesville Home

Balcony & Pool Access: Modern Gainesville Home

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

9.2 out of 10, Wonderful, (222)
"This was our second time staying in one of John’s cabins. The cabin is close enough from the city, an easy drive, but well surrounded by nature! We really enjoyed the walks down to the river, as did our teen and dog. Nice river views from the bedroom and porch. Only a 10 min drive to civilization (groceries, restaurants, etc). We enjoyed watching movies (our own and via streaming apps) and sitting by the cozy fireplace. Cabin is well insulated. John was very responsive when we had a question. We...
Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River

Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

9.8 out of 10, Exceptional, (47)
"We had a wonderful stay at this house! The rooms were cozy and comfortable, perfect for relaxing after a day of activities. While the kitchen is a bit outdated, it still had everything we needed for preparing meals. The location was fantastic - close to everything we wanted to explore. My friends and family had a great time and we're definitely planning to return in the future. Highly Highly recommend "
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

The Treehouse - Hot Tub- River Access

The Treehouse - Hot Tub- River Access

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

9.6 out of 10, Exceptional, (10)
"Excellent place to stay. Shelly is an excellent host. Nice location "
The price is €484
includes taxes & fees
2 Apr - 3 Apr
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

9.8 out of 10, Exceptional, (47)
"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!"
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

New - Modern Mountain Retreat w/ Hot tub and view!

10.0 out of 10, Exceptional, (13)
"This house is beautiful and so thoughtfully decorated and stocked with everything you’d need for the perfect weekend. Highly recommend for anyone looking for a relaxing retreat to disconnect and reconnect with family and friends."
New - Modern Mountain Retreat w/ Hot tub and view!

Whitetail Summit - Shenandoah/hot tub/wineries

10.0 out of 10, Exceptional, (38)
"Really enjoyed our stay and all the little touches - like labeled drawers and clear instructions. Very comfortable beds, pillows, and all the amenities you could want. Perfect for an uninterrupted girls weekend getaway."
Whitetail Summit - Shenandoah/hot tub/wineries

Chic Front Royal Retreat Near Shenandoah River!

9.4 out of 10, Exceptional, (13)
"We had a wonderful stay at this property! The house was very clean, and the listing was completely accurate, which we really appreciated. Street parking was easy, making arrival and departure hassle-free. The home is perfect for a couple or even two couples, with a comfortable layout and plenty of space.One of the highlights was the great front and backyard, which our dog absolutely loved! It was a perfect setup for a pet-friendly getaway.The only minor issue was that the stairs felt slightly...
Chic Front Royal Retreat Near Shenandoah River!

The Nest at Chester Gap

10.0 out of 10, Exceptional, (97)
"Very enjoyable; peaceful, isolated--excellent place to relax; good hiking nearby "
The Nest at Chester Gap

HB1 at Spring Haven Farm

9.8 out of 10, Exceptional, (52)
"Very quiet with wonderful surroundings! "
HB1 at Spring Haven Farm
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.
Don't see what you're looking for?
See all available properties in Orlean
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Orlean you may be interested in

Baymont by Wyndham Warrenton

2.5 star property
6.6 out of 10, (1057)
"Good basic accommodation. Some areas could use an upgrade. Room was large with nice fully equipped kitchenette. Room was clean and A/C unit was operational and quiet when on. Breakfast was adequate. Would stay there again. "
The price is €84
includes taxes & fees
8 Apr - 9 Apr
Baymont by Wyndham Warrenton

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1070)
"Everything was great."
The price is €113
includes taxes & fees
13 Apr - 14 Apr
Hampton Inn Front Royal

Hilton Garden Inn Haymarket

3.0 star property
9.6 out of 10, Exceptional, (172)
"Very nice and clean facility. Just had issue with fir alarm set off by staff. While accidental they couldn’t figure out how to get it to stop. Other than that, good experience. Oh and could have better food options in “market” and cafe! "
The price is €153
includes taxes & fees
20 Apr - 21 Apr
Hilton Garden Inn Haymarket
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 Orlean?

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

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains : This holiday home rental outside of Orlean is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 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 garden and a selection of games.

What can I see and do in Orlean?

While exploring the area, visit family-friendly sights like Northern Fauquier Community Park, or get outside and enjoy nature at Dickey Ridge Visitor Center. In the wider area, you’ll find Barrel Oak Winery and Rappahannock Cellars.

What are holiday rentals like in Orlean?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orlean. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family getaway.