Holiday Rentals in Roseland

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Our top choices for Roseland holiday rentals

8.4 out of 10, Very good, (9 reviews)
"Nice quiet spot. On the same property as the owners, but still felt private. I loved seeing their dogs running in their yard every time we drove by I highly recommend the great goes that are nearby, as well as Bold Rock and Devils Backbone Brewery!"
United States
Amanda D.
The price is €251
includes taxes & fees
1 Mar - 2 Mar
Bluebird Cottage: Near 151 + Appalachian Trail
10.0 out of 10, Exceptional, (15 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is €246
includes taxes & fees
1 Mar - 2 Mar
Historic Bungalow 30 minutes from Wintergreen

Holiday Home in Roseland

Cozy Country small two bedroom home.
9.8 out of 10, Exceptional, (18 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is €213
includes taxes & fees
28 Feb - 1 Mar
Cozy Country small two bedroom home.
10.0 out of 10, Exceptional, (93 reviews)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is €170
includes taxes & fees
5 Mar - 6 Mar
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
9.8 out of 10, Exceptional, (24 reviews)
"This property was spacious and clean--perfect for our group!"
United States
Matt F.
The price is €419
includes taxes & fees
1 Mar - 2 Mar
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
The price is €1,186
includes taxes & fees
1 Mar - 2 Mar
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
9.2 out of 10, Wonderful, (12 reviews)
"Great house close to the village, would stay here again."
United States
David B.
The price is €399
includes taxes & fees
5 Mar - 6 Mar
Bide-a-Wee- Hike the Trails! Close to the slopes!

Holiday Home in Roseland

Barrel Sauna, Hot Tub & Views
10.0 out of 10, Exceptional, (1 review)
"House was beautiful and well maintained."
United States
Collin W.
The price is €269
includes taxes & fees
3 Mar - 4 Mar
Barrel Sauna, Hot Tub & Views

Holiday Home in Laurel Ridge

Adventure Awaits
9.4 out of 10, Exceptional, (8 reviews)
"our stay was so fun! "
United States
Kaden C.
Adventure Awaits
10.0 out of 10, Exceptional, (5 reviews)
"Such an awesome house and an amazing host! She left some beers in the fridge and a note congratulating my future brother in law. The house and view was beautiful and clean. Loved how it was right next to the breweries as well! Highly recommend!"
United States
Grace S.
The price is €380
includes taxes & fees
12 Mar - 13 Mar
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing

Holiday Home in Wintergreen Resort

Ridge Retreat @ Wintergreen!
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful home and it has everything you need for a get-a-way. Five couples and plenty of room to have your own space. Close to lots of recreation and entertainment. "
United States
Robert J.
The price is €635
includes taxes & fees
9 Mar - 10 Mar
Ridge Retreat @ Wintergreen!
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay. It was 8 of us and the place was nicely decorated, comfortable, clean and well stocked. Would stay here again. "
United States
N P.
Cozy Wintergreen Ski Chalet -hot tub-Walk to slopes & family friendly!
Three Ridges 05 With Wintergreen Advantage
10.0 out of 10, Exceptional, (2 reviews)
"My three girlfriends and I stayed here for a golf weekend. Beds were so comfortable, space was perfect for four (could have easily had six), property was beautiful and staff were very friendly and helpful. We will come again!"
United States
Leah S.
White Oak 46 with Wintergreen Advantage
10.0 out of 10, Exceptional, (1 review)
"Had a great thanksgiving with family. Wood burning fireplace with wood stacked just outside condo. Kitchen had all needed utensils. Having wintergreen advantage was a major plus—allowing access to gym and spa"
United States
Nathan S.
White Oak 51 with Wintergreen Advantage
The price is €571
includes taxes & fees
2 Mar - 3 Mar
Branch and Barrel: Hot Tub & Sauna + Mtn Views

Townhouse in Staunton

The Storefront
3.5 star property
8.8 out of 10, Excellent, (58 reviews)
"Great location, fun place to stay!"
United States
Carol
The price is €192
includes taxes & fees
1 Mar - 2 Mar
The Storefront
10.0 out of 10, Exceptional, (68 reviews)
"Perfect location for multiple restaurants & some shopping.Very clean...enjoyable stay."
United States
Roberta F.
The price is €207
includes taxes & fees
1 Mar - 2 Mar
Stay in Crozet Train Suite in Downtown Crozet
9.8 out of 10, Exceptional, (6 reviews)
"The lodge was an amazing getaway. Exactly as pictured, it had everything we needed. Love the fact that it was dog friendly, quiet, and well equipped / modernized on the inside. Will definitely stay here again in the future!"
United States
Sean M.
The price is €294
includes taxes & fees
1 Mar - 2 Mar
Acute Lodge: Boho, Romantic Getaway in Nelson Co.
10.0 out of 10, Exceptional, (24 reviews)
"The house was so nice and clean and the host was great also and we had a great stay and would highly recommend it. "
United States
Jody W.
The price is €509
includes taxes & fees
28 Feb - 1 Mar
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
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 Roseland Hotel Reviews

Find out more about Roseland

Everything you need to know about Roseland 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 Roseland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Roseland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Roseland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Roseland. 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 Roseland 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 Roseland holiday rentals we have selected for you start as low as €107 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Roseland rentals

At Expedia, we put the best Roseland 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 Roseland 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 Roseland 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 Roseland. 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

Can I find holiday rentals in Roseland?

Yes, there are holiday rentals close to the most popular sights in Roseland, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Roseland is known for its ski slopes and mountain landscape. While you're here, grab a bite or have a drink at the breweries.

What are some of the best holiday rentals that Roseland has to offer?

2min to Ski Hot Tub EV Charger Mountain View DogOK: This highly rated holiday home rental in Roseland is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Another good choice for your trip to Roseland is Blue Ridge Mountain Retreat in Wintergreen.

How many holiday rentals are there in Roseland?

Choose from 80 Expedia holiday rentals in Roseland for a memorable holiday.

What’s there to see and do in Roseland?

George Washington National Forest and Reids Gap Trailhead are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Wintergreen Resort and Woodson's Mill.

What’s a holiday rental in Roseland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Roseland. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.