Roseland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Roseland holiday rentals

2.0 star property
8.4 out of 10, Very good, (9 reviews)
"I contacted the owners to see if my family and I could check in earlier and they were about to accommodate for us. The home was clean, spacious, and had everything we needed for our stay."
United States
Sa'Mone M.
The price is AU$440
includes taxes & fees
20 Jan - 21 Jan
Bluebird Cottage: Near 151 + Appalachian Trail
10.0 out of 10, Exceptional, (90 reviews)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is AU$299
includes taxes & fees
20 Jan - 21 Jan
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
10.0 out of 10, Exceptional, (14 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is AU$426
includes taxes & fees
20 Jan - 21 Jan
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 AU$373
includes taxes & fees
20 Jan - 21 Jan
Cozy Country small two bedroom home.

Holiday Home in Roseland

Barrel Sauna, Hot Tub & Views
2.0 star property
The price is AU$459
includes taxes & fees
2 Feb - 3 Feb
Barrel Sauna, Hot Tub & Views
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"The hosts thought of everything! We loved the house and would love to visit again. Thank you!"
United States
Anonymous traveller
The price is AU$611
includes taxes & fees
20 Jan - 21 Jan
5 Min to Ski, Mtn Views, Shuffleboard, Arcade Fun
10.0 out of 10, Exceptional, (29 reviews)
"Super clean, beautiful decor and very accommodating. Highly recommend."
United States
Kathy R.
The price is AU$540
includes taxes & fees
20 Jan - 21 Jan
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA

Chalet in Chestnut Springs

Wintergreen Ridge Retreat
2.0 star property
8.8 out of 10, Excellent, (5 reviews)
"Enjoyed our stay, the property was very nice, communicated with property manager regarding a few issues and they were responsive. Accommodated the number of guests we had. Could use a bigger parking area for amount of guests that could be accommodated. "
United States
Amy N.
The price is AU$800
includes taxes & fees
9 Feb - 10 Feb
Wintergreen Ridge Retreat
10.0 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Cheryl P.
The price is AU$719
includes taxes & fees
9 Feb - 10 Feb
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
9.4 out of 10, Exceptional, (11 reviews)
"Great house close to the village, would stay here again."
United States
David B.
The price is AU$710
includes taxes & fees
21 Jan - 22 Jan
Bide-a-Wee- Hike the Trails! Close to the slopes!
The price is AU$2,252
includes taxes & fees
20 Jan - 21 Jan
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
10.0 out of 10, Exceptional, (15 reviews)
"The house was very clean and a great location for eats and drinks. "
United States
Erin D.
The price is AU$1,326
includes taxes & fees
27 Jan - 28 Jan
Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill
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 AU$1,150
includes taxes & fees
20 Jan - 21 Jan
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing
10.0 out of 10, Exceptional, (22 reviews)
"This property was spacious and clean--perfect for our group!"
United States
Matt F.
The price is AU$760
includes taxes & fees
20 Jan - 21 Jan
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
The price is AU$1,006
includes taxes & fees
9 Feb - 10 Feb
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 place to stay in charming Staunton!"
United States
Kate
The price is AU$339
includes taxes & fees
20 Jan - 21 Jan
The Storefront

Cabin in Lyndhurst

Love Ridge Mountain Lodging
3.0 star property
10.0 out of 10, Exceptional, (16 reviews)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is AU$299
includes taxes & fees
22 Jan - 23 Jan
Love Ridge Mountain Lodging

Cabin in Vesuvius

Whimsical Creekside Cabin
10.0 out of 10, Exceptional, (45 reviews)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is AU$290
includes taxes & fees
2 Feb - 3 Feb
Whimsical Creekside Cabin
9.6 out of 10, Exceptional, (16 reviews)
"Excellent BBQ and breakfast right around the corner, and gas one street over."
United States
Kirk H.
The price is AU$286
includes taxes & fees
25 Jan - 26 Jan
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
9.6 out of 10, Exceptional, (45 reviews)
"loved the quiet location, sunny private back yard, and well-stocked kitchen"
United States
George D.
The price is AU$308
includes taxes & fees
20 Jan - 21 Jan
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
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.
Save an average of 15% on thousands of hotels when you're signed in

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, 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 favourite 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 depend 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 AU$190 per night. Entering your travel dates in the search wizard might find you 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 Unbeatable Views Atop Wintergreen Resort.

How many holiday rentals are there in Roseland?

Choose from 81 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.