Roseland Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan
In four months
30 Jan - 1 Feb

Holiday Rentals in Roseland

Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
Exterior

Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.

9.8 out of 10, Exceptional, (142)
"Beautiful property. Great placee to rest and relax."
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Exterior

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

10.0 out of 10, Exceptional, (86)
"Peaceful location with nice screened porch. Friendly host."
The price is HK$1,012
HK$1,547 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Valley Extended Suites
Private kitchen

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (205)
"Nice stay"
The price is HK$887
HK$987 total
includes taxes & fees
13 Oct - 14 Oct
Valley Extended Suites
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table
Property grounds

Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table

10.0 out of 10, Exceptional, (15)
"Nice time exploring the area"
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
Miscellaneous

Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

10.0 out of 10, Exceptional, (244)
"Tremendous view and perfect accommodations. We used for a base to visit Staunton and Charlottesville. "
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (328)
"The property is nestled very nicely on the mountain and convenient to the main lodge, restaurants and other attractions. We really enjoyed our stay. The condo was plenty big for the two of us and our dog. It is well-appointed Kudos to the owner, Heather, for thinking of everything to make our stay great. "
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (293)
"Will certainly look to book again in the future. Very nice condo with a spectacular view."
The price is HK$817
HK$1,888 total
includes taxes & fees
19 Oct - 20 Oct
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Property grounds

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

10.0 out of 10, Exceptional, (62)
"Loved our stay - the house, location, and amenities were perfect for us!"
The price is HK$3,113
HK$5,549 total
includes taxes & fees
27 Oct - 28 Oct
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Lovely C.1890 Flat with Garden in Historic Downtown
Property grounds

Lovely C.1890 Flat with Garden in Historic Downtown

9.8 out of 10, Exceptional, (68)
"Great location! Great stay!"
The price is HK$1,296
HK$1,866 total
includes taxes & fees
14 Oct - 15 Oct
Lovely C.1890 Flat with Garden in Historic Downtown
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Exterior

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

10.0 out of 10, Exceptional, (35)
"Great property and host"
The price is HK$1,128
HK$1,765 total
includes taxes & fees
13 Oct - 14 Oct
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
The Modern Mountain Condo
Property grounds

The Modern Mountain Condo

10.0 out of 10, Exceptional, (29)
"Ideal location for skiing at Wintergreen. "
The price is HK$866
HK$1,951 total
includes taxes & fees
28 Oct - 29 Oct
The Modern Mountain Condo
Log Cabin, 27 Acre Modern Mountain Escape, Pool, Hot Tub and Fireplace
4 bedrooms, desk, iron/ironing board, free WiFi

Log Cabin, 27 Acre Modern Mountain Escape, Pool, Hot Tub and Fireplace

9.8 out of 10, Exceptional, (20)
"Thank you, we enjoyed our little vacation! The pool was the best part !"
Log Cabin, 27 Acre Modern Mountain Escape, Pool, Hot Tub and Fireplace
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Fridge, microwave, oven, stovetop

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

9.6 out of 10, Exceptional, (50)
"The condo was very clean, cozy and well appointed. The view of the golf course was beautiful and the mountain was quiet that week, which we were in need of some peace and quiet. My wife and I are already talking about our next trip to Wintergreen and we will likely stay here again. "
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Smart TV, fireplace, DVD player

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

9.8 out of 10, Exceptional, (54)
"This was our second stay in Wintergreen. First time at this property. The condo was beautifully decorated, had all the necessities and the view was breathtaking. "
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Love Ridge Mountain Lodging
Terrace/patio

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
The price is HK$1,696
HK$2,372 total
includes taxes & fees
15 Oct - 16 Oct
Love Ridge Mountain Lodging
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Pool

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

9.6 out of 10, Exceptional, (137)
"Very clean place and very accommodating host"
The price is HK$856
HK$1,931 total
includes taxes & fees
2 Nov - 3 Nov
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Escape to the Blue Ridge Mountains at Wine-tergreen!
Outdoor dining

Escape to the Blue Ridge Mountains at Wine-tergreen!

9.8 out of 10, Exceptional, (120)
"The condo was very nice . Had all the conveniences you need but, not really for over 60 years of age. Loved the area didn’t like the stairs. Would recommend it to anyone not old."
The price is HK$833
HK$1,906 total
includes taxes & fees
12 Oct - 13 Oct
Escape to the Blue Ridge Mountains at Wine-tergreen!
Isolated cottage with good view close to many winery and Brewers.
Exterior

Isolated cottage with good view close to many winery and Brewers.

9.0 out of 10, Wonderful, (22)
"The house suited us perfectly for our stay. I grew up in the area and know Greenwood pretty well, so felt like home :-) "
The price is HK$1,401
HK$2,037 total
includes taxes & fees
14 Oct - 15 Oct
Isolated cottage with good view close to many winery and Brewers.
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Exterior

The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

10.0 out of 10, Exceptional, (7)
The price is HK$778
HK$1,472 total
includes taxes & fees
22 Oct - 23 Oct
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Lotus View Retreat in Yogaville, Chalet with WiFi and AC
Smart TV, DVD player, books, video library

Lotus View Retreat in Yogaville, Chalet with WiFi and AC

10.0 out of 10, Exceptional, (6)
"We loved our quick stay. Check in and check out were very low-key, easy, and flexible. The cabin was immaculate and well appointed with everything we could need. "
The price is HK$1,233
HK$2,049 total
includes taxes & fees
23 Oct - 24 Oct
Lotus View Retreat in Yogaville, Chalet with WiFi and AC
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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"Terrific location. The room was very clean and comfortable. "
Lynn 3-night trip
Posted 4 days ago
Hotel 24 South

Find out more about Roseland

Find out more about Roseland

Search for holiday rentals in Roseland on Expedia! You can easily find your home rentals, villas, holiday apartments in Roseland using one of the methods below:

  • View our selection of featured holiday rentals in Roseland
  • Use the map to find apartments and other holiday homes in the Roseland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Roseland while they last

Look no further and take a look at our great range of rental properties in Roseland!

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?

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!: This holiday home rental outside of Roseland is located in the mountains, and has a fireplace, a patio 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. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Roseland?

Choose from 74 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.