Roseland Vacation Rentals

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Oct 10 - Oct 12
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Jan 16 - Jan 18

Vacation 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, (141)
"This was our fourth visit and we love the house, the property and the area. We are already booked for next year "
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, (85)
"Sent a couple here for their honeymoon and they had an amazing time! "
The price is ￥19,189
￥29,009 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Valley Extended Suites
Studio Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (200)
"Nice stay"
The price is ￥16,828
￥18,729 total
includes taxes & fees
Sep 28 - Sep 29
Valley Extended Suites
Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area
Property grounds

Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area

10.0 out of 10, Exceptional, (15)
"Nice time exploring the area"
Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area
Wow! What A View!
Exterior

Wow! What A View!

9.4 out of 10, Exceptional, (16)
"Découverte de la corse pour la 1ère fois. Proche de tous, plage, équitation mer montagne, spécialités, petit port avec restau,rando, village et super point de vue."
Wow! What A View!
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, (32)
"Great property and host"
The price is ￥21,403
￥33,485 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
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, (243)
"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!
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, (60)
"Loved our stay - the house, location, and amenities were perfect for us!"
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Love Ridge Mountain Lodging
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | 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 ￥29,639
￥42,141 total
includes taxes & fees
Sep 25 - Sep 26
Love Ridge Mountain Lodging
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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

10.0 out of 10, Exceptional, (327)
"Great location to check out all that the Wintergreen area has to offer. The condo was cozy and well stocked for our long weekend adventure with our son and pup. We are regulars to the area and this was one of our favorite rentals. "
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Rustic Mountain Retreat-Bear Paw
Dining

Rustic Mountain Retreat-Bear Paw

9.8 out of 10, Exceptional, (229)
"Can’t wait to go back"
Rustic Mountain Retreat-Bear Paw
Ivy Rose Cottage nestled b/t Cville & Vineyards
Fridge, microwave, oven, stovetop

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (60)
"Loved staying here!"
The price is ￥27,898
￥51,966 total
includes taxes & fees
Sep 30 - Oct 1
Ivy Rose Cottage nestled b/t Cville & Vineyards
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, (292)
"Beautiful location and million dollar views are so true. The condo was clean and comfortable. Will stay again and recommend to everybody. "
The price is ￥15,499
￥35,806 total
includes taxes & fees
Sep 25 - Sep 26
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Mechum Hill Cottage: Central to Crozet & Cville
Outdoor dining

Mechum Hill Cottage: Central to Crozet & Cville

9.6 out of 10, Exceptional, (16)
"Very quiet and peaceful. Large, secluded property. Good base from which to explore area wineries, local beer, food, and hike im the Shenandoah National Park."
The price is ￥19,042
￥41,337 total
includes taxes & fees
Sep 28 - Sep 29
Mechum Hill Cottage: Central to Crozet & Cville
Upscale and Family-Friendly in Wintergreen
Indoor spa tub

Upscale and Family-Friendly in Wintergreen

9.6 out of 10, Exceptional, (24)
"We absolutely loved our stay. Great hiking access point and very family/pet friendly. Would love to come stay again!"
Upscale and Family-Friendly in Wintergreen
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)
"It was great thank you"
The price is ￥26,570
￥38,467 total
includes taxes & fees
Sep 29 - Sep 30
Isolated cottage with good view close to many winery and Brewers.
Afton Mountain Vineyards
Interior detail

Afton Mountain Vineyards

2.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "
The price is ￥58,896
￥66,141 total
includes taxes & fees
Sep 29 - Sep 30
Afton Mountain Vineyards
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, (5)
The price is ￥14,761
￥28,093 total
includes taxes & fees
Sep 28 - Sep 29
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
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, (67)
"Great location! Great stay!"
The price is ￥24,577
￥35,062 total
includes taxes & fees
Sep 29 - Sep 30
Lovely C.1890 Flat with Garden in Historic Downtown
Aftonshire Cottage - Heart of Afton's Wine Region
Fridge, microwave, oven, stovetop

Aftonshire Cottage - Heart of Afton's Wine Region

9.8 out of 10, Exceptional, (10)
"Better than advertised. Kitchen has everything needed. Perfect for two couples. Comfy firm beds. Beautiful views- enjoyed watching the horses out back and the roaming deer. The brewery across the street has a fantastic scratch kitchen food truck - and great staff. Would love to book again in the near future. "
Aftonshire Cottage - Heart of Afton's Wine Region
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

Wingate by Wyndham Lexington

Wingate by Wyndham Lexington

10/10 Excellent
"This was a one-night stay en route. Check in and out were swift, staff were friendly, efficient and professional. Room was comfortable, clean and quiet. We will stay here again."
john 1-night trip
Posted 3 days ago
Wingate by Wyndham Lexington

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

Explore a world of travel with Expedia

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Frequently asked questions

Can I find vacation rentals in Roseland?

Yes, we offer vacation rentals near the most popular attractions in Roseland, or you can go with a secluded option if you're looking for relaxation. 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 vacation home rentals in Roseland?

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

How many vacation rentals are there in Roseland?

Choose from 74 Expedia vacation rentals in Roseland for a memorable vacation.

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 vacation rental in Roseland like?

Vacation rentals are private properties you can stay in for short or long periods in Roseland. Vacation rentals provide amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.