A gravel road curving through a green field with a wooden fence on one side and mountains in the background.

Roseland Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Roseland vacation rentals

A wooden deck with wicker furniture, a brick wall, and a view of greenery.

1. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
$261 nightly
The price is $293
Oct 26 - Oct 27
Total with taxes and fees
Bluebird Cottage
A wooden structure with a large glass door, a gravel patio, outdoor furniture, and a view of trees and hills.

2. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
$301 nightly
The price is $338
Nov 16 - Nov 17
Total with taxes and fees
Branch and Barrel
A two-story house with a stone foundation, a front porch with a railing, and an American flag.

3. On Mountain Time

On Mountain Time
2.5 star property
Roseland
$679 nightly
The price is $762
Nov 4 - Nov 5
Total with taxes and fees
On Mountain Time
A wooden deck with outdoor seating and a fire pit.

4. Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
$561 nightly
The price is $630
Nov 4 - Nov 5
Total with taxes and fees
Mountain Mindset
A two-story house with a deck, large windows, and a garage.

5. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.8 out of 10, Exceptional, (26 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
$188 nightly
The price is $204
Nov 24 - Nov 25
Total with taxes and fees
Love Ridge Mountain Lodging
A spacious living area with a wooden staircase, a dining table, and a sofa.

6. Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (6 reviews)
"Cleanliness and ease of check in"
United States
Patrick
$376 nightly
The price is $423
Oct 26 - Oct 27
Total with taxes and fees
Blackwood Chalet
Interior

7. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
$579 nightly
The price is $650
Oct 28 - Oct 29
Total with taxes and fees
Modern Nellysford Getaway on 40 Private Acres!
Street view

8. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (272 reviews)
"Location extremely convenient."
United States
michael
$114 nightly
The price is $127
Oct 27 - Oct 28
Total with taxes and fees
Valley Extended Suites
A modern kitchen with wooden accents, stainless steel appliances, and a granite countertop.

9. Autumn Ridge Cottages

Autumn Ridge Cottages
2.5 star property
Lexington
9.0 out of 10, Wonderful, (182 reviews)
"Very nicely appointed, clean, quiet, quaint, and close to family. "
United States
Gary
$375 nightly
The price is $432
Oct 26 - Oct 27
Total with taxes and fees
Autumn Ridge Cottages
A modern kitchen with dark cabinetry, stainless steel appliances, a large island with seating, and pendant lighting.

10. Afton Mountain Vineyards

Afton Mountain Vineyards
3.5 star property
Afton
7.4 out of 10, Good, (3 reviews)
"Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!"
United States
Jennifer
$405 nightly
The price is $454
Nov 15 - Nov 16
Total with taxes and fees
Afton Mountain Vineyards
A compact kitchen with a stove, a dining area with chairs and a table, and a small seating area with a sofa and a lamp.

11. Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.0 out of 10, Wonderful, (73 reviews)
"Excellent stay all around. Thank you!"
United States
Joshua
$99 nightly
The price is $110
Oct 26 - Oct 27
Total with taxes and fees
Affordable Suites of America Waynesboro
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

12. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
$254 nightly
The price is $286
Nov 16 - Nov 17
Total with taxes and fees
Panoramic Peak
A cabin with a steeply pitched roof, wooden exterior, and a deck with stairs leading to a porch.

13. Three Little Bears

Three Little Bears
2.0 star property
Nellysford
$280 nightly
The price is $315
Nov 8 - Nov 9
Total with taxes and fees
Three Little Bears
A modern living room with a large sectional sofa, a fireplace, and a view of the mountains.

14. Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
$338 nightly
The price is $380
Nov 9 - Nov 10
Total with taxes and fees
Firefly on The Ridge
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

15. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
$266 nightly
The price is $299
Oct 25 - Oct 26
Total with taxes and fees
Mountain View Vista
A cozy cabin interior with a fireplace, comfortable seating, and large windows.

16. Blackrock Canopy

Blackrock Canopy
2.0 star property
Nellysford
$674 nightly
The price is $757
Nov 4 - Nov 5
Total with taxes and fees
Blackrock Canopy
A wooden deck with a yellow door, a table with chairs, and a rocking chair.

17. Tucked Inn: Upper Unit

Tucked Inn: Upper Unit
2.0 star property
Nellysford
$274 nightly
The price is $308
Oct 25 - Oct 26
Total with taxes and fees
Tucked Inn: Upper Unit
A wooden cabin with a stone exterior, a balcony with wooden railings, and outdoor seating with Adirondack chairs.

18. Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
$268 nightly
The price is $301
Oct 25 - Oct 26
Total with taxes and fees
Tucked Inn: Lower Unit
A wooden cabin with a sliding door, a hot tub, and string lights.

19. The Reserve at 151

The Reserve at 151
2.0 star property
Afton
10.0 out of 10, Exceptional, (1 review)
$603 nightly
The price is $677
Oct 25 - Oct 26
Total with taxes and fees
The Reserve at 151
A two-story lodge with a stone facade, multiple windows, and a deck.

20. Forever Farm

Forever Farm
2.5 star property
Schuyler
$629 nightly
The price is $706
Oct 25 - Oct 26
Total with taxes and fees
Forever 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.
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Top Roseland Hotel Reviews

Hotel 24 South

Hotel 24 South

10/10 Excellent
"We enjoyed our stay. It is a lovely old hotel. The breakfast buffet was great!"
Stan 2-night trip
Posted 2 hours ago
Hotel 24 South

Find out more about Roseland

Everything you need to know about Roseland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Roseland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Roseland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Roseland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Roseland rentals

At Expedia, we put the best Roseland vacation 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 vacation.

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 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?

Wintergreen cabin, hot tub, sauna, walk to trails: Visitors like this Roseland vacation home rental. It is located in the mountains and has a fireplace, a balcony, 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. Another good choice for your trip to Roseland is Theater Room, Fooseball, Firepit, Mountains!.

How many vacation rentals are there in Roseland?

Choose from 84 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.