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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Roseland holiday rentals

Standard Suite, 1 Queen Bed | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (57 reviews)
"Very good value, would definitely stay again"
United States
Frank
The price is ฿2,560
฿2,850 total
includes taxes & fees
17 May - 18 May
Affordable Suites of America Waynesboro
Street view

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (235 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
The price is ฿3,685
฿4,101 total
includes taxes & fees
24 May - 25 May
Valley Extended Suites
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (16 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is ฿4,533
฿7,030 total
includes taxes & fees
18 May - 19 May
Love Ridge Mountain Lodging
Apartment, Private Bathroom (The Serendipity Suite) | Balcony view

The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (7 reviews)
"We loved staying at the Serendipity Suite in beautiful Staunton! It's a lovely apartment and our hosts made us feel so comfortable with all of the little thoughtful extras."
United States
Patricia
The price is ฿2,877
฿5,756 total
includes taxes & fees
26 May - 27 May
The Serendipity Suite
Apartment (2 Bedrooms) | Front of property

Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!
4.0 star property
Nellysford
10.0 out of 10, Exceptional, (2 reviews)
"Really nice and convenient condo. Great amenities. Would definitely stay again."
United States
Matthew
The price is ฿3,954
฿11,007 total
includes taxes & fees
18 May - 19 May
Wintergreen Ski Resort Condo w/ Golf Access!
Apartment | 4 bedrooms

Stoney Creek Cottage Wintergreen w EV Charger

Stoney Creek Cottage Wintergreen w EV Charger
2.0 star property
Nellysford
The price is ฿6,686
฿16,148 total
includes taxes & fees
19 May - 20 May
Stoney Creek Cottage Wintergreen w EV Charger
Ridgeview Cottage | Private kitchen | Fridge, microwave, oven, stovetop

Autumn Ridge Cottages

Autumn Ridge Cottages
2.5 star property
Lexington
9.0 out of 10, Wonderful, (180 reviews)
"Very nicely appointed, clean, quiet, quaint, and close to family. "
United States
Gary
The price is ฿8,889
฿13,975 total
includes taxes & fees
26 May - 27 May
Autumn Ridge Cottages
Interior detail

Afton Mountain Vineyards

Afton Mountain Vineyards
2.5 star property
Afton
10.0 out of 10, Exceptional, (2 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
The price is ฿13,566
฿15,235 total
includes taxes & fees
17 May - 18 May
Afton Mountain Vineyards
Apartment, Private Bathroom (The Urban Cowboy) | 1 bedroom

The Urban Cowboy

The Urban Cowboy
2.0 star property
Staunton
8.6 out of 10, Excellent, (7 reviews)
"Great place to stay very organized and has everything you need super clean !"
United States
Philip
The price is ฿2,884
฿5,771 total
includes taxes & fees
26 May - 27 May
The Urban Cowboy
Apartment, Private Bathroom (Valley Oasis) | Private kitchen

Fishersville Oasis

Fishersville Oasis
2.0 star property
Fishersville
The price is ฿3,727
฿6,854 total
includes taxes & fees
1 Jun - 2 Jun
Fishersville Oasis
Luxury Room, Ensuite (The Storefront) | Exterior

The Storefront

The Storefront
3.5 star property
Staunton
8.8 out of 10, Excellent, (58 reviews)
"Great location, fun place to stay!"
United States
Carol
The price is ฿4,829
฿7,353 total
includes taxes & fees
17 May - 18 May
The Storefront
Apartment, Private Bathroom (North Central Loft) | Bathroom

North Central Loft

North Central Loft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (5 reviews)
"Clean, comfortable, fun, well appointed and thoughtful details. A great place. "
United States
Stacey
The price is ฿6,303
฿13,395 total
includes taxes & fees
28 May - 29 May
North Central Loft
House (3 Bedrooms) | Interior

Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is ฿7,940
฿19,713 total
includes taxes & fees
20 May - 21 May
Modern Nellysford Getaway on 40 Private Acres!
Apartment, Private Bathroom (The Bohemian Suite) | Lobby

The Bohemian Suite

The Bohemian Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6 reviews)
"It was really nice. A bit pricey. "
United States
Bonny
The price is ฿2,974
฿5,865 total
includes taxes & fees
8 Jun - 9 Jun
The Bohemian Suite
Cabin, Private Bathroom (Blackwood Chalet) | Lounge

Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (3 reviews)
"Love the area"
United States
Toni
The price is ฿5,172
฿12,272 total
includes taxes & fees
19 May - 20 May
Blackwood Chalet
Apartment, Private Bathroom (The Shenandoah Suite) | Exterior

The Shenandoah Suite

The Shenandoah Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (8 reviews)
"This was our second stay at this property (in a different apartment), and once again it did not disappoint. The space was clean, comfortable, and the kitchen was stocked with basic cooking items, though spices were minimal. The location is a big plus—easy walking distance to downtown restaurants—and we would definitely stay here again."
United States
Carrie
The price is ฿3,071
฿5,973 total
includes taxes & fees
28 May - 29 May
The Shenandoah Suite
Apartment, Private Bathroom (The Bons Amis Suite) | Exterior

The Bons Amis Suite

The Bons Amis Suite
2.0 star property
Staunton
9.6 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay. The room is vey nice and the location is convenient to the conference center nearby."
United States
John
The price is ฿2,884
฿5,771 total
includes taxes & fees
26 May - 27 May
The Bons Amis Suite
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

Howard Johnson by Wyndham Lexington

Howard Johnson by Wyndham Lexington

6/10 Okay
"The good: Bed was comfortable. Room was clean and large! Room even had a balcony! Breakfast was standard continental breakfast. The bad: My wife detected an odor in the room and the chair had a nasty stain on it. We wouldn't even sit on it. The Ugly: The hallway had a VERY bad odor and the hotel had a sign at the front desk acknowledging that there was a stinkbug issue. Either of these issues would have made me leave if I had not already paid a non-refundable rate. Fortunately, we did not see ANY stinkbugs the night we stayed. But the 4th floor hallway smelled disgusting. This place could be so nice with a little more care... and for God sake, clean up the hallway! Avoid room 409."
Ernest 1-night trip
Posted 13 hours ago
Howard Johnson by Wyndham Lexington

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:

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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.

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.