Roseland Vacation Rentals

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Jul 24 - Jul 25
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Jul 25 - Jul 27
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Aug 1 - Aug 3

Vacation Rentals in Roseland

Historic Bungalow 30 minutes from Wintergreen
Exterior

Historic Bungalow 30 minutes from Wintergreen

10.0 out of 10, Exceptional, (10)
"I love this place. I’ve stayed there one previous time and it was just as wonderful. Peaceful beautiful home for a relaxing vacation."
The price is ￥13,686
￥35,762 total
includes taxes & fees
Jul 28 - Jul 29
Historic Bungalow 30 minutes from Wintergreen
Cozy Country small two bedroom home.
Smart TV, DVD player

Cozy Country small two bedroom home.

9.6 out of 10, Exceptional, (15)
"This was a nice cozy comfortable house nearby Crabtree falls hiking! We would stay here again."
The price is ￥19,771
￥36,018 total
includes taxes & fees
Jul 30 - Jul 31
Cozy Country small two bedroom home.
Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room
Terrace/patio

Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room

10.0 out of 10, Exceptional, (12)
"We enjoyed the space, amenities and location!"
The price is ￥21,176
￥64,444 total
includes taxes & fees
Jul 29 - Jul 30
Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Property grounds

Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace

10.0 out of 10, Exceptional, (1)
"The Lodge at Possum Trot is a truly relaxing, cozy country retreat. It is comfortably furnished, beautifully decorated and completely equipped. Judith is a very attentive host and actively ensured we had a great visit. If you enjoy a roaring fire, cooking together and being with your loved ones, this is your place."
The price is ￥62,745
￥115,242 total
includes taxes & fees
Aug 6 - Aug 7
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Outdoor dining

Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking

10.0 out of 10, Exceptional, (17)
"Beautiful, clean and well stocked mountain property that has everything you need for a wonderful stay."
The price is ￥62,241
￥78,003 total
includes taxes & fees
Jul 28 - Jul 29
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Sauna

Branch and Barrel: Hot Tub & Sauna + Mtn Views

The price is ￥49,844
￥107,198 total
includes taxes & fees
Aug 19 - Aug 20
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Possum Trot Farmhouse - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Smart TV, fireplace, offices, printers

Possum Trot Farmhouse - Wedding & Event Venue, Lodging for 18, Stone Fireplace

10.0 out of 10, Exceptional, (10)
"Possum Trot is a slice of heaven on earth! Tucked away in the rolling hills, this property was great for a big group of 14 celebrating the New Year. Judith is a communicative and gracious host. Would absolutely stay again!"
The price is ￥115,764
￥221,046 total
includes taxes & fees
Aug 6 - Aug 7
Possum Trot Farmhouse - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Designer Home w/ Incredible Views, Sleeps 16
Terrace/patio

Designer Home w/ Incredible Views, Sleeps 16

9.6 out of 10, Exceptional, (8)
"perfect for family gathering layout of house, views, host very helpful"
Designer Home w/ Incredible Views, Sleeps 16
Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill
Interior

Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill

9.8 out of 10, Exceptional, (9)
"The house was very clean and a great location for eats and drinks. "
The price is ￥57,848
￥123,679 total
includes taxes & fees
Aug 2 - Aug 3
Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill
Wintergreen Luxury, Breathtaking Views
Outdoor dining

Wintergreen Luxury, Breathtaking Views

Wintergreen Luxury, Breathtaking Views
Charming 4bedroom single story home in Wintergreen VA. 2Primary suites, flat lot
Outdoor dining

Charming 4bedroom single story home in Wintergreen VA. 2Primary suites, flat lot

The price is ￥57,027
￥119,523 total
includes taxes & fees
Jul 31 - Aug 1
Charming 4bedroom single story home in Wintergreen VA. 2Primary suites, flat lot
Waynesboro Home Near Wintergreen Charlottesville
House

Waynesboro Home Near Wintergreen Charlottesville

2.0 star property
The price is ￥23,613
￥84,980 total
includes taxes & fees
Jul 27 - Jul 28
Waynesboro Home Near Wintergreen Charlottesville
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Outdoor dining

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

2.0 star property
The price is ￥14,645
￥41,939 total
includes taxes & fees
Aug 3 - Aug 4
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
The Firefly Springhouse
Exterior

The Firefly Springhouse

10.0 out of 10, Exceptional, (30)
"The cottage was cute and the host was very friendly and helpful. The perfect place to stay for a couple nights."
The price is ￥12,126
￥16,757 total
includes taxes & fees
Jul 27 - Jul 28
The Firefly Springhouse
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Interior

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

10.0 out of 10, Exceptional, (18)
"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"
The price is ￥11,756
￥22,058 total
includes taxes & fees
Jul 28 - Jul 29
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Charming Basement apartment! Great for Families.
Interior

Charming Basement apartment! Great for Families.

9.4 out of 10, Exceptional, (6)
"The owner was amazing"
The price is ￥13,049
￥20,229 total
includes taxes & fees
Aug 4 - Aug 5
Charming Basement apartment! Great for Families.
Updated, Cheerful Home Minutes to SVU, VMI and W&L
Property grounds

Updated, Cheerful Home Minutes to SVU, VMI and W&L

8.6 out of 10, Excellent, (27)
"The property was easy to navigate to and the neighborhood was very quiet. It had a nice big yard and the theatre room was fun!"
The price is ￥13,049
￥31,256 total
includes taxes & fees
Jul 27 - Jul 28
Updated, Cheerful Home Minutes to SVU, VMI and W&L
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Outdoor dining

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

10.0 out of 10, Exceptional, (3)
"We had a brief stay but it had all the amenities we needed and was very clean and welcoming. Thank you."
The price is ￥15,393
￥43,628 total
includes taxes & fees
Jul 27 - Jul 28
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
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

The price is ￥14,645
￥27,710 total
includes taxes & fees
Aug 1 - Aug 2
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Hays Creek Cottage: Waterfront Home Near Mountains
Living area

Hays Creek Cottage: Waterfront Home Near Mountains

8.0 out of 10, Very Good, (1)
"This lovely property is in an idyllic setting on a quiet country lane, across from a creek. We were delighted with the lodgings, and the amenities were outstanding. We had two little girls with us, who loved the flowers growing in the yard, and creek. It seemed as if all the furnishings were new, or nearly new, and the only negatives that I might mention, were that our bed was ultra firm ( a little too firm for me) . Overall, a very fine property, and every comfort has been thought out for...
The price is ￥23,578
￥62,983 total
includes taxes & fees
Aug 11 - Aug 12
Hays Creek Cottage: Waterfront Home Near Mountains
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

10/10 Excellent
"HJ was great Ben checked me in and he was amazing, sweet and kind. Great feeling after such a long drive. Only thing I wish was to see some eggs and bacon at the free continental breakfast. Other than that, great place to stay."
Josie 1-night trip
Posted 1 day ago
Howard Johnson by Wyndham Lexington

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?

Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking: Visitors like this Roseland vacation home rental. It is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a selection of games, and a hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Roseland are Insane Mountain Views - New Listing and Luxury 5Bd 4Ba Sleeps 16+ Hot-tub/Dog Friendly.

How many vacation rentals are there in Roseland?

Choose from 77 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.