Search Vacation Homes in Roseland

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Vacation Homes in Roseland

Exterior
Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen

Roseland
10.0 out of 10, Exceptional, (14)
"My husband and I selected our stay here, based on the description and location to our annual family reunion, which was just a few miles away. A tranquil and lovely setting, and was just a perfect place to rest and relax. The house was recently renovated, the details and furnishings, quite charming and comfortable. We certainly hope to return again. Thank you for your hospitality! Jeff & Debbie"
United States
Deborah C.
$239 nightly
The price is $269
Nov 17 - Nov 18
Total with taxes and fees
Historic Bungalow 30 minutes from Wintergreen
Smart TV, DVD player
Cozy Country small two bedroom home.

Cozy Country small two bedroom home.

Roseland
9.8 out of 10, Exceptional, (17)
"Loved staying there. Clean and "
United States
Edwin K.
$222 nightly
The price is $249
Nov 14 - Nov 15
Total with taxes and fees
Cozy Country small two bedroom home.
Terrace/patio
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Chestnut Springs
10.0 out of 10, Exceptional, (15)
"We enjoyed the space, amenities and location!"
United States
eric r.
$413 nightly
The price is $463
Nov 24 - Nov 25
Total with taxes and fees
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
Smart TV, fireplace
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace

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

Roseland
$1,220 nightly
The price is $1,370
Nov 18 - Nov 19
Total with taxes and fees
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Sauna
Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views

Roseland
$637 nightly
The price is $678
Dec 3 - Dec 4
Total with taxes and fees
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Terrace/patio
Wintergreen 5BR with Hot Tub, Sauna, Firepit

Wintergreen 5BR with Hot Tub, Sauna, Firepit

Chestnut Springs
10.0 out of 10, Exceptional, (4)
"This home was immaculate — like something out of a magazine — and had everything we needed for a relaxing week. We loved the hot tub, sauna, and spacious layout. The deck with propane fire pit, ample seating, string lights, and solar cans made evenings extra special.The kitchen was well-stocked, the host was very responsive, and the location was quiet yet close to hiking, great views, and restaurants. Parking up the hill was tricky at first with our heavy minivan, but we got used to it quickly....
United States
Steve P.
$872 nightly
The price is $979
Nov 24 - Nov 25
Total with taxes and fees
Wintergreen 5BR with Hot Tub, Sauna, Firepit
Outdoor dining
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking

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

Roseland
10.0 out of 10, Exceptional, (21)
"Perfect place for group and close to many of the wineries and breweries"
United States
Dan K.
$479 nightly
The price is $528
Nov 16 - Nov 17
Total with taxes and fees
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Fridge, microwave, oven, stovetop
The Wayne Shire: Sleeps 8 + Downtown Waynesboro

The Wayne Shire: Sleeps 8 + Downtown Waynesboro

2.0 star property
Waynesboro
$467 nightly
The price is $520
Nov 16 - Nov 17
Total with taxes and fees
The Wayne Shire: Sleeps 8 + Downtown Waynesboro
Exterior
The Firefly Springhouse

The Firefly Springhouse

Staunton
9.8 out of 10, Exceptional, (41)
"Beautiful little cottage that’s perfect for a couple of nights. One bed, one bath, loved the animals and the frog pond on the property. "
United States
Chrystian U.
$103 nightly
The price is $114
Nov 17 - Nov 18
Total with taxes and fees
The Firefly Springhouse
Property grounds
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Buena Vista
9.0 out of 10, Wonderful, (32)
"Provided everything we needed. Love the movie room! Thanks for the Great experience, home away from home"
United States
Jennifer
$184 nightly
The price is $212
Nov 17 - Nov 18
Total with taxes and fees
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Outdoor dining
Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views

Faber
10.0 out of 10, Exceptional, (30)
"Cozy, clean, beautiful view, & 4 min from the wedding venue we were going to"
United States
Laura H.
$374 nightly
The price is $420
Dec 2 - Dec 3
Total with taxes and fees
Hillside Haven: Modern Retreat, Mountain Views
Interior
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

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

Waynesboro
10.0 out of 10, Exceptional, (19)
"Fun, quicky, clean house with lots of personality. Great Stay"
United States
Bradley
$150 nightly
The price is $166
Nov 16 - Nov 17
Total with taxes and fees
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Smart TV, fireplace, books, stereo
Good Place Farms Upper Barn

Good Place Farms Upper Barn

Lexington
9.4 out of 10, Exceptional, (13)
"The property had a number of interesting aspects. Good for groups."
United States
Dianne B.
$2,142 nightly
The price is $2,424
Nov 16 - Nov 17
Total with taxes and fees
Good Place Farms Upper Barn
Fridge, microwave, oven, stovetop
The Hawksbill Haus (w/ hot tub)

The Hawksbill Haus (w/ hot tub)

Waynesboro
9.6 out of 10, Exceptional, (8)
"Property was a little older but really cozy and perfect for our family of 6 for the holidays. Living space and bedrooms were great. Doors and floors are aged but it's charming. Loved the hot tub, gas firepit, and location to shenandoah. Attentive host as well!"
United States
Allen H.
$290 nightly
The price is $323
Nov 17 - Nov 18
Total with taxes and fees
The Hawksbill Haus (w/ hot tub)
Outdoor pool
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

Waynesboro
10.0 out of 10, Exceptional, (7)
"The owners have thought of just about everything to make this a home away from home. We really enjoyed our stay."
United States
Jennifer P.
$456 nightly
The price is $508
Nov 16 - Nov 17
Total with taxes and fees
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Outdoor dining
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

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

Nellysford
10.0 out of 10, Exceptional, (5)
"A lovely little hideaway a stone's throw from the Blue Ridge. Clean, comfortable, and cozy. Very communicative and professional hosts. Highly recommended!"
United States
Tim G.
$265 nightly
The price is $298
Nov 16 - Nov 17
Total with taxes and fees
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Fridge, microwave, oven, stovetop
Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI

Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI

Lexington
10.0 out of 10, Exceptional, (4)
"Great location, cozy, quiet. Great accommodations "
United States
Kristen H.
$125 nightly
The price is $142
Nov 16 - Nov 17
Total with taxes and fees
Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI
Fridge, microwave, oven, stovetop
Green on New - Central Location and Staunton Charm

Green on New - Central Location and Staunton Charm

Staunton
9.4 out of 10, Exceptional, (13)
"We stayed here while in town for a wedding and it was the perfect accommodation! Stocked well, close to lots of things to do downtown, great guidebook that showed everything near by."
United States
heather m.
$226 nightly
The price is $253
Nov 18 - Nov 19
Total with taxes and fees
Green on New - Central Location and Staunton Charm
Fridge, microwave, oven, stovetop
Whole House

Whole House

Amherst
9.6 out of 10, Exceptional, (30)
"The property was just what we wanted -- quiet, private, spacious, comfortable, well equipped. Easy to find and everything worked! We will definitely aim to book this property again when we're back in the area."
United States
Andrew
$160 nightly
The price is $176
Nov 29 - Nov 30
Total with taxes and fees
Whole House
Fridge, microwave, oven, stovetop
Century old 4 bedroom close to SVU, sleeps 8.

Century old 4 bedroom close to SVU, sleeps 8.

Buena Vista
9.4 out of 10, Exceptional, (28)
"Cute victorian in a quaint seating."
United States
Renee Y.
$296 nightly
The price is $330
Nov 16 - Nov 17
Total with taxes and fees
Century old 4 bedroom close to SVU, sleeps 8.
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

Holiday Inn Express & Suites Staunton by IHG

Holiday Inn Express & Suites Staunton by IHG

10/10 Excellent
"Great quiet room !"
John 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites Staunton by IHG

Find out more about Roseland

Roseland Vacation Homes information

Number of reviews
286
Accommodation
474 Vacation Homes
Lowest Price
$114
Highest Price
$2,424

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