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

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Roseland condo rentals

Exterior

Three Ridges 05 With Wintergreen Advantage

Three Ridges 05 With Wintergreen Advantage
Chestnut Springs
$449 nightly
The price is $504
Jul 13 - Jul 14
Total with taxes and fees
Three Ridges 05 With Wintergreen Advantage
Exterior

White Oak 51 with Wintergreen Advantage

White Oak 51 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Had a great thanksgiving with family. Wood burning fireplace with wood stacked just outside condo. Kitchen had all needed utensils. Having wintergreen advantage was a major plus—allowing access to gym and spa"
United States
Nathan S.
$523 nightly
The price is $587
Jul 13 - Jul 14
Total with taxes and fees
White Oak 51 with Wintergreen Advantage
Exterior

White Oak 46 with Wintergreen Advantage

White Oak 46 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (2 reviews)
"My three girlfriends and I stayed here for a golf weekend. Beds were so comfortable, space was perfect for four (could have easily had six), property was beautiful and staff were very friendly and helpful. We will come again!"
United States
Leah S.
$535 nightly
The price is $601
Jul 13 - Jul 14
Total with taxes and fees
White Oak 46 with Wintergreen Advantage
Fireplace

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
10.0 out of 10, Exceptional, (55 reviews)
"This was an amazing cozy place for the weekend. Everything is near by and easy to get to. The kit hen is well stocked for cooking, and the back porch was lovely to sit on. "
United States
Daniel T.
$189 nightly
The price is $212
Jul 13 - Jul 14
Total with taxes and fees
Where the Trail Ends

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (325 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
$230 nightly
The price is $259
Jul 13 - Jul 14
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Property grounds

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (156 reviews)
"Great place. We enjoyed it."
United States
Jeremy C.
$221 nightly
The price is $248
Jul 6 - Jul 7
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Fridge, microwave, oven, stovetop

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Wintergreen Resort
10.0 out of 10, Exceptional, (40 reviews)
"This condo is the perfect location for a weekend ski getaway! We will definitely be staying here again!"
United States
Jennifer H.
$276 nightly
The price is $309
Jul 6 - Jul 7
Total with taxes and fees
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Outdoor dining

Overlook 180 degree views w/Peloton!

Overlook 180 degree views w/Peloton!
Wintergreen Resort
9.4 out of 10, Exceptional, (3 reviews)
"Excellent stay. Thank you!"
United States
Kimberly B.
$314 nightly
The price is $362
Jul 16 - Jul 17
Total with taxes and fees
Overlook 180 degree views w/Peloton!
Interior

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (31 reviews)
"Everything was perfect! "
United States
Danielle B.
$193 nightly
The price is $216
Jul 2 - Jul 3
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (35 reviews)
"Condo was as advertised, perfect for a quick trip up to Wintergreen!"
United States
Jason L.
$237 nightly
The price is $266
Jul 8 - Jul 9
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
1 bedroom, desk, internet, bed sheets

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.6 out of 10, Exceptional, (45 reviews)
"Amazing views and beautiful sunsets. "
United States
Erica T.
$291 nightly
The price is $327
Jul 7 - Jul 8
Total with taxes and fees
Panoramic Peak: Wintergreen Condo with Views
Exterior

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Wintergreen Resort
10.0 out of 10, Exceptional, (117 reviews)
"Great location"
United States
Chrissy R.
$280 nightly
The price is $314
Jul 6 - Jul 7
Total with taxes and fees
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Fridge, microwave, oven, stovetop

Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf

Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"Pet-friendly, very hospitable, had coffee and Brita filter for water, linens, paper towels, everything we needed. "
United States
Sarah L.
$282 nightly
The price is $317
Jul 13 - Jul 14
Total with taxes and fees
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Terrace/patio

Cozy Lux Condo at Wintergreen Resort

Cozy Lux Condo at Wintergreen Resort
Roseland
10.0 out of 10, Exceptional, (4 reviews)
"The place was great and we enjoyed our stay! Super comfy and cozy. Would definitely stay again!"
United States
Christopher H.
$282 nightly
The price is $286
Jul 5 - Jul 6
Total with taxes and fees
Cozy Lux Condo at Wintergreen Resort
Exterior

Pet-Friendly Retreat | Walk to Slopes & Village!

Pet-Friendly Retreat | Walk to Slopes & Village!
Wintergreen Resort
10.0 out of 10, Exceptional, (1 review)
"A wonderful place to stay comfortable beds. The place was nice and clean "
United States
Denise P.
$263 nightly
The price is $295
Jul 6 - Jul 7
Total with taxes and fees
Pet-Friendly Retreat | Walk to Slopes & Village!
Fridge, microwave, oven, stovetop

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Wintergreen Resort
10.0 out of 10, Exceptional, (38 reviews)
"We had an incredible stay this past week. The condo "
United States
Holly M.
$370 nightly
The price is $409
Jul 5 - Jul 6
Total with taxes and fees
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
TV, fireplace

Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
9.6 out of 10, Exceptional, (14 reviews)
"This was a wonderful stay, the unit was clean, comfortable, and the property managers were immediate to respond with any questions. We will definitely stay here again. The 2nd full bathroom was a plus!And the view, was breathtaking any time of day!Our stay was quiet and peaceful, just what was needed!!"
United States
Judy M.
$262 nightly
The price is $294
Jul 7 - Jul 8
Total with taxes and fees
Mountain View Vista: Resort Condo w/ Views
Exterior

Timbers Studio 46 with Wintergreen Advantage

Timbers Studio 46 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (2 reviews)
"We only stayed here for a night but it was both relaxing and quiet. The room was very clean and it was spacious for the two of us. It reminded me of a larger hotel room or a studio apartment. You could tell they had put some work into it to make it nice which I appreciated. You have to go to the front desk to check in but it’s not even a 2-minute drive from there. It took us a few minutes to locate it in the dark but that’s just because it’s so dark up there. Great place to stay on a couple...
United States
Madison D.
$240 nightly
The price is $269
Jul 18 - Jul 19
Total with taxes and fees
Timbers Studio 46 with Wintergreen Advantage
Exterior

Mountain Inn Lodge 71 with Wintergreen Advantage

Mountain Inn Lodge 71 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, nice facilities.. polite staff "
United States
Rich C.
$264 nightly
The price is $296
Jul 13 - Jul 14
Total with taxes and fees
Mountain Inn Lodge 71 with Wintergreen Advantage
Fridge, microwave, oven, stovetop

NEW! Your Ski-In/Ski-Out Wintergreen Escape

NEW! Your Ski-In/Ski-Out Wintergreen Escape
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"Awesome place!"
United States
Chris C.
$351 nightly
The price is $394
Jul 7 - Jul 8
Total with taxes and fees
NEW! Your Ski-In/Ski-Out Wintergreen Escape
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 Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent
"Great hotel. Clean and comfortable!"
COLLEEN 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Waynesboro East by IHG

Find out more about Roseland

Roseland Condo Rentals information

Number of reviews
Accommodation
333 Condo Rentals
Lowest Price
$257
Highest Price
$343

Frequently asked questions

Why book your condo in Roseland with Expedia?
Booking a condo in Roseland is as simple as deciding on your travel dates and choosing an option that suits your needs. On the search for something low cost or luxurious, or a stay that also features a laundry and kitchen? Use Expedia's search filters to further narrow your search results and find the ideal fit.
How can I find cheap condos in Roseland?
A great way to track down cheap condos in Roseland is with Expedia's handy filter tool. Narrow down your search results by amenities, star rating and budget to land unbeatable deals in a couple of clicks.
What is there to do in Roseland near my condo?
Once you've settled into your hotel, venture out and discover the amazing things Roseland has on offer. Woodson's Mill is a top attraction to add to your to-do list.

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