Places to stay in Roseland

5 out of 5 average rating, 118 reviews

Cottage in Covesville

Historic cottage with stunning mountain views

TiffanyRating, 5 stars1 day ago

Our stay with Steve and Debbie was absolutely amazing! Their home was charming, spacious, and perfect for our girls' trip of four. We had more than enough room to relax and unwind, and there was plenty of parking, which made everything so easy. One of our favorite parts was sitting outside on the lawn chairs, soaking in the beautiful scenery — it was so peaceful and refreshing. Lots of great spots to head to all 30min and under. Pippin Hill was only 10min away! Everything about the stay was wonderful, with no complaints at all. We are already talking about when we can come back. Thank you, Steve and Debbie, for such a memorable and relaxing getaway! --- Would you like one that's a little even more bubbly too, just in case?

4.97 out of 5 average rating, 130 reviews

Home in Charlottesville

Wakefield Ct | Private Parking spots | Fast WiFi

JenniferRating, 5 stars1 week ago

My family enjoyed staying here for a fun weekend in Charlottesville. It was a quick, easy drive to Charlottesville and other local attractions. We traveled with our 8 month old baby and our in-laws and everyone felt right at home! The sun room was a perfect spot for family time. The hosts were mindful about having plenty of toiletries and snacks for guests. We definitely recommend staying here!

4.92 out of 5 average rating, 25 reviews

Condo in Roseland

Great location! Steps from dining/ event spaces!

CandiceRating, 5 stars2 months ago

Amazing place to stay all the way around especially for skiing! Walk right to the slopes and restaurants! The condo was super clean and cozy and great if you want to cook your own meals as it’s fully stocked with everything you need. The host was very kind and quick to respond to any questions we had. My boyfriend and I loved staying here and would definitely book again!

4.87 out of 5 average rating, 330 reviews

Apartment in Afton

Best Spot on the Wine/Brew Trail!

KenRating, 5 stars1 week ago

This spot was very convenient for our weekend plans: contra dance in Greenwood, hiking the Afton tunnel, and visiting the Tom-Tom festival in Charlottesville. The Nook was a great space for our weekend. We enjoyed watching hawks hovering and diving close by from the grass behind The Nook. The Blue Mountain Brewery is right nearby and had great food, music, and a lot of people! The driveway into the place is a private right-of-way and you are not allowed to walk it--just drive on it. It's also narrow and hard to turn into at night, but we had no problems. I think there were other guests in the other properties--we occasionally saw cars but didn't see other people really. It was nice and private.

4.93 out of 5 average rating, 180 reviews

Home in Schuyler

HeartRock Home Stay or Retreat

MaryRating, 5 stars1 month ago

There's so much to say about our stay at HeartRock! You instantly feel at peace when you arrive, and can feel how much love has been poured into this space. Everything about HearRock makes you feel relaxed and ready to connect with your loved ones. We stayed here for a friend's weekend and immediately felt at home. The kitchen is perfect for sharing meaningful meals, the porch is cozy for hanging out, and the grounds are beautiful to explore. We cannot say enough positive things about HeartRock - it is truly a gem and we cannot wait to return.

Home in Wintergreen Resort

4.98 out of 5 average rating, 47 reviews

Super Comfy Mtn Escape w/ 4 Bedrooms & Hot Tub

KennethRating, 5 stars1 month ago

Our stay was outstanding. There were 6 adults, 3 grandchildren and 3 dogs and we all had plenty of room. The bedrooms were spacious and comfortable. We enjoyed the fire pit and the grandchildren loved the jacuzzi.

5 out of 5 average rating, 43 reviews

Home in Staunton

Vintage Modern Cottage Steps from MBU and Downtown

SarahRating, 5 stars2 weeks ago

This house was absolutely perfect for our family. We had two adults and two teenagers on this trip and there was plenty of room to stretch out and enjoy. We LOVED the decor. Everything was visually appealing and comfortable. There was so much to do within walking distance or a very short drive. We enjoyed great restaurants, shopping, a tour of the Grand Caverns, and the Frontier Culture Museum all during our short stay. We hope to come back again and would definitely stay here again.

4.95 out of 5 average rating, 370 reviews

Home in Charlottesville

The High Note | Craftsman Cottage | Fiber Internet

KelleRating, 5 stars1 week ago

Great place to stay for a visit to/with UVA student. Convenient to drive back and forth to campus, comfortable inside with lots of nice details (coffee beans & grinder!) Matt was responsive and made himself available for help, but none needed. Definitely would recommend!

4.94 out of 5 average rating, 381 reviews

Apartment in Staunton

The Attic in Restored Mansion Walk everywhere!

LauraRating, 5 stars1 week ago

Perfect location just steps from magical downtown Staunton and the Blackfriars Thester in a very livable, restored and private historic home with a private rooftop deck, full kitchen, lovely views, private entrance, easy parking, charming ambience, and every convenience! One of the favorite Airbnbs we’ve stayed at, with a fabulous hostess who had helpful recs to meet every need. We will be back!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Popular amenities for Roseland places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Roseland

4.91 out of 5 average rating, 264 reviews

Bungalow in Waynesboro

Cheerful 2 bd bungalow with HOT TUB! Pet friendly!

DeenaRating, 5 stars4 weeks ago

We loved our stay here. The house was exactly like the photos and the hot tub was wonderful after a day of hiking. The fully fenced yard was perfect for our dogs. The neighborhood was quiet and it was nice and relaxing. Thanks again!

4.86 out of 5 average rating, 101 reviews

Cabin in Crozet

#4 Cabin Near Wineries, Breweries, UVA, & Hiking

JasonRating, 5 stars3 weeks ago

I cannot count how many times we’ve stayed at Montfair. Heck, my wife and I got married there in July of 23! This is our home away from home which is a short ride from Richmond, yet worlds away. Thank you again for hosting us. We had an excellent end to Spring break at Loblolly. Until next time.

5 out of 5 average rating, 25 reviews

Cabin in Montebello

Blue Ridge Cabin 5

KatieRating, 5 stars3 months ago

Spent New Year's with my husband and two Yorkies nestled deep in the woods, and it was everything I hoped for—and more! The property is surrounded by towering trees, offering a sense of tranquility and seclusion that's hard to come by. The bed deserves a special mention— it was the most comfortable bed I’ve ever slept in! We spent all three days hiking some of the best trails and relaxed comfortably watching TV in the evenings with a nice glass of Malbec. If you're looking for a peaceful retreat where you can reconnect with nature without sacrificing comfort, this Airbnb is the perfect choice. I’ll definitely be returning! Thank you Jerry and Chris.

Chalet in Wintergreen Resort

4.79 out of 5 average rating, 24 reviews

GorgeousViews/WalktoResort-Trails/HotTub

ValyssaRating, 5 stars5 months ago

This was a beautiful home for our peaceful getaway. Check in was easy, we found plenty to do, and the views from the deck were amazing especially from the hot tub. Would definitely recommend.

Condo in Wintergreen Resort

4.88 out of 5 average rating, 163 reviews

Wander Lodge: Golf, Spa, Wine, or just a getaway

CatherineRating, 5 stars2 months ago

This was the perfect spot for our trip. A friend of mine and I brought our teenage sons for a quick weekend snowboarding trip, and needed somewhere with three sleeping areas. The loft had 2 beds and a fully bath which was exactly what we needed for the boys. It was super convenient to everything with a shuttle stop right out front. Plenty of parking, great amenities, clean, and easy to find! Also very cozy! We’ll definitely return!

4.89 out of 5 average rating, 187 reviews

Barn in North Garden

C'Ville Barn - King Suite, Mountain View & Hot tub

JaneRating, 5 stars4 days ago

Very comfortable and clean. Plenty of coffee, comfy bed, nice big yard, private. Didn’t expect stairs to second floor BUT I didn’t read all details carefully. Super convenient to Rt 29. Traffic noise but steady: no truck air brakes or revving engines. Dr Ho had great variety for dinners, not just pizza. Great views of surrounding hills. We’d stay again!

4.99 out of 5 average rating, 84 reviews

Home in Afton

Mountain Mama- Amazing Views! + Hot Tub!

CaitlinRating, 5 stars1 week ago

Beautiful fully renovated home that has been very well done! We enjoyed the views and found the home very comfortable and spacious. Great location near breweries and wineries!