Nellysford Cottages

A stone tunnel with moss-covered walls and a rocky hillside.

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Our top choices for Nellysford cottages

A covered porch with two wooden chairs and a table, large windows, and a string of lights.

1. Modern Nellysford Getaway on 40 Private Acres!

Nellysford

includes taxes & fees

4 Nov - 5 Nov

A rustic wooden cabin with a sign reading "Rusty's Retreat." It features large windows, a door, and is surrounded by a garden with plants and a large tree.

2. Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Afton

Rebecca B.

includes taxes & fees

9 Nov - 10 Nov

A wooden deck with wicker furniture, a brick wall, and a view of greenery.

3. Bluebird Cottage

Roseland

includes taxes & fees

10 Nov - 11 Nov

A wooden deck with a round table and chairs, a grill, and a trash can.

4. Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton

Liz D.

includes taxes & fees

8 Nov - 9 Nov

A house surrounded by trees with a clear sky.

5. Artisan's Cottage: Woodsy+Private, Central to 151

Afton

includes taxes & fees

3 Nov - 4 Nov

A single-story house with a front porch, a pathway leading to the door, and a small garden with various plants and flowers.

6. The Cottage @ Afton Mountain- Close to Wineries!

Afton

Mary R.

includes taxes & fees

2 Nov - 3 Nov

7. Bluebird Cottage: Near 151 + Appalachian Trail

Roseland

Art B.

includes taxes & fees

2 Nov - 3 Nov

A deck with a fire pit, wooden chairs, and a view of the forest.

8. Mountain Mindset: Pup Friendly + Trail

Laurel Ridge

Caine C.

includes taxes & fees

3 Nov - 4 Nov

A stone wall, a small stream, and a house with a red roof.

9. Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls

Tyro

Nicole B.

includes taxes & fees

5 Nov - 6 Nov

A two-story house with a wooden deck and a stone border.

10. Little Haven Cottage: Walk to Meade Tasting

Afton

"House was clean except for the two dirty hand towels lying on the bed when we arrived. Washer and dryer were behind a locked door so I had to message the host to get a code to open it. She first insisted it wouldn’t be inside a locked door, so I had to wait for her to find out about it and she replied quickly enough with the access code. I’m guessing nobody ever needed to use the washer before us? Strange. Rooms could have used dressers or something to put clothes in. Vanities in master...

Anonymous traveller

includes taxes & fees

2 Nov - 3 Nov

A two-story house with a porch, a front door, and a mailbox.

11. Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom

Charlottesville

Ron C.

includes taxes & fees

2 Nov - 3 Nov

A rustic wooden cabin with a porch, surrounded by dense foliage and a stone pathway.

12. Unique Cypress cottage, close to Charlottesville with mountain views.

Charlottesville

Anonymous traveller

includes taxes & fees

1 Dec - 2 Dec

13. Artisan's Cottage

Afton

includes taxes & fees

3 Nov - 4 Nov

A single-story house with a green exterior and a white porch.

14. High Street | Walk to Everything Crozet | Pet-Friendly

Crozet

karen r.

includes taxes & fees

16 Nov - 17 Nov

A two-story white house with a front porch, a staircase, and a small front yard.

15. Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries

Charlottesville

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a large lawn, surrounded by mature trees and a white picket fence.

16. The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!

Staunton

Pam W.

includes taxes & fees

1 Dec - 2 Dec

A covered porch with a table and two chairs, a wooden railing, and a view of a residential street.

17. Enjoy Staunton in the Heart of Shenandoah Valley

Staunton

includes taxes & fees

2 Nov - 3 Nov

A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

18. Petite Pink Cottage, Perfect for Solo Travelers

Charlottesville

Tracy

includes taxes & fees

2 Nov - 3 Nov

19. Charming Cottage Near Vineyards

Charlottesville

Nicole M.

includes taxes & fees

3 Nov - 4 Nov

20. Little Haven Cottage

Afton

Elizabeth

includes taxes & fees

10 Nov - 11 Nov

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Top Nellysford Hotel Reviews

Best views on Mountain! Breathtaking 5 Star condo! Available Nov 20-22 weekend!

10/10 Excellent

"What an incredibly special place. Those views are simply mesmerizing, the condo is incredibly well furnished… Completely luxurious. A well stocked kitchen, lots of thoughtful extras. It was truly one of the best rentals we’ve ever stayed in. From start to finish a perfect experience!"

Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.

10/10 Excellent

"Brilliantly decorated and had the feel of a European apartment. From the moment we walked in, we were blown away by the attention to detail, thoughtful design, and cozy, historic charm. The decor effortlessly blended classic elegance with modern comfort, making it feel like a curated retreat rather than just a rental. Well done, Amy!"

Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

10/10 Excellent

"We had a lovely experience staying at this property. We stayed two nights with our 3 kids (ages 5, 7, 9) and we all thoroughly enjoyed the hot tub, Pac Mac console and enjoyed making a fire and roasting s'mores. The house was very clean, beds were comfortable and communication was prompt. We did the Shamokin Falls and Plunge hikes which were very convenient for our young kids. The space was perfect for our needs (we were close to the resort but still felt like we got away and had privacy) - thank you!"

Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort

10/10 Excellent

"This home was the perfect place for our group of 6 (3 couples)! We were in town for our annual visit to the 151 Brew Trail, and it happened to be Oktoberfest as well! The home is extremely clean, looks identical to the pictures, and is secluded enough without neighbors right in your yard. The observation deck is an added plus. Communication was very fast and reliable, and the check-in and check-out processes were very smooth! We will be staying here from now on for our yearly trip!"

Find out more about Nellysford