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Massies Mill Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Massies Mill holiday rentals

A two-story house with a deck, large windows, and a garage.

1. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (25 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is S$254
includes taxes & fees
17 Nov - 18 Nov
Love Ridge Mountain Lodging
A wooden deck with wicker furniture, a brick wall, and a view of greenery.

2. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is S$375
includes taxes & fees
15 Nov - 16 Nov
Bluebird Cottage
Interior

3. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is S$832
includes taxes & fees
19 Oct - 20 Oct
Modern Nellysford Getaway on 40 Private Acres!
A bedroom with a large bed, a ceiling fan, and two windows with blinds.

4. Afton Mountain Vineyards

Afton Mountain Vineyards
3.5 star property
Afton
7.4 out of 10, Good, (3 reviews)
"Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!"
United States
Jennifer
The price is S$523
includes taxes & fees
15 Nov - 16 Nov
Afton Mountain Vineyards
A sauna with wooden benches and a view of a forested hillside.

5. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is S$420
includes taxes & fees
28 Oct - 29 Oct
Branch and Barrel
A cabin with a steeply pitched roof, wooden exterior, and a deck with stairs leading to a porch.

6. Three Little Bears

Three Little Bears
2.0 star property
Nellysford
The price is S$402
includes taxes & fees
18 Oct - 19 Oct
Three Little Bears
A wooden cabin with a stone exterior, a balcony with wooden railings, and outdoor seating with Adirondack chairs.

7. Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is S$385
includes taxes & fees
4 Nov - 5 Nov
Tucked Inn: Lower Unit
A wooden deck with a yellow door, a table with chairs, and a rocking chair.

8. Tucked Inn: Upper Unit

Tucked Inn: Upper Unit
2.0 star property
Nellysford
The price is S$394
includes taxes & fees
19 Oct - 20 Oct
Tucked Inn: Upper Unit
A fire pit with chairs, a small house with stairs, and trees in a yard.

9. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is S$382
includes taxes & fees
9 Nov - 10 Nov
Artisan's Cottage
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

10. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
The price is S$366
includes taxes & fees
16 Nov - 17 Nov
Panoramic Peak
A spacious living area with a wooden staircase, a dining table, and a sofa.

11. Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (6 reviews)
"Cleanliness and ease of check in"
United States
Patrick
The price is S$592
includes taxes & fees
19 Oct - 20 Oct
Blackwood Chalet
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

12. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is S$383
includes taxes & fees
9 Nov - 10 Nov
Mountain View Vista
A spacious living room with a fireplace, large windows, and a dining area.

13. On Mountain Time

On Mountain Time
2.5 star property
Roseland
The price is S$975
includes taxes & fees
17 Nov - 18 Nov
On Mountain Time
A modern living room with a large sectional sofa, a fireplace, and a view of the mountains.

14. Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
The price is S$486
includes taxes & fees
9 Nov - 10 Nov
Firefly on The Ridge
A hot tub with a wooden deck and a view of a forest.

15. Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
The price is S$571
includes taxes & fees
17 Nov - 18 Nov
Bear Tracks Cottage
A cabin with a porch, surrounded by trees.

16. Nelson Cozy Cabin

Nelson Cozy Cabin
2.0 star property
Nellysford
The price is S$573
includes taxes & fees
4 Nov - 5 Nov
Nelson Cozy Cabin
A modern kitchen with a large island, dark cabinetry, and a view to the dining area.

17. Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
8.0 out of 10, Very good, (1 review)
"Good location, very spacious for 4 guests. Excellent choice of LVP flooring instead of carpeting as there was significant rainfall both days of the visit that would have suffered wet shoes on departures and arrivals at the house."
United States
Elizabeth
The price is S$575
includes taxes & fees
3 Nov - 4 Nov
Little Haven Cottage
A modern kitchen with white cabinets, a central island with stools, stainless steel appliances, and pendant lighting.

18. Afton Farmhouse

Afton Farmhouse
2.0 star property
Afton
The price is S$441
includes taxes & fees
16 Nov - 17 Nov
Afton Farmhouse
A string of lights hanging outdoors, with a wooden structure and a view of a forested landscape in the background.

19. Hillside Haven

Hillside Haven
2.0 star property
Faber
The price is S$520
includes taxes & fees
16 Nov - 17 Nov
Hillside Haven
A wooden cabin with a sliding door, a hot tub, and string lights.

20. The Reserve at 151

The Reserve at 151
2.0 star property
Afton
10.0 out of 10, Exceptional, (1 review)
The Reserve at 151
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 Massies Mill Hotel Reviews

Hometown Inn Staunton VA near Hwy 11

Hometown Inn Staunton VA near Hwy 11

8/10 Good
"Although there appeared to be a language barrier, check-in staff was still efficient and friendly. The room was clean. The hotel is close to the Interstate so an easy off and back on for those traveling."
Sandra 1-night trip
Posted 6 days ago
Hometown Inn Staunton VA near Hwy 11

Frequently asked questions

Are there holiday rentals in Massies Mill?

Yes, there are holiday rentals close to the most popular sights in Massies Mill, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Massies Mill?

While you're exploring the area, Crabtree Falls and Sherando Lake Recreation Area are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Oak Ridge Estate and Bold Rock Hard Cider Nellysford Cidery.

What are holiday rentals like in Massies Mill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Massies Mill. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family trips.