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Massies Mill Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Massies Mill vacation rentals

Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

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 AED 494
AED 775 total
includes taxes & fees
6 Oct - 7 Oct
Love Ridge Mountain Lodging
Exterior

2. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is AED 551
AED 1,031 total
includes taxes & fees
28 Sep - 29 Sep
Branch and Barrel
Outdoor dining

3. Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
9.8 out of 10, Exceptional, (18 reviews)
"Great location quiet area"
United States
Scott P.
Historic Bungalow 30 minutes from Wintergreen
Beach towels

4. Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is AED 496
AED 887 total
includes taxes & fees
28 Oct - 29 Oct
Cozy Country small two bedroom home.
Fireplace

5. Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
9.8 out of 10, Exceptional, (60 reviews)
"Nice resort"
United States
Diana J.
The price is AED 203
AED 682 total
includes taxes & fees
28 Sep - 29 Sep
Where the Trail Ends
Smart TV, DVD player, books, music library

6. Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (116 reviews)
"Beautiful, peaceful and all accommodations were available. Very neat, meticulously cared for and we felt like we were at home."
United States
Jason L.
The price is AED 477
AED 722 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Outdoor dining

7. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (129 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is AED 426
AED 912 total
includes taxes & fees
28 Sep - 29 Sep
Escape to the Blue Ridge Mountains at Wine-tergreen!
Exterior

8. Blue Ridge Montebello Cabin 3

Blue Ridge Montebello Cabin 3
Montebello
The price is AED 479
AED 765 total
includes taxes & fees
28 Sep - 29 Sep
Blue Ridge Montebello Cabin 3
Interior

9. 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, (36 reviews)
"Wonderful cozy condo close to the golf course and the slopes. "
United States
Deborah R.
The price is AED 331
AED 767 total
includes taxes & fees
28 Sep - 29 Sep
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Property grounds

10. 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, (161 reviews)
"We had a calm and relaxing mountain get a way. The property was charming and perfect for us, clean and organized. The location was great. We loved to go for walks nearby and visit the gnomes and fairies in the trees. We would love to make it an annual trip and would definitely stay here again."
United States
Michelle
The price is AED 404
AED 887 total
includes taxes & fees
28 Sep - 29 Sep
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Property grounds

11. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
9.8 out of 10, Exceptional, (85 reviews)
"Great location. Enjoyed our stay."
United States
Alice W.
The price is AED 364
AED 903 total
includes taxes & fees
28 Sep - 29 Sep
Walk to Market/Private community outdoor pool!
Cottage, Private Bathroom (Bluebird Cottage) | Exterior

12. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is AED 422
AED 990 total
includes taxes & fees
29 Sep - 30 Sep
Bluebird Cottage
Exterior

13. New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail

New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Montebello
9.6 out of 10, Exceptional, (13 reviews)
"Very nice quaint cabin with lovely river access, close to crabtree falls. We truly enjoyed our stay and hope to return. "
United States
Julia D.
The price is AED 479
AED 765 total
includes taxes & fees
28 Sep - 29 Sep
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Exterior

14. Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Montebello
10.0 out of 10, Exceptional, (76 reviews)
"We had a great stay at the Cabin! Everything met our expectations and more we will definitely be coming back!"
United States
Jake
The price is AED 479
AED 765 total
includes taxes & fees
28 Sep - 29 Sep
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Coffee/tea maker, fridge, microwave, oven

15. "Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining

"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
Wintergreen Resort
10.0 out of 10, Exceptional, (43 reviews)
"Great stay and super responsive hosts! Really enjoyed my stay."
United States
Amy K.
The price is AED 380
AED 1,087 total
includes taxes & fees
28 Sep - 29 Sep
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
Terrace/patio

16. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (37 reviews)
"Great place to stay for our family of 4 for a wedding weekend. Easy check-in and close to the Inn."
United States
Scott M.
The price is AED 419
AED 945 total
includes taxes & fees
28 Sep - 29 Sep
Wintergreen Condo -Steps to Ski and restaurants
Interior

17. Whole House

Whole House
Amherst
9.6 out of 10, Exceptional, (43 reviews)
"Very nice home.. looks recently renovated. Nice quiet area. Was perfect for my stay and very close to an event that I attended."
United States
Ginny M.
The price is AED 314
AED 529 total
includes taxes & fees
5 Oct - 6 Oct
Whole House
Exterior

18. 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, (123 reviews)
"Great home, very clean and well stocked."
United States
Rob H.
The price is AED 456
AED 966 total
includes taxes & fees
28 Sep - 29 Sep
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
A mountainous landscape with dense green forests and a clear sky.

19. 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, (333 reviews)
"Our 2-BR condo was lovely. Everything was sparkling clean and the place was spacious for what we needed. What MADE it, though, was the VIEW which was spectacular! I felt we should have been pre-informed that there was no coffee for us to use. We could have easily brought some but didn’t know of its non-existence."
United States
Virginia
The price is AED 344
AED 860 total
includes taxes & fees
28 Sep - 29 Sep
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Exterior

20. Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (35 reviews)
"Everything was amazing I couldn't recommend this property enough"
United States
Stanley W.
The price is AED 476
AED 1,236 total
includes taxes & fees
28 Sep - 29 Sep
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
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

Relax in Nature's Beauty: Private Log Cabin w/ two Spacious, Open Living Areas

Relax in Nature's Beauty: Private Log Cabin w/ two Spacious, Open Living Areas

10/10 Excellent
"What a completely relaxing cabin! We felt very secluded and private. The road up to the cabin was a little tricky the first time but once we got used to it, it was fine. The cabin was well stocked. Sr. Ho’s humble pie was a great recommendation with plenty of bang for the buck. Would gladly visit again!"
Deanna D. 7-night trip
Posted 1 hour ago
Relax in Nature's Beauty: Private Log Cabin w/ two Spacious, Open Living Areas

Frequently asked questions

Are there vacation rentals in Massies Mill?

Yes, we have vacation rentals near popular local attractions in Massies Mill, or you can choose a secluded option if you're looking for relaxation.

What's the top vacation rental that Massies Mill has to offer?

Large and Luxurious Exec 5BR Chalet: This vacation home rental near Massies Mill is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 larger area, you’ll find Oak Ridge Estate and Bold Rock Hard Cider Nellysford Cidery.

What are vacation rentals like in Massies Mill?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Massies Mill. Vacation rentals feature extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips or small group gatherings.