Massies Mill Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Massies Mill vacation rentals

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

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (17 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is ￥21,806
￥34,105 total
includes taxes & fees
Jun 8 - Jun 9
Love Ridge Mountain Lodging
Property grounds

Cozy cabin for 2 w/ great mt views & walking trails!

Cozy cabin for 2 w/ great mt views & walking trails!
Schuyler
10.0 out of 10, Exceptional, (183 reviews)
"Beautiful cabin, clean, peaceful and quiet! "
United States
Lanelle A.
The price is ￥21,281
￥27,493 total
includes taxes & fees
Jun 8 - Jun 9
Cozy cabin for 2 w/ great mt views & walking trails!

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, (323 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
The price is ￥18,465
￥43,236 total
includes taxes & fees
Jun 20 - Jun 21
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Cottage, Private Bathroom (Bluebird Cottage) | Exterior

Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is ￥18,401
￥43,127 total
includes taxes & fees
Jun 14 - Jun 15
Bluebird Cottage
Smart TV, DVD player, books, music library

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, (106 reviews)
"This place is such a gem. Stunning property, clean, and comfortable. You can tell the hosts take a lot of pride in this place. Loved it. "
United States
Warren
The price is ￥20,801
￥31,446 total
includes taxes & fees
Jun 14 - Jun 15
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Exterior

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.8 out of 10, Exceptional, (9 reviews)
"The property was very clean and awesome! It met the needs of our 2 day stay with our pets. We would stay again!"
United States
Joni K.
The price is ￥11,860
￥28,539 total
includes taxes & fees
Jun 14 - Jun 15
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
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, (154 reviews)
"Lisa we are happy for staying at your places it awesome and we had great time, thank you let us use your home"
United States
Issac S.
The price is ￥17,632
￥39,422 total
includes taxes & fees
Jun 9 - Jun 10
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Exterior

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, (32 reviews)
"House was clean and comfortable. The hot tub was nice and also clean."
United States
William K.
The price is ￥17,311
￥52,381 total
includes taxes & fees
Jun 7 - Jun 8
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Fireplace

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
10.0 out of 10, Exceptional, (51 reviews)
"Great place for a quick trip with a small to medium sized family!! Plenty of sleeping spots despite only 1BR"
United States
Dennis M.
The price is ￥12,910
￥34,625 total
includes taxes & fees
Jun 14 - Jun 15
Where the Trail Ends
Property grounds

Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!
Wintergreen Resort
10.0 out of 10, Exceptional, (105 reviews)
"Great hosts, place is in great conditions with all needed amenities. Very seamless and easy checkin and checkout process."
United States
Eric R.
The price is ￥19,562
￥47,709 total
includes taxes & fees
Jun 21 - Jun 22
Endless Mountain Top Views from All The Way Up!
Smart TV

Serenity Cabin-Woodland Retreat

Serenity Cabin-Woodland Retreat
Wintergreen Resort
9.8 out of 10, Exceptional, (15 reviews)
"Wonderful stay with great communication with the host "
United States
Annamarie P.
The price is ￥21,880
￥65,028 total
includes taxes & fees
Jun 7 - Jun 8
Serenity Cabin-Woodland Retreat
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.
The price is ￥18,433
￥47,163 total
includes taxes & fees
Jun 8 - Jun 9
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Outdoor dining

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is ￥20,600
￥46,357 total
includes taxes & fees
Jun 7 - Jun 8
Historic Bungalow 30 minutes from Wintergreen
Exterior

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, (60 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 ￥23,242
￥37,081 total
includes taxes & fees
Jun 14 - Jun 15
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Outdoor dining

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, (128 reviews)
"Rooms a clean thermostats are easy to use and everything is easily accessible"
United States
JOSHUA KAMAU KARIUKI
The price is ￥18,610
￥41,421 total
includes taxes & fees
Jun 7 - Jun 8
Escape to the Blue Ridge Mountains at Wine-tergreen!
Property grounds

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Wintergreen Resort
10.0 out of 10, Exceptional, (14 reviews)
"Had a great stay, location was perfect! Condo was very nice. "
United States
Alicia K.
The price is ￥12,983
￥34,560 total
includes taxes & fees
Jun 7 - Jun 8
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Interior

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (37 reviews)
"House was perfect for overnight stay. 30 min from Vines Center and easy to find."
United States
Unspecified U.
The price is ￥14,426
￥23,869 total
includes taxes & fees
Jun 7 - Jun 8
Whole House
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, (44 reviews)
"The location was great and the sunrise views were amazing!"
United States
Jennifer B.
The price is ￥22,280
￥46,442 total
includes taxes & fees
Jun 7 - Jun 8
Panoramic Peak: Wintergreen Condo with Views
Exterior

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, (11 reviews)
"The property was very clean and located on scenic property. The owner provided many extra perks such as firewood, fire pit, grill, cooking materials, and several toiletries! Would definitely recommend this location to anyone!"
United States
Donna
The price is ￥23,242
￥36,541 total
includes taxes & fees
Jun 7 - Jun 8
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Terrace/patio

Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!

Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!
Faber
10.0 out of 10, Exceptional, (60 reviews)
"The entire home was very clean and comfortable. The property is stunning and worth exploring. "
United States
Mario
The price is ￥30,242
￥38,275 total
includes taxes & fees
Jun 21 - Jun 22
Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Massies Mill Hotel Reviews

Village Inn

Village Inn

10/10 Excellent
"Very nice staff Beautiful place to stay"
Jane 2-night trip
Posted 1 day ago
Village Inn

Find out more about Massies Mill

Search for holiday rentals in Massies Mill on Expedia! You can easily find your home rentals, villas, holiday apartments in Massies Mill using one of the methods below:

  • View our selection of featured holiday rentals in Massies Mill
  • Use the map to find apartments and other holiday homes in the Massies Mill neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Massies Mill while they last

Look no further and take a look at our great range of rental properties in Massies Mill!

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?

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI: This vacation home rental near Massies Mill is located in the mountains and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the arcade game room in this rental home to help you unwind.

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 Lovingston Winery and Oak Ridge Estate.

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.