Massies Mill Holiday 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
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Massies Mill holiday rentals

Interior detail

Afton Mountain Vineyards

Afton Mountain Vineyards
2.5 star property
Afton
10.0 out of 10, Exceptional, (2 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 HK$2,736
HK$3,072 total
includes taxes & fees
16 Feb - 17 Feb
Afton Mountain Vineyards
Exterior

Acute Lodge: Boho, Romantic Getaway in Nelson Co.

Acute Lodge: Boho, Romantic Getaway in Nelson Co.
Shipman
9.8 out of 10, Exceptional, (6 reviews)
"The lodge was an amazing getaway. Exactly as pictured, it had everything we needed. Love the fact that it was dog friendly, quiet, and well equipped / modernized on the inside. Will definitely stay here again in the future!"
United States
Sean M.
The price is HK$1,165
HK$2,713 total
includes taxes & fees
16 Feb - 17 Feb
Acute Lodge: Boho, Romantic Getaway in Nelson Co.
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, (175 reviews)
"Amazing "
United States
Sylvester
The price is HK$1,099
HK$1,498 total
includes taxes & fees
16 Feb - 17 Feb
Cozy cabin for 2 w/ great mt views & walking trails!
Property grounds

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (33 reviews)
"Fantastic property with all the amenities near UVA, and lots of wineries."
United States
roberto c.
The price is HK$1,399
HK$3,257 total
includes taxes & fees
16 Feb - 17 Feb
Hillside Haven: Modern Retreat, Mountain Views
Exterior

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (47 reviews)
"Clean, well decoratedVery unique location! "
United States
David B.
The price is HK$774
HK$1,712 total
includes taxes & fees
16 Feb - 17 Feb
Whimsical Creekside Cabin
Interior

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, (28 reviews)
"Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back"
United States
Phil P.
The price is HK$938
HK$1,958 total
includes taxes & fees
16 Feb - 17 Feb
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
TV, fireplace, stereo

High Meadows--King BR, fireplace, jacuzzi, kitchen

High Meadows--King BR, fireplace, jacuzzi, kitchen
Lyndhurst
9.8 out of 10, Exceptional, (16 reviews)
"It was a nice place for my husband and I to get away"
United States
Karisa L.
The price is HK$1,524
HK$1,887 total
includes taxes & fees
16 Feb - 17 Feb
High Meadows--King BR, fireplace, jacuzzi, kitchen
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, (96 reviews)
"Highly recommend staying at this beautiful condo! The kitchen has everything you need, the views are breath-taking, the condo is very clean, and the hosts are very communicative and helpful. Will definitely stay here again the next time we travel to the area!"
United States
Allison N.
The price is HK$1,390
HK$2,887 total
includes taxes & fees
17 Feb - 18 Feb
Endless Mountain Top Views from All The Way Up!
Smart TV, fireplace, books

Above the Clouds! Perfect Escape for Families!

Above the Clouds! Perfect Escape for Families!
Wintergreen Resort
10.0 out of 10, Exceptional, (21 reviews)
"We absolutely loved our stay at Brett’s cabin. It is very spacious and clean, has 2 fireplaces and an outdoor fire pit, ample sitting areas, and had everything we needed to enjoy a weekend in wintergreen. We are hoping to return soon!"
United States
Andrea M.
The price is HK$2,736
HK$5,472 total
includes taxes & fees
16 Feb - 17 Feb
Above the Clouds! Perfect Escape for Families!
Interior

Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is HK$1,915
HK$4,755 total
includes taxes & fees
14 Mar - 15 Mar
Modern Nellysford Getaway on 40 Private Acres!
Terrace/patio

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Nellysford
10.0 out of 10, Exceptional, (24 reviews)
"The house was so nice and clean and the host was great also and we had a great stay and would highly recommend it. "
United States
Jody W.
The price is HK$1,595
HK$3,748 total
includes taxes & fees
24 Feb - 25 Feb
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Outdoor dining

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Nellysford
10.0 out of 10, Exceptional, (6 reviews)
"Adorable, clean and quiet stay! The place was nicer than expected. It's obvious the hosts are thoughtful of their guests - we found everything we needed and more. A short drive into Nellysford and tucked away in the trees. "
United States
Katie K.
The price is HK$915
HK$2,449 total
includes taxes & fees
16 Feb - 17 Feb
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Exterior

Wintergreen. Sunset Vista Villa - Close to the ski slopes

Wintergreen. Sunset Vista Villa - Close to the ski slopes
Wintergreen Resort
10.0 out of 10, Exceptional, (101 reviews)
"Fantastic stay again! Condo is perfect for a get away! "
United States
Jenna M.
The price is HK$1,301
HK$2,497 total
includes taxes & fees
4 Mar - 5 Mar
Wintergreen. Sunset Vista Villa - Close to the ski slopes
Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (16 reviews)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is HK$893
HK$1,472 total
includes taxes & fees
19 Feb - 20 Feb
Love Ridge Mountain Lodging
Beach towels

House / hot tub/pet friendly

House / hot tub/pet friendly
Tyro
9.8 out of 10, Exceptional, (72 reviews)
"Perfect spot for a weekend!!"
United States
Ryan J.
The price is HK$1,446
HK$2,511 total
includes taxes & fees
16 Feb - 17 Feb
House / hot tub/pet friendly
Interior

You deserve it all! Awesome Views, Comfy Condo & Elevator!

You deserve it all! Awesome Views, Comfy Condo & Elevator!
Chestnut Springs
9.8 out of 10, Exceptional, (203 reviews)
"This unit had the most amazing view! We’ve stayed at Wintergreen many times and this was my favorite!"
United States
lisa W.
The price is HK$1,368
HK$2,607 total
includes taxes & fees
1 Mar - 2 Mar
You deserve it all! Awesome Views, Comfy Condo & Elevator!
Outdoor spa tub

Fox Hill: 151 Cottage w/Hot Tub + Mountain Views

Fox Hill: 151 Cottage w/Hot Tub + Mountain Views
Afton
10.0 out of 10, Exceptional, (14 reviews)
"This property is wonderful for a nice long weekend away in the mountains and wine country. Its proximity to many places on the Nelson 151, and the Blue Ridge Parkway is hard to beat. The hot tub is great as well."
United States
Richard S.
The price is HK$1,790
HK$4,003 total
includes taxes & fees
18 Feb - 19 Feb
Fox Hill: 151 Cottage w/Hot Tub + Mountain Views
A heated pool

Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries

Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries
Roseland
10.0 out of 10, Exceptional, (33 reviews)
"We had an amazing stay with 9 adults, two toddlers and our dog. It was beautiful, relaxing, toddler & pet friendly. We of course thoroughly enjoyed the pool but also the trails on the property. I'd love to come back! "
United States
Cathryn M.
The price is HK$3,166
HK$3,939 total
includes taxes & fees
16 Feb - 17 Feb
Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries
Exterior

Ideal for large family summery vacations or a few couples / girlfriends to spend a long wine weekend / mountain getaway

Ideal for large family summery vacations or a few couples / girlfriends to spend a long wine weekend / mountain getaway
Lovingston
10.0 out of 10, Exceptional, (36 reviews)
"Great stay for our work trip."
United States
Heather N.
The price is HK$2,814
HK$3,499 total
includes taxes & fees
16 Feb - 17 Feb
Ideal for large family summery vacations or a few couples / girlfriends to spend a long wine weekend / mountain getaway
Beach towels

Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (18 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is HK$1,055
HK$1,922 total
includes taxes & fees
16 Feb - 17 Feb
Cozy Country small two bedroom home.
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

New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

10/10 Excellent
"Troy was the best!"
Buddy W. 4-night trip
Posted 6 days ago
New Build! Log Cabin with Hot Tub in Wintergreen

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 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 are some of the best holiday rentals that Massies Mill has to offer?

Berry Hill Lake - Private Luxury Family Resort w/ Pool & Hot Tub - Pet Friendly: This holiday home rental outside of Massies Mill is located on a lake, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Massies Mill?

While you're exploring the area, Crabtree Falls and Reids Gap Trailhead are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Lovingston Winery 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.