Holiday Rentals in Massies Mill

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Holiday Rentals in Massies Mill

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Roseland
9.0 out of 10, Wonderful, (298)
"Very nice location and place to stay. The condo was a little beat up though. "
United States
Lance S.
The price is €166
includes taxes & fees
19 Nov - 20 Nov
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Fully Loaded 8BR in Wintergreen! Sleeps 23

2.0 star property
Chestnut Springs
10.0 out of 10, Exceptional, (1)
"Our family had an excellent experience staying at this home during the fall. The host was extremely responsive, promptly addressing all of our questions and making sure we felt welcome. The house was exceptionally comfortable, spacious, and thoughtfully stocked with all the necessary utensils and essentials. We particularly appreciated the hot tub and pool table, which made it a memorable stay for our children as well. Overall, we thoroughly enjoyed our time and would highly recommend this...
United States
Satheesh T.
Fully Loaded 8BR in Wintergreen! Sleeps 23

Whimsical Creekside Cabin

Vesuvius
9.8 out of 10, Exceptional, (38)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is €169
includes taxes & fees
16 Nov - 17 Nov
Whimsical Creekside Cabin

Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall

Wintergreen Resort
9.8 out of 10, Exceptional, (53)
"Great family getaway. While it rained and conditions were terrible for snowboarding/skiing, we had everything we needed to be comfortable while staying at this condo! "
United States
Jamie M.
Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall

The Ultimate Escape. Unpack, Relax, Enjoy

Shipman
10.0 out of 10, Exceptional, (15)
"Check in was smooth. The cabin was absolutely gorgeous. It was a perfect getaway for our Family. "
United States
Chris h.
The Ultimate Escape. Unpack, Relax, Enjoy

New Build! Log Cabin with Hot Tub in Wintergreen

Chestnut Springs
10.0 out of 10, Exceptional, (3)
"Overall great experience. We did take down one smoke detector in down stairs bedroom due to beeping and I did not know where any batteries were. Other than that, everything was great!"
United States
Anonymous traveller
New Build! Log Cabin with Hot Tub in Wintergreen

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

Montebello
10.0 out of 10, Exceptional, (41)
"The cabins are great for couples. My wife and I had a great weekend here. If you are looking for a place to out away from things and quiet then I recommend it. "
United States
Michael M.
The price is €201
includes taxes & fees
16 Nov - 17 Nov
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Lotus View Retreat in Yogaville, Chalet with WiFi and AC

Buckingham
10.0 out of 10, Exceptional, (10)
"We loved our quick stay. Check in and check out were very low-key, easy, and flexible. The cabin was immaculate and well appointed with everything we could need. "
United States
Corey B.
The price is €239
includes taxes & fees
16 Nov - 17 Nov
Lotus View Retreat in Yogaville, Chalet with WiFi and AC

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

Wintergreen Resort
9.6 out of 10, Exceptional, (54)
"Property was incredibly clean and well-maintained. Enjoyed this condo!"
United States
Sharon G.
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

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

Schuyler
10.0 out of 10, Exceptional, (170)
"Gorgeous spot, and the cabin is very cozy and clean and has all the essentials, including smart TV and WiFi! Close to hiking trails, and not a far drive from wineries, breweries and a few restaurants. Sunsets are beautiful out back, and the location is quiet and peaceful."
United States
Lauren
The price is €154
includes taxes & fees
17 Nov - 18 Nov
Cozy cabin for 2 w/ great mt views & walking trails!

Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

Wintergreen Resort
9.8 out of 10, Exceptional, (6)
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

Roseland
9.6 out of 10, Exceptional, (140)
"Beautiful condo with everything you need. We appreciated all the little extras including spices in the kitchen, extra toiletries in case we forgot anything, and pet supplies. We enjoyed the music festival events and the dining options too!"
United States
Kathleen L.
The price is €220
includes taxes & fees
1 Dec - 2 Dec
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

Roseland
9.4 out of 10, Exceptional, (88)
"Wonderful stay"
United States
Charlotte C.
Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

Serenity Cabin-Woodland Retreat

Wintergreen Resort
10.0 out of 10, Exceptional, (1)
"Amazing stay at Serenity! Beautiful well appointed home. House was clean, warm and inviting. Communication with host was wonderful! A definite recommendation for a peaceful stay up in Wintergreen. "
United States
Judy E.
Serenity Cabin-Woodland Retreat

Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail

Nellysford
10.0 out of 10, Exceptional, (4)
"Daniel was very prompt in responding to questions. The accommodations were great. We may be back next year. "
United States
Walter L.
Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail

Bud's Place, Southern Charm in the Shenandoah Valley of Virginia

Fairfield
10.0 out of 10, Exceptional, (42)
"Our family plus in-laws enjoyed Christmas in the country. Our host thought of everything, in my father-in-law's words. We were sad to leave."
United States
Deborah P.
Bud's Place, Southern Charm in the Shenandoah Valley of Virginia

Wintergreen. Sunset Vista Villa - Sea of Mountains

Wintergreen Resort
10.0 out of 10, Exceptional, (90)
"Another great stay at Sunset Vista! Clean, comfortable, convenient, well stocked, great views, amazing host - what more could we ask for? We will be back!"
United States
Judy C.
The price is €231
includes taxes & fees
16 Nov - 17 Nov
Wintergreen. Sunset Vista Villa - Sea of Mountains

Walking Distance to Ski Slopes! Cozy Condo that sleeps 4!

Wintergreen Resort
9.4 out of 10, Exceptional, (20)
"Positive"
United States
JIM S.
Walking Distance to Ski Slopes! Cozy Condo that sleeps 4!

2min to Ski Hot Tub EV Charger Mountain View DogOK

Wintergreen Resort
10.0 out of 10, Exceptional, (17)
"Had a wonderful weekend stay! Close to the slopes and great location!"
United States
WR Q.
2min to Ski Hot Tub EV Charger Mountain View DogOK

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Buena Vista
9.0 out of 10, Wonderful, (32)
"Provided everything we needed. Love the movie room! Thanks for the Great experience, home away from home"
United States
Jennifer
The price is €186
includes taxes & fees
17 Nov - 18 Nov
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
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

Find out more about Massies Mill

Everything you need to know about Massies Mill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Massies Mill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Massies Mill holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Massies Mill holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Massies Mill. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Massies Mill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Massies Mill holiday rentals we have selected for you start as low as €154 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Massies Mill rentals

At Expedia, we put the best Massies Mill holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Massies Mill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Massies Mill holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Massies Mill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK: This holiday home rental outside of Massies Mill is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games 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 wider area, you’ll find Lovingston Winery and Oak Ridge Estate.

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.