Massies Mill Holiday Rentals

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Our top choices for Massies Mill holiday rentals

Brand new serene luxury cottage just off the Brew Ridge Trail

Brand new serene luxury cottage just off the Brew Ridge Trail
Afton
9.8 out of 10, Exceptional, (6 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 NZ$244
includes taxes & fees
20 Apr - 21 Apr
Brand new serene luxury cottage just off the Brew Ridge Trail

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, (180 reviews)
"Everything was amazing "
United States
Richard
The price is NZ$332
includes taxes & fees
17 May - 18 May
Cozy cabin for 2 w/ great mt views & walking trails!

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, (99 reviews)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is NZ$334
includes taxes & fees
20 Apr - 21 Apr
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton
9.6 out of 10, Exceptional, (14 reviews)
"This house was lovely for our small family. The hot tub, the proximity to ski resort. Highly recommend!"
United States
Megan B.
The price is NZ$537
includes taxes & fees
23 Apr - 24 Apr
Afton Cottage w/ Hot Tub, Firepit, Mountain Views

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, (151 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is NZ$414
includes taxes & fees
19 Apr - 20 Apr
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (107 reviews)
"Very nice, updated place with everything we needed. We would definitely stay here again!"
United States
Kimberly M.
The price is NZ$588
includes taxes & fees
11 May - 12 May
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
10.0 out of 10, Exceptional, (13 reviews)
"Everything was exactly as stated. We loved the house and the close proximity to the 151. We will definitely come back! "
United States
Harold R.
The price is NZ$582
includes taxes & fees
19 Apr - 20 Apr
Secluded 20+ Acre Retreat Near Brew & Wine Trails

Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (54 reviews)
"The place was very clean and spacious. The communication from the hosts was helpful. We had a very pleasant stay."
United States
James S.
The price is NZ$588
includes taxes & fees
19 Apr - 20 Apr
Spacious + Serene Mtn Top Escape, 4 En Suites

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
Wintergreen Resort
10.0 out of 10, Exceptional, (35 reviews)
"Cozy, clean very attentive host Paul was amazingThis cozy kid friendly family home was very accommodating. Def will be back again!!"
United States
Pamela P.
The price is NZ$521
includes taxes & fees
17 Apr - 18 Apr
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (52 reviews)
"Lovely cabin with great amenities"
United States
Austin L.
The price is NZ$370
includes taxes & fees
22 Apr - 23 Apr
Whimsical Creekside Cabin

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (48 reviews)
"Great place to stay to hit the ski slopes. Just a short walk to the slopes and right next to the gas station/ small grocery shop to easily pick up some food on the way back from skiing. "
United States
Joyce B.
The price is NZ$392
includes taxes & fees
19 Apr - 20 Apr
The Modern Mountain Condo

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, (57 reviews)
"Beautiful location, great hosts, perfect trip. If you’re looking for a quiet getaway, this is the place. "
United States
Adam L.
The price is NZ$385
includes taxes & fees
19 Apr - 20 Apr
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Wonderful property within a short drive to the resort for snowboarding. Had everything you would need f9"
United States
Melissa R.
The price is NZ$418
includes taxes & fees
22 Apr - 23 Apr
Cozy Country small two bedroom home.

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (33 reviews)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
The price is NZ$447
includes taxes & fees
17 Apr - 18 Apr
Wintergreen Condo -Steps to Ski and restaurants

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.8 out of 10, Exceptional, (42 reviews)
"The location was great and the sunrise views were amazing!"
United States
Jennifer B.
The price is NZ$494
includes taxes & fees
21 Apr - 22 Apr
Panoramic Peak: Wintergreen Condo with Views

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)
"Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. "
United States
Lloyd F.
The price is NZ$368
includes taxes & fees
21 Apr - 22 Apr
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (37 reviews)
"Everything was great. "
United States
Nathan T.
The price is NZ$252
includes taxes & fees
22 Apr - 23 Apr
Whole House

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Montebello
9.8 out of 10, Exceptional, (19 reviews)
"Heat works great. Very pet friendly. "
United States
Barbara L.
The price is NZ$385
includes taxes & fees
19 Apr - 20 Apr
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

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, (126 reviews)
"Everything was as is listed, we were off season so hiking and scenic views is what there was to do, relaxing. Host was accessible on phone, place was clean. "
United States
David L.
The price is NZ$433
includes taxes & fees
20 Apr - 21 Apr
Escape to the Blue Ridge Mountains at Wine-tergreen!

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
9.4 out of 10, Exceptional, (9 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 NZ$385
includes taxes & fees
19 Apr - 20 Apr
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
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, 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 NZ$244 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?

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI: This holiday home rental outside of 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 that you can cook with friends or family. Make the most of an arcade/games 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 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.