Massies Mill Holiday Rentals

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Our top choices for Massies Mill holiday rentals

Cabin in Vesuvius

Whimsical Creekside Cabin
9.8 out of 10, Exceptional, (40)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is AU$316
includes taxes & fees
11 Jan - 12 Jan 2026
Whimsical Creekside Cabin

Cabin in Montebello

Love Ridge Mountain Lodging
3.0 star property
10.0 out of 10, Exceptional, (13)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is AU$395
includes taxes & fees
18 Dec - 19 Dec
Love Ridge Mountain Lodging
2.0 star property
8.4 out of 10, Very good, (9)
"I contacted the owners to see if my family and I could check in earlier and they were about to accommodate for us. The home was clean, spacious, and had everything we needed for our stay."
United States
Sa'Mone M.
The price is AU$443
includes taxes & fees
18 Dec - 19 Dec
Bluebird Cottage: Near 151 + Appalachian Trail
10.0 out of 10, Exceptional, (4)
"Very good stay. Quiet and as advertised!"
United States
Robert B.
The price is AU$240
includes taxes & fees
22 Dec - 23 Dec
Brand new serene luxury cottage just off the Brew Ridge Trail
10.0 out of 10, Exceptional, (172)
"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 AU$264
includes taxes & fees
21 Dec - 22 Dec
Cozy cabin for 2 w/ great mt views & walking trails!
10.0 out of 10, Exceptional, (32)
"Fantastic property with all the amenities near UVA, and lots of wineries."
United States
roberto c.
The price is AU$639
includes taxes & fees
7 Jan - 8 Jan 2026
Hillside Haven: Modern Retreat, Mountain Views
2.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "
United States
Kristin
The price is AU$592
includes taxes & fees
1 Jan - 2 Jan 2026
Afton Mountain Vineyards
9.8 out of 10, Exceptional, (10)
"Very tranquil place. "
United States
Thomas K.
The price is AU$488
includes taxes & fees
18 Dec - 19 Dec
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
10.0 out of 10, Exceptional, (13)
"We had a wonderful stay! The long driveway made us feel tucked away in a forest. The home has an open floor plan on the first floor giving it a great feel. Beds were comfortable. We enjoyed the visit."
United States
Marisa R.
The price is AU$764
includes taxes & fees
18 Dec - 19 Dec
Fox Hill: 151 Cottage w/Hot Tub + Mountain Views
10.0 out of 10, Exceptional, (5)
"Absolutely great property. There's enough to do there that you don't have to go off the property. I highly recommend. "
United States
Aaron m.
The price is AU$456
includes taxes & fees
12 Jan - 13 Jan 2026
Hot Tub | Fire Pit | River | State Park | King Bed
10.0 out of 10, Exceptional, (90)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is AU$299
includes taxes & fees
22 Dec - 23 Dec
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
9.6 out of 10, Exceptional, (4)
"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 AU$504
includes taxes & fees
18 Dec - 19 Dec
Acute Lodge: Boho, Romantic Getaway in Nelson Co.
9.8 out of 10, Exceptional, (26)
"We enjoyed the Mountain View and the comfortable accommodations. The kitchen was well equipped and our stay was delivered delightful."
United States
Liz B.
The price is AU$673
includes taxes & fees
18 Dec - 19 Dec
Afton Farmhouse - Mountain Views off Route 151
10.0 out of 10, Exceptional, (5)
"A lovely little hideaway a stone's throw from the Blue Ridge. Clean, comfortable, and cozy. Very communicative and professional hosts. Highly recommended!"
United States
Tim G.
The price is AU$453
includes taxes & fees
18 Dec - 19 Dec
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Apartment in Wintergreen Resort

Laurelwood Hollow: Walk to Ski & Swim
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"
United States
Alexander H.
The price is AU$423
includes taxes & fees
18 Dec - 19 Dec
Laurelwood Hollow: Walk to Ski & Swim
10.0 out of 10, Exceptional, (14)
"Great stay! Thank you!"
United States
Lauren
The price is AU$423
includes taxes & fees
16 Jan - 17 Jan 2026
Historic Bungalow 30 minutes from Wintergreen
10.0 out of 10, Exceptional, (23)
"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 AU$702
includes taxes & fees
18 Dec - 19 Dec
Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Holiday Home in Amherst

Whole House
9.8 out of 10, Exceptional, (32)
"The property was just what we wanted -- quiet, private, spacious, comfortable, well equipped. Easy to find and everything worked! We will definitely aim to book this property again when we're back in the area."
United States
Andrew
The price is AU$227
includes taxes & fees
18 Dec - 19 Dec
Whole House

Holiday Home in Roseland

Cozy Country small two bedroom home.
9.8 out of 10, Exceptional, (17)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is AU$367
includes taxes & fees
19 Dec - 20 Dec
Cozy Country small two bedroom home.
10.0 out of 10, Exceptional, (5)
"Would recommend this property and experience."
United States
Crystal J.
The price is AU$403
includes taxes & fees
18 Dec - 19 Dec
Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake
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 favourite 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 depend 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 AU$316 per night. Entering your travel dates in the search wizard might find you 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?

Large and Luxurious Exec 5BR Chalet: This holiday home rental outside of Massies Mill is located on a lake, and has a fireplace, a patio 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. You and your friends and family can relax into your holiday with amenities such as 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 wider area, you’ll find Blue Mountain Barrel House and Lovingston Winery.

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.