Massies Mill Vacation Rentals from $185: Search Short-Term Rentals

Q: What's the top vacation rental that Massies Mill has to offer?

Wintergreen cabin, hot tub, sauna, walk to trails : This vacation home rental near Massies Mill is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

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Our top choices for Massies Mill vacation rentals

A two-story house with a deck, large windows, and a garage.

1. Love Ridge Mountain Lodging

Lyndhurst

Josh

$193 nightly

Nov 9 - Nov 10

Total with taxes and fees

A cozy room with a wooden ceiling, a ceiling fan, a sofa with floral cushions, a glass coffee table, and a chair.

2. Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Roseland

Jason L.

$183 nightly

Oct 18 - Oct 19

Total with taxes and fees

A modern kitchen with wooden cabinets, stainless steel appliances, and a built-in oven.

3. Farmhouse getaway for family vacations and friend retreats - heated pool

Roseland

$557 nightly

Oct 14 - Oct 15

Total with taxes and fees

A sandy beach with a lake and forested hills in the background.

4. Cozy Country small two bedroom home.

Roseland

Prabir

$244 nightly

Oct 28 - Oct 29

Total with taxes and fees

A wooden deck with a blue planter table holding a yellow flower pot.

5. Historic Bungalow 30 minutes from Wintergreen

Roseland

Scott P.

$246 nightly

Oct 15 - Oct 16

Total with taxes and fees

A living room with a sectional sofa, two gaming consoles, a woven ottoman, and a colorful abstract painting.

6. Ideal for family summer vacations or a few couples wine weekend/mountain getaway

Lovingston

Real T.

$416 nightly

Oct 19 - Oct 20

Total with taxes and fees

A stone fire pit with a black top surrounded by gravel, next to metal chairs.

7. Freshwater Field Cabin

Lovingston

John M.

$372 nightly

Oct 11 - Oct 12

Total with taxes and fees

A stone wall, a small stream, and a house with a red roof.

8. Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls

Tyro

Nicole B.

$300 nightly

Oct 25 - Oct 26

Total with taxes and fees

A stack of white towels with metal clips on a wall.

9. Bluebird Cottage

Roseland

$240 nightly

Oct 28 - Oct 29

Total with taxes and fees

10. House / hot tub/pet friendly

Tyro

Mike B.

$378 nightly

Oct 21 - Oct 22

Total with taxes and fees

A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.

11. Peaceful stay at the Colleen cottage!

Arrington

Kristin M.

$297 nightly

Oct 13 - Oct 14

Total with taxes and fees

A room with a wooden floor, a table with two stools, and a view through large windows with blinds.

12. Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Roseland

Deborah R.

$188 nightly

Oct 11 - Oct 12

Total with taxes and fees

A covered porch with wicker furniture, a 'WELCOME' sign, and a view of a forest.

13. Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA

Roseland

Anonymous traveler

$317 nightly

Oct 12 - Oct 13

Total with taxes and fees

A mountainous landscape with dense green forests and a clear sky.

14. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Roseland

Virginia

$229 nightly

Nov 3 - Nov 4

Total with taxes and fees

A kitchenette with a coffee machine, mugs, and a sign on the wall.

15. Whole House

Amherst

Pam B.

$130 nightly

Oct 13 - Oct 14

Total with taxes and fees

A wooden deck with a round table and chairs, overlooking a grassy area with trees.

16. Escape to the Blue Ridge Mountains at Wine-tergreen!

Wintergreen Resort

Jennifer D.

$230 nightly

Oct 12 - Oct 13

Total with taxes and fees

A scenic overlook with a metal railing, lush greenery, and distant mountains under a partly cloudy sky.

17. Panoramic Peak: Wintergreen Condo with Views

Wintergreen Resort

Art P.

$261 nightly

Nov 2 - Nov 3

Total with taxes and fees

A garden with a variety of flowers and trees at dusk.

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

Roseland

Michelle W.

$222 nightly

Nov 1 - Nov 2

Total with taxes and fees

A sauna with wooden benches and a view of a forested hillside.

19. Branch and Barrel

Roseland

$250 nightly

Oct 20 - Oct 21

Total with taxes and fees

A cabin with a balcony overlooking a forested area and a stream.

20. Whimsical Creekside Cabin

Vesuvius

Major G.

$239 nightly

Nov 4 - Nov 5

Total with taxes and fees

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Top Massies Mill Hotel Reviews

Basecamp151

10/10 Excellent

"There was NO staff. Had an issue with the electronic lock to my room. Called a number and got instant solution. That's why I rated the staff excellent. Spectacular room and amenities. 8 miles from the southern end of Skyline Drive in Shenandoah. Very convenient."

Afton Mountain Inn

8/10 Good

"Beautiful site with outdoor grassy space for games and relaxing. It is a “self check in/out” location so plan ahead to learn details before arrival. Old home that has been renovated to be an inn so rooms are small and tightly packed with furniture, limiting available space. There was a sweet little kitty who greeted us upon arrival."

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

10/10 Excellent

"5 stars! What a great stay! Small enough to feel Perfectly intimate, but big enough for comfort and practicality. Out in the mountains, so make sure to bring an SUV, and what you need for your stay because it's about a mile of twist and turns before you get to a road. Winery is near by for a fun outing but the gem is the woods and creek right next to your cabin. We enjoyed every bit of our stay!"

Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table

10/10 Excellent

"What a completely relaxing cabin! We felt very secluded and private. The road up to the cabin was a little tricky the first time but once we got used to it, it was fine. The cabin was well stocked. Sr. Ho’s humble pie was a great recommendation with plenty of bang for the buck. Would gladly visit again!"

Find out more about Massies Mill

Everything you need to know about Massies Mill vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Massies Mill vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Massies Mill vacation 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 low season months. For more hustle and bustle, you may prefer to visit Massies Mill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $185 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Massies Mill rentals

At Expedia, we put the best Massies Mill vacation 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 vacation.

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 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?

Wintergreen cabin, hot tub, sauna, walk to trails: This vacation home rental near Massies Mill is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

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 Oak Ridge Estate and Bold Rock Hard Cider Nellysford Cidery.

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.

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Check prices for these dates

Our top choices for Massies Mill vacation rentals

1. Love Ridge Mountain Lodging

2. Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

3. Farmhouse getaway for family vacations and friend retreats - heated pool

4. Cozy Country small two bedroom home.

5. Historic Bungalow 30 minutes from Wintergreen

6. Ideal for family summer vacations or a few couples wine weekend/mountain getaway

7. Freshwater Field Cabin

8. Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls

9. Bluebird Cottage

10. House / hot tub/pet friendly

11. Peaceful stay at the Colleen cottage!

12. Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

13. Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA

14. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

15. Whole House

16. Escape to the Blue Ridge Mountains at Wine-tergreen!

17. Panoramic Peak: Wintergreen Condo with Views

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

19. Branch and Barrel

20. Whimsical Creekside Cabin

Find vacation rentals that suit your style

Top Massies Mill Hotel Reviews

Basecamp151

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

Afton Mountain Inn

Wintergreen Condo -Steps to Ski and restaurants

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

Family Friendly Log Cabin Nestled in Blue Ridge Foothills

Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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

Find out more about Massies Mill

Frequently asked questions

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