Proctorsville Vacation Rentals

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USA > Vermont > Proctorsville

Make Proctorsville your next getaway

Nestled in the picturesque state of Vermont, Proctorsville is a charming village that offers a perfect blend of small-town charm and access to outdoor adventures. Known for its stunning natural beauty and friendly community, Proctorsville is an ideal destination for those looking to escape the hustle and bustle of city life.

Explore Proctorsville condo rentals, house rentals, studios, and more

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Condo rentals

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House rentals

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Studios

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Proctorsville vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Vermont Farm Studio
0 Bed | 1 Bath | Sleeps 3

Vermont Farm Studio - Proctorsville, VT

$104 avg / night
3.77 (22)
Castle Hill Condos: L4
3 Bed | 3.5 Bath | Sleeps 9 (8 Adults Max)

Castle Hill Condos: L4 - Proctorsville, VT

$385 avg / night
4.31 (29)
Cozy Mountain Getaway
2 Bed | 1 Bath | Sleeps 5

Cozy Mountain Getaway - Proctorsville, VT

$273 avg / night
5.0 (9)
Ski Ya Later
3 Bed | 1 Bath | Sleeps 6

Ski Ya Later - Proctorsville, VT

$211 avg / night
4.6 (5)
Castle Hill Condos O2
3 Bed | 3.5 Bath | Sleeps 14 (8 Adults Max)

Castle Hill Condos O2 - Proctorsville, VT

$390 avg / night
4.62 (16)

View 6 more homes

Recent Proctorsville vacation rental reviews

Cozy. Perfect for my trip.
Robert L. | Mar 2025
So we have stayed here several times now and each time provides us a nice place with a very convenient location outside the hustle and bustle of the immediate Okema area. Allows us to enjoy the mountain while being able to escape from the traffic of town. Wake up early and its only a 10 minute ride tot he base lodge which is greate. Wish that the brewery had not closed down because they had great beer and pizza but what can you do... This place is perfect to walk over to Murdocks for dinner (which is very nice) and right around the corner from Singletons General store which is a very cute little store. Really good value with this place and the owner is always very friendly. Will keep enjoying this property every time we goto Okemo. Thanks so much.
Bill H. | Feb 2025
Took my kids up to Okemo and stayed at ski you later. We had the most amazing time. All of the amenities were right in the house for us. Clean bedding, clean house, kitchen, bathroom, tv a great place to go and stay if you are skiing at Okemo, mt snow or any of the mountains near by. All of the suggestions for food and grooves were amazing. The town was so close. We really enjoyed ski you later and highly recommend it to everyone looking to get away in any season.
hillary W. | Feb 2025
Proctorsville Frequently Asked Questions

Yes, 32 of our Proctorsville homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 160 of our Proctorsville vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Proctorsville vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Proctorsville team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Proctorsville, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Proctorsville?

Located in the heart of Vermont, Proctorsville is a quaint village that is part of the town of Cavendish. Surrounded by rolling hills, lush forests, and meandering rivers, Proctorsville provides a serene setting for a relaxing getaway. With easy access to nearby towns like Ludlow and Okemo Mountain Resort, visitors can enjoy a variety of activities and attractions just a short drive away.

Things to do in Proctorsville

Proctorsville offers a wide range of activities for outdoor enthusiasts and nature lovers. In the winter, visitors can hit the slopes at Okemo Mountain Resort for skiing and snowboarding adventures. During the warmer months, explore the scenic trails for hiking and biking, or enjoy a leisurely kayak or canoe ride along the Black River. Don't miss the opportunity to visit the nearby Buttermilk Falls for a peaceful picnic or a refreshing swim in the natural pools. With charming local shops, delicious dining options, and a welcoming community, Proctorsville has something for everyone to enjoy.

Explore Proctorsville, VA vacation rentals 

Experience the beauty and tranquility of Proctorsville with a stay in one of our vacation rentals. Whether you're seeking a peaceful retreat or an outdoor adventure, Proctorsville is the perfect destination for your next getaway in Vermont.