Proctorsville Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Proctorsville

Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
8.6 out of 10, Excellent, (8)
"This condo is spacious and was perfect for our family. There was plenty of space for everyone to spread out and relax after a long day of skiing. The location is great, just a short drive to Okemo. We will definitely look to rent this condo again in the future."
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (32)
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (31)
"My family really enjoyed this Lake House. The beautiful views of the lake were breathtaking. The house had everything we needed for preparing meals. The kitchen was functional and generally well equipped. The beds in the house were particularly comfortable. We enjoyed early morning coffee on the deck with perfect views of the lake. The location was great. Lots of wonderful hiking trials in close proximity. My only suggestion to the owners is to give the house a good deep cleaning. Nonetheless,...
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (175)
"This was a great stay- thank you so much! The property was clean and serene, the house adorable and cozy and the hot tub is always a plus! It was a great area, we’ll have to visit again sometime :)"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
9.8 out of 10, Exceptional, (157)
"The place is beautiful and the stay was fantastic. It is up a couple mile hill/road from the center of town, just long enough to make you feel you are out of the hustle. The property presents very well. The rooms are large for private space with 2 common rooms that are just as large for group time. The one suggestion would be to add a check in book of information, including necessary passwords (WIFI) and local attractions/restaurants. We had much of this in the interaction with the host through...
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (140)
"Great little house to enjoy spending time with family and all that VT has to offer. Wonderful host, we will be back."
The price is NZ$582
per night
17 Jun - 18 Jun
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Lakefront home with amazing views, fireplace, firepit, & gas grill
9.8 out of 10, Exceptional, (58)
"Awesome house. Great location. I would stay there again for sure!"
Lakefront home with amazing views, fireplace, firepit, & gas grill
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, (144)
"Quiet, convenient location. Ursula was accommodating and helpful"
Idyllic Lakefront House Suited Two Families
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
10.0 out of 10, Exceptional, (12)
"Nothing but positive things to say about the house. Would stay there again."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, (29)
"We had a great stay here! Looked just like the pictures. We especially loved the hot tub. Would love to come back."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
9.6 out of 10, Exceptional, (69)
"This was our second stay at the condo. Can’t beat the convenience of ski in ski out and coming home for lunch. The owner, Ralph, is very quick at getting back with any questions. Highly recommend!"
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
9.2 out of 10, Wonderful, (17)
"We enjoyed the small cabin and the view. The loft was a bit difficult to climb to. Kitchen had all supplies and we enjoyed cooking our meals and eating them with a view."
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
10.0 out of 10, Exceptional, (116)
"Great place to stay for an early spring ski trip and eclipse viewing (we drove north after checking out). Clean, cozy place and pet friendly for our small dog. Located on a quiet dirt road but close to Ludlow town center and Okemo for skiing. Not too far from Killington either (which is where we went to ski). Minor issue for me was the bed was a bit too soft for my liking but otherwise, great place and would consider again in future."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
VT Cabin overlooking the West River and Village
10.0 out of 10, Exceptional, (19)
"The cabin was perfect for a getaway! Felt secluded however walkable to small village, and within 20 minutes to Stratton. Perfectly stocked to stay in for meals!"
The price is NZ$553
per night
14 Jun - 15 Jun
VT Cabin overlooking the West River and Village
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
9.6 out of 10, Exceptional, (4)
"Really enjoyed our stay. Beautiful location and truly relaxing"
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
Treehouse at Wise Pines- SoBo
9.8 out of 10, Exceptional, (9)
"This is an adorable spot! Super quiet, the treehouse is very unique, and moments away from downtown Woodstock. We’ll be back!"
The price is NZ$328
per night
18 Jun - 19 Jun
Treehouse at Wise Pines- SoBo
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, (188)
"What a wonderful place to rest and recreate. We had a great time at the Cozy Cottage enjoying time on the back deck and paddling in the lake. There are also a lot of great things to do in the area - many great hikes and shops/ restaurants to explore. Highly recommended! Thanks, Kristin and family for sharing your space with us!"
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
9.8 out of 10, Exceptional, (107)
"Clean home close to downtown. Responsive owner. Highly recommended"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
8BR 5Bath, spa, pool table, convenient spot 2 mi to lifts, 1/2 mi to restaurants
10.0 out of 10, Exceptional, (115)
"We arrived on Thursday and checked out on Sunday morning. We were a group of 16 adult golfers. The house was perfect. It was close to the golf course and we even got some fishing in at Kent Pond nearby ( with a bald eagle sighting!). The guys loved the pool table and the hot tub. We lit a fire every night and had loads of room for a cornhole tourney. Easy to cook in the kitchen and the grill was perfect on the deck. Checkin and check out were easy and Carla was in touch at all the right times....
8BR 5Bath, spa, pool table, convenient spot 2 mi to lifts, 1/2 mi to restaurants
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
9.8 out of 10, Exceptional, (15)
"Great location to restaurant and ski mountain"
The price is NZ$470
per night
15 Jun - 16 Jun
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Don't see what you're looking for?
See all available properties in Proctorsville
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.

Other types of properties in Proctorsville you may be interested in

Pointe at Castle Hill Resort
3.5 star property
8.8 out of 10, Excellent, (731)
"The suites are really good 👍 i had my cat there which was really nice to have my pet there. The suite has a washer dryer in it which was very convenient i was so excited to know that. I dont know many that have that. The restaurant up the hill is not available until 5 for dinner when i was there i didnt try it. There is a salon and spa at the top of the hill also didnt book that. But the suite had a fireplace and a spa tub in it jetted it wasnt huge but it was nice to be able to prepare a hot...
The price is NZ$282
per night
16 Jun - 17 Jun
Pointe at Castle Hill Resort
Castle Hill Resort And Spa
3.5 star property
9.0 out of 10, Wonderful, (97)
"It was our first time in the castle itself, usually we stay in the lower hotel but the rates were comparable to the least expensive so I booked one night in the “castle”. The only complaint we really had was the heater in the room was controlled from a thermostat that was down the hall and was for the entire building so our room was either cold or way too hot even with the windows open in late April. That being said it was only when you were getting in or out of the shower and getting ready for...
The price is NZ$492
per night
16 Jun - 17 Jun
Castle Hill Resort And Spa
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
8.6 out of 10, Excellent, (8)
"This condo is spacious and was perfect for our family. There was plenty of space for everyone to spread out and relax after a long day of skiing. The location is great, just a short drive to Okemo. We will definitely look to rent this condo again in the future."
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Proctorsville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Proctorsville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Proctorsville. Seeing all the best attractions is bound to make you fall in love with Proctorsville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Proctorsville short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Proctorsville?

Yes, there are holiday rentals close to the most popular sights in Proctorsville, or you can select a more secluded option if you're looking for a relaxing stay. The ski slopes and spas are just a few reasons why tourists like Proctorsville. Allow lots of time to check out the mountain landscape and restaurants during your visit.

How many holiday rentals are there in Proctorsville?

Expedia has 11 holiday rentals for your stay in Proctorsville.

What’s there to see and do in Proctorsville?

While exploring the area, visit family-friendly sights like Green Mountain Sugar House, or get outside and enjoy nature at Lake Rescue. In the wider area, you’ll find Fox Run Golf Course and Okemo Mountain Resort.

What’s a holiday rental in Proctorsville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Proctorsville. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family trips.

Recent reviews of Proctorsville properties
Expedia verified reviews