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Proctorsville Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Proctorsville vacation rentals

A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

1. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (24 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
United States
Ania H.
$483 nightly
The price is $541
Oct 12 - Oct 13
Total with taxes and fees
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
A two-story house with a porch, a staircase, and a front door.

2. Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
8.8 out of 10, Excellent, (27 reviews)
"You better ask for one of the rear units because the front one is practically in the middle of the road. It’s noisy. It’s dingy, the owner refused to let us check in an hour early, which actually worked out in our favor since we didn’t want to stay there after we saw the place. We asked to move to a rear unit. The answer was no. We didn’t ask for a refund. We just went and booked another room and left this place empty for the night. There are so many other nice places to stay in this area. I...
United States
William
$240 nightly
The price is $271
Oct 13 - Oct 14
Total with taxes and fees
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
A kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

3. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
$410 nightly
The price is $451
Oct 13 - Oct 14
Total with taxes and fees
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A picnic table and a fire pit by a lake with a forest in the background.

4. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
$271 nightly
The price is $298
Oct 15 - Oct 16
Total with taxes and fees
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
A wooden cabin with large windows, a door, and a small porch with Adirondack chairs.

5. Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit

Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (54 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
$377 nightly
The price is $406
Nov 9 - Nov 10
Total with taxes and fees
Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
A golf course with a winding path, trees, and a hilly landscape.

6. Well-appointed studio right downtown - less than a mile to Okemo Mountain

Well-appointed studio right downtown - less than a mile to Okemo Mountain
Ludlow
8.8 out of 10, Excellent, (13 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
$273 nightly
The price is $309
Oct 21 - Oct 22
Total with taxes and fees
Well-appointed studio right downtown - less than a mile to Okemo Mountain
A hotel room with a bed, a bathroom with a mirror, and a window with curtains.

7. Modern 3BR/2BA | 3 Min to Okemo Mountain

Modern 3BR/2BA | 3 Min to Okemo Mountain
Ludlow
$532 nightly
The price is $601
Oct 20 - Oct 21
Total with taxes and fees
Modern 3BR/2BA | 3 Min to Okemo Mountain
A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

8. New Ludlow Village Home with Stunning Okemo Mountain View

New Ludlow Village Home with Stunning Okemo Mountain View
Ludlow
10.0 out of 10, Exceptional, (22 reviews)
"This was a lovely, well-kept home in a great location to Okemo Mountain."
United States
Nancy F.
$529 nightly
The price is $598
Oct 12 - Oct 13
Total with taxes and fees
New Ludlow Village Home with Stunning Okemo Mountain View
A cozy living room with a fireplace, comfortable seating, and a television.

9. Bear`s Den in Ludlow, Okemo Views + Epic Game Room

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
$386 nightly
The price is $417
Oct 19 - Oct 20
Total with taxes and fees
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
A wooden deck with a white railing, a bench, and a door with glass panels.

10. 11 Gables Treehouse- Shuttle Bus, Short Walk to Shops, Bars, Dining

11 Gables Treehouse- Shuttle Bus, Short Walk to Shops, Bars, Dining
Ludlow
10.0 out of 10, Exceptional, (1 review)
"Cute place right in town, super convenient to the mountain (although if you’re relying on the shuttle it’s only once an hour so can be annoying if you don’t time it well). Rooms comfortably slept 4 plus one on the sofa bed, annd everything was in good shape, Andrew and Jillian were great hosts!"
United States
Max R.
$568 nightly
The price is $667
Oct 12 - Oct 13
Total with taxes and fees
11 Gables Treehouse- Shuttle Bus, Short Walk to Shops, Bars, Dining
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

11. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
$205 nightly
The price is $232
Oct 13 - Oct 14
Total with taxes and fees
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
A covered porch with wicker furniture, a table, and chairs.

12. Renovated Vermont Retreat with mountain views near Okemo & Killington for 8

Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
$483 nightly
The price is $541
Nov 4 - Nov 5
Total with taxes and fees
Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
A golf course with a winding path, trees, and a distant mountain range.

13. Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (34 reviews)
"the home was clean and very nice. "
United States
Frank R.
$205 nightly
The price is $232
Oct 14 - Oct 15
Total with taxes and fees
Efficient condo near slopes with kitchenette & great location
A modern living room with a fireplace, a television, and a ceiling fan.

14. Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable for our family of 4. Great ski-in/ski-out location - easily accessible to all lifts. Highly recommend. "
United States
Carey S.
$452 nightly
The price is $510
Oct 11 - Oct 12
Total with taxes and fees
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

15. Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
$262 nightly
The price is $296
Oct 12 - Oct 13
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
A view of a grassy area with a ski lift and a building in the background.

16. Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
$236 nightly
The price is $266
Oct 12 - Oct 13
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
A multi-story building with a red and yellow facade, surrounded by lush greenery and flowering plants.

17. Okemo | Studio Condo + Close to All Amenities

Okemo | Studio Condo + Close to All Amenities
Jackson Gore Base Area
$260 nightly
The price is $287
Oct 26 - Oct 27
Total with taxes and fees
Okemo | Studio Condo + Close to All Amenities
A two-story house with a covered porch, a staircase, and a front door with a wreath.

18. Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Ludlow
9.0 out of 10, Wonderful, (14 reviews)
"Great place!"
United States
Darcie L.
$286 nightly
The price is $323
Oct 21 - Oct 22
Total with taxes and fees
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

19. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"Woman who runs the place is great, such a nice little cabin beautiful views! "
United States
Jessica
$184 nightly
The price is $201
Nov 8 - Nov 9
Total with taxes and fees
Fat Sheep Farm & Cabins
A picnic table and a fire pit by a lake with a forest in the background.

20. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Ludlow
8.0 out of 10, Very good, (3 reviews)
"Great location and very cozy cottage. Well-appointed place to stay and accurately described in its listing. "
United States
jeremy a.
$279 nightly
The price is $315
Oct 15 - Oct 16
Total with taxes and fees
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
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 Proctorsville Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

8/10 Good
"Nice facility. Clean and convenient."
Peter 2-night trip
Posted 1 hour ago
Pointe at Castle Hill Resort

Find out more about Proctorsville

Everything you need to know about Proctorsville 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 Proctorsville 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 Proctorsville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Proctorsville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Proctorsville. 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 Proctorsville 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 $201 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 Proctorsville rentals

At Expedia, we put the best Proctorsville 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 Proctorsville 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 Proctorsville 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 Proctorsville. 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 Proctorsville?

Yes, we give you a choice of vacation rentals close to top points of interest in Proctorsville, or you can go with a secluded option if you'd like a relaxing place to 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.

What are some of the best vacation rentals in Proctorsville?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: Visitors like this Proctorsville vacation home rental. It is located on a lake 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 garden and a selection of games.

How many vacation rentals are there in Proctorsville?

Expedia has 6 vacation rentals for your stay in Proctorsville.

What’s there to see and do in Proctorsville?

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

What’s a vacation rental in Proctorsville like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Proctorsville. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering.