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Proctor Vacation Rentals

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Vacation Rentals in Proctor

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
Killington
8.8 out of 10, Excellent, (54)
"Clean and beautiful scenery "
United States
David
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Mountain Green

2.0 star property
Killington
7.0 out of 10, Good, (15)
"Great communication from Jeff."
United States
Dennis
$237 nightly
The price is $261
Dec 7 - Dec 8
Total with taxes and fees
Mountain Green

Ultimate relaxing vacation

Orwell
9.8 out of 10, Exceptional, (214)
"Great stay! Right on the lake with a great dock to relax and enjoy the summer days."
United States
Harry S.
$160 nightly
The price is $179
Dec 8 - Dec 9
Total with taxes and fees
Ultimate relaxing vacation

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

2.5 star property
Rutland
10.0 out of 10, Exceptional, (2)
"Absolutely adored our stay! The cabin was cozy and had everything we could need and the hot tub was a huge plus after a long day of snowboarding. Would definitely come back!"
United States
Erin M.
$172 nightly
The price is $193
Dec 7 - Dec 8
Total with taxes and fees
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

2.0 star property
Killington
$275 nightly
The price is $310
Dec 8 - Dec 9
Total with taxes and fees
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Killington
9.4 out of 10, Exceptional, (63)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
$225 nightly
The price is $254
Dec 7 - Dec 8
Total with taxes and fees
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Killington Retreat

2.0 star property
Killington
9.8 out of 10, Exceptional, (17)
"It was clean and check-in was simple. "
United States
David M.
Killington Retreat

The Cabin that brings people together

Bridgewater
9.6 out of 10, Exceptional, (82)
"This was our 3rd visit for an annual family reunion. Nice house with great space, and the yard is a great space to really spread out. The manager is very responsive and checks in periodically; they really want you to have a great stay. I highly recommend this vacation rental, and we’ll be back!"
United States
Peter L.
The Cabin that brings people together

Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE

Killington
9.6 out of 10, Exceptional, (92)
"This condo provided everything we needed for a nice stay of skiing. We very much enjoyed our stay."
United States
Shawn C.
Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE

Cozy condo on ski shuttle route with free WiFi & full ktichen

Killington
8.4 out of 10, Very Good, (38)
"Easy access to Killington Mountain "
United States
Dave S.
$357 nightly
The price is $403
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy condo on ski shuttle route with free WiFi & full ktichen

Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Killington
9.8 out of 10, Exceptional, (60)
"Ski in/ Ski out Great locationJoel was very helpful and friendly. Really enjoyed our stay. "
United States
cynthia c.
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Killington
8.2 out of 10, Very Good, (38)
"Room was constantly too hot. Otherwise a great stay"
United States
Cameron M.
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.

Killington
10.0 out of 10, Exceptional, (21)
"Excellent location "
United States
Colin G.
⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

killington
9.6 out of 10, Exceptional, (17)
"Great place to stay. Central location, bedrooms spacious and common areas w/plenty of space to hang out."
United States
Scott B.
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Tinmouth
10.0 out of 10, Exceptional, (179)
"Beautiful log cabin near mountains. Quiet and relaxing vacation to get away from it all. "
United States
Sandra B.
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Water front home with large two tiered deck! 2 bathrooms 😂

Castleton
9.4 out of 10, Exceptional, (107)
"My family enjoyed their stay very much. "
United States
Miriam N.
Water front home with large two tiered deck! 2 bathrooms 😂

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

3.0 star property
Killington
9.4 out of 10, Exceptional, (16)
"Very nice stay."
United States
Marianne H.
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Mount Holly
9.8 out of 10, Exceptional, (226)
"It was our summer vacation with our family to Vermont and it happens to be our most favorite place to go! We loved the cabin. It was so cute and we enjoyed our stay! Vermont is a place to unwind and relax…..it’s our home away from home! "
United States
Kristen K.
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Ski-in/out sunrise condo with pool & hot tub - great ski retreat

Killington
8.8 out of 10, Excellent, (88)
"Loved the location and the local amenities in the area. Had fun visiting Woodstock."
United States
Steven A K.
Ski-in/out sunrise condo with pool & hot tub - great ski retreat

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Leicester
10.0 out of 10, Exceptional, (67)
"Superb lodging. Enjoyed the cosmopolitan vibe in a rural setting. "
United States
Jason R.
$150 nightly
The price is $168
Dec 8 - Dec 9
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
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 Proctor Hotel Reviews

Find out more about Proctor

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

Proctor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Proctor. 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 Proctor 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 $168 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 Proctor rentals

At Expedia, we put the best Proctor 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 Proctor 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 Proctor 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 Proctor. 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

Can I find vacation rentals in Proctor?

Yes, we offer vacation rentals near popular attractions in Proctor, or you can choose a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Proctor?

Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated: You might want to consider this vacation home rental near Proctor, which is located in the mountains and has an outdoor pool, a fireplace, and laundry facilities 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. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Proctor?

Explore the area and family-friendly sights such as Pond Hill Ranch and Pro Rodeo, or get out into nature at a spot like Dorset Quarry. In the larger area, you’ll find Wilson Castle and New England Maple Museum.

What’s a vacation rental in Proctor like?

Vacation rentals are private properties you can stay in for a long or short time in Proctor. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips.