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Proctor Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Proctor vacation rentals

A dining table set with plates, glasses, and a vase with a plant.

1. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
$186 nightly
The price is $189
Oct 20 - Oct 21
Total with taxes and fees
Cozy Rutland Retreat
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

2. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
$205 nightly
The price is $232
Nov 1 - Nov 2
Total with taxes and fees
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

3. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
$300 nightly
The price is $336
Oct 16 - Oct 17
Total with taxes and fees
Centrally located apartment for the skier & outdoor enthusiast
A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

4. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
Chittenden
9.4 out of 10, Exceptional, (6 reviews)
"Loved this stay - the farmhouse is authentic and oozes charm! Everything about this stay was easy - 20min drive to the slopes, 15 min to downtown Rutland, and an extremely well-equipped house to easily accommodate the six of us. Superb communication from the host both prior to and during our stay (promptly answered several questions for us). If you want a vintage farmhouse feel as opposed to a modern condo-style stay, this is the place for you!"
United States
Carl P.
$487 nightly
The price is $546
Oct 14 - Oct 15
Total with taxes and fees
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
A spacious living room with wooden floors, a high ceiling with exposed beams, a dining area with a table and chairs, and large windows offering a view of the outdoors.

5. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful house! It had everything we needed for a fun and relaxing week. "
United States
Joshua
$416 nightly
The price is $422
Oct 24 - Oct 25
Total with taxes and fees
Killington Retreat | Deck-Fire Pit-Mountain Views!
A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

6. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
United States
Melinda D.
$278 nightly
The price is $291
Nov 9 - Nov 10
Total with taxes and fees
Luxury Condo Tucked in the Heart of Killington
A yurt with a red door, a visible interior with a fire, and snow outside.

7. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Off-Grid Mongolian Yurt on Vermont Sheep Farm
Poultney
$132 nightly
The price is $148
Nov 2 - Nov 3
Total with taxes and fees
Off-Grid Mongolian Yurt on Vermont Sheep Farm
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

8. Jack S`Bearo - Slopes, Fireplace, Pool

Jack S`Bearo - Slopes, Fireplace, Pool
Killington
10.0 out of 10, Exceptional, (17 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
$284 nightly
The price is $321
Oct 25 - Oct 26
Total with taxes and fees
Jack S`Bearo - Slopes, Fireplace, Pool
A modern living room with a stone fireplace, a flat-screen TV mounted above it, wooden flooring, and a kitchen area in the background.

9. Modern Killington Farmhouse Condo: Close to it all! 412

Modern Killington Farmhouse Condo: Close to it all! 412
Killington
10.0 out of 10, Exceptional, (61 reviews)
"Fantastic spot for hitting mountains as a family. Incredibly clean, convenience, and comfortable. Couldn’t be better! EV charging on site was the icing on the cake "
United States
Tyler L.
$331 nightly
The price is $374
Oct 14 - Oct 15
Total with taxes and fees
Modern Killington Farmhouse Condo: Close to it all! 412
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

10. large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.2 out of 10, Wonderful, (9 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
$422 nightly
The price is $477
Nov 3 - Nov 4
Total with taxes and fees
large ski ranch hot tub close to killington pets ok
A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

11. Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
$256 nightly
The price is $290
Oct 14 - Oct 15
Total with taxes and fees
Welcoming condo near the slopes with free WiFi and full kitchen
A snow-covered outdoor area with a large arch structure, rocks, and a building in the background.

12. CubsCorner - Pool, Sauna, Gym, Close to Mountain!

CubsCorner - Pool, Sauna, Gym, Close to Mountain!
Killington
10.0 out of 10, Exceptional, (6 reviews)
"Great location with access to both Pico and Killington Mountains!"
United States
Olaf G.
$417 nightly
The price is $460
Oct 14 - Oct 15
Total with taxes and fees
CubsCorner - Pool, Sauna, Gym, Close to Mountain!
A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

13. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Great room!"
United States
Carla M.
$228 nightly
The price is $257
Oct 14 - Oct 15
Total with taxes and fees
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

14. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
10.0 out of 10, Exceptional, (1 review)
$657 nightly
The price is $736
Oct 14 - Oct 15
Total with taxes and fees
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
A rustic cabin with a wooden porch, a door, and a large potted plant.

15. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (29 reviews)
"Another great stay."
United States
leonard
$273 nightly
The price is $309
Oct 18 - Oct 19
Total with taxes and fees
Unique family-friendly Vermont cabin!
A golf course with multiple greens, a clubhouse, and a parking area.

16. BearNecessities- Pool, Hot Tub, Gym

BearNecessities- Pool, Hot Tub, Gym
Killington
10.0 out of 10, Exceptional, (3 reviews)
"The unit was right across from Killington with many great amenities. The place was very cozy and perfect for a quick stay before a day of skiing."
United States
Matthew S.
$293 nightly
The price is $331
Oct 14 - Oct 15
Total with taxes and fees
BearNecessities- Pool, Hot Tub, Gym
A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

17. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.4 out of 10, Exceptional, (12 reviews)
"Quick trip but would stay here again"
United States
John O.
$366 nightly
The price is $414
Oct 14 - Oct 15
Total with taxes and fees
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
A modern kitchen with a large island, white cabinetry, and a stainless steel refrigerator.

18. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
Rutland
9.4 out of 10, Exceptional, (6 reviews)
"Perfect spot for a large group to enjoy Rutland, Killington, and the surrounding area. Plenty of beds for everyone, and bathrooms so no one felt cramped whatsoever. Beautiful home and safe neighborhood. All around a great stay. If we come back for the US Open of MTB next year, this house would be high on our list to stay in again."
United States
Matthew T.
$706 nightly
The price is $798
Oct 14 - Oct 15
Total with taxes and fees
Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
A modern living room with a fireplace, a television mounted on the wall, and a dining area with chairs and a table.

19. Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift

Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift
Killington
10.0 out of 10, Exceptional, (3 reviews)
"Great midweek ski vacation. Easily walked to the slope to get to the kiosk for our ticket. Kitchen had all that we needed. "
United States
Casey C.
$447 nightly
The price is $505
Oct 14 - Oct 15
Total with taxes and fees
Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

20. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (96 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
$195 nightly
The price is $218
Oct 14 - Oct 15
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

Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"Very quaint little inn. Clean room, comfy beds, and very quiet. Breakfast was made to order. We had chocolate chip pancakes and they were delicious. Definitely not what I was expecting. I would recommend staying here to anyone looking for something fun and different."
katrina 1-night trip
Posted 10 hours ago
Mountain Sports Inn

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 $148 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.

Explore a world of travel with Expedia

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?

Centrally located 3-bedroom Basecamp in Proctor VT.: Visitors like this Proctor vacation home rental. It is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

How many vacation rentals are there in Proctor?

Choose from 3 Expedia vacation rentals in Proctor for a memorable 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 Proctor-Pittsford Country Club.

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.