Cuttingsville Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Cuttingsville vacation rentals

Dining

Apartment in Rutland

Cozy Rutland Retreat
9.6 out of 10, Exceptional, (5 reviews)
"Peaceful stay in the city! We were headed to the rodeo, so this was the perfect distance away! "
United States
Aislinn F.
The price is ￥14,003
￥31,571 total
includes taxes & fees
Feb 11 - Feb 12
Cozy Rutland Retreat
Aerial view

Condo in Killington

The Suites at Killington Center
3.5 star property
The price is ￥73,830
￥114,772 total
includes taxes & fees
Feb 8 - Feb 9
The Suites at Killington Center
Interior

Cabin in Cavendish

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
10.0 out of 10, Exceptional, (11 reviews)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
The price is ￥30,340
￥52,085 total
includes taxes & fees
Feb 2 - Feb 3
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Fridge, microwave, oven, stovetop

Apartment in Killington

Jack S`Bearo - Slopes, Fireplace, Pool.
10.0 out of 10, Exceptional, (14 reviews)
"My husband and i really enjoyed our stay at Jack S'bearo! Was a nice, cozy condo for a couple or a small family. Highly recommend!"
United States
Erin
The price is ￥28,006
￥61,467 total
includes taxes & fees
Feb 9 - Feb 10
Jack S`Bearo - Slopes, Fireplace, Pool.
Property grounds

Cabin in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
9.6 out of 10, Exceptional, (8 reviews)
The price is ￥22,881
￥29,214 total
includes taxes & fees
Feb 10 - Feb 11
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Fridge, microwave, oven, stovetop

Chalet in Chester

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
10.0 out of 10, Exceptional, (11 reviews)
"We had a really sweet stay here. It was cozy and comfortable, and had everything as advertised. Plenty of towels and kitchen supplies when we needed them, and the beds were comfortable. We had a great trip to Okemo!"
United States
Carla C.
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
Fridge, microwave, oven, stovetop

Vacation Home in Killington

Luxury Condo Tucked in the Heart of Killington
9.0 out of 10, Wonderful, (2 reviews)
"Comfortable stay, great location. "
United States
Marjana
The price is ￥26,542
￥60,365 total
includes taxes & fees
Feb 10 - Feb 11
Luxury Condo Tucked in the Heart of Killington
Indoor pool

Condo in Killington

Welcoming condo near the slopes with free WiFi and full kitchen
7.4 out of 10, Good, (31 reviews)
"beds were comfortable"
United States
Juan T.
The price is ￥21,286
￥61,574 total
includes taxes & fees
Mar 1 - Mar 2
Welcoming condo near the slopes with free WiFi and full kitchen
TV, stereo

Vacation Home in Clarendon

Killington Retreat | Deck-Fire Pit-Mountain Views!
9.0 out of 10, Wonderful, (4 reviews)
"This place is a perfect rustic getaway with easy convenience to town. The host was great. Spacious and super relaxing with nice view out back. "
United States
Thaddeus T.
The price is ￥19,812
￥61,401 total
includes taxes & fees
Feb 1 - Feb 2
Killington Retreat | Deck-Fire Pit-Mountain Views!
Private kitchen

Vacation Home in Mendon

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
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.
The price is ￥41,049
￥70,064 total
includes taxes & fees
Feb 11 - Feb 12
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Indoor pool, a heated pool

Condo in The Woods

Modern Mountain Condo with Spa
9.4 out of 10, Exceptional, (11 reviews)
"The condo was perfect for the 3 of us. It was clean and well equipped. The spa was awesome, with pool, hot tub, steam room, and sauna."
United States
Kevin
The price is ￥21,828
￥57,588 total
includes taxes & fees
Feb 4 - Feb 5
Modern Mountain Condo with Spa
1 bedroom, desk, iron/ironing board, free WiFi

Condo in Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
9.6 out of 10, Exceptional, (4 reviews)
"The place was clean and easy to get to. "
United States
Sarah Z.
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Exterior

Chalet in Plymouth

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
10.0 out of 10, Exceptional, (14 reviews)
"We had a great stay! Beautiful spot tucked in the woods. Great host communication!"
United States
Julie-Anne B.
The price is ￥41,186
￥101,482 total
includes taxes & fees
Feb 9 - Feb 10
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
Living area

Condo in Killington

Killington condo 5 min to killington resort
9.4 out of 10, Exceptional, (9 reviews)
"We loved staying here. It was comfortable, had everything we needed. 100% would stay here again!"
United States
Vanessa O.
The price is ￥17,984
￥52,556 total
includes taxes & fees
Feb 3 - Feb 4
Killington condo 5 min to killington resort
Property grounds

Condo in Clock Tower Base Area

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
9.0 out of 10, Wonderful, (75 reviews)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is ￥21,203
￥57,216 total
includes taxes & fees
Feb 2 - Feb 3
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Aerial view

Condo resort in Killington

Mountain Green
2.0 star property
7.0 out of 10, Good, (19 reviews)
"Great !"
United States
Raul
The price is ￥31,778
￥42,629 total
includes taxes & fees
Feb 10 - Feb 11
Mountain Green
Exterior

Condo in Killington

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
9.0 out of 10, Wonderful, (10 reviews)
"Great property, as advertised."
United States
Chris A.
The price is ￥18,610
￥50,357 total
includes taxes & fees
Feb 4 - Feb 5
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
TV

Condo in Killington

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
9.4 out of 10, Exceptional, (64 reviews)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is ￥24,574
￥51,211 total
includes taxes & fees
Feb 2 - Feb 3
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Condo, 2 Bedrooms | Living area

Condo in The Woods

The Woods by Killington Vacation Rentals - 2 Bedrooms
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"The condo had everything we needed for a comfortable and enjoyable stay. The pool and hot tub area were great additions. We would definitely stay again."
United States
Paul
The Woods by Killington Vacation Rentals - 2 Bedrooms
Indoor pool

Apartment in Killington

Clean & bright condo with mountain views & modern kitchen - walk to lifts
7.2 out of 10, Good, (45 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is ￥11,288
￥42,935 total
includes taxes & fees
Feb 10 - Feb 11
Clean & bright condo with mountain views & modern kitchen - walk to lifts
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 Cuttingsville Hotel Reviews

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

10/10 Excellent
"Yes"
Ferdie 2-night trip
Posted 2 days ago
Comfort Inn Rutland - Killington

Find out more about Cuttingsville

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Frequently asked questions

Can I find a vacation rental in Cuttingsville?

Yes, we have vacation rentals close to top attractions in Cuttingsville, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Cuttingsville has to offer?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: Located near Cuttingsville, this vacation home rental 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.

What’s there to see and do in Cuttingsville?

While exploring the area, visit family-friendly sights like Green Mountain Sugar House, or get outside and enjoy nature at Killington Peak. Other popular places to visit in the area include Okemo Mountain Resort and Killington Resort.

What’s a vacation rental in Cuttingsville like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Cuttingsville. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for small groups.