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Cuttingsville Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Cuttingsville vacation rentals

Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (25 reviews)
"I enjoy the location "
United States
troy
The price is ￥9,639
￥33,200 total
includes taxes & fees
Jun 25 - Jun 26
Mountain Green
Private kitchen

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.
The price is ￥14,395
￥37,112 total
includes taxes & fees
Jun 24 - Jun 25
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (8 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is ￥12,359
￥30,547 total
includes taxes & fees
Jun 24 - Jun 25
Cozy Rutland Retreat
Outdoor dining

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
North Sherburne
8.2 out of 10, Very Good, (13 reviews)
"We had a great time!"
United States
Matthew R.
The price is ￥19,775
￥67,256 total
includes taxes & fees
Jun 24 - Jun 25
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
Interior

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Cavendish
10.0 out of 10, Exceptional, (19 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
The price is ￥25,446
￥46,407 total
includes taxes & fees
Jun 24 - Jun 25
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Fridge, microwave, oven, stovetop

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Killington
10.0 out of 10, Exceptional, (15 reviews)
"Host was very responsive and the home was great! "
United States
Rebecca B.
The price is ￥20,324
￥43,927 total
includes taxes & fees
Jun 24 - Jun 25
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Living area

Cozy Private Cabin in Andover - Fireplace & Hot tub

Cozy Private Cabin in Andover - Fireplace & Hot tub
Andover
The price is ￥35,309
￥80,736 total
includes taxes & fees
Jun 30 - Jul 1
Cozy Private Cabin in Andover - Fireplace & Hot tub
Smart TV, fireplace, video games, books

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is ￥24,719
￥83,417 total
includes taxes & fees
Jun 27 - Jun 28
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Interior

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (86 reviews)
"Beautiful and immaculately clean home located within walking distance to downtown, shopping, and restaurants. Very quiet location. We felt safe and comfortable at this home. Property has 3 bedrooms and 5 very comfortable beds. The attic bedroom has 3 single beds which is handy for larger families. Loved sitting around the fire pit and was pleased that our yard was separated from the neighbors. Thank you so much for sharing your hospitality."
United States
Kristen
The price is ￥21,811
￥54,202 total
includes taxes & fees
Jun 24 - Jun 25
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Spa

Comfy Cottage with Private Hot Tub in Historic East Poultney

Comfy Cottage with Private Hot Tub in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is ￥34,680
￥61,966 total
includes taxes & fees
Jul 6 - Jul 7
Comfy Cottage with Private Hot Tub in Historic East Poultney
Interior

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, (57 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.
The price is ￥18,349
￥58,837 total
includes taxes & fees
Jun 24 - Jun 25
Modern Killington Farmhouse Condo: Close to it all! 412
TV, fireplace

Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway

Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway
Mendon
The price is ￥32,312
￥77,626 total
includes taxes & fees
Jun 24 - Jun 25
Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway
House (2 Bedrooms) | Interior

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is ￥41,293
￥72,011 total
includes taxes & fees
Jun 24 - Jun 25
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
TV, fireplace, Netflix, streaming services

Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
Killington
9.8 out of 10, Exceptional, (65 reviews)
"Amazing location, cozy cabin with plenty of beds for sleeping , owners were super responsive will def love to stay again!"
United States
Robert D.
The price is ￥21,408
￥85,796 total
includes taxes & fees
Jun 24 - Jun 25
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
Dining

Killington resort: Walk to Mountain, Biking & Pool

Killington resort: Walk to Mountain, Biking & Pool
Killington
9.8 out of 10, Exceptional, (32 reviews)
"Excellent VRBO. Perfect location to the mountain. Condo was modern and clean and very comfortable. Would go back again!! "
United States
Sheri L.
The price is ￥18,466
￥55,367 total
includes taxes & fees
Jun 30 - Jul 1
Killington resort: Walk to Mountain, Biking & Pool
Interior

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Killington
9.6 out of 10, Exceptional, (18 reviews)
"Would stay again!"
United States
Hannah M.
The price is ￥16,767
￥25,390 total
includes taxes & fees
Jul 1 - Jul 2
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Exterior

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Mount Holly
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time in this beautiful house for a family ski trip. It is located right off the main highway and 8min drive away from Okemo. It has all the amenities we wanted- including hot tub, cozy underground family entertainment room and parking garage. Heidi, the host was super prompt and all instructions about the house were very thorough. "
United States
Chi L.
The price is ￥29,139
￥122,262 total
includes taxes & fees
Jun 24 - Jun 25
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Smart TV, fireplace, books

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (109 reviews)
"Great location, "
United States
Bryan R J.
The price is ￥25,808
￥50,684 total
includes taxes & fees
Jun 30 - Jul 1
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
House, 6 Bedrooms | Living area

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
The price is ￥27,641
￥118,100 total
includes taxes & fees
Jun 25 - Jun 26
Breakaway House by Killington Vacation Rentals
Exterior

4 Season Cabin great location.

4 Season Cabin great location.
Mt Tabor
10.0 out of 10, Exceptional, (124 reviews)
"Excellent stay"
United States
Parsa R.
The price is ￥29,889
￥50,666 total
includes taxes & fees
Jun 28 - Jun 29
4 Season Cabin great location.
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

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"Jackson Gore resort far exceeded expectations. Friendly staff, flawless grounds, and plenty of summer activities. Short drives to other beautiful Vermont towns, and much more."
David 2-night trip
Posted 1 hour ago
Jackson Gore Village, A Vail Resorts Property

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?

Idyllic Lakefront House Suited Two Families: This vacation home rental near Cuttingsville is located on a lake and has a fireplace, a patio, 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 Killington Adventure Center, or get outside and enjoy nature at Buttermilk Falls. In the larger area, you’ll find Shrewsbury Free Library and Airport Driving Range.

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.