Cuttingsville Vacation Rentals

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Our top choices for Cuttingsville vacation rentals

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

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
2.0 star property
Cavendish
10.0 out of 10, Exceptional, (11)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
$356 nightly
The price is $390
Jan 12 - Jan 13
Total with taxes and fees
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

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

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
2.5 star property
Rutland
9.2 out of 10, Wonderful, (5)
$172 nightly
The price is $193
Jan 5 - Jan 6
Total with taxes and fees
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.6 out of 10, Exceptional, (5)
"Peaceful stay in the city! We were headed to the rodeo, so this was the perfect distance away! "
United States
Aislinn F.
$175 nightly
The price is $196
Jan 13 - Jan 14
Total with taxes and fees
Cozy Rutland Retreat

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
2.0 star property
Plymouth
10.0 out of 10, Exceptional, (14)
"We had a great stay! Beautiful spot tucked in the woods. Great host communication!"
United States
Julie-Anne B.
$583 nightly
The price is $653
Jan 20 - Jan 21
Total with taxes and fees
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Woodstock Studio | 10 Min to Killington

Woodstock Studio | 10 Min to Killington
Bridgewater
10.0 out of 10, Exceptional, (5)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
$241 nightly
The price is $264
Jan 7 - Jan 8
Total with taxes and fees
Woodstock Studio | 10 Min to Killington

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
2.0 star property
Killington
10.0 out of 10, Exceptional, (1)
"8 mins drive from ski lodge"
United States
YUXIANG
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

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)
"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.
$236 nightly
The price is $264
Jan 4 - Jan 5
Total with taxes and fees
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

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
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
$283 nightly
The price is $320
Jan 11 - Jan 12
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Perfect Getaway! Cozy, Modern & Convenience to Everything!

Perfect Getaway! Cozy, Modern & Convenience to Everything!
Ludlow
9.8 out of 10, Exceptional, (76)
"Wonderful, cozy, and comfy (bed is amazing) place to stay. Also very convenient location. Hosts clearly place directions and helpful tips around. Everything was a breeze! "
United States
Vanessa
$242 nightly
The price is $273
Jan 4 - Jan 5
Total with taxes and fees
Perfect Getaway! Cozy, Modern & Convenience to Everything!

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Clock Tower Base Area
8.6 out of 10, Excellent, (14)
"Excellent Location.. "
United States
Juan Carlos L.
$299 nightly
The price is $338
Jan 4 - Jan 5
Total with taxes and fees
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

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

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
7.6 out of 10, Good, (53)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
$327 nightly
The price is $369
Jan 14 - Jan 15
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Killington Ski Resort VT Vacation Condos

Killington Ski Resort VT Vacation Condos
3.5 star property
Killington
$353 nightly
The price is $398
Jan 4 - Jan 5
Total with taxes and fees
Killington Ski Resort VT Vacation Condos

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Killington
9.4 out of 10, Exceptional, (9)
"Great property, as advertised."
United States
Chris A.
$293 nightly
The price is $331
Jan 7 - Jan 8
Total with taxes and fees
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Bridgewater
9.6 out of 10, Exceptional, (17)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
$485 nightly
The price is $543
Jan 13 - Jan 14
Total with taxes and fees
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

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
8.6 out of 10, Excellent, (12)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
$310 nightly
The price is $351
Jan 5 - Jan 6
Total with taxes and fees
Well-appointed studio right downtown - less than a mile to Okemo Mountain

2nd-floor downtown Ludlow studio condo with kitchenette, streaming

2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Ludlow
8.6 out of 10, Excellent, (4)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
United States
Kevin C.
$268 nightly
The price is $303
Jan 5 - Jan 6
Total with taxes and fees
2nd-floor downtown Ludlow studio condo with kitchenette, streaming

Clean & bright condo with mountain views & modern kitchen - walk to lifts

Clean & bright condo with mountain views & modern kitchen - walk to lifts
Killington
7.2 out of 10, Good, (44)
"Perfect place for a long weekend"
United States
Patrick D.
$251 nightly
The price is $284
Jan 12 - Jan 13
Total with taxes and fees
Clean & bright condo with mountain views & modern kitchen - walk to lifts

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Killington
9.4 out of 10, Exceptional, (64)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
$277 nightly
The price is $313
Jan 6 - Jan 7
Total with taxes and fees
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (32)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
$230 nightly
The price is $259
Jan 5 - Jan 6
Total with taxes and fees
Efficient condo near slopes with kitchenette & great location

Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
7.2 out of 10, Good, (30)
"beds were comfortable"
United States
Juan T.
$323 nightly
The price is $365
Jan 7 - Jan 8
Total with taxes and fees
Welcoming condo near the slopes with free WiFi and full kitchen
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

Find out more about Cuttingsville

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

Cuttingsville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cuttingsville. 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 Cuttingsville 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 $193 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 Cuttingsville rentals

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

Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing: This vacation home near Cuttingsville is located in the mountains and has an indoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a microwave, kitchenware, and a coffee maker. You can relax into your vacation with a garden and a hot tub.

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 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.