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Our top choices for Cuttingsville holiday rentals

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, (56 reviews)
"The place was very dirty. The linens were dirty, the pots/pans and all of the cooking utensils were dirty. There was a rubber band on the floor in bathroom that didn't belong to us.There was only 3 forks and a few spoons. Very little silverwear."
United States
Leigh-Ellen F.
The price is £213
includes taxes & fees
23 Apr - 24 Apr
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

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, (17 reviews)
"It was an amazing experience! "
United States
Gruha
The price is £215
includes taxes & fees
23 Apr - 24 Apr
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

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, (79 reviews)
"Unit was as advertised. Clean and comfortable."
United States
Ralph D.
The price is £189
includes taxes & fees
23 Apr - 24 Apr
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is £166
includes taxes & fees
25 Apr - 26 Apr
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.4 out of 10, Very good, (36 reviews)
"Property was just as advertised. Shuttle to the mountain is only a short 2-3 ride. The spa area was amazing. "
United States
Quinten M.
The price is £207
includes taxes & fees
23 Apr - 24 Apr
Comfortable mountain gem with pool, mountain views, & indoor parking space

Vermont Suite | 10 Min to Killington & Woodstock

Vermont Suite | 10 Min to Killington & Woodstock
Bridgewater
9.2 out of 10, Wonderful, (7 reviews)
"Overall, a great stay. "
United States
Meghan J.
The price is £140
includes taxes & fees
26 Apr - 27 Apr
Vermont Suite | 10 Min to Killington & Woodstock

Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Perfect spot to jump onto the mountain and ski. Two adults and 4 kids, and we had plenty of space for a long weekend."
United States
Allison T.
The price is £302
includes taxes & fees
23 Apr - 24 Apr
Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is £141
includes taxes & fees
28 Apr - 29 Apr
Cozy Rutland Retreat

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, (85 reviews)
"We had a great stay at this home for a long weekend skiing at Okemo. "
United States
Lisa W.
The price is £224
includes taxes & fees
23 Apr - 24 Apr
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

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
9.0 out of 10, Wonderful, (15 reviews)
"The apartment was very comfortable, including a very convenient bathroom. There was everything we needed. Though the apartment did not look like the photo on the internet site. There was no street number on the building which made it difficult to find it. "
United States
lilya l.
The price is £185
includes taxes & fees
23 Apr - 24 Apr
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

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 £170
includes taxes & fees
5 May - 6 May
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (46 reviews)
"Very close to Killington and in the shuttle route."
United States
Craig C.
The price is £253
includes taxes & fees
23 Apr - 24 Apr
Resort condo with mountain views, full kitchen, and free WiFi

Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
9.4 out of 10, Exceptional, (9 reviews)
"Great location!!"
United States
Nicholas C.
The price is £221
includes taxes & fees
23 Apr - 24 Apr
Killington condo 5 min to killington resort

Resort condo with balcony & shared seasonal amenities - close to skiing

Resort condo with balcony & shared seasonal amenities - close to skiing
Killington
8.2 out of 10, Very good, (35 reviews)
"It was clean and as advertised"
United States
Kiehl H.
The price is £210
includes taxes & fees
23 Apr - 24 Apr
Resort condo with balcony & shared seasonal amenities - close to skiing

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

Clean & bright condo with mountain views & modern kitchen - walk to lifts
Killington
7.0 out of 10, Good, (48 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is £176
includes taxes & fees
25 Apr - 26 Apr
Clean & bright condo with mountain views & modern kitchen - walk to lifts

Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
7.4 out of 10, Good, (32 reviews)
"Great location."
United States
Dustin S.
The price is £216
includes taxes & fees
23 Apr - 24 Apr
Welcoming condo near the slopes with free WiFi and full kitchen

Killington Condo: Walk to Mountain, Pool & Hot Tub

Killington Condo: Walk to Mountain, Pool & Hot Tub
Killington
9.8 out of 10, Exceptional, (31 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 £251
includes taxes & fees
27 Apr - 28 Apr
Killington Condo: Walk to Mountain, Pool & Hot Tub

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, (72 reviews)
"Amazing stay! Great location, comfortable,had everything we needed. Would stay again."
United States
George
The price is £215
includes taxes & fees
30 Apr - 1 May
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (108 reviews)
"We enjoyed our stay, the house was lovely and close to everything in Ludlow and Okemo."
United States
Hannah M.
The price is £235
includes taxes & fees
30 Apr - 1 May
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Comfy Cottage in Historic East Poultney

Comfy Cottage in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (13 reviews)
"We very much enjoyed our stay at the cottage. There are some very good restaurants nearby and it is close to the Castleton campus. We also enjoyed some snowshoeing and mountain biking at Slate Valley Trails. "
Canada
Blake A.
The price is £255
includes taxes & fees
18 May - 19 May
Comfy Cottage in Historic East Poultney
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cuttingsville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cuttingsville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cuttingsville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cuttingsville holiday rentals we have selected for you start as low as £166 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cuttingsville rentals

At Expedia, we put the best Cuttingsville holiday 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 holiday.

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 holiday rental in Cuttingsville?

Yes, there are holiday rentals close to the most popular sights in Cuttingsville, or you can select a more secluded option if you're looking for a relaxing stay.

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

Classic ski home with hot tub, washer/dryer, mountain views, & cable: This holiday home rental outside of Cuttingsville is located in the city centre, and has a patio, 1 hot tub and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 wider area, you’ll find Shrewsbury Free Library and Killington Peak.

What’s a holiday rental in Cuttingsville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cuttingsville. Holiday rentals offer amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family trips.