Cuttingsville Holiday Rentals

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Holiday Rentals in Cuttingsville

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (39)
"Amazing house great price but note that there are only two split units cooling down the house which means one bed room only gets ac if the other bedrooms split unit is on and both doors are open"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (195)
"The cabin is perfect for a relaxing Vermont experience. The hot tub was perfect and the area is so beautiful and quiet. We loved the large kitchen area and the quaint living room. 10/10 experience. "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree!
9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree!
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (34)
"Great weekend! Beautiful location !!"
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
10.0 out of 10, Exceptional, (159)
"Quiet getaway for the weekend just the two of us. It was the perfect spot. Out of the busy but a quick drive to get something to eat when you get hungry. The drive wasn’t bad either. Deb and Angelo were amazing to communicate with also. "
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
Ski-in/ski-out condo with W/D, indoor pool, & hot tub
9.0 out of 10, Wonderful, (18)
"We loved the condo and the easy walking avvess to all of what Killington offers! We would definitely stay here again! "
Ski-in/ski-out condo with W/D, indoor pool, & hot tub
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
8.8 out of 10, Excellent, (39)
"Accurate representation of the property. Check in was easy after some confusion as the access door is right next to another unit and not wanting to interfere with another group late at night. Owners were able to clarify and said they would put a better note into the welcome message to alleviate future confusion. Overall, good price and would stay again."
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
Trail Creek 33 | Condo in Killington
9.8 out of 10, Exceptional, (20)
"The location of the property was great.. Centrally located to everything we wanted to see. I would have liked to have a vacuum or even a broom available. The place had a few areas that could have been cleaner. "
Trail Creek 33 | Condo in Killington
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, (30)
"We had a lovely time at the Arched Chalet for my family's annual vacation in Vermont. It was very comfortable, well-appointed, and in a great location. Even in the summer heat we did not need the AC - it was so comfortable with the fans and the lower level is naturally cool. Great location near Camp Plymouth (we went to the lake twice), and restaurants/shops in Ludlow and Woodstock."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
9.8 out of 10, Exceptional, (18)
"Gorgeous property with everything that we needed! It was relaxing and comfortable for everyone. The kids had a blast! The property management team was great with communication and offered early check in and late check out. Would absolutely stay here again!"
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
8.2 out of 10, Very good, (33)
"All in all it was a great trip. The place was very cute and as described. The upstairs bedrooms are not for light sleepers as the walls only go so far up so they are not really divided. I had read this in other reveiws but honestly for us it wasn't a problem. We went as a family group and it was kind of nice to be able to lay in bed and talk to the others in the room next to you. When we got there the hot tub was so hot that we were not able to get in. Maybe a problem with the thermostat but...
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
9.0 out of 10, Wonderful, (26)
"The tiny houses were cute and well equipped. They were ideal for 2 friends traveling together having their own space. I would definitely rent this property again. Only negative was having 3 empty propane tanks when we wanted to use the fire table(something to be added to the maintenance checklust) however once i text them they dropped a fresh tank off that same evening."
The price is AU$694
includes taxes & fees
19 Nov - 20 Nov
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
9.8 out of 10, Exceptional, (113)
"Terrific and comfortable place to stay! Amazing firepit!"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, (153)
"Our stay was wonderful, and the hosts were more than accomadating! Lovely home and very convenient to Ludlow and Okemo. "
Idyllic Lakefront House Suited Two Families
Cabin in So. Vt enjoy the Mtns.
10.0 out of 10, Exceptional, (106)
"Cozy cabin in beautiful Mt. Tabor. We were a family of 3 with two dogs. Space was a little tight for us with the two dogs, but is perfect for 3-4 people. Outdoor space nice as well. Location was convenient to Manchester and Rutland areas and close to great hiking trails. Owners live on the property and are very friendly and accommodating. Great experience overall!"
Cabin in So. Vt enjoy the Mtns.
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
8.4 out of 10, Very good, (25)
"We were a bit disappointed with this property. The pictures are a bit misleading as it felt dark and stuffy, which we didn’t expect. There was a strong cigarette odor that was hard to adjust to and the room kept dropping down to very cold temperatures (50s) even after we adjusted the thermostat. This was stressful since we have a 15 month old and were worried about her being too cold all night. The deck was completely blocked by a mound of treacherous ice from water dripping off the roof, which...
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
Lakefront home with amazing views, fireplace, firepit, & gas grill
9.8 out of 10, Exceptional, (63)
"Stayed with friends at several places and this property I thought was by far the nicest. Very clean and we had plenty of room. We did have trouble getting in the door but we called and we were able to get inside."
Lakefront home with amazing views, fireplace, firepit, & gas grill
Quaint lakefront home with a private deck, firepit, and dock
9.4 out of 10, Exceptional, (91)
"We wanted to visit VT and decided to rent this beautiful little home on quiet Lake Pauline in Ludlow. We were not disappointed in any way. Serene location, clean, cozy, and welcoming home, excellent nearby restaurants and other attractions.A great 50th anniversary getaway!"
Quaint lakefront home with a private deck, firepit, and dock
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
8.8 out of 10, Excellent, (18)
"The place is surrounded by nature and one can feel at peace with everything."
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
Killington Center Inn & Suites by Killington VR - Studios
3.0 star property
10.0 out of 10, Exceptional, (1)
"We loved our little unit. Everything was clean and very modern. We especially loved the electric fireplace. Would stay here again. "
Killington Center Inn & Suites by Killington VR - Studios
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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Other types of properties in Cuttingsville you may be interested in

Comfort Inn Trolley Square
2.5 star property
8.0 out of 10, Very good, (1005)
"Staff helpful and friendly. Rooms small, but space is used efficiently. Rooms were clean and welcoming. There is occasional noise from the mechanics of the building (e.g. HVAC). A bit outside of town, probably a 20 minute walk to city center. I was comfortable, felt safe, and would stay there again if in the area."
The price is AU$176
includes taxes & fees
2 Dec - 3 Dec
Comfort Inn Trolley Square
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
7.2 out of 10, Good, (1000)
"Great experience! It was a lot of fun around the pool table or the fire pit outside. We loved it! It was great to have our dog with us everywhere around the hotel. Everything is very clean and in modern design. The only downside was that the restaurant dinner menu is limited to 5 options and there is no breakfast, just a Starbucks kiosk with coffee and muffins. We will go back! "
The price is AU$250
includes taxes & fees
22 Nov - 23 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (481)
"Lovely hotel. Could do with some updates in areas but a very unique picturesque place . "
The price is AU$594
includes taxes & fees
1 Dec - 2 Dec
Woodstock Inn & Resort
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.

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?

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree!: This holiday home rental outside of Cuttingsville is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Killington Resort and Okemo Mountain Resort.

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.