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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Cuttingsville holiday rentals

A picnic table and a fire pit by a lake with a forest in the background.

1. 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 3.868.636 ₫
7.749.215 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Aerial view

2. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is 4.498.263 ₫
10.660.170 ₫ total
includes taxes & fees
4 Oct - 5 Oct
The Suites at Killington Center
An aerial view of a residential area with houses, a swimming pool, and a mountain backdrop.

3. Killington Center 531

Killington Center 531
3.5 star property
Killington
The price is 6.672.748 ₫
10.339.209 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Killington Center 531
A spacious living area with a fireplace, a dining area, and a kitchen.

4. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is 35.674.536 ₫
55.837.659 ₫ total
includes taxes & fees
3 Oct - 4 Oct
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
Room

5. Cozy Hotel Room Style Studio Condo With Pool

Cozy Hotel Room Style Studio Condo With Pool
3.0 star property
Killington
The price is 3.883.113 ₫
7.271.765 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Cozy Hotel Room Style Studio Condo With Pool
Interior

6. Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
2.0 star property
Killington
The price is 5.452.440 ₫
8.996.869 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
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

The Jackson

The Jackson

10/10 Excellent
"This property is beautiful, peaceful, friendly, welcoming and far enough away from the green for a noiseless stay. The wine, cheese and bites that start your evening are lovely and gives you the opportunity to meet other guests if you choose. Ms. Walton, the host, was friendly, helpful and warm. She made me feel right at home. A magnificent place to stay in Woodstock Vermont"
susan 2-night trip
Posted less than an hour ago
The Jackson

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’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.