West Rutland Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for West Rutland holiday rentals

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

Chalet in Plymouth

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
2.0 star property
10.0 out of 10, Exceptional, (14)
"Really enjoyed the setup at the location and the owners were very responsive to any queries!"
United States
Ed N.
The price is HK$1,568
HK$4,499 total
includes taxes & fees
5 Jan - 6 Jan 2026
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
Restaurant
Mountain Green Resort

Apartment in Killington

Mountain Green Resort
4.0 star property
The price is HK$4,460
HK$7,271 total
includes taxes & fees
5 Jan - 6 Jan 2026
Mountain Green Resort
Indoor pool
Mountain Green

Condo resort in Killington

Mountain Green
2.0 star property
6.8 out of 10, (16)
"Great communication from Jeff."
United States
Dennis
The price is HK$1,777
HK$2,384 total
includes taxes & fees
12 Jan - 13 Jan 2026
Mountain Green
Exterior
Killington Ski Resort VT Vacation Condos

Condo in Killington

Killington Ski Resort VT Vacation Condos
3.5 star property
The price is HK$1,643
HK$3,287 total
includes taxes & fees
21 Jan - 22 Jan 2026
Killington Ski Resort VT Vacation Condos
Property grounds
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Condo in Clock Tower Base Area

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is HK$918
HK$2,607 total
includes taxes & fees
11 Jan - 12 Jan 2026
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Exterior detail
Ben & Jerry’s Studio | 10 Min to Killington

Apartment in Bridgewater

Ben & Jerry’s Studio | 10 Min to Killington
9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
United States
Nancy
The price is HK$848
HK$1,777 total
includes taxes & fees
12 Jan - 13 Jan 2026
Ben & Jerry’s Studio | 10 Min to Killington
Exterior
Doc's Lake house 1st floor, 2 bedroom apartment

Apartment in Salisbury

Doc's Lake house 1st floor, 2 bedroom apartment
10.0 out of 10, Exceptional, (72)
"Doc runs a great place for all to enjoy. "
United States
William D.
The price is HK$1,050
HK$1,594 total
includes taxes & fees
3 Jan - 4 Jan 2026
Doc's Lake house 1st floor, 2 bedroom apartment
Interior
Make memories at this unique and family-friendly Vermont cabin!

Cabin in Fair Haven

Make memories at this unique and family-friendly Vermont cabin!
10.0 out of 10, Exceptional, (10)
"Loved the place! Just an hour from lake george! "
United States
Yami N.
The price is HK$1,393
HK$2,274 total
includes taxes & fees
1 Jan - 2 Jan 2026
Make memories at this unique and family-friendly Vermont cabin!
1 bedroom, free WiFi, bed sheets
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cabin in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
2.5 star property
9.2 out of 10, Wonderful, (5)
The price is HK$1,166
HK$1,498 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Fridge, microwave, oven, stovetop
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Cottage in Mendon

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
2.0 star property
9.8 out of 10, Exceptional, (11)
"Great place! Secluded but close to everything. We will definitely stay again."
United States
Patricia Y.
The price is HK$1,833
HK$4,359 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Terrace/patio
The Suites at Killington Center

Condo in Killington

The Suites at Killington Center
3.5 star property
The price is HK$3,291
HK$5,330 total
includes taxes & fees
29 Dec - 30 Dec
The Suites at Killington Center
Property grounds
Clean & bright condo with mountain views & modern kitchen - walk to lifts

Apartment in Killington

Clean & bright condo with mountain views & modern kitchen - walk to lifts
7.2 out of 10, Good, (44)
"Quick trip to and from Killington mt"
United States
Phillip F.
The price is HK$700
HK$2,311 total
includes taxes & fees
12 Jan - 13 Jan 2026
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Fridge, microwave, oven, stovetop
Feel the real VT! Fall foliage, hikes, foodie’s delight!

Holiday Home in Proctor

Feel the real VT! Fall foliage, hikes, foodie’s delight!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip."
United States
Rebecca
The price is HK$2,288
HK$5,532 total
includes taxes & fees
21 Jan - 22 Jan 2026
Feel the real VT! Fall foliage, hikes, foodie’s delight!
Interior
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

Holiday Home in Mendon

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
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.
The price is HK$1,003
HK$2,186 total
includes taxes & fees
4 Jan - 5 Jan 2026
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Exterior
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Condo in Cavendish

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
10.0 out of 10, Exceptional, (19)
"Amazing place! "
United States
Tara
The price is HK$2,333
HK$4,198 total
includes taxes & fees
4 Jan - 5 Jan 2026
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Indoor pool, a heated pool
Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5

Condo in The Woods

Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5
3.0 star property
9.8 out of 10, Exceptional, (7)
"Very clean and well equipped condo! We enjoyed our stay."
United States
Tanya W.
The price is HK$1,529
HK$4,055 total
includes taxes & fees
12 Jan - 13 Jan 2026
Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5
Ultimate relaxing vacation

Cabin in Orwell

Ultimate relaxing vacation
9.8 out of 10, Exceptional, (215)
"Great stay! Right on the lake with a great dock to relax and enjoy the summer days."
United States
Harry S.
The price is HK$1,089
HK$1,393 total
includes taxes & fees
1 Jan - 2 Jan 2026
Ultimate relaxing vacation
Microwave, oven, stovetop, dishwasher
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Condo in Ludlow

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
10.0 out of 10, Exceptional, (102)
"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."
United States
Andrew L.
The price is HK$1,462
HK$2,733 total
includes taxes & fees
12 Jan - 13 Jan 2026
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Golf
Efficient condo near slopes with kitchenette & great location

Apartment in Ludlow

Efficient condo near slopes with kitchenette & great location
8.6 out of 10, Excellent, (32)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is HK$956
HK$2,071 total
includes taxes & fees
5 Jan - 6 Jan 2026
Efficient condo near slopes with kitchenette & great location
Property grounds
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Holiday Home in Ludlow

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
9.8 out of 10, Exceptional, (104)
"Had a wonderful stay. Clean,well kept and cozy."
United States
Edwin G.
The price is HK$2,084
HK$3,935 total
includes taxes & fees
13 Jan - 14 Jan 2026
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Rutland Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Staff are exceptionally friendly and helpful "
Brandon 1-night trip
Posted 5 days ago
Pointe at Castle Hill Resort

Find out more about West Rutland

Search for holiday rentals in West Rutland on Expedia! You can easily find your home rentals, villas, holiday apartments in West Rutland using one of the methods below:

  • View our selection of featured holiday rentals in West Rutland
  • Use the map to find apartments and other holiday homes in the West Rutland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in West Rutland while they last

Look no further and take a look at our great range of rental properties in West Rutland!

Frequently asked questions

Are there holiday rentals in West Rutland?

Yes, there are holiday rentals close to the most popular sights in West Rutland, 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 West Rutland has to offer?

Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing: This holiday home rental outside of West Rutland is located in the mountains, and has an indoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a microwave, kitchenware and a coffee maker. You can relax into your holiday with a garden and 1 hot tub.

How many holiday rentals will I find in West Rutland?

Expedia has 4 holiday rentals for your stay in West Rutland.

What can I see and do in West Rutland?

Explore the area and family-friendly sights such as Pond Hill Ranch and Pro Rodeo, or get out into nature at a spot like Pine Hill Park. Ira Town Hall and Killington Resort are a couple of places you'll find in the wider area.

What are holiday rentals like in West Rutland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in West Rutland. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for small groups.