Rutland Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Rutland holiday rentals

Property grounds

Cozy Rustic Cabin, NOTE: pipes are frozen. Please don’t book now! Back soon.

Cozy Rustic Cabin, NOTE: pipes are frozen. Please don’t book now! Back soon.
Rutland
9.6 out of 10, Exceptional, (11 reviews)
"Absolutely adored our stay! The cabin was cozy and had everything we could need and the hot tub was a huge plus after a long day of snowboarding. Would definitely come back!"
United States
Erin M.
The price is HK$1,173
HK$1,507 total
includes taxes & fees
10 Mar - 11 Mar
Cozy Rustic Cabin, NOTE: pipes are frozen. Please don’t book now! Back soon.
Private kitchen

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 HK$774
HK$1,892 total
includes taxes & fees
9 Mar - 10 Mar
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (6 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is HK$634
HK$1,507 total
includes taxes & fees
17 Mar - 18 Mar
Cozy Rutland Retreat
Fridge, microwave, oven, stovetop

Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
7.0 out of 10, Good, (2 reviews)
"The oven didn’t work and couldn’t get anyone to come turn a breaker back on! "
United States
Lynda M.
The price is HK$1,142
HK$2,665 total
includes taxes & fees
9 Mar - 10 Mar
Centrally located apartment for the skier & outdoor enthusiast
Interior

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Mendon
9.8 out of 10, Exceptional, (11 reviews)
"Great place! Secluded but close to everything. We will definitely stay again."
United States
Patricia Y.
The price is HK$1,166
HK$3,491 total
includes taxes & fees
9 Mar - 10 Mar
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Microwave, oven, stovetop, dishwasher

Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
The price is HK$2,347
HK$4,967 total
includes taxes & fees
9 Mar - 10 Mar
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Interior

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Rutland
10.0 out of 10, Exceptional, (3 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
United States
Dominic C.
The price is HK$1,674
HK$3,452 total
includes taxes & fees
25 Mar - 26 Mar
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Dining

large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.6 out of 10, Exceptional, (4 reviews)
"Amazing stay! Gorgeous house, clean, perfect location. The host was super responsive and made the check in check out process so easy.Highly reccomend and can’t wait to stay again next year. "
United States
Nicole H.
The price is HK$2,788
HK$5,497 total
includes taxes & fees
9 Mar - 10 Mar
large ski ranch hot tub close to killington pets ok
Smart TV, fireplace, ping pong

Bear Paw Cabin: 3 Living Areas, Hot Tub & Chef's Kitchen 5 Mins to Pico

Bear Paw Cabin: 3 Living Areas, Hot Tub & Chef's Kitchen 5 Mins to Pico
Mendon
10.0 out of 10, Exceptional, (2 reviews)
"Great house, location, and easy check in / out"
United States
John G.
Bear Paw Cabin: 3 Living Areas, Hot Tub & Chef's Kitchen 5 Mins to Pico
Property grounds

Treehouse at Wise Pines- NoBo

Treehouse at Wise Pines- NoBo
Woodstock
9.6 out of 10, Exceptional, (15 reviews)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
The price is HK$1,173
HK$1,472 total
includes taxes & fees
16 Mar - 17 Mar
Treehouse at Wise Pines- NoBo
Aerial view

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is HK$1,029
HK$2,853 total
includes taxes & fees
10 Mar - 11 Mar
The Suites at Killington Center
Interior

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, (14 reviews)
"This was absolutely perfect. Every part of the cabin was well thought out from design to decor. We had such an amazing time and already want to plan another getaway to this place. "
United States
Adam B.
The price is HK$1,651
HK$2,777 total
includes taxes & fees
7 Apr - 8 Apr
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Fridge, microwave, oven, stovetop

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (73 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is HK$939
HK$1,489 total
includes taxes & fees
9 Mar - 10 Mar
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Property grounds

Ultimate relaxing vacation

Ultimate relaxing vacation
Orwell
9.8 out of 10, Exceptional, (223 reviews)
"Very cozy cabin with lots of activities and a beautiful view!"
United States
Elizabeth F.
The price is HK$1,095
HK$1,402 total
includes taxes & fees
10 Mar - 11 Mar
Ultimate relaxing vacation
Property grounds

Vermont Suite | 10 Min to Woodstock & Killington

Vermont Suite | 10 Min to Woodstock & Killington
Bridgewater
10.0 out of 10, Exceptional, (5 reviews)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
The price is HK$767
HK$1,694 total
includes taxes & fees
11 Mar - 12 Mar
Vermont Suite | 10 Min to Woodstock & Killington
TV

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, (71 reviews)
"Great little condo, near everything and 2 min drive to K1 Lodge. "
United States
zina r.
The price is HK$979
HK$2,264 total
includes taxes & fees
9 Mar - 10 Mar
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Indoor pool

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, (47 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is HK$540
HK$1,962 total
includes taxes & fees
11 Mar - 12 Mar
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.4 out of 10, Good, (21 reviews)
"Great !"
United States
Raul
The price is HK$1,448
HK$1,943 total
includes taxes & fees
11 Mar - 12 Mar
Mountain Green
Exterior

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
The price is HK$1,401
HK$2,296 total
includes taxes & fees
9 Mar - 10 Mar
Unique family-friendly Vermont cabin!
Interior

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)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
The price is HK$602
HK$2,545 total
includes taxes & fees
8 Apr - 9 Apr
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
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 Rutland Hotel Reviews

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

6/10 Okay
"Tracy and the other hostesses I’d give 10s to. Very nice and accommodating. Problem is the rooms and allowing dogs. Had I known this place was a hotel/kennel never would have stayed there. I have never stayed in a room in a hotel where I wanted to throw up because of the dog s$$t smell that penetrated the carpets and urine in one of the rooms we stayed in. I absolutely LOVE dogs but a hotel is for people not animals (even though many people act like them). Oh and every freakin sink clogged up in the three different rooms we stayed in. Horrible. And the toilets never flushed easily. People who worked there are great but the rooms themselves—naah never again sorry. Hilton needs to be better and I expected better from such a reputable name."
Christopher 1-night trip
Posted 7 hours ago
Killington Mountain Lodge, Tapestry Collection by Hilton

Find out more about Rutland

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

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

Frequently asked questions

Can I find a holiday rental in Rutland?

Yes, there are holiday rentals in Rutland close to Vermont State Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Rutland speak highly of the ski slopes and array of shops. Make sure to also enjoy the majestic mountain landscape and top-notch restaurants during your holiday.

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

Large ski ranch hot tub close to killington pets ok: This highly rated holiday home rental in Rutland is located in the mountains, and has a balcony, 1 hot tub and air conditioning to put you at ease in your new surroundings.

How many holiday rentals are there in Rutland?

Choose from 49 Expedia holiday rentals in Rutland for a memorable holiday.

What can I see and do in Rutland?

Cultural attractions include Paramount Theater and Chaffee Art Center, whereas Green Mountain National Forest and Pine Hill Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Vermont State Fairgrounds and Rutland Country Club.

What are holiday rentals like in Rutland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rutland. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a small group gathering.