A winding road surrounded by autumn foliage.

Rutland Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Rutland holiday rentals

A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

1. 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$727
HK$1,849 total
includes taxes & fees
15 Sept - 16 Sept
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A bedroom with a bed, curtains, a radiator, and a view of the outside.

2. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is HK$729
HK$1,489 total
includes taxes & fees
20 Sept - 21 Sept
Cozy Rutland Retreat
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

3. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
The price is HK$1,029
HK$2,532 total
includes taxes & fees
19 Sept - 20 Sept
Centrally located apartment for the skier & outdoor enthusiast
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

4. large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.0 out of 10, Wonderful, (8 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is HK$1,383
HK$3,761 total
includes taxes & fees
27 Sept - 28 Sept
large ski ranch hot tub close to killington pets ok
A spacious living room with leather sofas, a wooden ceiling, large windows, and a kitchen area.

5. Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway

Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway
Mendon
The price is HK$1,961
HK$4,307 total
includes taxes & fees
15 Sept - 16 Sept
Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway
A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

6. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
The price is HK$2,941
HK$5,771 total
includes taxes & fees
16 Sept - 17 Sept
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
A bedroom with a bed, two bedside tables, and a nightstand.

7. 4BR Home | Walk Downtown Rutland + Trails

4BR Home | Walk Downtown Rutland + Trails
Rutland
10.0 out of 10, Exceptional, (7 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$1,717
HK$3,342 total
includes taxes & fees
29 Sept - 30 Sept
4BR Home | Walk Downtown Rutland + Trails
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

8. Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Killington
10.0 out of 10, Exceptional, (17 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
The price is HK$988
HK$2,136 total
includes taxes & fees
15 Sept - 16 Sept
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
A snow-covered residential area with multi-story buildings, a ski slope in the background, and a clear sky.

9. Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (29 reviews)
"The property is under major construction which was not disclosed when booking. The management fee was almost as much as the room rate, clearer description at time of booking would be appreciated."
United States
Keith
The price is HK$612
HK$1,825 total
includes taxes & fees
15 Sept - 16 Sept
Mountain Green
A living room with a fireplace, a sofa, a coffee table, and a television.

10. 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, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is HK$733
HK$2,978 total
includes taxes & fees
15 Sept - 16 Sept
Resort condo with mountain views, full kitchen, and free WiFi
A spacious restaurant with high ceilings, exposed ductwork, and a mix of wooden and metal furniture.

11. Killington resort: Walk to Mountain, Bike, Pool

Killington resort: Walk to Mountain, Bike, Pool
Killington
9.8 out of 10, Exceptional, (32 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
The price is HK$874
HK$2,743 total
includes taxes & fees
15 Sept - 16 Sept
Killington resort: Walk to Mountain, Bike, Pool
An aerial view of a residential area with houses, a swimming pool, and a lake surrounded by forested hills.

12. Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441

Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441
Killington
8.0 out of 10, Very good, (1 review)
The price is HK$510
HK$1,893 total
includes taxes & fees
15 Sept - 16 Sept
Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441
A red building with a bear logo, a stone pathway, and neatly trimmed bushes.

13. Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102

Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
Killington
8.8 out of 10, Excellent, (8 reviews)
"Great room, plenty of amenities, close to restaurants and mountains"
United States
Daniel T.
The price is HK$880
HK$1,311 total
includes taxes & fees
15 Sept - 16 Sept
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

14. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
9.6 out of 10, Exceptional, (71 reviews)
"Cozy space close to the mountain. Host was very responsive and check in and check out was easy. "
United States
Spencer P.
The price is HK$851
HK$2,806 total
includes taxes & fees
15 Sept - 16 Sept
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

15. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is HK$870
HK$2,683 total
includes taxes & fees
16 Sept - 17 Sept
The Suites at Killington Center
An aerial view of a golf course with a hotel, lush greenery, and a lake.

16. BearNecessities- Pool, Hot Tub, Gym

BearNecessities- Pool, Hot Tub, Gym
Killington
10.0 out of 10, Exceptional, (3 reviews)
"The unit was right across from Killington with many great amenities. The place was very cozy and perfect for a quick stay before a day of skiing."
United States
Matthew S.
The price is HK$946
HK$2,593 total
includes taxes & fees
15 Sept - 16 Sept
BearNecessities- Pool, Hot Tub, Gym
A spacious living room with wooden floors, a high ceiling with exposed beams, a dining area with a table and chairs, and large windows offering a view of the outdoors.

17. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"The living area is bigger than we expected, and we loved watching the horses next door. It's a short drive to downtown Rutland, and it's quiet. "
United States
Ahmad H.
The price is HK$1,093
HK$3,315 total
includes taxes & fees
20 Sept - 21 Sept
Killington Retreat | Deck-Fire Pit-Mountain Views!
A residential area with multiple houses, a sign for 'FALL LINE', and a well-maintained lawn.

18. Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A
Killington
8.0 out of 10, Very good, (6 reviews)
"I don’t think I’ve ever had such wonderful service checking in and caring for our needs. Amazing response time and outstanding stay. Thank you."
United States
Margaret L.
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A
A wooden deck with a hot tub, a table, and chairs.

19. Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
North Sherburne
8.2 out of 10, Very good, (14 reviews)
"We had a great time!"
United States
Matthew R.
The price is HK$1,165
HK$3,532 total
includes taxes & fees
15 Sept - 16 Sept
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

20. Cozy Hotel Room Style Studio Condo With Pool

Cozy Hotel Room Style Studio Condo With Pool
3.0 star property
Killington
The price is HK$775
HK$1,758 total
includes taxes & fees
16 Sept - 17 Sept
Cozy Hotel Room Style Studio Condo With Pool
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

Brandon Inn

Brandon Inn

10/10 Excellent
"Great place to stay in. I loved it."
Sharon 1-night trip
Posted 4 hours ago
Brandon Inn

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:

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

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?

Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock: This holiday home rental outside of Rutland is located on a river, and has an outdoor pool, a fireplace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Rutland?

Choose from 53 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 Pine Hill Park and Green Mountain National Forest are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Vermont State Fairgrounds and Killington Resort.

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.