A winding road surrounded by autumn foliage.

Rutland Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Rutland vacation rentals

A dining table set with plates, glasses, and a vase with a plant.

1. 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
$186 nightly
The price is $189
Oct 20 - Oct 21
Total with taxes and fees
Cozy Rutland Retreat
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

2. 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.
$204 nightly
The price is $231
Nov 1 - Nov 2
Total with taxes and fees
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
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
$300 nightly
The price is $336
Oct 20 - Oct 21
Total with taxes and fees
Centrally located apartment for the skier & outdoor enthusiast
A bedroom with a bed, a framed collage, a window with floral curtains, and a striped rug.

4. Cozy 2 Bedroom close distance to downtown.

Cozy 2 Bedroom close distance to downtown.
Rutland
$139 nightly
The price is $141
Oct 31 - Nov 1
Total with taxes and fees
Cozy 2 Bedroom close distance to downtown.
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

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

large ski ranch hot tub close to killington pets ok
Mendon
9.2 out of 10, Wonderful, (9 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
$420 nightly
The price is $475
Nov 3 - Nov 4
Total with taxes and fees
large ski ranch hot tub close to killington pets ok
A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

6. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
Chittenden
9.4 out of 10, Exceptional, (6 reviews)
"Loved this stay - the farmhouse is authentic and oozes charm! Everything about this stay was easy - 20min drive to the slopes, 15 min to downtown Rutland, and an extremely well-equipped house to easily accommodate the six of us. Superb communication from the host both prior to and during our stay (promptly answered several questions for us). If you want a vintage farmhouse feel as opposed to a modern condo-style stay, this is the place for you!"
United States
Carl P.
$487 nightly
The price is $546
Oct 20 - Oct 21
Total with taxes and fees
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

7. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
10.0 out of 10, Exceptional, (1 review)
$657 nightly
The price is $736
Oct 20 - Oct 21
Total with taxes and fees
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
A modern kitchen with a large island, white cabinetry, and a stainless steel refrigerator.

8. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
Rutland
9.4 out of 10, Exceptional, (6 reviews)
"Perfect spot for a large group to enjoy Rutland, Killington, and the surrounding area. Plenty of beds for everyone, and bathrooms so no one felt cramped whatsoever. Beautiful home and safe neighborhood. All around a great stay. If we come back for the US Open of MTB next year, this house would be high on our list to stay in again."
United States
Matthew T.
$706 nightly
The price is $798
Oct 20 - Oct 21
Total with taxes and fees
Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
A two-story house with a covered porch and a car parked in front.

9. 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.
$398 nightly
The price is $404
Nov 16 - Nov 17
Total with taxes and fees
4BR Home | Walk Downtown Rutland + Trails
A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

10. Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
9.8 out of 10, Exceptional, (14 reviews)
"We had such a great time staying here. It was clean, cozy and so convenient to walk right out the door to the slopes! "
United States
Susanne B.
$331 nightly
The price is $374
Oct 20 - Oct 21
Total with taxes and fees
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

11. Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
$256 nightly
The price is $290
Oct 20 - Oct 21
Total with taxes and fees
Welcoming condo near the slopes with free WiFi and full kitchen
A residential area with houses, a swimming pool, and a mountain backdrop.

12. The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Place was great"
United States
Nathan H.
$229 nightly
The price is $259
Oct 20 - Oct 21
Total with taxes and fees
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

13. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Killington
9.6 out of 10, Exceptional, (7 reviews)
"Everything was as advertised. Host was responsive to questions. Great stay overall."
United States
Riley T.
$327 nightly
The price is $369
Oct 20 - Oct 21
Total with taxes and fees
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

14. Jack S`Bearo - Slopes, Fireplace, Pool

Jack S`Bearo - Slopes, Fireplace, Pool
Killington
10.0 out of 10, Exceptional, (17 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
$241 nightly
The price is $272
Oct 27 - Oct 28
Total with taxes and fees
Jack S`Bearo - Slopes, Fireplace, Pool
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

15. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Killington
9.4 out of 10, Exceptional, (8 reviews)
"Beautiful place . My sister was visiting USA/ Vermont for the first time . We went to the Breakfast cafe next door it was amazing . "
United States
Asad B.
$257 nightly
The price is $290
Oct 21 - Oct 22
Total with taxes and fees
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

16. 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)
"This condo is in a great location and offers plenty of space with 2 full bathrooms. It is ground floor with no steps to get in. Beds were comfortable and plenty of towels were provided. We came in summer and the unit does have two AC units in it. The description and photos are accurate, and it was a very pleasant stay."
United States
Mari B.
$345 nightly
The price is $389
Oct 20 - Oct 21
Total with taxes and fees
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
A modern kitchen with white cabinets, a built-in microwave, and a stainless steel refrigerator.

17. The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
Killington
9.2 out of 10, Wonderful, (9 reviews)
"Great condo! We enjoyed our stay! "
United States
Frank M.
$329 nightly
The price is $372
Oct 20 - Oct 21
Total with taxes and fees
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
A modern loft bedroom with a sloped ceiling, a fireplace, a large TV, and a balcony with a scenic view.

18. Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.

Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
Killington
10.0 out of 10, Exceptional, (14 reviews)
"A wonderful up to date property a short walk to the lifts! Would definitely stay here again."
United States
Mike B.
$284 nightly
The price is $321
Oct 20 - Oct 21
Total with taxes and fees
Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
A spacious restaurant with high ceilings, exposed ductwork, and a mix of wooden and metal furniture.

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

Killington resort: Walk to Mountain, Bike, Pool
Killington
9.8 out of 10, Exceptional, (37 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
$312 nightly
The price is $352
Oct 20 - Oct 21
Total with taxes and fees
Killington resort: Walk to Mountain, Bike, Pool
A living room with a fireplace, a sofa, a coffee table, and a television.

20. 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.
$336 nightly
The price is $380
Oct 20 - Oct 21
Total with taxes and fees
Resort condo with mountain views, full kitchen, and free WiFi
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

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Our family enjoyed our one night stay at The Mountain Inn, including our 7 year old kid and our dog. It was nice to find a hotel that was very welcoming to dogs and only charged $35 per night for him, staff were friendly, and we loved swimming outside in the 95 degree heated pool while the temp outside was near freezing, it was amazing. The room was clean and recently renovated, and the grounds and restaurant were on par with what we expected. The restaurant had live music Saturday night and the old fashioned I had with their house made bourbon from their distillery was delicious, while the burger, salad, and Bavarian pretzels were pretty good, and the cheese pizza was not so good but the kid liked it. We enjoyed the view of the nearby mountains, foliage, and short drive over to Thundering Brook Falls. The continental breakfast was included and could have been better, and had we stayed a few more days we would have explored more of the food and shops in the area, as it seems like there were a few. We could probably suggest some upgrades to the game room but we had fun in there regardless. Overall, we liked our stay at The Mountain Inn and found that it met our expectations for the value, and the welcoming staff, heated pool, and accommodations could have my family going back in the future."
Dave 1-night trip
Posted 8 hours ago
The Mountain Inn at Killington

Find out more about Rutland

Everything you need to know about Rutland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rutland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rutland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rutland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rutland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rutland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $193 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rutland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rutland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rutland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Rutland?

Yes, there are vacation rentals in Rutland near Vermont State Fairgrounds, or you can choose a more remote option if you're looking for extra privacy while you relax. 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 vacation.

What are some of the best vacation rentals in Rutland?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home rental outside of Rutland is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Rutland?

Choose from 56 Expedia vacation rentals in Rutland for a memorable vacation.

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 vacation rentals like in Rutland?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Rutland. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips or small group gatherings.