Rutland County Vacation Rentals

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Top cities in Rutland County

A welcome sign for Killington, Vermont, surrounded by stone pillars and lush greenery.
Vacation Rentals

Killington

Killington

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Rutland County vacation rentals

A modern kitchen with a dishwasher, a coffee maker, and a dining area with a wooden table set for two.

1. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (18 reviews)
"WE ENJOYED OUR STAY"
United States
Susan E.
The price is CA $135
CA $257 total
includes taxes & fees
Nov 30 - Dec 1
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
9.4 out of 10, Exceptional, (8 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 CA $195
CA $397 total
includes taxes & fees
Nov 15 - Nov 16
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A spacious living area with a wooden ceiling, a sofa, a chair, a television, and a staircase.

3. Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you

Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you
Chittenden
The price is CA $231
CA $504 total
includes taxes & fees
Nov 15 - Nov 16
Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you
A kitchen with white cabinetry, a stainless steel refrigerator, a coffee maker, and a dining area with two chairs.

4. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
United States
Melinda D.
The price is CA $82
CA $332 total
includes taxes & fees
Nov 15 - Nov 16
Luxury Condo Tucked in the Heart of Killington
A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

5. 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.
The price is CA $172
CA $472 total
includes taxes & fees
Nov 15 - Nov 16
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.

6. Mountain Green ground-floor condo with private yard off the patio

Mountain Green ground-floor condo with private yard off the patio
Killington
The price is CA $117
CA $416 total
includes taxes & fees
Nov 20 - Nov 21
Mountain Green ground-floor condo with private yard off the patio
A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

7. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Great room!"
United States
Carla M.
The price is CA $108
CA $386 total
includes taxes & fees
Nov 15 - Nov 16
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
A yurt with a red door, a visible interior with a fire, and snow outside.

8. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Off-Grid Mongolian Yurt on Vermont Sheep Farm
Poultney
The price is CA $164
CA $223 total
includes taxes & fees
Nov 18 - Nov 19
Off-Grid Mongolian Yurt on Vermont Sheep Farm
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

9. 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, (10 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.
The price is CA $137
CA $396 total
includes taxes & fees
Nov 15 - Nov 16
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

10. 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.
The price is CA $172
CA $584 total
includes taxes & fees
Nov 15 - Nov 16
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

11. 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, (73 reviews)
"overall it is good stay for a vacation"
United States
Michael S.
The price is CA $189
CA $705 total
includes taxes & fees
Nov 22 - Nov 23
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
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.
The price is CA $110
CA $388 total
includes taxes & fees
Nov 15 - Nov 16
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
A modern kitchen with white cabinets, a built-in microwave, and a stainless steel refrigerator.

13. 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, (10 reviews)
"Perfect clean space, very comfortable and great location for the week. We were not big fans of the mattress toppers, they kept sliding off, but that is a personal preference matter. Staff communication was 10 out of 10. Highly recommend."
United States
Lisa
The price is CA $170
CA $599 total
includes taxes & fees
Nov 15 - Nov 16
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
A kitchen with granite countertops, wooden cabinets, and a built-in oven.

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

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Mendon
9.6 out of 10, Exceptional, (24 reviews)
"The communication with Host was awesome to a question we had; Dave's response was so helpful. Beautiful place, quiet. Get ‘get-away’."
United States
Diane
The price is CA $211
CA $642 total
includes taxes & fees
Nov 15 - Nov 16
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

15. 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.
The price is CA $189
CA $381 total
includes taxes & fees
Nov 13 - Nov 14
Jack S`Bearo - Slopes, Fireplace, Pool
A two-story house with a covered porch and a gabled roof.

16. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
9.2 out of 10, Wonderful, (39 reviews)
"Great quick stay on the way to the Adirondacks"
United States
Natalie B.
The price is CA $192
CA $412 total
includes taxes & fees
Nov 15 - Nov 16
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

17. Rutland apartment on the bus route with central A/C, near Pico

Rutland apartment on the bus route with central A/C, near Pico
Rutland
8.0 out of 10, Very good, (1 review)
"Spotless interior, but the exterior will benifit from a refresh.Conveniently walkable for shops and restaurants."
United States
Thomas A.
The price is CA $209
CA $487 total
includes taxes & fees
Nov 13 - Nov 14
Rutland apartment on the bus route with central A/C, near Pico
A living room with a fireplace, a sofa, a coffee table, and a television.

18. Mountain Green high-floor front condo in Building 3 with ski trail views

Mountain Green high-floor front condo in Building 3 with ski trail views
Killington
8.8 out of 10, Excellent, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is CA $150
CA $540 total
includes taxes & fees
Nov 15 - Nov 16
Mountain Green high-floor front condo in Building 3 with ski trail views
A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

19. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.4 out of 10, Exceptional, (12 reviews)
"Quick trip but would stay here again"
United States
John O.
The price is CA $215
CA $634 total
includes taxes & fees
Nov 15 - Nov 16
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Aerial view

20. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is CA $324
CA $670 total
includes taxes & fees
Nov 22 - Nov 23
The Suites at Killington Center
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 County Hotel Reviews

A two-story house with a porch, a fountain, and a flag.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

Bentley House Bed and Breakfast
Poultney

10/10 Excellent

Beautiful old building, well-maintained, filled with vintage furniture and collectable items. Like staying in a museum. Owners are very friendly and helpful. Breakfast was great.
Canada
Lloyd
Reviewed July 26, 2026
Bentley House Bed and Breakfast

Find out more about Rutland County

Everything you need to know about Rutland County 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 County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rutland County vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rutland County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rutland County vacation rentals we have selected for you start as low as CA $81 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rutland County rentals

At Expedia, we put the best Rutland County 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 County 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 County 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 County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.