Rutland Vacation Rentals from $197: Search Short-Term Rentals

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Our top choices for Rutland 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

Rutland

Susan E.

$178 nightly

Nov 30 - Dec 1

Total with taxes and fees

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

Mendon

Aurore H.

$247 nightly

Nov 15 - Nov 16

Total with taxes and fees

A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

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

Rutland

Thomas A.

$299 nightly

Nov 13 - Nov 14

Total with taxes and fees

A house with a wooden deck, solar panels, and a well-maintained garden.

4. Kingsley Homestead - 2 Bedroom retreat

Rutland

$182 nightly

Nov 18 - Nov 19

Total with taxes and fees

A house with a covered deck, a barbecue grill, and a wooden pergola.

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

Mendon

Callison A.

$456 nightly

Nov 15 - Nov 16

Total with taxes and fees

A kitchen with granite countertops, wooden cabinets, and a built-in oven.

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

Mendon

Diane

$402 nightly

Nov 15 - Nov 16

Total with taxes and fees

A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

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

Chittenden

"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!"

Carl P.

$487 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

8. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Rutland

$624 nightly

Nov 13 - Nov 14

Total with taxes and fees

A modern kitchen with a large island, white cabinetry, and a stainless steel refrigerator.

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

Rutland

Matthew T.

$723 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hallway with a wooden wall, a white door, and a wooden staircase.

10. 4BR Home | Walk Downtown Rutland + Trails

Rutland

Dominic C.

$345 nightly

Nov 13 - Nov 14

Total with taxes and fees

A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

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

Killington

Carla M.

$239 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

Killington

Nathan H.

$241 nightly

Nov 15 - Nov 16

Total with taxes and fees

A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

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

Killington

Susanne B.

$296 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bathroom with a white sink, mirror, and toilet. There is a towel rack and a framed picture on the wall.

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

Killington

Asad B.

$246 nightly

Nov 15 - Nov 16

Total with taxes and fees

A spacious living area with a wooden ceiling, a sofa, a chair, a television, and a staircase.

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

Chittenden

$319 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bedroom with two beds, a dresser, a window with a view of greenery, and a painting on the wall.

16. Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631

Killington

Marcus G.

$233 nightly

Nov 15 - Nov 16

Total with taxes and fees

A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

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

Killington

Spencer P.

$374 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern kitchen with white cabinets, a built-in microwave, and a stainless steel refrigerator.

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

Killington

Lisa

$375 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

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

Killington

Joseph S.

$234 nightly

Nov 15 - Nov 16

Total with taxes and fees

A modern loft bedroom with a sloped ceiling, a fireplace, a large TV, and a balcony with a scenic view.

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

Killington

Mike B.

$316 nightly

Nov 16 - Nov 17

Total with taxes and fees

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Top Rutland Hotel Reviews

The Shire Woodstock

10/10 Excellent

"Perfect stay in a beautiful town. Can't wait to come back."

Mountain Sports Inn

8/10 Good

"It's in a good location close to the Killington ski area. The employees were very friendly and were very helpful. The breakfast was awesome and cooked to order. Get a room on the back side of the building so you don't have to listen to the cars. If your looking for a place to sleep with a great breakfast at a reasonable price then this is your place."

Quality Inn Rutland - Killington

10/10 Excellent

"I had a great experience. It is classic Vermont. This giant (friendly) dog met me behind front desk. The desk clerk was a pretty rustic character. He had been on duty 48 hours, but he was so friendly and helpful. The poor guy was asleep in the desk chair when I went to check out but he was all about service when I woke him up. I slept better than I do at home. Price was right and I would stay there again."

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 $197 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.

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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.

Rutland Vacation Rentals

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Check prices for these dates

Our top choices for Rutland vacation rentals

1. Cozy Rutland Retreat

2. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

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

4. Kingsley Homestead - 2 Bedroom retreat

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

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

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

8. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

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

10. 4BR Home | Walk Downtown Rutland + Trails

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

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

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

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

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

16. Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631

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

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

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

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

Find vacation rentals that suit your style

Top Rutland Hotel Reviews

The Shire Woodstock

Find out more about Rutland

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