Rutland Vacation Rentals from AED 724: 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.

AED 671 total

includes taxes & fees

23 Nov - 24 Nov

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.

AED 772 total

includes taxes & fees

8 Nov - 9 Nov

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

3. Kingsley Homestead - 2 Bedroom retreat

Rutland

AED 675 total

includes taxes & fees

8 Nov - 9 Nov

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

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

Rutland

Thomas A.

AED 1,236 total

includes taxes & fees

9 Nov - 10 Nov

A wooden cabin with a porch, four white Adirondack chairs, and a grill.

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

Mendon

Diane

AED 1,589 total

includes taxes & fees

8 Nov - 9 Nov

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

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

Mendon

Callison A.

AED 1,524 total

includes taxes & fees

15 Nov - 16 Nov

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.

AED 1,909 total

includes taxes & fees

12 Nov - 13 Nov

A rustic cabin with a stone fire pit, wooden deck, and a chimney.

8. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

Mendon

Heidi S.

AED 3,318 total

includes taxes & fees

8 Nov - 9 Nov

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.

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

10. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Rutland

AED 2,567 total

includes taxes & fees

8 Nov - 9 Nov

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

11. 4BR Home | Walk Downtown Rutland + Trails

Rutland

Dominic C.

AED 1,331 total

includes taxes & fees

8 Nov - 9 Nov

A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

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

Killington

AED 1,049 total

includes taxes & fees

9 Nov - 10 Nov

A modern bedroom with a bed, bedside table, and a window with a view.

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

Killington

Nathan H.

AED 954 total

includes taxes & fees

8 Nov - 9 Nov

A yurt with a red door, a visible interior with a fire, and snow outside.

14. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Poultney

AED 617 total

includes taxes & fees

9 Nov - 10 Nov

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

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

Killington

Carla M.

AED 948 total

includes taxes & fees

8 Nov - 9 Nov

An aerial view of a residential area with houses, a swimming pool, and a parking lot.

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

Killington

Asad B.

AED 971 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

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

Killington

Riley T.

AED 1,447 total

includes taxes & fees

8 Nov - 9 Nov

A ski resort with multiple buildings, a ski slope, and a mountain in the background.

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

Killington

Joseph S.

AED 940 total

includes taxes & fees

8 Nov - 9 Nov

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

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

Killington

Spencer P.

AED 1,518 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

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

Killington

John O.

AED 1,572 total

includes taxes & fees

8 Nov - 9 Nov

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Top Rutland Hotel Reviews

Woodstock Inn & Resort

10/10 Excellent

"Fantastic stay at Woodstock Inn this week! The room and property were spotless, and the staff was incredibly kind and welcoming. The spa was beautiful, the food at Red Rooster was excellent, and the athletic center, pool, and hot tub were all great. The entire property has a quiet, peaceful atmosphere that makes it easy to relax and unwind. Would absolutely recommend!"

Emrose Luxury Cabins

8/10 Good

"The cabins are new and well maintained. There are pots and pans and spatulas but incredibly no coffee maker. I don’t believe I’ve ever stayed in a room at any price point without a coffee maker. Also, the bed is up against a wall so you have to choose who has to crawl in and out of the bed to go to the bathroom, get a glass of water, etc. Not fun. There was also no contact information for management, so when we couldn’t figure out how to get the heater or fireplace working, we had to chat with Hotels.com who claimed our room did not have heat. Really? Vermont in the fall? Are you kidding me? After I almost lost my mind, they had someone from hotel management call me and instruct me how to turn the heat on. He was very nice and solved the problem, but how about providing contact information of someone on premises if there is an issue? The place is fairly new, and I like the concept, but they have a few things to iron out before they are ready for prime time. Let’s start with an $25 coffee maker in every room. Is that too much to ask? And Hotels.com really needs to get their chat proficiency together…."

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."

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.

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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. Kingsley Homestead - 2 Bedroom retreat

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

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

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

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

8. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

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

10. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

11. 4BR Home | Walk Downtown Rutland + Trails

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

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

14. Off-Grid Mongolian Yurt on Vermont Sheep Farm

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

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

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

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

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

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

Find vacation rentals that suit your style

Top Rutland Hotel Reviews

Woodstock Inn & Resort

On The River Inn

Emrose Luxury Cabins

Quality Inn Rutland - Killington

Frequently asked questions

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