Rutland Vacation Rentals

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Nov 10 - Nov 11
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Nov 11 - Nov 12
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Vacation Rentals in Rutland

Dining
Cozy Rutland Retreat

Cozy Rutland Retreat

Rutland
10.0 out of 10, Exceptional, (3)
"Great stay, very walkable area. "
United States
Janessa S.
The price is ￥11,737
￥28,783 total
includes taxes & fees
Nov 12 - Nov 13
Cozy Rutland Retreat
Fridge, microwave, oven, stovetop
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

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

2.0 star property
Mendon
9.8 out of 10, Exceptional, (11)
"Nice time, great location"
United States
Matthew K.
The price is ￥20,926
￥65,677 total
includes taxes & fees
Nov 11 - Nov 12
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Fridge, microwave, oven, stovetop
5-15 Minutes from Mountains, Balcony, Fireplace, Fast Wifi

5-15 Minutes from Mountains, Balcony, Fireplace, Fast Wifi

Mendon
10.0 out of 10, Exceptional, (2)
"Very nice property with clean, comfortable, and stylish rooms. Close to a number of fun and interesting places in the area, overall the place just had a very nice and cozy vibe that made us really enjoy our stay. "
United States
Matt B.
The price is ￥14,302
￥47,807 total
includes taxes & fees
Nov 17 - Nov 18
5-15 Minutes from Mountains, Balcony, Fireplace, Fast Wifi
1 bedroom, free WiFi, bed sheets
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

2.5 star property
Rutland
The price is ￥23,013
￥29,211 total
includes taxes & fees
Nov 12 - Nov 13
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Condo, 2 Bedrooms | Interior
Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo

Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo

2.0 star property
Rutland
The price is ￥20,725
￥80,577 total
includes taxes & fees
Nov 18 - Nov 19
Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo
Fridge, microwave, oven, stovetop
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Rutland
10.0 out of 10, Exceptional, (1)
The price is ￥29,273
￥66,292 total
includes taxes & fees
Nov 11 - Nov 12
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Dining
Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.

Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.

Rutland
9.2 out of 10, Wonderful, (5)
"Big and spacious. "
United States
Robert S.
The price is ￥33,077
￥96,283 total
includes taxes & fees
Nov 11 - Nov 12
Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.
Fridge, microwave, oven, stovetop
Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast

2.0 star property
Rutland
4.0 out of 10, (1)
"The oven didn’t work and couldn’t get anyone to come turn a breaker back on! "
United States
Lynda M.
The price is ￥20,251
￥50,864 total
includes taxes & fees
Nov 11 - Nov 12
Centrally located apartment for the skier & outdoor enthusiast
Fridge, microwave, oven, stovetop
Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything

Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything

Rutland
8.8 out of 10, Excellent, (10)
"Amazing spot to stay-super cute! Even used the grill. Great to have the basics included (soap, paper towels, shampoo,cond,soap etc). We will stay here again."
United States
Carlos S.
The price is ￥22,445
￥54,235 total
includes taxes & fees
Nov 11 - Nov 12
Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything
TV, fireplace, music library, video library
Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington

Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington

Mendon
9.2 out of 10, Wonderful, (9)
"Easy in and out and a short ride to Killington"
United States
Paul K.
The price is ￥16,032
￥64,899 total
includes taxes & fees
Nov 11 - Nov 12
Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington
Property grounds
Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

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

Mendon
8.0 out of 10, Very Good, (1)
"It was a beautiful property! So Spacious, kitchen more than completely stocked with anything you’d need! Setting outside amazing! Communication with property so easy and accommodating. What upset me was the downstairs 2 bedrooms were NOT air condtioned and the rooms were SO hot that our daughter didn’t sleep well because of it and in fact one night was kept awake until 4 am because she was so hot!! I didn’t learn about these conditions ( because they did’t complain about it to us)until the night...
United States
Laurie T.
The price is ￥35,946
￥150,192 total
includes taxes & fees
Nov 11 - Nov 12
Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.
House, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

3.5 star property
Rutland
The price is ￥30,035
￥93,604 total
includes taxes & fees
Nov 11 - Nov 12
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home
House, 4 Bedrooms | Dining
Forest Mountain Escape: Beautiful Mountaintop Escape In Mendon, Vt. 20 Min To Killington/14 To Pico. 4 Bedroom Home

Forest Mountain Escape: Beautiful Mountaintop Escape In Mendon, Vt. 20 Min To Killington/14 To Pico. 4 Bedroom Home

3.0 star property
Rutland
The price is ￥48,125
￥142,623 total
includes taxes & fees
Nov 11 - Nov 12
Forest Mountain Escape: Beautiful Mountaintop Escape In Mendon, Vt. 20 Min To Killington/14 To Pico. 4 Bedroom Home
Interior
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

2.0 star property
Cavendish
10.0 out of 10, Exceptional, (9)
"Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay"
United States
Nicholas M.
The price is ￥26,849
￥47,591 total
includes taxes & fees
Nov 11 - Nov 12
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Beach
Pet-friendly winter retreat in the woods near Okemo + Killington

Pet-friendly winter retreat in the woods near Okemo + Killington

2.0 star property
Plymouth
10.0 out of 10, Exceptional, (14)
"Excellent week at a cozy property, convenient to Killington and Okemo. Easy check in and check out; highly responsive and helpful host. Would recommend to those looking for a great VT escape."
United States
Amanda L.
The price is ￥27,478
￥68,921 total
includes taxes & fees
Nov 12 - Nov 13
Pet-friendly winter retreat in the woods near Okemo + Killington
Property grounds
Treehouse at Wise Pines- SoBo

Treehouse at Wise Pines- SoBo

Woodstock
9.8 out of 10, Exceptional, (24)
"The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)"
Canada
Victoria M.
The price is ￥23,013
￥28,693 total
includes taxes & fees
Nov 14 - Nov 15
Treehouse at Wise Pines- SoBo
Exterior
Comfy Cottage in Historic East Poultney

Comfy Cottage in Historic East Poultney

Poultney
10.0 out of 10, Exceptional, (12)
"The cottage had everything we needed to make our vacation perfect. It was well located to Ski Killington and Stratton. The host live right next door and was very responsive for all our needs to make the stay as pleasant as possible. We would definitely rent again."
United States
Moritz M.
The price is ￥24,854
￥48,972 total
includes taxes & fees
Nov 11 - Nov 12
Comfy Cottage in Historic East Poultney
Fridge, microwave, oven, stovetop
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Leicester
10.0 out of 10, Exceptional, (65)
"Host was very friendly,, property was emaculate, would definitely stay here again"
United States
Dyana B.
The price is ￥13,117
￥23,284 total
includes taxes & fees
Nov 12 - Nov 13
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Exterior
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

2.0 star property
Killington
10.0 out of 10, Exceptional, (11)
"The Wobbly Cabin is absolutely charming. The decor is tasteful but unique. The kitchen is well stocked and it is clean! I’d also say the beds are great and the linens high quality. If it’s available and big enough for your group definitely book it!"
United States
Nicole E.
The price is ￥22,108
￥73,734 total
includes taxes & fees
Nov 11 - Nov 12
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Condo, 1 Bedroom, Kitchen, Garden View | Terrace/patio
The Suites at Killington Center

The Suites at Killington Center

3.5 star property
Killington
The price is ￥21,019
￥56,874 total
includes taxes & fees
Nov 17 - Nov 18
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 Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"Staff were fantastic "
Laurie 2-night trip
Posted 4 days ago
On The River 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 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 45 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 Green Mountain National Forest and Pine Hill Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Vermont State Fairgrounds and Rutland Country Club.

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.