Holiday Rentals in Rutland

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Holiday Rentals in Rutland

Interior
Stunning Wedding & Retreat Venue (19 bedrooms)
10.0 out of 10, Exceptional, (2)
"Our corporate group had an incredibly fun stay at Red Clover for a recent ski retreat. The property is impeccably maintained, staff are all very friendly and hospitable, and were communicative before and during our stay. The Red Clover team welcomed our group with open arms (and fresh baked cookies to boot!). It was the perfect setup for our group of ~25, and we appreciated the variety of sleeping rooms, and the number of rooms available. We also loved the dining area and the fact that it could...
The price is €7,192
per night
20 May - 21 May
Stunning Wedding & Retreat Venue (19 bedrooms)
Exterior
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
10.0 out of 10, Exceptional, (143)
"Beautiful/nicely appointed home. The house had everything in it to make for a very comfortable stay and the hosts were so gracious, helpful, and communicative. We didn't want to leave and already can't wait to make a return trip! Thanks, Angelo and Deb!"
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
Smart TV, fireplace, books
Beautifully renovated with fireplace and coffee bar
10.0 out of 10, Exceptional, (57)
"Was just visiting Vermont to fish for the weekend so I didn’t need anything fancy but it was quite nice"
Beautifully renovated with fireplace and coffee bar
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Studio | Aerial view
Killington Center Inn & Suites by Killington VR - Studios
3.0 star property
10.0 out of 10, Exceptional, (1)
"We loved our little unit. Everything was clean and very modern. We especially loved the electric fireplace. Would stay here again. "
Killington Center Inn & Suites by Killington VR - Studios
Lake
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
10.0 out of 10, Exceptional, (116)
"Great place to stay for an early spring ski trip and eclipse viewing (we drove north after checking out). Clean, cozy place and pet friendly for our small dog. Located on a quiet dirt road but close to Ludlow town center and Okemo for skiing. Not too far from Killington either (which is where we went to ski). Minor issue for me was the bed was a bit too soft for my liking but otherwise, great place and would consider again in future."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Fridge, microwave, oven, stovetop
Vermont Lake House
10.0 out of 10, Exceptional, (6)
"The house was clean and full of extras such as a multi function game table, shelves of assorted boxed games & cards. There was a large deck with a large BBQ. All the rooms a large family would need. Clean and functional kitchen. A responsive owner that was immediately available for any questions. The view of the lake was delightful. If you find yourself in the Poultney VT. vicinity, this is the place to stay."
Vermont Lake House
Exterior
Cabin in So. Vt Spring deals enjoy the Mtns.
10.0 out of 10, Exceptional, (97)
"Everything was lovely. Owners were extremely pleasant. Muffins in the morning was a great touch. We will be back."
Cabin in So. Vt Spring deals enjoy the Mtns.
Aerial view
The Swirl Suite at Killington: Brand New Remodeled 1 BR/2BA Suite 142
10.0 out of 10, Exceptional, (7)
"We loved the condo. We stayed for a school break, family of three and it was just what we needed to unplug from our busy life. Easy to get everywhere. We will definitely rent it again on our next trip."
The Swirl Suite at Killington: Brand New Remodeled 1 BR/2BA Suite 142
Fridge, microwave, oven, stovetop
Luxurious Secluded Cottage Massage Studio on Site November & December Discounts
10.0 out of 10, Exceptional, (34)
"Beautiful cottage equipped with everything you might need. Incredibly clean, comfortable and a helpful, friendly host."
The price is €230
per night
15 May - 16 May
Luxurious Secluded Cottage Massage Studio on Site November & December Discounts
Ultimate relaxing vacation
9.8 out of 10, Exceptional, (152)
"Very quiet, very spacious, huge outside deck. "
The price is €166
per night
15 May - 16 May
Ultimate relaxing vacation
Exterior
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (174)
"It was very clean and area is beautiful. The pictures did not show inside stairs and i just had back surgery. It was very difficult for me on stairs. I wish i knew that before booking.. Also the couch in living room was terrible to sit in. If they remodeled the upstairs, i would stay again. Thank you"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
1 bedroom, free WiFi, bed sheets
Treehouse at Wise Pines- SoBo
9.8 out of 10, Exceptional, (9)
"This is an adorable spot! Super quiet, the treehouse is very unique, and moments away from downtown Woodstock. We’ll be back!"
The price is €176
per night
14 May - 15 May
Treehouse at Wise Pines- SoBo
Exterior
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
9.8 out of 10, Exceptional, (157)
"The place is beautiful and the stay was fantastic. It is up a couple mile hill/road from the center of town, just long enough to make you feel you are out of the hustle. The property presents very well. The rooms are large for private space with 2 common rooms that are just as large for group time. The one suggestion would be to add a check in book of information, including necessary passwords (WIFI) and local attractions/restaurants. We had much of this in the interaction with the host through...
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
Fridge, microwave, oven, stovetop
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
9.8 out of 10, Exceptional, (15)
"Great location to restaurant and ski mountain"
The price is €270
per night
14 May - 15 May
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Property grounds
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, (141)
"Ursula was super helpful and the location is very charming. Perfect spot for us!"
The price is €509
per night
1 Jun - 2 Jun
Idyllic Lakefront House Suited Two Families
Fridge, microwave, oven, stovetop
Lakefront home with amazing views, fireplace, firepit, & gas grill
9.8 out of 10, Exceptional, (58)
"Awesome house. Great location. I would stay there again for sure!"
Lakefront home with amazing views, fireplace, firepit, & gas grill
Property grounds
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, (187)
"We had a lovely stay, the kayaks and canoe were the feature of one afternoon and we greatly enjoyed paddling around Lake Pauline and checking out both dam areas. The house is very clean and well maintained, we fell in love with all the windows and light coming in the bedroom across from the bathroom. The quick walk to the sugar house was a feature for my kids, they also loved having the wii in their room and playing Mario kart with their aunt/uncle."
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Property grounds
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, (27)
"Spacious and well kept....everything needed for for a fantastic group ski trip! Check in a breeze with communication from the owner. We look forward to a return trip!"
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Indoor spa tub
Trail Creek 33 | Condo in Killington
9.8 out of 10, Exceptional, (12)
"Wonderful location located just south of the slopes. A bit of a walk to the lift but doable and fantastic trail to ski home. Very clean, loft area was a great addition. Very nice to have complimentary shampoo/conditioner/soap and dishwasher and laundry detergent. Everything we need for baking/meals. Lots of extra pillows!"
Trail Creek 33 | Condo in Killington
Fridge, microwave, oven, stovetop
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (30)
"Two families stayed for a ski trip to okemo. Proximity to the mountain was a big plus for us. The cabin is cozy."
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Don't see what you're looking for?
See all available properties in Rutland
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.

Other types of properties in Rutland you may be interested in

Exterior
Hampton Inn Rutland
2.5 star property
9.0 out of 10, Wonderful, (776)
"The staff is amazing 👏 "
The price is €138
per night
2 Jun - 3 Jun
Hampton Inn Rutland
Blackout curtains, iron/ironing board, bed sheets
Best Western Inn & Suites Rutland-Killington
2.5 star property
8.8 out of 10, Excellent, (1001)
"Enjoyed our stay greatly. Freindly staff fair breakfast and loved being set back in woods a bit!"
The price is €174
per night
31 May - 1 Jun
Best Western Inn & Suites Rutland-Killington
Indoor pool
Comfort Inn Trolley Square
2.5 star property
8.0 out of 10, Very good, (1004)
"No USB"
The price is €145
per night
19 May - 20 May
Comfort Inn Trolley Square
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.

Frequently asked questions

Can I find a holiday rental in Rutland?

Yes, there are holiday rentals in Rutland close to Vermont State Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday.

What are some of the best holiday rentals that Rutland has to offer?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: This holiday home rental outside of Rutland is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals are there in Rutland?

Choose from 43 Expedia holiday rentals in Rutland for a memorable holiday.

What can I see and do in Rutland?

Family-friendly attractions include Green Mountain Rock Climbing Center and Hathaway Farm, whereas Pine Hill Park and McLaughlin Falls are a couple of great spots to enjoy the outdoors. Other places in town to visit include Paramount Theater and Vermont State Fairgrounds.

What are holiday rentals like in Rutland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rutland. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a small group gathering.