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Holiday Rentals in Rutland County

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Top Cities in Rutland County

Holiday RentalsHoliday Rentals

Castleton

Castleton

Our top choices for Rutland County holiday rentals

Dining
Cozy Rutland Retreat

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.6 out of 10, Exceptional, (5)
"Peaceful stay in the city! We were headed to the rodeo, so this was the perfect distance away! "
United States
Aislinn F.
The price is €181
includes taxes & fees
13 Jan - 14 Jan 2026
Cozy Rutland Retreat
Exterior
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 Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
2.0 star property
Killington
10.0 out of 10, Exceptional, (1)
"8 mins drive from ski lodge"
United States
YUXIANG
The price is €276
includes taxes & fees
19 Jan - 20 Jan 2026
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Interior
Make memories at this unique and family-friendly Vermont cabin!

Make memories at this unique and family-friendly Vermont cabin!

Make memories at this unique and family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (10)
"Loved the place! Just an hour from lake george! "
United States
Yami N.
The price is €255
includes taxes & fees
1 Jan - 2 Jan 2026
Make memories at this unique and family-friendly Vermont cabin!
Condo, 1 Bedroom | Exterior
Killington Ski Resort VT Vacation Condos

Killington Ski Resort VT Vacation Condos

Killington Ski Resort VT Vacation Condos
3.5 star property
Killington
The price is €359
includes taxes & fees
21 Jan - 22 Jan 2026
Killington Ski Resort VT Vacation Condos
Ultimate relaxing vacation

Ultimate relaxing vacation

Ultimate relaxing vacation
Orwell
9.8 out of 10, Exceptional, (215)
"Great stay! Right on the lake with a great dock to relax and enjoy the summer days."
United States
Harry S.
The price is €156
includes taxes & fees
1 Jan - 2 Jan 2026
Ultimate relaxing vacation
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

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
2.5 star property
Rutland
9.2 out of 10, Wonderful, (5)
The price is €168
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Condo, 1 Bedroom, Kitchen, Garden View | Terrace/patio
The Suites at Killington Center

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is €380
includes taxes & fees
14 Jan - 15 Jan 2026
The Suites at Killington Center
Restaurant
Mountain Green Resort

Mountain Green Resort

Mountain Green Resort
4.0 star property
Killington
6.0 out of 10, (1)
"Clean room, elevator broken and not enough bathroom towels."
United States
Jing
The price is €786
includes taxes & fees
5 Jan - 6 Jan 2026
Mountain Green Resort
Interior
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

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6)
"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 €245
includes taxes & fees
4 Jan - 5 Jan 2026
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Property grounds
Clean & bright condo with mountain views & modern kitchen - walk to lifts

Clean & bright condo with mountain views & modern kitchen - walk to lifts

Clean & bright condo with mountain views & modern kitchen - walk to lifts
Killington
7.2 out of 10, Good, (44)
"Perfect place for a long weekend"
United States
Patrick D.
The price is €249
includes taxes & fees
12 Jan - 13 Jan 2026
Clean & bright condo with mountain views & modern kitchen - walk to lifts
TV, DVD player, books
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Killington
9.4 out of 10, Exceptional, (9)
"Great property, as advertised."
United States
Chris A.
The price is €294
includes taxes & fees
7 Jan - 8 Jan 2026
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Terrace/patio
Killington condo 5 min to killington resort

Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
9.4 out of 10, Exceptional, (8)
"We loved staying here. It was comfortable, had everything we needed. 100% would stay here again!"
United States
Vanessa O.
Killington condo 5 min to killington resort
Fridge, microwave, dishwasher, coffee/tea maker
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Killington
9.4 out of 10, Exceptional, (64)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is €333
includes taxes & fees
29 Jan - 30 Jan 2026
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Exterior
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

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
10.0 out of 10, Exceptional, (6)
"perfect setup, very clean and comfortable. "
United States
Jeremiah J.
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Fridge, microwave, oven, stovetop
Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
8.0 out of 10, Very good, (1)
"The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking...
United States
Dean
The price is €343
includes taxes & fees
13 Jan - 14 Jan 2026
Luxury Condo Tucked in the Heart of Killington
Fridge, microwave, oven, stovetop
Feel the real VT! Fall foliage, hikes, foodie’s delight!

Feel the real VT! Fall foliage, hikes, foodie’s delight!

Feel the real VT! Fall foliage, hikes, foodie’s delight!
2.0 star property
Proctor
10.0 out of 10, Exceptional, (1)
"Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip."
United States
Rebecca
The price is €619
includes taxes & fees
21 Jan - 22 Jan 2026
Feel the real VT! Fall foliage, hikes, foodie’s delight!
Property grounds
Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.4 out of 10, Very good, (32)
"Great stay!"
United States
Bryann F.
The price is €332
includes taxes & fees
12 Jan - 13 Jan 2026
Comfortable mountain gem with pool, mountain views, & indoor parking space
1 bedroom, WiFi
Emrose Luxury Cabins 20

Emrose Luxury Cabins 20

Emrose Luxury Cabins 20
Brandon
The price is €254
includes taxes & fees
2 Jan - 3 Jan 2026
Emrose Luxury Cabins 20
Fridge, microwave, oven, stovetop
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

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

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
9.8 out of 10, Exceptional, (61)
"We enjoyed our stay, location was super convenient for dining & skiing. We will consider this property for any future trips. Thank you"
United States
Kyle H.
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Indoor pool
Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
7.2 out of 10, Good, (30)
"beds were comfortable"
United States
Juan T.
The price is €320
includes taxes & fees
7 Jan - 8 Jan 2026
Welcoming condo near the slopes with free WiFi and full kitchen
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

Lake Bomoseen Lodge

Lake Bomoseen Lodge

10/10 Excellent
"friendly staff, clean room"
Rick 2-night trip
Posted 1 day ago
Lake Bomoseen Lodge

Find out more about Rutland County

Holiday Homes in Rutland County

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