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Rutland County Holiday Rentals

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Top Holiday Rentals Destinations in Rutland County

Cabin in Killington

3.0 star property
9.0 out of 10, Wonderful, (53)
"Clean and beautiful scenery "
United States
David
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Condo resort in Killington

2.0 star property
7.0 out of 10, Good, (15)
"Great communication from Jeff."
United States
Dennis
The price is NZ$455
includes taxes & fees
9 Dec - 10 Dec
Mountain Green

Cabin in Orwell

9.8 out of 10, Exceptional, (214)
"Great stay! Right on the lake with a great dock to relax and enjoy the summer days."
United States
Harry S.
The price is NZ$310
includes taxes & fees
9 Dec - 10 Dec
Ultimate relaxing vacation

Condo in Killington

2.0 star property
The price is NZ$558
includes taxes & fees
9 Dec - 10 Dec
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

Cabin in Rutland

2.5 star property
9.4 out of 10, Exceptional, (3)
"Absolutely adored our stay! The cabin was cozy and had everything we could need and the hot tub was a huge plus after a long day of snowboarding. Would definitely come back!"
United States
Erin M.
The price is NZ$334
includes taxes & fees
10 Dec - 11 Dec
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Condo in Killington

9.6 out of 10, Exceptional, (92)
"This condo provided everything we needed for a nice stay of skiing. We very much enjoyed our stay."
United States
Shawn C.
Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE

Condo in Killington

9.4 out of 10, Exceptional, (63)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is NZ$440
includes taxes & fees
9 Dec - 10 Dec
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Cabin in Tinmouth

10.0 out of 10, Exceptional, (179)
"Beautiful log cabin near mountains. Quiet and relaxing vacation to get away from it all. "
United States
Sandra B.
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Holiday Home in Killington

9.8 out of 10, Exceptional, (60)
"Ski in/ Ski out Great locationJoel was very helpful and friendly. Really enjoyed our stay. "
United States
cynthia c.
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Condo in Killington

8.2 out of 10, Very good, (38)
"Room was constantly too hot. Otherwise a great stay"
United States
Cameron M.
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Holiday Home in killington

9.6 out of 10, Exceptional, (17)
"Great place to stay. Central location, bedrooms spacious and common areas w/plenty of space to hang out."
United States
Scott B.
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

Condo in Killington

2.0 star property
9.8 out of 10, Exceptional, (17)
"It was clean and check-in was simple. "
United States
David M.
Killington Retreat

Holiday Home in Mount Holly

6.0 out of 10, (2)
"Great host and house! "
United States
Steve M.
Historic 1843 4+ bedroom house in Belmont next to Okemo and VAST, Gigabit Wifi

Holiday Home in Castleton

9.4 out of 10, Exceptional, (107)
"My family enjoyed their stay very much. "
United States
Miriam N.
Water front home with large two tiered deck! 2 bathrooms 😂

Condo in Killington

10.0 out of 10, Exceptional, (21)
"Excellent location "
United States
Colin G.
⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.

Condo in Mendon

9.8 out of 10, Exceptional, (13)
"Great property for a couple with kids going skiing and or other activities at Killington."
United States
Francescxavier
Ski condo close to multiple resorts

Holiday Home in Killington

8.8 out of 10, Excellent, (88)
"Loved the location and the local amenities in the area. Had fun visiting Woodstock."
United States
Steven A K.
Ski-in/out sunrise condo with pool & hot tub - great ski retreat

Holiday Home in west rutland

10.0 out of 10, Exceptional, (88)
"Comfy stay with all the amenities. "
United States
Susan B.
Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts

Condo in Killington

3.0 star property
9.4 out of 10, Exceptional, (16)
"Very nice stay."
United States
Marianne H.
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Condo in Killington

8.4 out of 10, Very good, (32)
"Great stay!"
United States
Bryann F.
The price is NZ$471
includes taxes & fees
9 Dec - 10 Dec
Comfortable mountain gem with pool, mountain views, & indoor parking space
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

Find out more about Rutland County

Everything you need to know about Rutland County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rutland County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rutland County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rutland County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rutland County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rutland County holiday rentals we have selected for you start as low as NZ$310 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rutland County rentals

At Expedia, we put the best Rutland County holiday 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 County 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 County holiday.

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 County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.