Rutland Holiday Rentals

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Holiday Rentals in Rutland

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

The price is NZ$559
includes taxes & fees
23 July - 24 July
5-15 Minutes from Mountains, Balcony, Fireplace, Fast Wifi

Cozy Cavendish Bunk minutes to Okemo

9.8 out of 10, Exceptional, (6)
"Very cozy and had all the essentials we needed for our trip! Check in and check out were easy, and it was perfect for our winter trip. It's a short drive to Okemo, which is super convenient - would definitely stay here again!"
The price is NZ$396
includes taxes & fees
13 July - 14 July
Cozy Cavendish Bunk minutes to Okemo

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

The price is NZ$847
includes taxes & fees
18 July - 19 July
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Sleep Woodstock - Dog Friendly King Suite

The price is NZ$267
includes taxes & fees
13 July - 14 July
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - 2 Double Beds - Dog Friendly

The price is NZ$236
includes taxes & fees
15 July - 16 July
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock Mobility Impaired Accessible Suite

The price is NZ$235
includes taxes & fees
23 July - 24 July
Sleep Woodstock Mobility Impaired Accessible Suite

Sleep Woodstock - Deluxe Suite

2.0 star property
The price is NZ$607
includes taxes & fees
13 July - 14 July
Sleep Woodstock - Deluxe Suite

A charming 1820's farmhouse

10.0 out of 10, Exceptional, (27)
"this property had a very different feel because it was once an inn, which made it feel like we had the whole inn to ourselves, which was lovely. The place is spotless, everything you could possibly need is there, and it is beautifully decorated."
The price is NZ$2,195
includes taxes & fees
1 Aug - 2 Aug
A charming 1820's farmhouse

The Bridgewater House | Game Room | Hiking | Golf

9.4 out of 10, Exceptional, (6)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
The price is NZ$939
includes taxes & fees
14 July - 15 July
The Bridgewater House | Game Room | Hiking | Golf

Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

9.8 out of 10, Exceptional, (84)
"We had a great stay at this home for a long weekend skiing at Okemo. "
The price is NZ$694
includes taxes & fees
13 July - 14 July
Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

9.8 out of 10, Exceptional, (99)
"Great location and house was very nice."
The price is NZ$668
includes taxes & fees
13 July - 14 July
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Okemo's Back Room - in the heart of the village on the shuttle route!

9.6 out of 10, Exceptional, (14)
"Perfect location. Charming place to stay. Very clean. Great view of the creek."
The price is NZ$574
includes taxes & fees
30 July - 31 July
Okemo's Back Room - in the heart of the village on the shuttle route!

Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath

10.0 out of 10, Exceptional, (1)
"We booked this for a last minute trip to Okemo and it was perfect for our group. It is only a couple minutes from Okemo base and a couple minutes from the cute downtown and a supermarket and craft beer store. The host was easy to talk to and extremely available, and very friendly and helpful! The house was in great condition, clean, and updated."
The price is NZ$1,814
includes taxes & fees
11 Aug - 12 Aug
Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath

New Ludlow Village Home with Stunning Okemo Mountain View

10.0 out of 10, Exceptional, (6)
"Beautiful and clean place near Okemo with everything you need. "
The price is NZ$1,191
includes taxes & fees
12 July - 13 July
New Ludlow Village Home with Stunning Okemo Mountain View

NEW Hot Tub/Lakeview/Pool Table/Okemo Ski House

The price is NZ$1,503
includes taxes & fees
14 July - 15 July
NEW Hot Tub/Lakeview/Pool Table/Okemo Ski House

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

9.4 out of 10, Exceptional, (16)
"We celebrated my sister's 80th birthday at Blueberry Hill. It was very quiet, pleasant and perfect for our family."
The price is NZ$892
includes taxes & fees
14 July - 15 July
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Modern Farm House…minutes to Okemo; 2 King beds!

9.4 out of 10, Exceptional, (10)
"We were a few families visiting for a ski weekend. Location was great and the house was clean, updated, and had plenty of space. Only thing we thought was inconvenient was the lack of spare TP! "
The price is NZ$709
includes taxes & fees
16 July - 17 July
Modern Farm House…minutes to Okemo; 2 King beds!

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

9.8 out of 10, Exceptional, (36)
"Very nice"
The price is NZ$1,064
includes taxes & fees
13 July - 14 July
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

RoundTop Chalet- Hot Tub, Grill, Hiking!

The price is NZ$1,070
includes taxes & fees
5 Aug - 6 Aug
RoundTop Chalet- Hot Tub, Grill, Hiking!

Queen Studio on the 2nd floor with outdoor heated pool 207

8.0 out of 10, Very good, (5)
"Overall a good option for a visit to Killington if you don’t need to be on the access road. The outdoor heated pool was a really nice way to relax after a day of skiing. If you don’t want to drive, there is a pretty good restaurant across the street. The only slight concern is if more units than unit 207 are listed on VRBO (the unit we stayed in). I’m glad we had an upstairs unit because the floor was very squeaky. I was wondering if it was annoying the unit below us. With that minor detail...
The price is NZ$262
includes taxes & fees
27 July - 28 July
Queen Studio on the 2nd floor with outdoor heated pool 207
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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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?

Quaint lakefront home with a private deck, firepit, and dock: This holiday home rental outside of Rutland is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Rutland?

Choose from 47 Expedia holiday rentals in Rutland for a memorable holiday.

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 Rutland Country Club.

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.