Holiday Homes in Rutland

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 June - 28 June

Our top choices for Rutland holiday homes

Private kitchen

Holiday Home in Mendon

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
9.8 out of 10, Exceptional, (6 reviews)
"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 AU$344
includes taxes & fees
9 Mar - 10 Mar
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Microwave, oven, stovetop, dishwasher

Holiday Home in Rutland

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
The price is AU$876
includes taxes & fees
16 Mar - 17 Mar
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Interior

Holiday Home in Rutland

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
10.0 out of 10, Exceptional, (3 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
United States
Dominic C.
The price is AU$609
includes taxes & fees
9 Mar - 10 Mar
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Dining

Holiday Home in Mendon

large ski ranch hot tub close to killington pets ok
9.6 out of 10, Exceptional, (4 reviews)
"Amazing stay! Gorgeous house, clean, perfect location. The host was super responsive and made the check in check out process so easy.Highly reccomend and can’t wait to stay again next year. "
United States
Nicole H.
The price is AU$994
includes taxes & fees
9 Mar - 10 Mar
large ski ranch hot tub close to killington pets ok
Interior

Holiday Home in Killington

CozyDen-Location, Ski Off/Shuttle On!
10.0 out of 10, Exceptional, (1 review)
"Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. "
United States
denise k.
The price is AU$582
includes taxes & fees
17 Mar - 18 Mar
CozyDen-Location, Ski Off/Shuttle On!
Interior

Holiday Home in Killington

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
The price is AU$687
includes taxes & fees
9 Mar - 10 Mar
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Fridge, microwave, oven, stovetop

Holiday Home in Ludlow

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
9.8 out of 10, Exceptional, (107 reviews)
"Had a wonderful stay. Clean,well kept and cozy."
United States
Edwin G.
The price is AU$677
includes taxes & fees
25 Mar - 26 Mar
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Interior

Holiday Home in Ludlow

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
9.8 out of 10, Exceptional, (85 reviews)
"We had a great stay at this home for a long weekend skiing at Okemo. "
United States
Lisa W.
The price is AU$677
includes taxes & fees
25 Mar - 26 Mar
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Property grounds

Holiday Home in Bridgewater

Large Killington Area Home | Sleeps 7 | Game Room
9.6 out of 10, Exceptional, (7 reviews)
"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."
United States
Owen C.
The price is AU$806
includes taxes & fees
24 Mar - 25 Mar
Large Killington Area Home | Sleeps 7 | Game Room
Property grounds

Holiday Home in Killington

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
10.0 out of 10, Exceptional, (1 review)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
United States
Catherine S.
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
TV, offices

Holiday Home in Killington

The Tower House | Hot Tub | Firepit | Dog-Friendly
9.0 out of 10, Wonderful, (2 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is AU$1,049
includes taxes & fees
23 Mar - 24 Mar
The Tower House | Hot Tub | Firepit | Dog-Friendly
Marina

Holiday Home in Bomoseen

The Bomoseen Bungalow: Vermont Lake House with Private Dock
9.6 out of 10, Exceptional, (4 reviews)
"Nice place to stay. Very well equipped and clean."
United States
Rich S.
The price is AU$739
includes taxes & fees
9 Mar - 10 Mar
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Dining

Holiday Home in Ludlow

New Ludlow Village Home with Stunning Okemo Mountain View
10.0 out of 10, Exceptional, (13 reviews)
"Vacationing with friends. The home was great; good location, lots of space, very clean and well kept. Would definitely stay there again. "
United States
Linda H.
The price is AU$1,214
includes taxes & fees
8 Mar - 9 Mar
New Ludlow Village Home with Stunning Okemo Mountain View
TV, fireplace

Holiday Home in Bridgewater

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
8.0 out of 10, Very good, (2 reviews)
"Great place for a ski weekend"
United States
Kathryn F.
The price is AU$948
includes taxes & fees
9 Mar - 10 Mar
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
Smart TV, fireplace, video games, books

Holiday Home in Mt Holly

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
9.8 out of 10, Exceptional, (39 reviews)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is AU$807
includes taxes & fees
22 Mar - 23 Mar
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Outdoor spa tub

Holiday Home in Killington

The Big Lebearski! Hot Tub, FirePlace!
10.0 out of 10, Exceptional, (19 reviews)
"Great location and excellent hosts "
United States
Peter G.
The Big Lebearski! Hot Tub, FirePlace!
TV

Holiday Home in North Sherburne

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
10.0 out of 10, Exceptional, (1 review)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
United States
Essa R.
The price is AU$847
includes taxes & fees
11 Mar - 12 Mar
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
Exterior

Holiday Home in North Sherburne

Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
9.6 out of 10, Exceptional, (23 reviews)
"Great trip, very responsive host. The house was perfect - tons of space, and lots to do. Would absolutely stay again! "
United States
Erik H.
The price is AU$1,606
includes taxes & fees
10 Mar - 11 Mar
Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
Golf

Holiday Home in Killington

TheGrizz! Shuttle on/off!
10.0 out of 10, Exceptional, (4 reviews)
"Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. "
United States
Angela S.
The price is AU$749
includes taxes & fees
16 Mar - 17 Mar
TheGrizz! Shuttle on/off!
Exterior

Holiday Home in Killington

BearRight- Pool, Hot Tub, Sauna.
9.8 out of 10, Exceptional, (11 reviews)
"Great location and easy, fun stay. "
United States
Lauren B.
The price is AU$1,318
includes taxes & fees
9 Mar - 10 Mar
BearRight- Pool, Hot Tub, Sauna.
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
"The breakfast and staff were AMAZING! Freshly made scrambled eggs, bacon, sausage patties, french toast, waffles, Cabot yogurt with all the fixings, dry cereal, hot oatmeal, breads, muffins, danish, etc. Everything was delicious and well presented as well! Forgot to mention freshly gound coffee! YUM! KUDOS!"
Elizabeth 2-night trip
Posted 6 hours ago
On The River Inn

Find out more about Rutland

Rutland Holiday Homes information

Number of reviews
224
Accommodation
834 Holiday Homes
Lowest Price
AU$344
Highest Price
AU$1,606