Photo by Killington Resort

Rutland Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Rutland holiday rentals

9.2 out of 10, Wonderful, (5)
The price is AU$295
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
9.6 out of 10, Exceptional, (126)
"Great stay. Would stay again."
United States
Jacob S.
Killington Mountain Ski resort five minutes away
9.0 out of 10, Wonderful, (54)
"Clean room and everything I expected it to be. Will definitely book again!"
United States
Emmanuel
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
The price is AU$599
includes taxes & fees
5 Jan - 6 Jan 2026
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

Condo resort in Killington

Mountain Green
2.0 star property
7.0 out of 10, Good, (15)
"Great communication from Jeff."
United States
Dennis
The price is AU$454
includes taxes & fees
21 Dec - 22 Dec
Mountain Green
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 AU$274
includes taxes & fees
22 Dec - 23 Dec
Ultimate relaxing vacation
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is AU$524
includes taxes & fees
11 Jan - 12 Jan 2026
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
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
9.6 out of 10, Exceptional, (129)
"Beautiful place! Enjoyed our stay!"
United States
Cathy B.
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
8.8 out of 10, Excellent, (10)
"Clean and cozy!"
United States
nicholas
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing
8.0 out of 10, Very good, (41)
"Plenty of space and the two living rooms are great because the upstairs living room is very small."
United States
Brad H.
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Condo in Killington

Killington Retreat
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
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.
10.0 out of 10, Exceptional, (21)
"Relaxing stay in a great area."
United States
Lukasz S.
Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12
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!

Aparthotel in Clock Tower Base Area

Solitude Village at Okemo by Vail Resorts
4.0 star property
8.0 out of 10, Very good, (32)
"Great location!"
United States
DIEN
Solitude Village at Okemo by Vail Resorts
10.0 out of 10, Exceptional, (131)
"We had a wonderful stay at Quechee Hollow! The townhome had everything we needed and the setting was picturesque. The beds were super comfortable and the kitchen was fully equipped. After a long day of driving it was nice to sip wine in front of the fireplace and play backgammon. Convenient location. "
United States
Ginger H.
Renovated Retreat • Fireplace • Coffee Bar • Minutes to Skiing & Woodstock
10.0 out of 10, Exceptional, (1)
"It was really great"
United States
Christopher W.
Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger
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
9.8 out of 10, Exceptional, (181)
"Great stay, for a golf trip with 12 guys, there was plenty of room for everyone, would definitely recommend and will be trying to come back and stay as well!"
United States
Matt C.
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Rutland Hotel Reviews

Find out more about Rutland

Everything you need to know about Rutland 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 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Rutland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rutland. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rutland 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 holiday rentals we have selected for you start as low as AU$274 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland 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 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 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable: This holiday home rental outside of Rutland is located in the city centre, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Rutland?

Choose from 49 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 Killington Resort.

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.