A winding road surrounded by autumn foliage.

Rutland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Rutland vacation rentals

Aerial view

1. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is P14,262
P29,495 total
includes taxes & fees
Oct 25 - Oct 26
The Suites at Killington Center
Room

2. Cozy Hotel Room Style Studio Condo With Pool

Cozy Hotel Room Style Studio Condo With Pool
3.0 star property
Killington
Cozy Hotel Room Style Studio Condo With Pool
A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

3. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"Woman who runs the place is great, such a nice little cabin beautiful views! "
United States
Jessica
The price is P7,879
P12,009 total
includes taxes & fees
Nov 1 - Nov 2
Fat Sheep Farm & Cabins
A picnic table and a fire pit by a lake with a forest in the background.

4. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is P9,351
P18,731 total
includes taxes & fees
Oct 15 - Oct 16
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
A wooden deck with a hot tub, outdoor seating, and a view of a forested hillside.

5. Killington Cabin, Hot Tub & Foliage Views!

Killington Cabin, Hot Tub & Foliage Views!
3.0 star property
Stockbridge
Killington Cabin, Hot Tub & Foliage Views!
A spacious living area with a fireplace, a dining area, and a kitchen.

6. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is P86,231
P134,968 total
includes taxes & fees
Oct 24 - Oct 25
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
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

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"Very much enjoyed our stay! The property is beautiful and hosts lovely. We loved the breakfast pancakes and chocolate chip cookies! Easy access to hiking trails. Would definitely stay here again!"
Sharon 2-night trip
Posted 17 hours ago
Mountain Meadows Lodge

Find out more about Rutland

Search for holiday rentals in Rutland on Expedia! You can easily find your home rentals, villas, holiday apartments in Rutland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Rutland!

Frequently asked questions

Can I find a vacation rental in Rutland?

Yes, there are vacation rentals in Rutland near Vermont State Fairgrounds, or you can choose a more remote option if you're looking for extra privacy while you relax. 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 vacation.

How many vacation rentals are there in Rutland?

Choose from 56 Expedia vacation rentals in Rutland for a memorable vacation.

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 vacation rentals like in Rutland?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Rutland. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips or small group gatherings.