The 10 best holiday homes in Rutland, USA | Booking.com
Skip to main content

Holiday Homes in Rutland

Find the holiday homes that appeal to you the most

Holiday Homes for every style

Find the right holiday home for you in Rutland

The best holiday homes in Rutland

Check out our pick of great holiday homes in Rutland

Show hotels on map

Filter by:

Review score

Charming Killington Center Studio Condo #341 on the Bus Route - Summer Pool

Killington (Near Rutland)

Charming Killington Center Studio Condo #341 on the Bus Route - Summer Pool is situated in Killington, 2.9 km from Gifford Woods State Park, 4.6 km from Pico Peak, as well as 32 km from Mount Tom.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 6 reviews
Check availability

Killington Center 131

Killington (Near Rutland)

Located in Killington, Killington Center 131 provides accommodation with a heated pool. The property is set 2.8 km from Gifford Woods State Park, 4.5 km from Pico Peak and 32 km from Mount Tom.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 6 reviews
Check availability

Highridge B14 Enjoy the view ski back trail shuttle service sports center

Killington (Near Rutland)

Featuring a sauna, Highridge B14 Enjoy the view ski back trail shuttle service sports center is set in Killington. A hot tub is available for guests, along with a fitness room.

Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 6 reviews
Check availability

Idyllic Wallingford Retreat - Near Skiing and Hiking

Wallingford (Near Rutland)

Idyllic Wallingford Retreat - Near Skiing and Hiking is situated in Wallingford, 33 km from Pico Peak, 35 km from Gifford Woods State Park, and 36 km from Mount Equinox.

O
Olesia
From
United States
Absolutely delighted with the accommodation’s perfect location just 20 minutes away from the Okemo resort. It’s offering convenience and comfort—a true gem to stumble upon!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 11 reviews
Check availability

Green Mountain Cabins

Killington (Near Rutland)

Located in Killington and only 13 km from Killington Mountain, Green Mountain Cabins provides accommodation with mountain views, free WiFi and free private parking.

D
Dessislava
From
Germany
Wonderful cabin, very friendly owner, everything was perfect!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 38 reviews
Check availability

Cozy 2-Bedroom Northbrook #3 with Fireplace

Killington (Near Rutland)

Set in Killington in the Vermont region, Cozy 2-Bedroom Northbrook #3 with Fireplace features a patio.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 9 reviews
Check availability

Two bedroom Townhouse within walking distance to all activities Glazebrook J4

Killington (Near Rutland)

Set in Killington in the Vermont region, Two bedroom Townhouse within walking distance to all activities Glazebrook J4 has a balcony.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 7 reviews
Check availability

Highridge J5A Comfortable Hotel Room Stay with Access to Pool, Hot Tub & Gym!

Killington (Near Rutland)

Situated in Killington, 7.5 km from Gifford Woods State Park, Highridge J5A Comfortable Hotel Room Stay with Access to Pool, Hot Tub & Gym!

E
Elizabeth
From
Australia
Location is beautiful and has a nice hub of restaurants close by. Overall good stay for the price point!
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 5 reviews
Check availability

Amazing view, location, ski back trails, sports center, pool Highridge B4 Highridge

Killington (Near Rutland)

Featuring a sauna, Amazing view, location, ski back trails, sports center, pool Highridge B4 Highridge is set in Killington. Guests may go for a swim in the heated pool.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 9 reviews
Check availability

Woods V17 2-Bed & Loft with Fireplace, whirlpool tub, and sports center

Killington (Near Rutland)

6.2 km from Killington Mountain in Killington, Woods V17 2-Bed & Loft with Fireplace, whirlpool tub, and sports center provides accommodation with access to a hot tub, spa facilities and wellness...

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 6 reviews
Check availability
All holiday homes in Rutland

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Rutland and surroundings in the past month

See all

Save money on holiday homes in Rutland and nearby – budget options available

  • Beechwood Home

    Mendon
    Budget options available

    Located 17 km from Pico Peak, 18 km from Gifford Woods State Park and 6.4 km from Mclaughlin Falls, Beechwood Home provides accommodation situated in Mendon.

  • Forest Mountain Escape- Beautiful Mountaintop Escape in Mendon, VT, 20 min to Killington 14 to Pico, home, a property with a garden, is situated in Mendon, 18 km from Gifford Woods State Park, 50 km...

  • Winter Lore

    Mendon
    Budget options available

    Featuring a spa bath, Winter Lore is located in Mendon. This property offers access to a balcony, free private parking and free WiFi.

  • Winter Lore Brought to you by GetAway Vacations is situated in Mendon, 12 km from Gifford Woods State Park, 43 km from Mount Tom, and 9.1 km from Mclaughlin Falls.

  • Winter Lore

    Mendon
    Budget options available

    Located in Mendon, 18 km from Killington Mountain and 10 km from Pico Peak, Winter Lore offers air conditioning. Guests staying at this holiday home have access to a fully equipped kitchen.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Pond View Cabin Brought to you by GetAway Vacations is situated in Chittenden, 16 km from Gifford Woods State Park, 47 km from Mount Tom, and 13 km from Mclaughlin Falls.

  • Pond View Cabin

    Chittenden
    Budget options available

    Set in Chittenden, 22 km from Killington Mountain and 15 km from Pico Peak, Pond View Cabin offers air conditioning. This property offers access to a balcony, free private parking and free WiFi.

  • Proctor Stays

    Proctor
    Budget options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Proctor Stays, a property with a garden, is situated in Proctor, 30 km from Gifford Woods State Park, 21 km from Mount Horrid Observation Site, as well as 22 km from Mclaughlin Falls.

    From US$456.13 per night

Enjoy breakfast in Rutland and nearby

Research, refine and make plans for your whole trip

Holiday Homes in the United States

Eager to explore more of the United States? Find hotels up and down the country!

Holiday Homes in New York

Discover another destination in the United States.

Holiday Homes in Las Vegas

Discover another destination in the United States.

Holiday Homes in Killington

Find more hotels in a city close to Killington.

Hotels near Dartmouth College

Hotels close to a popular local landmark.

Flights to Rutland

Find and compare prices for this popular flight route.

Hotels near Burlington International Airport

Got a stopover, late arrival or early departure? Find hotels conveniently close to the airport.

When to visit the United States

Events, prices, the weather and more.

Holiday Homes in Vermont

Extend your search and explore the surrounding area.