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Vacation rentals in Checkerboard

Vacation rentals in Checkerboard

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Checkerboard

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • The Swan House
    SUPERHOSTEntire house · 6 guests · 2 beds · 1 bathroom
    The Swan House

    This home has been in the family for almost 70 years. We affectionately call it the Swan House. It has original woodwork, high ceilings and a "grandma's house" feeling. Though not large, this house has vintage/eclectic type furnishings that are functional and quaint. Our family uses this house for fishing and skiing and for personal stays but you will have the place to yourself while renting. We would love to share the Swan House experience with you.

    What guests are saying:

    “The Swan House had everything we needed for a fun ski weekend getaway. The house is in the perfect location in town, quiet and walkable. The beds were so comfortable and there was plenty of room for the 5 of us. Would definitely recommend!”

  • Cottonwood Cottage
    SUPERHOSTEntire cottage · 2 guests · 1 bed · 1 bathroom
    Cottonwood Cottage

    Cozy little old cottage just a short walk from downtown and hot springs spa. Full kitchen. Bathroom has shower. Bedroom has one full size bed. This small space is affordable and should accommodate you comfortably.

    What guests are saying:

    “As in the story of the 3 bears, Suzanne's place is truly 'just right!.' So very comfortable and near everything in White Sulfur. Suzanne communicates timely and provides lovely little touches to make place cozy. Hope to return! Highly recommended”

  • A Great Escape-Amish pine cabin-Ringling, Montana.
    SUPERHOSTEntire cabin · 4 guests · 4 beds · 1 bathroom
    A Great Escape-Amish pine cabin-Ringling, Montana.

    Make this small, showpiece pine cabin with full kitchen, loft, bedroom, and bath on private land under the unforgettable big sky of Montana your home away from home. Located in Ringling, MT, between the Crazy Mts, Castle Mts. and Bridger Mts. of the Rocky Mountains, the cabin is ideal for relaxing and recharging. Hike, fish, bike, ski, and fall in love with the outdoors, or hunker down in the cabin and enjoy the amazing quietness.

    What guests are saying:

    “My husband and I and a friend stayed here for a hunting trip. My husband and I stayed up in the loft and to our delighted surprise, the bed were sooo comfortable. Our friend who stayed in the bedroom below reported that he slept on clouds the whole time! Bed comfort is a huge priority for us especially after a long day of hunting in the mountains. The cabin was warm and welcoming and the host provided so many thoughtful amenities that we fell in love with the place. There was no wifi but, there were plenty of games and puzzles and it was so great to get to "unplug" for a while. The hostess also plowed the driveway and walkway for us before we arrived. The Ringling bar was 2 minutes down the street, which had amazing seafood and steak dinner. We loved staying here and hope we get to again!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Checkerboard holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Checkerboard

The Barnwood Cabin
SUPERHOSTEntire cabin
The Barnwood Cabin
Price:€106 / night
Neihart Retreat
SUPERHOSTEntire cabin
Neihart Retreat
Price:€82 / night
Double O Lodging
SUPERHOSTEntire house
Double O Lodging
Price:€178 / night
Montana mallards
Entire flat
Montana mallards
Price:€76 / night
White Sulphur Springs Poor Farm
SUPERHOSTEntire flat
White Sulphur Springs Poor Farm
Price:€155 / night
White Sulphur Springs House
SUPERHOSTPrivate room
White Sulphur Springs House
Price:€71 / night
Red Roof=Hot Springs.Snowmobiling.Skiing.Brewery!!
SUPERHOSTEntire house
Red Roof=Hot Springs.Snowmobiling.Skiing.Brewery!!
Price:€123 / night
Smith River Gateway Apartment
SUPERHOSTEntire flat
Smith River Gateway Apartment
Price:€79 / night
7 Bedroom Mountain Vacation Home
Entire house
7 Bedroom Mountain Vacation Home
Price:€400 / night
Bonanza Creek Getaway - Cowboy Cabin
Entire cabin
Bonanza Creek Getaway - Cowboy Cabin
Price:€200 / night
The Turkey Roost
Entire flat
The Turkey Roost
Price:€89 / night
Cabin in MONTANA MOUNTAINS
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Cabin in MONTANA MOUNTAINS
Price:€132 / night
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