
Guest house holiday rentals in Litchfield County
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Top-rated guest house rentals in Litchfield County
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Litchfield County
Family-friendly guest house rentals

Cozy Cottage by the Pond

Adorable Cottage in Pastoral Setting

Charming country cottage near Rhinebeck

Cozy cottage on Angus Farm, 15 mins from Hudson.

Amadeus "English Garden Studio"

Rustic 2 bedroom Stissing Lake Guest Cabin
Guest house rentals with a patio

Sherwood Barn - close to ski mountain

French Guest House in Waccabuc

Guesthouse at Bantam Woods - 2 bedrooms

Fishing Lodge on Large Country Estate

New Haven Pizza Cozy Guest House 1 mile to yale

Serene one bedroom guest house with fireplace.

Private, cozy woodland getaway.

Peaceful Meadow Retreat
Guest house rentals with a washing machine and dryer

The Blacksmith Cottage

House in the Trees w/ Pool & Tennis

Stunning lake side modern barn in Hudson Valley

The Nest. Large studio in the Woods.

The Cottage

Tranquil getaway cottage in charming neighborhood

Cottage on Coddington Lane

Guest Suite at Wisteria Gardens
Destinations to explore
- Hudson Valley Holiday rentals
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- Rentals with pools Litchfield County
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- Fairfield Beach
- Yale University
- Six Flags New England
- TPC River Highlands
- Walnut Public Beach
- Woodmont Beach
- Jennings Beach
- Thunder Ridge Ski Area
- Silver Sands Beach
- Brownstone Adventure Sports Park
- Bushnell Park
- Bash Bish Falls State Park
- Seaside Beach
- Sherwood Island State Park
- Calf Pasture Beach
- Hudson Highlands State Park
- Wildemere Beach
- Kent Falls State Park
- Bayview Beach
- Walkway Over the Hudson State Historic Park
- Norman Rockwell Museum
- Catamount Mountain Ski Resort
- Anchor Beach
- Southport Beach