Guesthouse vacation rentals in Litchfield County
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Top-rated guesthouse rentals in Litchfield County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Litchfield County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Wolcott
5.0 out of 5 average rating, 4 reviewsGallagher Village Lakefront Cottage - EV Friendly
Guesthouse in Gaylordsville
4.98 out of 5 average rating, 91 reviewsAdorable Cottage in Pastoral Setting
Guesthouse in New Milford
4.94 out of 5 average rating, 178 reviewsCharming Cottage w/Pastoral Views
Guesthouse in Winchester
4.97 out of 5 average rating, 59 reviewsYear-round Lakefront Highland Lake - Immaculate
Guesthouse in Barkhamsted
4.87 out of 5 average rating, 86 reviewsFarmington River Carriage House Pleasant Valley CT
Guest house rentals with a patio
Guesthouse in Morris
5.0 out of 5 average rating, 5 reviewsTreehouse on Bantam Lake!
Guesthouse in New Fairfield
4.65 out of 5 average rating, 20 reviewsSquantz Cottage , Lakeview , w/ kayaks+firepit!
Guesthouse in Millerton
5.0 out of 5 average rating, 4 reviewsThree Corner Farm
Guesthouse in Cornwall
4.91 out of 5 average rating, 22 reviews1 bedroom pool house.
Guesthouse in New Milford
Charming guest cottage
Guesthouse in Cornwall
Lodge with fishing pond - private 300 acre estate
Guest house rentals with a washer and dryer
Guesthouse in Litchfield
5.0 out of 5 average rating, 7 reviewsLight and airy refurbished barn
Guesthouse in Goshen
Sawmill House
Guesthouse in New Milford
4.94 out of 5 average rating, 178 reviewsCharming Cottage w/Pastoral Views
Guesthouse in Sharon
5.0 out of 5 average rating, 66 reviewsCottage with a Waterfall View
Guesthouse in New Milford
5.0 out of 5 average rating, 44 reviewsLuxury in the Litchfield Hills
Guesthouse in Litchfield
5.0 out of 5 average rating, 16 reviewsBantam Woods Retreat - 2 bedrooms with queen beds
Guesthouse in Litchfield
4.92 out of 5 average rating, 12 reviewsCozy remodeled Cottage
Guesthouse in Gaylordsville
4.98 out of 5 average rating, 91 reviewsAdorable Cottage in Pastoral Setting
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