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.
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Popular amenities for guest house rentals in Litchfield County
Family-friendly guest house rentals
Guest house in Barkhamsted
4.87 out of 5 average rating, 86 reviewsFarmington River Carriage House Pleasant Valley CT
1–8 Sep
Guest house in Gaylordsville
4.98 out of 5 average rating, 91 reviewsAdorable Cottage in Pastoral Setting
16–23 Mar
Guest house in New Milford
4.94 out of 5 average rating, 178 reviewsCharming Cottage w/Pastoral Views
7–14 Nov
Guest house in Winchester
4.97 out of 5 average rating, 59 reviewsYear-round Lakefront Highland Lake - Immaculate
18–25 Feb
Guest house rentals with a patio
Guest house in New Fairfield
4.65 out of 5 average rating, 20 reviewsSquantz Cottage , Lakeview , w/ kayaks+firepit!
31 Mar – 7 Apr
Guest house in Millerton
5.0 out of 5 average rating, 4 reviewsThree Corner Farm
18–25 Sep
Guest house in Cornwall
4.9 out of 5 average rating, 21 reviews1 bedroom pool house.
27 Sep – 4 Oct
Guest house in New Milford
Charming guest cottage
3–10 Nov
Guest house in Cornwall
Lodge with pond on spectacular 300 acre estate
14–21 May
Guest house rentals with a washing machine and dryer
Guest house in Litchfield
5.0 out of 5 average rating, 7 reviewsLight and airy refurbished barn
5–12 Nov
Guest house in Goshen
Sawmill House
22–29 Sep
Guest house in New Milford
4.94 out of 5 average rating, 178 reviewsCharming Cottage w/Pastoral Views
7–14 Nov
Guest house in Sharon
5.0 out of 5 average rating, 65 reviewsCottage with a Waterfall View
15–22 Sep
Guest house in Litchfield
5.0 out of 5 average rating, 15 reviewsBantam Woods Retreat - 2 bedrooms with queen beds
16–23 Sep
Guest house in Litchfield
4.91 out of 5 average rating, 11 reviewsCozy remodeled Cottage
20–27 Apr
Guest house in New Milford
5.0 out of 5 average rating, 43 reviewsLuxury in the Litchfield Hills
25 Mar – 1 Apr
Guest house in Washington
5.0 out of 5 average rating, 16 reviewsPrivate, cozy woodland getaway.
19–26 May
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