Guest house holiday rentals in Fairfield County
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Top-rated guest house rentals in Fairfield 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 Fairfield County
Family-friendly guest house rentals
Guest house in Milford
4.92 out of 5 average rating, 191 reviewsSilversands Air-Bnb You’re right Here!
27 Dec – 3 Jan
Guest house in Norwalk
5.0 out of 5 average rating, 58 reviewsCottage by the Sea
11–18 Oct
Guest house in Norwalk
5.0 out of 5 average rating, 18 reviewsGuest Cottage in Rowayton
12–19 Jan
Guest house in Gaylordsville
4.98 out of 5 average rating, 91 reviewsAdorable Cottage in Pastoral Setting
20–27 Nov
Guest house rentals with a patio
Guest house in New Milford
5.0 out of 5 average rating, 43 reviewsLuxury in the Litchfield Hills
17–24 Jan
Guest house in Weston
4.96 out of 5 average rating, 26 reviewsNature Lovers Guesthouse
19–26 Sept
Guest house in Wilton
5.0 out of 5 average rating, 22 reviewsThe Ciderhouse Cottage - private escape in Wilton
9–16 Nov
Guest house in North Castle
4.98 out of 5 average rating, 44 reviewsMagical 1700's 1 bedroom cottage
31 Jul – 7 Aug
Guest house in Redding
4.97 out of 5 average rating, 30 reviewsThe Cottage in Redding
23–30 Apr
Guest house in Waccabuc
4.97 out of 5 average rating, 34 reviewsFrench Guest House in Waccabuc
18–25 Jun
Guest house in Brewster
4.94 out of 5 average rating, 99 reviewsSherwood Barn - close to ski mountain
6–13 Oct
Guest house in Weston
5.0 out of 5 average rating, 52 reviewsAdorable 1-Bedroom Cottage w/ Mezzanine Weston, CT
15–22 Apr
Guest house rentals with a washing machine and dryer
Guest house in South Salem
5.0 out of 5 average rating, 66 reviewsNewly renovated guesthouse with a patio
25 Jul – 1 Aug
Guest house in Setauket- East Setauket
4.85 out of 5 average rating, 135 reviewsNewly Renovated Water Front Cottage in Setauket
15–22 Feb
Guest house in New Fairfield
4.65 out of 5 average rating, 20 reviewsSquantz Cottage , Lakeview , w/ kayaks+firepit!
1–8 Dec
Guest house in Norwalk
5.0 out of 5 average rating, 9 reviews1-Bedroom Guest Cottage
31 Oct – 7 Nov
Guest house in Pound Ridge
4.8 out of 5 average rating, 15 reviewsPound Ridge Cottage
1–8 Oct
Guest house in Bedford
5.0 out of 5 average rating, 13 reviewsRed Coat Cottage
22–29 Jan
Guest house in Easton
4.84 out of 5 average rating, 95 reviewsEntire Guest House at Fox Pond Farm.
29 Sept – 6 Oct
Guest house in Greenwich
5.0 out of 5 average rating, 5 reviewsCottage Escape! Country Retreat!
19–26 Oct
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