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Search results; Over 1,000 homes in Chaplin

Guest favourite
Cottage in Chaplin
Clark Cottage in the historic village in Chaplin
2 bedrooms, 3 beds, 1 private bathroom
29 Jul – 3 Aug
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4.89 out of 5 average rating, 154 reviews
Top guest favourite
Tiny home in Mansfield
Handcrafted Timber Frame Cabin Retreat
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Guest favourite
Guest house in Hampton
Spacious, unique barn with beautiful views.
4.95 out of 5 average rating, 171 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
20–25 Jul
Top guest favourite
Room in Mansfield
Woods Room
4.99 out of 5 average rating, 173 reviews, 1 bed, 1 bathroom
20–25 Jul
Top guest favourite
Home in Hampton
The Guest House at Maplehurst
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Jul
Superhost
Flat in Windham
One bedroom newly renovated clean and quiet. Apt F
4.87 out of 5 average rating, 159 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
Guest favourite
Home in Tolland
The Carriage House
4.94 out of 5 average rating, 285 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Hampton
Connecticut Country Escape
5.0 out of 5 average rating, 57 reviews, 3 bedrooms, 4 beds, 3 bathrooms
20–25 Jul
Home in Chaplin
Rustic wood by state forest
4.67 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 1 bathroom
30 Dec – 4 Jan
Top guest favourite
Guest house in Brooklyn
Historic Railroad Caboose - Unique CT Farm Escape
5.0 out of 5 average rating, 71 reviews, 1 bedroom, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Bed and breakfast in Pomfret
Barn Swallow Suite @TONMAR
5.0 out of 5 average rating, 78 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Flat in Windham
Just renovated, spacious, clean and quiet! Apt E
4.87 out of 5 average rating, 119 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Jul
Top guest favourite
Home in Coventry
Hillside Haven
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 6 beds, 2 bathrooms
28 Oct – 2 Nov
Guest favourite
Room in Mansfield
Finished carpeted basement with private bathroom.
4.91 out of 5 average rating, 106 reviews, 2 single beds, 1 bathroom
20–25 Jul
Top guest favourite
Room in Hampton
Spacious Deluxe Suite with private entrance
4.97 out of 5 average rating, 102 reviews, 4 beds, 1 bathroom
25–30 Aug
Top guest favourite
Home in Ashford
Lakefront Retreat w/ Stunning Water Views
4.97 out of 5 average rating, 29 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
Guest favourite
Home in Hampton
Wings & Wildflowers at the Glen
4.93 out of 5 average rating, 27 reviews, 2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Stafford
Lakefront! Completely Renovated! Kayaks-Privacy
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
Guest favourite
Room in Mansfield
Beech Mountain Garden
4.97 out of 5 average rating, 74 reviews, 1 queen bed, 1.5 bathrooms
25–30 Jul