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Search results; Over 1,000 homes in Chaplin

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Guest favourite
Cottage in Chaplin
Clark Cottage in the historic village in Chaplin
2 bedrooms, 3 beds, 1 private bathroom
29 Sept – 4 Oct
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4.89 out of 5 average rating, 157 reviews
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Home in Chaplin
Rustic wood by state forest
3 bedrooms, 4 beds, 1 bathroom
23–28 Sept
4.67 out of 5 average rating, 6 reviews
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Guest favourite
Guest house in Hampton
Spacious, unique barn with beautiful views.
2 bedrooms, 4 beds, 1.5 bathrooms
20–25 Sept
4.95 out of 5 average rating, 177 reviews
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Top guest favourite
Tiny home in Mansfield
Handcrafted Timber Frame Cabin Retreat
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 39 reviews
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Top guest favourite
Home in Hampton
The Guest House at Maplehurst
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Home in Tolland
Backyard Tiny House in the Woods
1 bedroom, 1 bed, 1.5 bathrooms
8–13 Nov
4.97 out of 5 average rating, 89 reviews
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Guest favourite
Home in Mansfield
Country Farmhouse at Holiday Hill
3 bedrooms, 4 beds, 2 bathrooms
11–16 Nov
4.96 out of 5 average rating, 85 reviews
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Guest favourite
Cabin in Coventry
Lakefront – King – W&D – Pets OK – Kayaks – SUPs
3 bedrooms, 5 beds, 1 bathroom
27 Sept – 2 Oct
4.89 out of 5 average rating, 197 reviews
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Guest favourite
Flat in Windham
One bedroom, sleeps 4 with 2 queen beds!
1 bedroom, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 12 reviews
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Cottage in Hampton
Hampton 'Quiet Corner Cottage' w/ Fireplace & Yard
3 bedrooms, 6 beds, 1.5 bathrooms
3–8 Oct
4.86 out of 5 average rating, 118 reviews
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Guest favourite
Flat in Ashford
Enjoy a Farm Stay without the Work
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 285 reviews
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Top guest favourite
Loft in Willington
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 531 reviews
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Top guest favourite
Barn in Hampton
Little Rest Studio
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 82 reviews
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Top guest favourite
Room in Mansfield
Woods Room
1 bed, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 181 reviews
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Top guest favourite
Tiny home in Voluntown
"Amanita" Tiny Cabin on Beach Pond Shore w/Sauna
1 bedroom, 1 bed, WC
24–29 Oct
4.99 out of 5 average rating, 119 reviews
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Top guest favourite
Guest house in Pomfret
Cottage in Quiet Corner. Four miles from town.
4 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 88 reviews
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Top guest favourite
Home in Hampton
Connecticut Country Escape
3 bedrooms, 4 beds, 3 bathrooms
25–30 Oct
5.0 out of 5 average rating, 63 reviews
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Flat in Hampton
Pastoral retreat
1 bedroom, 4 beds, 1 bathroom
21–26 Sept
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Top guest favourite
Guest suite in Mansfield
Cozy private apt 8 mins from UCONN - solar powered
2 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 243 reviews