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Search results; Over 1,000 homes in Plymouth

Top guest favourite
Cottage in Plymouth
Cozy Oasis, Lakefront with Stunning Sunset Views
2 bedrooms, 3 beds, 2 private bathrooms
13–18 Sept
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4.94 out of 5 average rating, 151 reviews
Guest favourite
Bungalow in Plymouth
Lakefront Bungalow Bliss | Serene 2BR Retreat
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 125 reviews
Superhost
Cottage in Plymouth
Lakefront Retreat | Hot Tub + Summer Fun
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 77 reviews
Top guest favourite
Home in Plymouth
Lakefront Getaway • Hot Tub, Decks, Fires & More
3 bedrooms, 4 beds, 3 bathrooms
10–15 Sept
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Plymouth
Charming 3BR Hill House *Remodeled* w/Arcade
3 bedrooms, 4 beds, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 137 reviews
Guest favourite
Villa in Thomaston
Historic Entire Home: Luxury Group Retreat
5 bedrooms, 5 beds, 4.5 bathrooms
11–16 Sept
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Guest suite in Watertown
Private King suite w/ separate entry-Walk to Taft!
1 bedroom, 2 beds, 1 bathroom
10–15 Sept
4.98 out of 5 average rating, 102 reviews
Guest favourite
Home in Watertown
Litchfield County Cottage
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Harwinton
1800’s Farmhouse in the hills of Litchfield County
4 bedrooms, 5 beds, 2 bathrooms
11–16 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Cottage in Burlington
Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away
3 bedrooms, 4 beds, 1.5 bathrooms
22–27 Sept
4.98 out of 5 average rating, 194 reviews
Top guest favourite
Chalet in Litchfield
SerenityCT
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 50 reviews
Guest favourite
Home in Plymouth
Lakefront Escape | Private Dock, Kayaks & Fire Pit
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 12 reviews
Home in Plymouth
Stylish 2BR Retreat w/ Deck, Yard
2 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Waterbury
Come and enjoy the BURY's of CT!
2 bedrooms, 4 beds, 1 bathroom
16–21 Oct
4.95 out of 5 average rating, 106 reviews
Top guest favourite
Flat in Thomaston
One bedroom Luxury studio
1 bedroom, 1 bed, 1 bathroom
1–6 Jan
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Waterbury
Amazing views of the Brass City
3 bedrooms, 3 beds, 1.5 bathrooms
19–24 Oct
4.96 out of 5 average rating, 161 reviews
Cottage in Plymouth
Modern Terryville Cottage w/ Deck & Lake View!
2 bedrooms, 2 beds, 1 bathroom
17–22 Sept
4.72 out of 5 average rating, 18 reviews
Home in Plymouth
#33- Newly Constructed - Luxury Collection
1 bed, 1.5 bathrooms
10–15 Sept
4.67 out of 5 average rating, 3 reviews
Guest favourite
Home in Wolcott
Oasis Home | Seasonal Pool, BBQ & Pool Table
4 bedrooms, 5 beds, 1.5 bathrooms
13–18 Sept
4.93 out of 5 average rating, 46 reviews