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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, 76 reviews
Guest favourite
Villa in Thomaston
Historic Entire Home: Luxury Group Retreat
5 bedrooms, 5 beds, 4.5 bathrooms
3–8 Sept
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Home in Plymouth
Lakefront Getaway • Hot Tub, Decks, Fires & More
3 bedrooms, 4 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 25 reviews
Home in Plymouth
Stylish 2BR Retreat w/ Deck, Yard
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
Home in Plymouth
#33- Newly Constructed - Luxury Collection
1 bed, 1.5 bathrooms
7–12 Sept
4.67 out of 5 average rating, 3 reviews
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, 11 reviews
Top guest favourite
Home in Wolcott
Peaceful 2BR Retreat Near Bristol & Waterbury
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Oct
4.96 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
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
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
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, 192 reviews
Cottage in Plymouth
Modern Terryville Cottage w/ Deck & Lake View!
2 bedrooms, 2 beds, 1 bathroom
3–8 Sept
4.71 out of 5 average rating, 17 reviews
Guest favourite
Home in Waterbury
Come and enjoy the BURY's of CT!
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 105 reviews
Flat in Plymouth
#32- Sleeps 10! Litchfield County
3 bedrooms, 5 beds, 2.5 bathrooms
12–17 Sept
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Farm stay in Litchfield
Gray Rock Farm - The whole place to yourself
6 bedrooms, 9 beds, 4 bathrooms
20–25 Oct
4.97 out of 5 average rating, 61 reviews
Guest favourite
Home in Plymouth
NEW! Charming Lakefront House
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.89 out of 5 average rating, 35 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, 159 reviews