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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
19–24 Jul
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4.95 out of 5 average rating, 148 reviews
Top guest favourite
Home in Plymouth
Lakefront Getaway • Hot Tub, Decks, Fires & More
3 bedrooms, 4 beds
7–12 Jul
5.0 out of 5 average rating, 17 reviews
Flat in Plymouth
Spacious 1 Bed Apt - Litchfield County
1 bedroom, 1 bed
7–12 Jul
New place to stay
Home in Plymouth
Lakefront Retreat | Private Dock, Kayaks& Fire Pit
4 bedrooms, 5 beds
7–12 Jul
Guest favourite
Home in Plymouth
Charming 3BR Hill House *Remodeled* w/Arcade
3 bedrooms, 4 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 135 reviews
Top guest favourite
Home in Plymouth
Cozy escape w/private hot tub & backyard skatepark
4 bedrooms, 4 beds
31 Jul – 5 Aug
4.99 out of 5 average rating, 122 reviews
Guest favourite
Home in Plymouth
NEW! Charming Lakefront House
3 bedrooms, 4 beds
16–21 Aug
4.9 out of 5 average rating, 31 reviews
Home in Waterbury
Private Waterbury Home with a huge backyard.
3 bedrooms, 7 beds
17–22 Jul
New place to stay
Superhost
Cottage in Plymouth
Lakefront Retreat | Hot Tub + Summer Fun
2 bedrooms, 4 beds
19–24 Aug
4.92 out of 5 average rating, 73 reviews
Cottage in Plymouth
Modern Terryville Cottage w/ Deck & Lake View!
2 bedrooms, 2 beds
19–24 Jul
4.69 out of 5 average rating, 16 reviews
Guest favourite
Villa in Thomaston
Historic Entire Home: Luxury Group Retreat
5 bedrooms, 5 beds
19–24 Jul
4.94 out of 5 average rating, 17 reviews
Guest favourite
Bungalow in Plymouth
Lakefront Bungalow Bliss | Serene 2BR Retreat
2 bedrooms, 2 queen beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 124 reviews
Home in Waterbury
Charming Connecticut Retreat Near Museums & Hiking
3 bedrooms, 5 beds
12–17 Jul
4.61 out of 5 average rating, 18 reviews
Flat in Plymouth
#32- Sleeps 10! Litchfield County
3 bedrooms, 5 beds
26–31 Jul
5.0 out of 5 average rating, 3 reviews
Home in Plymouth
#33- Newly Constructed - Luxury Collection
1 bed
7–12 Jul
New place to stay
Home in Thomaston
Tranquil Farmhouse Retreat Full Home
4 bedrooms, 6 beds
15–20 Jul
New place to stay
Guest favourite
Home in Bristol
Cozy Family Home - Kid & Pet Friendly
3 bedrooms, 4 beds
19–24 Sept
4.92 out of 5 average rating, 234 reviews
Superhost
Home in Waterbury
Beautiful bunker hill home with Gym and yard!
2 bedrooms, 2 beds
12–17 Jul
4.75 out of 5 average rating, 4 reviews
Top guest favourite
Home in Waterbury
Amazing views of the Brass City
3 bedrooms, 3 beds
19–24 Jul
4.96 out of 5 average rating, 154 reviews