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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
10–15 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, 3 bathrooms
5–10 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Plymouth
Charming 3BR Hill House *Remodeled* w/Arcade
3 bedrooms, 4 beds, 1 bathroom
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, 2 bathrooms
29 Jul – 3 Aug
4.99 out of 5 average rating, 121 reviews
Guest favourite
Home in Plymouth
NEW! Charming Lakefront House
3 bedrooms, 4 beds, 1 bathroom
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, 1 bathroom
4–9 Jul
New place to stay
Home in Plymouth
Lakefront Retreat | Private Dock, Kayaks& Fire Pit
4 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
Superhost
Cottage in Plymouth
Lakefront Retreat | Hot Tub + Summer Fun
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
4.92 out of 5 average rating, 73 reviews
Flat in Plymouth
#32- Sleeps 10! Litchfield County
3 bedrooms, 5 beds, 2.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 3 reviews
Home in Plymouth
#33- Newly Constructed - Luxury Collection
1 bed, 1.5 bathrooms
7–12 Jul
New place to stay
Cottage in Plymouth
Modern Terryville Cottage w/ Deck & Lake View!
2 bedrooms, 2 beds, 1 bathroom
16–21 Jul
4.69 out of 5 average rating, 16 reviews
Guest favourite
Home in Plymouth
Charming Lakefront Retreat with Spring Lake Views
2 bedrooms, 3 beds, 2 bathrooms
9–14 Jul
4.73 out of 5 average rating, 51 reviews
Guest favourite
Home in Wolcott
Oasis Home | Seasonal Pool, BBQ & Pool Table
4 bedrooms, 5 beds, 1.5 bathrooms
17–22 Aug
4.94 out of 5 average rating, 35 reviews
Guest favourite
Home in Bristol
Cozy Family Home - Kid & Pet Friendly
3 bedrooms, 4 beds, 1.5 bathrooms
11–16 Oct
4.92 out of 5 average rating, 234 reviews
Guest favourite
Villa in Thomaston
Historic Entire Home: Luxury Group Retreat
5 bedrooms, 5 beds, 4.5 bathrooms
3–8 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, 2 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 124 reviews
Home in Watertown
Historic Litchfield County Home
5 bedrooms, 6 beds, 3.5 bathrooms
13–18 Jul
4.87 out of 5 average rating, 31 reviews
Home in Thomaston
Tranquil Farmhouse Retreat Full Home
4 bedrooms, 6 beds, 3 bathrooms
19–24 Jul
New place to stay
Home in Waterbury
Charming Connecticut Retreat Near Museums & Hiking
3 bedrooms, 5 beds, 1.5 bathrooms
12–17 Jul
4.61 out of 5 average rating, 18 reviews