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Search results; Over 1,000 homes in Plymouth

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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
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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
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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
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Villa in Thomaston
Historic Entire Home: Luxury Group Retreat
5 bedrooms, 5 beds, 4.5 bathrooms
1–6 Sept
4.94 out of 5 average rating, 18 reviews
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Home in Plymouth
Stylish 2BR Retreat w/ Deck, Yard
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
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Top guest favourite
Cabin in Harwinton
Beautiful Brook-side Log Cabin on 3 Private Acres
2 bedrooms, 2 queen beds, 1.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 111 reviews
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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
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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, 9 reviews
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Home in Plymouth
#33- Newly Constructed - Luxury Collection
1 bed, 1.5 bathrooms
1–6 Sept
New place to stay
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Guest suite in Thomaston
Tranquil Farmhouse Retreat
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.81 out of 5 average rating, 112 reviews
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Flat in Plymouth
#32- Sleeps 10! Litchfield County
3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Sept
4.86 out of 5 average rating, 7 reviews
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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
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Guest favourite
Home in Plymouth
NEW! Charming Lakefront House
3 bedrooms, 4 beds, 1 bathroom
1–6 Sept
4.89 out of 5 average rating, 35 reviews
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Guest favourite
Home in Litchfield
Stunning Views, Bucolic Bliss in 1790s Farmhouse
5 bedrooms, 8 beds, 3.5 bathrooms
18–23 Sept
4.93 out of 5 average rating, 212 reviews
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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, 190 reviews
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Top guest favourite
Guest suite in Watertown
Private King suite w/ separate entry-Walk to Taft!
1 bedroom, 2 beds, 1 bathroom
3–8 Sept
4.98 out of 5 average rating, 102 reviews
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Top guest favourite
Home in Bethlehem
Lakefront Retreat | Private Dock | Sleeps 8
3 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Home in Bethlehem
Litchfield County Farmhouse with a Modern Twist
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
4.98 out of 5 average rating, 335 reviews
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Superhost
Cottage in Litchfield
The oldest home in Litchfield.
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 16 reviews