New Milford, Connecticut

Vacation Rentals in New Milford, Connecticut

Discover 35 vacation rental properties in New Milford. From 1 to 7 bedrooms. Average $473/night. 100% have pools.

35 verified listings Book securely on VRBO Prices updated March 2026

35 properties available

The Nest at The Granary

The Nest at The Granary

1 bed 1 bath
PoolA/CWiFiBalcony
$170/night
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Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT

Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT

7 beds 6 baths
PoolA/CWiFiBalcony
$1,942/night
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Direct Water Front Home, Private Boat Dock, Kayaks

Direct Water Front Home, Private Boat Dock, Kayaks

3 beds 2 baths
PoolA/CWiFiBalcony
$611/night
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Spectacular Lake front house

Spectacular Lake front house

4 beds 3 baths
PoolA/CWiFiBalcony
$885/night
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Candlewood Lake Retreat with year round views

Candlewood Lake Retreat with year round views

3 beds 1 bath
PoolA/CWiFiBalcony
$307/night
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Candlewood Lake Front with Dock,Chef's Kitchen. Sleeps 12

Candlewood Lake Front with Dock,Chef's Kitchen. Sleeps 12

5 beds 3 baths
PoolA/CWiFiBalcony
$500/night
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Private hidden gem walking distance to town, restaurants, and shopping!

Private hidden gem walking distance to town, restaurants, and shopping!

3 beds 2 baths
PoolA/CWiFiBalcony
$387/night
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Historic 1750's farmhouse w/hot tub, outdoor fireplace and gym.

Historic 1750's farmhouse w/hot tub, outdoor fireplace and gym.

3 beds 3 baths
PoolA/CWiFiBalcony
$751/night
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Exclusive & Bucolic Spot in Ideal Area with Heated & Private Pool

Exclusive & Bucolic Spot in Ideal Area with Heated & Private Pool

2 beds 1 bath
PoolA/CWiFiBalcony
$541/night
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Beautiful New Milford home(1/4mile to Candlewood Lake & Marina+big private pool)

Beautiful New Milford home(1/4mile to Candlewood Lake & Marina+big private pool)

4 beds 2 baths
PoolA/CWiFiBalcony
$499/night
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Stay on an Alpaca Farm

Stay on an Alpaca Farm

2 beds 3 baths
PoolA/CWiFiBalcony
$188/night
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New Milford Home on Candlewood Lake w/ Dock!

New Milford Home on Candlewood Lake w/ Dock!

3 beds 3 baths
PoolA/CWiFiBalcony
$359/night
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Direct Waterfront on Candlewood Lake, 2 Private Docks, 5 Bedrooms, Sleeps 10

Direct Waterfront on Candlewood Lake, 2 Private Docks, 5 Bedrooms, Sleeps 10

5 beds 3 baths
PoolA/CWiFiBalcony
$677/night
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The Long View of Candlewood Lake

The Long View of Candlewood Lake

4 beds 3 baths
PoolA/CWiFiBalcony
$436/night
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STEPPING STONES, Candlewood Lake Cottage, 3BR 2BA w/ Hot Tub & Pool Table!

STEPPING STONES, Candlewood Lake Cottage, 3BR 2BA w/ Hot Tub & Pool Table!

3 beds 2 baths
PoolA/CWiFiBalcony
$326/night
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Still Waters Retreat

Still Waters Retreat

3 beds 2 baths
PoolA/CWiFiBalcony
$384/night
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Charming Lakeview Cottage In Candlewood Lake Private Beach Community

Charming Lakeview Cottage In Candlewood Lake Private Beach Community

3 beds 2 baths
PoolA/CWiFiBalcony
$348/night
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Charming & Classic LAKEFRONT Chalet: Vintage 3BR, 1BA and beautifully furnished

Charming & Classic LAKEFRONT Chalet: Vintage 3BR, 1BA and beautifully furnished

3 beds 1 bath
PoolA/CWiFiBalcony
$394/night
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Renovated, one level home in an excellent location

Renovated, one level home in an excellent location

3 beds 2 baths
PoolA/CWiFiBalcony
$225/night
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Private home next to Candlewood lake and Candlelight farms inn

Private home next to Candlewood lake and Candlelight farms inn

3 beds 3 baths
PoolA/CWiFiBalcony
$390/night
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Creekside Retreat Tent

Creekside Retreat Tent

1 bed 1 bath
PoolA/CWiFiBalcony
$145/night
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Your Lake House this summer! Cozy cottage with full lake community amenities!

Your Lake House this summer! Cozy cottage with full lake community amenities!

2 beds 1 bath
PoolA/CWiFiBalcony
$201/night
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Farm House

Farm House

2 beds 2 baths
PoolA/CWiFiBalcony
$309/night
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Country home with pool/tennis/pickleball

Country home with pool/tennis/pickleball

3 beds 2 baths
PoolA/CWiFiBalcony
$226/night
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Candlewood Lake Luxurious Family Waterfront Retreat

Candlewood Lake Luxurious Family Waterfront Retreat

5 beds 3 baths
PoolA/CWiFiBalcony
$1,072/night
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Enjoy a getaway on the scenic Housatonic River/Lake Lilinonah in New Milford, CT

Enjoy a getaway on the scenic Housatonic River/Lake Lilinonah in New Milford, CT

4 beds 2 baths
PoolA/CWiFiBalcony
$500/night
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Quiet Historic Retreat

Quiet Historic Retreat

4 beds 2 baths
PoolA/CWiFiBalcony
$236/night
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Direct Waterfront on Candlewood Lake with / boat slip/ hot tub & outdoor kitchen

Direct Waterfront on Candlewood Lake with / boat slip/ hot tub & outdoor kitchen

3 beds 1 bath
PoolA/CWiFiBalcony
$871/night
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Cozy Lake Cottage with Hot Tub, Views, Kayaks

Cozy Lake Cottage with Hot Tub, Views, Kayaks

3 beds 1 bath
PoolA/CWiFiBalcony
$300/night
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Modern cabin with fireplace and beautiful views

Modern cabin with fireplace and beautiful views

3 beds 2 baths
PoolA/CWiFiBalcony
$424/night
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Private Hilltop Cabin at Houndcliffe

Private Hilltop Cabin at Houndcliffe

3 beds 3 baths
PoolA/CWiFiBalcony
$495/night
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Mabels Hollow Farm, In The Heart Of Litchfield County

Mabels Hollow Farm, In The Heart Of Litchfield County

5 beds 1 bath
PoolA/CWiFiBalcony
$599/night
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Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit

Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit

5 beds 3 baths
PoolA/CWiFiBalcony
$499/night
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Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

1 bed 1 bath
PoolA/CWiFiBalcony
$150/night
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Lake House rental 3 bedrooms boat slip tennis court

Lake House rental 3 bedrooms boat slip tennis court

3 beds 1 bath
PoolA/CWiFiBalcony
$199/night
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