Washington, Connecticut

Vacation Rentals in Washington, Connecticut

Discover 24 vacation rental properties in Washington. From 2 to 8 bedrooms. Average $917/night. 100% have pools.

24 verified listings Book securely on VRBO Prices updated March 2026

24 properties available

Perfect cabin getaway. 5mins from hiking trails & lake Waramaug

Perfect cabin getaway. 5mins from hiking trails & lake Waramaug

3 beds 1 bath
PoolA/CWiFiBalcony
$321/night
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Modern Barn, NEW Luxurious Home

Modern Barn, NEW Luxurious Home

4 beds 4 baths
PoolA/CWiFiBalcony
$819/night
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Beautiful pet friendly riverfront vacation home on the Bantam River in Washington Depot

Beautiful pet friendly riverfront vacation home on the Bantam River in Washington Depot

3 beds 2 baths
PoolA/CWiFiBalcony
$400/night
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Historic Estate on 40 Private Acres with Pool, Pond & Views!

Historic Estate on 40 Private Acres with Pool, Pond & Views!

5 beds 4 baths
PoolA/CWiFiBalcony
$1,001/night
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Available Month of August! Gracious Country Home in Washington, CT.

Available Month of August! Gracious Country Home in Washington, CT.

4 beds 3 baths
PoolA/CWiFiBalcony
$551/night
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Gorgeous Year-Round Mid-Century Lake House Gem on sought after Lake Waramaug!

Gorgeous Year-Round Mid-Century Lake House Gem on sought after Lake Waramaug!

3 beds 2 baths
PoolA/CWiFiBalcony
$500/night
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BEST TOWN WASHINGTON! "Kielwasser" PoshPadsCT Ski, Pool, 4 FPs, Bikes, Orchards

BEST TOWN WASHINGTON! "Kielwasser" PoshPadsCT Ski, Pool, 4 FPs, Bikes, Orchards

5 beds 3 baths
PoolA/CWiFiBalcony
$1,336/night
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Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video

Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video

4 beds 3 baths
PoolA/CWiFiBalcony
$983/night
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BEST TOWN WASHINGTON PoshPadsCT "SOUTH ST" 2Hrs NYC, Mint, Pool, Ski, BBQ, Bike

BEST TOWN WASHINGTON PoshPadsCT "SOUTH ST" 2Hrs NYC, Mint, Pool, Ski, BBQ, Bike

4 beds 2 baths
PoolA/CWiFiBalcony
$955/night
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Large family compound , guest house, barn, pool on 13 acres

Large family compound , guest house, barn, pool on 13 acres

2 baths
PoolA/CWiFiBalcony
$1,198/night
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100% WASHINGTON! PoshPadsCT "KIRBY" 2HrsNYC, 3BR, Spa, Ski, Walking Neighborhood

100% WASHINGTON! PoshPadsCT "KIRBY" 2HrsNYC, 3BR, Spa, Ski, Walking Neighborhood

3 beds 2 baths
PoolA/CWiFiBalcony
$718/night
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Charming Country House with Pool, Spa, and Garden

Charming Country House with Pool, Spa, and Garden

4 beds 3 baths
PoolA/CWiFiBalcony
$1,996/night
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Lake Waramaug Luxury Retreat- Get Away from the City; Country Living at its Best

Lake Waramaug Luxury Retreat- Get Away from the City; Country Living at its Best

6 beds 5 baths
PoolA/CWiFiBalcony
$664/night
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Expansive, Five Bedroom House with Pool. Ideal for Multiple Family Travel

Expansive, Five Bedroom House with Pool. Ideal for Multiple Family Travel

5 beds 4 baths
PoolA/CWiFiBalcony
$949/night
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Sunny Colonial in Washington Green across from Mayflower Inn

Sunny Colonial in Washington Green across from Mayflower Inn

4 beds 3 baths
PoolA/CWiFiBalcony
$399/night
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100% Washington Best Town! PoshPadsCT "Old Litchfield 4BR" Ski, GasBBQ, 2HrsNYC

100% Washington Best Town! PoshPadsCT "Old Litchfield 4BR" Ski, GasBBQ, 2HrsNYC

4 beds 3 baths
PoolA/CWiFiBalcony
$955/night
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A Haven in the Country-

A Haven in the Country-

3 beds 3 baths
PoolA/CWiFiBalcony
$518/night
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100% WASHINGTON! PoshPadsCT "SUNNY RIDGE" 8-BR Estate, Heated Pool, BBQ, Magical

100% WASHINGTON! PoshPadsCT "SUNNY RIDGE" 8-BR Estate, Heated Pool, BBQ, Magical

8 beds 7 baths
PoolA/CWiFiBalcony
$1,560/night
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Charming Cottage in Washington Depot

Charming Cottage in Washington Depot

2 beds 1 bath
PoolA/CWiFiBalcony
$279/night
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100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs

100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs

3 beds 3 baths
PoolA/CWiFiBalcony
$1,010/night
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Best Town WASHINGTON! PoshPadsCT"51 SENFF" 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!

Best Town WASHINGTON! PoshPadsCT"51 SENFF" 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!

5 beds 4 baths
PoolA/CWiFiBalcony
$1,171/night
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Welcome to Hidden Haven, a simply serene getaway

Welcome to Hidden Haven, a simply serene getaway

5 beds 5 baths
PoolA/CWiFiBalcony
$973/night
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BEST TOWN-WASHINGTON! NYC 2Hrs "45 Calhoun" POSHPADSCT Ski,Spa&Pool, Bikes,Views

BEST TOWN-WASHINGTON! NYC 2Hrs "45 Calhoun" POSHPADSCT Ski,Spa&Pool, Bikes,Views

5 beds 3 baths
PoolA/CWiFiBalcony
$1,467/night
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100% WASHINGTON! PoshPadsCT "SENFF ESTATE"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ

100% WASHINGTON! PoshPadsCT "SENFF ESTATE"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ

8 beds 5 baths
PoolA/CWiFiBalcony
$1,281/night
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More destinations in Connecticut

New Haven (158) Stonington (135) Milford (100) Mystic (93) Stamford (84) Old Saybrook (82) Westbrook (74) Old Lyme (71) Fairfield (57) Madison (56) Westport (55) Branford (53) Norwich (52) Greenwich (52) Groton (51) Bridgeport (47) East Lyme (43) Clinton (42) Hartford (40) Guilford (38)