Stamford, Connecticut

Vacation Rentals in Stamford, Connecticut

Discover 84 vacation rental properties in Stamford. From 1 to 9 bedrooms. Average $374/night. 100% have pools.

84 verified listings Book securely on VRBO Prices updated March 2026

84 properties available

Lower Lvl Private 2BR/1BA Family/Pet Friendly

Lower Lvl Private 2BR/1BA Family/Pet Friendly

2 beds 1 bath
PoolA/CWiFiBalcony
$116/night
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Downtown Stamford 1 bedroom. Great views

Downtown Stamford 1 bedroom. Great views

1 bed 1 bath
PoolA/CWiFiBalcony
$170/night
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Perfect Home Away from Home - Close to restaurants, local beaches, theaters, sleeps 7, Strong WIFI

Perfect Home Away from Home - Close to restaurants, local beaches, theaters, sleeps 7, Strong WIFI

3 beds 3 baths
PoolA/CWiFiBalcony
$293/night
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Modern 2 bedroom 2 bathroom downtown Stamford

Modern 2 bedroom 2 bathroom downtown Stamford

2 beds 2 baths
PoolA/CWiFiBalcony
$231/night
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Charming & Peaceful Apartment in Stamford!

Charming & Peaceful Apartment in Stamford!

1 bed 1 bath
PoolA/CWiFiBalcony
$246/night
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Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC

Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC

2 beds 1 bath
PoolA/CWiFiBalcony
$130/night
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Downtown Stamford 1 bedroom great views

Downtown Stamford 1 bedroom great views

1 bed 1 bath
PoolA/CWiFiBalcony
$170/night
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Second floor cottage apartment located in a private community.

Second floor cottage apartment located in a private community.

2 beds 1 bath
PoolA/CWiFiBalcony
$251/night
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Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

4 beds 4 baths
PoolA/CWiFiBalcony
$504/night
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Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

1 bed 1 bath
PoolA/CWiFiBalcony
$151/night
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Lovely 2 bdrm apt w/ parking and outdoor sitting

Lovely 2 bdrm apt w/ parking and outdoor sitting

2 beds 1 bath
PoolA/CWiFiBalcony
$165/night
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Mid Century Modern ZEN House with Pool. 50 min from New York City

Mid Century Modern ZEN House with Pool. 50 min from New York City

1 bed 2 baths
PoolA/CWiFiBalcony
$415/night
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The Cozy Studio

The Cozy Studio

1 bed 1 bath
PoolA/CWiFiBalcony
$121/night
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Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

1 bed 1 bath
PoolA/CWiFiBalcony
$130/night
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Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford

1 bed 1 bath
PoolA/CWiFiBalcony
$130/night
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Fantastic 1-Bedroom Near Downtown Stamford, Pet-Friendly!

Fantastic 1-Bedroom Near Downtown Stamford, Pet-Friendly!

1 bed 1 bath
PoolA/CWiFiBalcony
$121/night
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Luxorious 2-Bedroom Near Downtown Stamford with Laundry and Pet Friendly!

Luxorious 2-Bedroom Near Downtown Stamford with Laundry and Pet Friendly!

2 beds 1 bath
PoolA/CWiFiBalcony
$130/night
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Private 3.5 acre estate Zen House /Historic mid century modern / lap pool

Private 3.5 acre estate Zen House /Historic mid century modern / lap pool

1 bed 2 baths
PoolA/CWiFiBalcony
$404/night
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BEACH HOUSE, 2 MINITE WALK TO WEST BEACH, 40 MIN TO MANHATTEN

BEACH HOUSE, 2 MINITE WALK TO WEST BEACH, 40 MIN TO MANHATTEN

3 beds 1 bath
PoolA/CWiFiBalcony
$362/night
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HA3: Private Studio with Full bathroom and Kitchenette

HA3: Private Studio with Full bathroom and Kitchenette

1 bed 1 bath
PoolA/CWiFiBalcony
$100/night
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HA1: Cozy 1 BR Apartment in Stamford

HA1: Cozy 1 BR Apartment in Stamford

1 bed 1 bath
PoolA/CWiFiBalcony
$128/night
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Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach

5 beds 2 baths
PoolA/CWiFiBalcony
$886/night
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OCEAN COAST LUXURY BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH, 45 MIN TO NYC

OCEAN COAST LUXURY BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH, 45 MIN TO NYC

4 beds 2 baths
PoolA/CWiFiBalcony
$589/night
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Sunny, Open lay Out, Guest House, set on wooded grounds, yet close to everything

Sunny, Open lay Out, Guest House, set on wooded grounds, yet close to everything

2 beds 1 bath
PoolA/CWiFiBalcony
$168/night
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Lavish 1 bd Apt + Rooftop & Gym - Downtown Stamford

Lavish 1 bd Apt + Rooftop & Gym - Downtown Stamford

1 bed 1 bath
PoolA/CWiFiBalcony
$203/night
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FULLY EQUIPPED HOUSE W/3 BEDROOMS

FULLY EQUIPPED HOUSE W/3 BEDROOMS

3 beds 1 bath
PoolA/CWiFiBalcony
$237/night
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Harbor Point Cozy 2 Bed/Parking

Harbor Point Cozy 2 Bed/Parking

2 beds 1 bath
PoolA/CWiFiBalcony
$182/night
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The Fred Deluxe 7 BR by I95, Train, HarborVw Beach

The Fred Deluxe 7 BR by I95, Train, HarborVw Beach

7 beds 2 baths
PoolA/CWiFiBalcony
$688/night
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Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point

Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point

2 beds 2 baths
PoolA/CWiFiBalcony
$441/night
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Chic 1bd Apt + Rooftop & Gym - Downtown Stamford

Chic 1bd Apt + Rooftop & Gym - Downtown Stamford

1 bed 1 bath
PoolA/CWiFiBalcony
$191/night
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Perfect for Families| Sunny, Spacious and Modern

Perfect for Families| Sunny, Spacious and Modern

1 bed 1 bath
PoolA/CWiFiBalcony
$284/night
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Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

3 beds 2 baths
PoolA/CWiFiBalcony
$356/night
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NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC

NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC

3 beds 1 bath
PoolA/CWiFiBalcony
$508/night
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Westover Castle -Majestic in The Forest

Westover Castle -Majestic in The Forest

9 beds 6 baths
PoolA/CWiFiBalcony
$5,005/night
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New Beach Home near Stamford Downtown/Shippan

New Beach Home near Stamford Downtown/Shippan

5 beds 3 baths
PoolA/CWiFiBalcony
$1,119/night
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Condo / Entire Apartment

Condo / Entire Apartment

1 bed 1 bath
PoolA/CWiFiBalcony
$100/night
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Morning Star Direct front Ocean Beach -Beyond spectacular Long Island Sound

Morning Star Direct front Ocean Beach -Beyond spectacular Long Island Sound

5 beds 3 baths
PoolA/CWiFiBalcony
$1,201/night
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Charming Getaway: Bespoke Comfort, Prime Location

Charming Getaway: Bespoke Comfort, Prime Location

2 beds 1 bath
PoolA/CWiFiBalcony
$253/night
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Remodeled 3 Bedroom home in the heart of Stamford

Remodeled 3 Bedroom home in the heart of Stamford

4 beds 2 baths
PoolA/CWiFiBalcony
$500/night
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Stylish Beach Home near Stamford Downtown/Beach

Stylish Beach Home near Stamford Downtown/Beach

5 beds 2 baths
PoolA/CWiFiBalcony
$782/night
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Cozy, Private Studio in North Stamford

Cozy, Private Studio in North Stamford

1 bed 1 bath
PoolA/CWiFiBalcony
$95/night
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Sun, Sand, and Serenity: Apartment by the Coast

Sun, Sand, and Serenity: Apartment by the Coast

1 bed 1 bath
PoolA/CWiFiBalcony
$135/night
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Luxury 2Br with loft space 5 minutes to Downtown/Beach/ w Deck. Pet friendly!

Luxury 2Br with loft space 5 minutes to Downtown/Beach/ w Deck. Pet friendly!

2 beds 1 bath
PoolA/CWiFiBalcony
$451/night
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Beautiful & Spacious home in Downtown Stamford CT! 40 min to NYC!

Beautiful & Spacious home in Downtown Stamford CT! 40 min to NYC!

4 beds 3 baths
PoolA/CWiFiBalcony
$516/night
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Newly renovated 1bd clean and bright apartment close to train! Soon furnished.

Newly renovated 1bd clean and bright apartment close to train! Soon furnished.

1 bed 1 bath
PoolA/CWiFiBalcony
$136/night
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Spacious and bright 1bed/1bath near downtown w/game room! Close to train&more!

Spacious and bright 1bed/1bath near downtown w/game room! Close to train&more!

1 bed 1 bath
PoolA/CWiFiBalcony
$196/night
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THIS IS MY HAPPY PLACE

THIS IS MY HAPPY PLACE

1 bed 1 bath
PoolA/CWiFiBalcony
$128/night
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Quiet ground level apt with spacious backyard!

Quiet ground level apt with spacious backyard!

2 beds 1 bath
PoolA/CWiFiBalcony
$269/night
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Showing 48 of 84 properties

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