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From $208 per night (USD)
VRBO
Lavish 1 bed Apt + Rooftop & Gym - Downtown Stamford
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This luxury apartment located in Downtown Stamford will ensure you have everything you need for a wonderful stay. The pr ...
From $208 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Newly listed 1Bedroom Apartment close to train!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Spacious and quiet one bedroom apartment close to lots of transportation and downtown Stamford! Private entrance; apartm ...
From $160 per night (USD)
VRBO
From $1908 per night (USD)
VRBO
Historic 6-Bdrm Tudor Estate w pool/tennis access
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
Built in 1929, this expansive Tudor estate in perfect location minutes from downtown Stamford & Greenwich. Spacious livi ...
From $1908 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Clean 1BD Apt with 10 min walk to downtown Stamford
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Newly renovated 1 bedroom apartment is a walk to the downtown Stamford area, and 50 minute train ride into Manhattan. Qu ...
From $187 per night (USD)
Expedia
From $198 per night (USD)
VRBO
Stamford CT Guest Suite. Spacious, private home for visiting family & friends
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Quiet, comfortable 800 sq ft of space. Outdoor patio with grill for cooking. A full kitchen complete with dishwasher, ...
From $198 per night (USD)
VRBO
From $373 per night (USD)
VRBO
45 Minutes from NYC, Entire House near Stamford Downtown,
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
This isn’t just a house—it’s a home. A peaceful retreat, designed for spending quality time with family and friends. Wit ...
From $373 per night (USD)
VRBO
From $191 per night (USD)
VRBO
Sunny 1Bedroom Apt in downtown Stamford! Close to ALL!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spacious and sunny one bedroom apartment in heart of downtown Stamford! Beautiful view of downtown! Walking distance to ...
From $191 per night (USD)
VRBO
From $139 per night (USD)
Expedia
HA3: Private Studio with Full bathroom and Kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This unique place has a style of its own. Cozy private studio that gives off the city feel as well, being located in the ...
From $139 per night (USD)
Expedia
From $131 per night (USD)
VRBO
The Cozy Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Clean, quiet and new! This cozy studio apartment offers much more than a bed and pillow. Located on a private lot just m ...
From $131 per night (USD)
VRBO
From $634 per night (USD)
Expedia
Remodeled 3 Bedroom home in the heart of Stamford
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Stay at this new 3-bedroom home with 2.5 baths. Recently renovated and equipped with all you'll need from a home away fr ...
From $634 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Lovely 2 bdrm apt w/ parking and outdoor sitting
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Feel right at home in this centrally located, family friendly apartment. Primary bedroom offers a queen size bed and a w ...
From $279 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Chic 1 bed Apt + Rooftop & Gym - Downtown Stamford
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This luxury apartment located in Downtown Stamford will ensure you have everything you need for a wonderful stay. The pr ...
From $222 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Seabreeze at the beach west beach Stamford ct.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
It's a fully remolded cape, a 5 minute walk to the beach with a Irish pub just as you enter the beach. It has a fountain ...
From $412 per night (USD)
VRBO
$Harbor Point Hideaway with Dock\n$
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Expedia
Harbor Point Hideaway with Dock\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This delightful, sunny 1BR 1BA condo on a quiet cove off of the main channel, welcomes you to come enjoy Lake of the Oza ...
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Expedia
From $422 per night (USD)
VRBO
Beachside Branford- walk to Beach, Grill
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beach Life at Your Doorstep. Nestled just 500 ft away from the glistening Branford, CT shoreline, this charming one-flo ...
From $422 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Luxury Apt with Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Summer House is high-rise in the heart of downtown Stamford featuring a state-of-the-art fitness center with a ...
From $310 per night (USD)
Expedia
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VRBO
Cove Park Sunsets Hot Tub, Fire Pit & BBQ
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Located just a short train ride away from NYC, walking distance to Cove Island Beach Park and Chelsea Piers. Approximatl ...
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VRBO
From $632 per night (USD)
Expedia
3-bedroom house Stamford
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Stay at this new 3-bedroom home with 2.5 baths. Recently renovated and equipped with all you'll need from a home away fr ...
From $632 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Luxorious 2-Bedroom Near Downtown Stamford with Laundry and Pet Friendly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Newly renovated 2-bedroom apartment in Stamford, just minutes away from downtown and within walking distance to numerous ...
From $233 per night (USD)
VRBO
From $180 per night (USD)
Expedia
Fantastic 1-Bedroom Near Downtown Stamford, Pet-Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our 1 Bedroom Apartment in Downtown Stamford! With convenient access to restaurants and amenities, this unit ...
From $180 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Luxury Apartment in Downtown Stamford With Deck. Minutes to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Experience the convenience of staying at this centrally-located haven, where your family will be just moments away from ...
From $250 per night (USD)
VRBO
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Expedia
Private Apt Close to Train
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: The Biltmore downtown Stamford features spacious apartments great for those working from home. Relax in the bea ...
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Expedia
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VRBO
Entire Apt Downtown with Gym
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Summer House is high-rise in the heart of downtown Stamford featuring a state-of-the-art fitness center with a ...
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VRBO
From $287 per night (USD)
Expedia
Cozy Apt Downtown with Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: The Biltmore downtown Stamford features spacious apartments great for those working from home. Relax in the bea ...
From $287 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Modern Apt Close to Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
From $375 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Spacious Apt Downtown with Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: The Biltmore downtown Stamford features spacious apartments great for those working from home. Relax in the bea ...
From $273 per night (USD)
Expedia
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VRBO
Charming 3-bedroom house with WiFi and AC in Stamford
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this fantastic 3-bedroom gem in Stamford. This cozy house offers WiFi, a washing machine, and AC for your conve ...
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VRBO
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Expedia
Luxury Apt w/ Gym Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
Click For Pricing
Expedia
$Cozy & Chic 1-bedroom Downtown Stamford \nPet Friendly$
From $136 per night (USD)
VRBO
Cozy & Chic 1-bedroom Downtown Stamford \nPet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a peaceful stay at this fantastic 1-bedroom apartment centrally-located in Stamford. In the heart of Stamford, but ...
From $136 per night (USD)
VRBO
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Expedia
Apt Downtown Walk to Shops and Restaurants
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: The Biltmore downtown Stamford features spacious apartments great for those working from home. Relax in the bea ...
Click For Pricing
Expedia
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VRBO
NEW 3 BR 2 BTH in Harbor Point
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your home away from home in Stamford with 3 bedrooms. This marvelous house offers AC, a hair dryer, a washing machine, a ...
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VRBO
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Expedia
New Luxury Apt Downtown with Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Welcome to The Asher, where luxury and convenience meet in the heart of Stamford. Indulge in the gourmet kitche ...
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Expedia
From $356 per night (USD)
VRBO
Luxury Apartment Downtown Stamford
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
From $356 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Private Apt with Gym Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
From $314 per night (USD)
Expedia
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VRBO
Luxury Apt In Harbor Point with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Postmark Apartments in Stamford is a premier residential community that offers a luxurious and comfortable livi ...
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VRBO
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Expedia
Modern Apt with Harbor Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Escape at Harbor Point offers the perfect blend of convenience and luxury. Indulge in the breathtaking sunset v ...
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Expedia
From $395 per night (USD)
VRBO
Luxury 2 BR Apt with Gym
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
From $395 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Spacious Harbor Apt with Balcony, Gym and Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Escape at Harbor Point offers the perfect blend of convenience and luxury. Indulge in the breathtaking sunset v ...
From $369 per night (USD)
Expedia
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VRBO
Gorgeous Apt w Harbor Views & Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Escape at Harbor Point offers the perfect blend of convenience and luxury. Indulge in the breathtaking sunset v ...
Click For Pricing
VRBO
From $598 per night (USD)
VRBO
Beautiful & clean 3bed/2bath home in quiet Stamford downtown neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
HOME AWAY FROM HOME! Furnished completely updated raised ranch in sought after neighborhood in Downtown Stamford. Close ...
From $598 per night (USD)
VRBO
From $312 per night (USD)
VRBO
Spacious Apt Downtown with Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
From $312 per night (USD)
VRBO
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Expedia
Modern Apart Downtown with Indoor Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
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Expedia
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VRBO
Family Friendly Apartment Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
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VRBO
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Expedia
Luxury Apartment In Harbor Point
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Escape at Harbor Point offers the perfect blend of convenience and luxury. Indulge in the breathtaking sunset v ...
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Expedia
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VRBO
Luxury Apt with High End Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Summer House is high-rise in the heart of downtown Stamford featuring a state-of-the-art fitness center with a ...
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VRBO
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Expedia
Luxury Apt with Gym Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
Click For Pricing
Expedia
From $239 per night (USD)
VRBO
Cozy Apartment Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: The Biltmore downtown Stamford features spacious apartments great for those working from home. Relax in the bea ...
From $239 per night (USD)
VRBO
From $192 per night (USD)
VRBO
❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
2 Large Fully Renovated bedroom apartment in the Harbor Point area in Stamford, CT. 1,100 square feet of living space. W ...
From $192 per night (USD)
VRBO
From $1796 per night (USD)
VRBO
New Beach Home near Stamford Downtown/Shippan
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Summary: This spacious home in a desirable and serene residential neighborhood. Walking distance to West and Cummings Be ...
From $1796 per night (USD)
VRBO
From $1043 per night (USD)
VRBO
Huge 4 br home waterfornt view-walk to Cummings beach/40 min to NYC
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This gorgeous home is located on a quite dead-end street , Launch with SUP's (included) and paddle 10 min to a sandy bea ...
From $1043 per night (USD)
VRBO
From $192 per night (USD)
VRBO
Sugar Shack Studio | Downtown Skyline Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, fro ...
From $192 per night (USD)
VRBO
From $1075 per night (USD)
VRBO
Magic Charm—NYC Gingerbread Home
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Make some memories at this unique and family-friendly place. This is Not your ordinary home. Nicknamed "The Gingerbread ...
From $1075 per night (USD)
VRBO
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VRBO
Charming 4 bedroom that backs up to a park; 1 mile from the beach!
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Come test out the burbs! When we recently moved from the city, we wanted a balance of walkability with the comfort of ...
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VRBO
From $657 per night (USD)
Expedia
Fountain Courtyard and Fireplace Kitchen
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sunlight drenched four bedroom colonial ten minutes walk from downtown New Canaan. Eat in gourmet kitchen with gas stove ...
From $657 per night (USD)
Expedia
From $1174 per night (USD)
VRBO
Charming Old Greenwich Beach House
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Your summer retreat close to the beach and train in Old Greenwich with 5 bedrooms. Each room offers a unique sleeping ar ...
From $1174 per night (USD)
VRBO
From $982 per night (USD)
VRBO
Waterfront Old Greenwich House, Ct
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
waterfront house in Old Greenwich, Ct Enjoy your stay in this charm Waterfront house in this exclusive private beach co ...
From $982 per night (USD)
VRBO
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VRBO
Charming, light filled home with privacy, character and style.
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Beautifully sited home on private lot, close to town and high school grounds. Great room with Cathedral ceiling, beams, ...
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VRBO
From $492 per night (USD)
VRBO
LOVELY home in GREAT location in Old Greenwich. Walk to town & beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
House, 3 Bedrooms, 2 and ½ bath (Sleeps 6) Quiet Dead-End Street Desirable Old Greenwich neighborhood south of the Old ...
From $492 per night (USD)
VRBO
From $1015 per night (USD)
VRBO
Modern beach house with new swimming pool, outdoor sauna and cold plunge
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Elegant 5 bedrooms house, 3,5 bathrooms in charming Connecticut town of Old Greenwich. 3200 sf New swimming pool ( buil ...
From $1015 per night (USD)
VRBO
From $697 per night (USD)
VRBO
Old Greenwich Gem
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Beautiful Old Greenwich home in a family neighborhood. Walking distance from Old Greenwich train station. Private beach ...
From $697 per night (USD)
VRBO
From $380 per night (USD)
VRBO
1840 Farmhouse on 3 private acres with home theater! Pet Friendly!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Pet Friendly, Charming and spacious, recently renovated 1840 Farmhouse with 65inch LG OLED 4K TV with surround sound hom ...
From $380 per night (USD)
VRBO
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Expedia
August in Old Greenwich - walk to town bike to beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
7
Spend your August in Old Greenwich - walk into adorable beach town and bike to beach! Old Greenwich Village walkable 5 ...
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Expedia
From $1146 per night (USD)
VRBO
Spacious 5BR Old Greenwich Village Home - Walk/Bike to Beach, Train to NYC
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Our updated New England home welcomes you with a huge eat-in kitchen, large media/family room and a primary bedroom that ...
From $1146 per night (USD)
VRBO
From $249 per night (USD)
VRBO
Darien Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Situated beside Long Island Sound and the famed Five Mile River, Darien offers small-town waterfront living at the cent ...
From $249 per night (USD)
VRBO
From $886 per night (USD)
VRBO
Cheerful spacious family home in Old Greenwich - close to beach and town!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Bright, cheerful and spacious family home on a beautiful quiet street in Old Greenwich. Classic New England style 5 be ...
From $886 per night (USD)
VRBO
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Expedia
Old Greenwich
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Bring the whole family to this great place with lots of space. Can easily accommodate 8-12 guests. The space The home is ...
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Expedia
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VRBO
Darien House in the Country
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
5,500 Square Foot Home on 1.75 Acre Wooded Property Built in 2008 Great for a family Recently paved driveway perfect for ...
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VRBO
From $1107 per night (USD)
VRBO
AVAILABLE JULY & AUGUST BEACH PASSES INCLUDED! PETS OK! 5 BDRMS GREAT FOR GROUPS
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
With its 5 bedrooms sleeping 10, this welcoming, spacious, warm and friendly shore colonial is perfect for summer vacati ...
From $1107 per night (USD)
VRBO
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VRBO
Modern house in Old Greenwich, 250 ft from an amazing dock on the water
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
This lovely family house is located near Long Island Sound with access to a dock only assessable for a private associati ...
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VRBO
From $727 per night (USD)
VRBO
Location! Move in ready.Walk to train, beach, resta, gym. Long term special rate
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover a charming family home on a secure and enchanting street in the hear of Darien Ct, in the Noroton neighborhood ...
From $727 per night (USD)
VRBO
From $269 per night (USD)
VRBO
Fully furnished summer rental in the heart of Old Greenwich
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Make yourself at home in this charming 2-bedroom Old Greenwich retreat. This serene apartment features 2 full beds, a co ...
From $269 per night (USD)
VRBO
From $434 per night (USD)
VRBO
SUMMER GETAWAY Vacation Home near Weed Beach & Pear Tree, Noroton Heights train
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Price has been significantly reduced from our standard rate to account for last minute booking. Grab this great deal bef ...
From $434 per night (USD)
VRBO
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VRBO
Old Greenwich home just a mile from Tod's Point Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
In the heart of Old Greenwich-4 Bedroom 2 bathroom private home with two decks, a private yard with barbecue and fire p ...
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VRBO
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Expedia
Shorelands home near water & town, vacation vibes
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Relax at this peaceful home near the water, the local beach Tod's Point, walking distance to the village with a train to ...
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Expedia
From $1333 per night (USD)
VRBO
Perfect Balance of Nature and Social Life, includes swimming pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
This fenced in property on 1 acre of land is set on a quiet cul-de-sac, centrally located to enjoy nature during the day ...
From $1333 per night (USD)
VRBO

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Results: 175 Rentals