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From $5818 per night (USD)
VRBO
Westover Castle -Majestic in The Forest
Bedrooms:
7
Bathrooms:
9
Sleeps:
24
Be the King or Queen in your own Kingdom! It’s not every day that you’ll find a place like Castle to rest your head for ...
From $5818 per night (USD)
VRBO
From $303 per night (USD)
Expedia
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 $303 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Cozy House in Stamford's Heart, 45 Minutes from NYC
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 $362 per night (USD)
VRBO
From $144 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 $144 per night (USD)
Expedia
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 $121 per night (USD)
Expedia
The Cozy Studio
Bedrooms:
1
Bathrooms:
2
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 $121 per night (USD)
Expedia
From $634 per night (USD)
VRBO
Remodeled 3 Bedroom home in the heart of Stamford
Bedrooms:
3
Bathrooms:
5
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)
VRBO
$Lovely 2 bdrm apt w\/ parking and outdoor sitting$
From $196 per night (USD)
Expedia
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 $196 per night (USD)
Expedia
From $229 per night (USD)
VRBO
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 $229 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Seabreeze at the beach west beach Stamford ct.
Bedrooms:
2
Bathrooms:
4
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 $383 per night (USD)
Expedia
From $468 per night (USD)
VRBO
Beachside Branford- walk t0 Beach, Grill, Fire Pit
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Beach Life at Your Doorstep. Nestled just 500 ft away from the glistening Branford, CT shoreline, this charming one-flo ...
From $468 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
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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:
3
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 $196 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 $196 per night (USD)
VRBO
From $173 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 $173 per night (USD)
Expedia
$Cozy & Chic 1-bedroom Downtown Stamford \nPet Friendly$
From $171 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 $171 per night (USD)
VRBO
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Expedia
Private Apt Downtown - BIL-812
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
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
Private Apt Close to Train-BIL-1504
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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VRBO
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Expedia
Entire Apt Downtown with Gym-SUM-1012
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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Expedia
From $257 per night (USD)
VRBO
Comfortable Apt Downtown - BIL-709
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 $257 per night (USD)
VRBO
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Expedia
Modern Apt Close to Downtown-ASW-8T
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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Expedia
From $225 per night (USD)
VRBO
Spacious Apt Downtown-BIL-1503
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 $225 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Luxury Apartment Downtown Stamford AS-9T
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Immerse yourself with city-style in Atlantic Station’s high-end amenity rich apartment community. The pet-frien ...
From $381 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Luxury Apt In Harbor Point with Balcony-PM-678
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Postmark Apartments in Stamford is a premier residential community that offers a luxurious and comfortable livi ...
From $233 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Luxury Apt with Pool-SUM-1006
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 $328 per night (USD)
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
From $288 per night (USD)
Expedia
New Luxury Apt Downtown-ASH-723
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 ...
From $288 per night (USD)
Expedia
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VRBO
Luxury Apt Center of Downtown-SUM-1004
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
From $300 per night (USD)
Expedia
Private Apt with Gym Pool-ASW-16K
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 $300 per night (USD)
Expedia
From $305 per night (USD)
VRBO
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 ...
From $305 per night (USD)
VRBO
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Expedia
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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Expedia
$Luxury Apt w\/ Gym Downtown (AS-19S)$
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VRBO
Luxury Apt w\/ Gym Downtown (AS-19S)
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Immerse yourself with city-style in Atlantic Station’s high-end amenity rich apartment community. The pet-frien ...
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VRBO
From $352 per night (USD)
Expedia
Luxury 2 BR Apt with Gym
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
From $352 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Spacious Harbor Apt with Balcony and Luxury Amenities
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: Escape at Harbor Point offers the perfect blend of convenience and luxury. Indulge in the breathtaking sunset v ...
From $263 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Spacious Apt Downtown with Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Immerse yourself with city-style in Atlantic Station’s high-end amenity rich apartment community. The pet-frien ...
From $337 per night (USD)
Expedia
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VRBO
Modern Apart Downtown with Indoor Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: Immerse yourself with city-style in Atlantic Station’s high-end amenity rich apartment community. The pet-frien ...
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VRBO
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Expedia
Family Friendly Apartment Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Immerse yourself with city-style in Atlantic Station’s high-end amenity rich apartment community. The pet-frien ...
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Expedia
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VRBO
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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VRBO
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Expedia
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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Expedia
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VRBO
Luxury Apt with Gym Downtown-AS-12S
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Immerse yourself with city-style in Atlantic Station’s high-end amenity rich apartment community. The pet-frien ...
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VRBO
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Expedia
Cozy Apartment Downtown-BIL-1003
Bedrooms:
1
Bathrooms:
2
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
$Beautiful & clean 3bed\/2bath home in quiet Stamford downtown neighborhood$
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 $195 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 $195 per night (USD)
VRBO
$New Beach Home near Stamford Downtown\/Shippan$
From $1394 per night (USD)
VRBO
New Beach Home near Stamford Downtown\/Shippan
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Summary: This spacious home in a desirable and serene residential neighborhood. Walking distance to West and Cummings Be ...
From $1394 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Chic Urban Retreat: Newly Renovated Condo Minutes from Downtown Stamford
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your urban oasis in the heart of Stamford! This newly renovated condo is the epitome of modern comfort, desig ...
From $292 per night (USD)
Expedia
$Huge 4 br home waterfornt view-walk to Cummings beach\/40 min to NYC$
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 $200 per night (USD)
VRBO
Sugar Shack Studio | Downtown Skyline Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, fro ...
From $200 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Perfect For Long term Stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This luxury apartment is located in the heart of Glenbrook neighborhood and near great restaurants. You will have a desi ...
From $331 per night (USD)
VRBO
From $1075 per night (USD)
VRBO
Magic Charm—NYC Gingerbread Home
Bedrooms:
3
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:
2
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 $682 per night (USD)
Expedia
Fountain Courtyard and Fireplace Kitchen
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Sunlight drenched four bedroom colonial ten minutes walk from downtown New Canaan. Eat in gourmet kitchen with gas stove ...
From $682 per night (USD)
Expedia
From $697 per night (USD)
VRBO
Old Greenwich Gem
Bedrooms:
5
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 $411 per night (USD)
VRBO
Charming beach cape!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Have a wonderful summer in a renovated 3 bed 1.5 bath cape, in Darien, CT. Close to beaches, town, restaurants and great ...
From $411 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
From $1139 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 $1139 per night (USD)
VRBO
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VRBO
Charming, light filled home with privacy, character and style.
Bedrooms:
5
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 $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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VRBO
August in Old Greenwich - walk to town bike to beach!
Bedrooms:
4
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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VRBO
From $886 per night (USD)
Expedia
Cheerful spacious family home in Old Greenwich - close to beach and town!
Bedrooms:
5
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)
Expedia
$Spacious 5BR Old Greenwich Village Home - Walk\/Bike to Beach, Train to NYC$
From $1146 per night (USD)
VRBO
Spacious 5BR Old Greenwich Village Home - Walk\/Bike to Beach, Train to NYC
Bedrooms:
4
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
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Expedia
Darien Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
2
Situated beside Long Island Sound and the famed Five Mile River, Darien offers small-town waterfront living at the cent ...
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Expedia
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VRBO
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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VRBO
From $1286 per night (USD)
VRBO
SPRING GETAWAY BY THE SEA. SLEEPS 10. HUGE YARD. PETS OK. BIKES INCL 5-NITE MIN
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
ENJOY SPRING WEEKS AND SUMMER MONTHS With its 5 bedrooms sleeping 10, this welcoming, spacious, warm and friendly shore ...
From $1286 per night (USD)
VRBO
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VRBO
Darien House in the Country
Bedrooms:
5
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
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Expedia
Modern house in Old Greenwich, 250 ft from an amazing dock on the water
Bedrooms:
4
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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Expedia
From $151 per night (USD)
VRBO
Charming Private Oasis in Old Greenwich – A Commuter's Dream!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your serene retreat in the heart of Old Greenwich, where tranquility meets convenience. Nestled in a peaceful ...
From $151 per night (USD)
VRBO
From $752 per night (USD)
VRBO
Location! Move in ready.Walk to train, beach, resta, gym. Long term special rate
Bedrooms:
2
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 $752 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 $1349 per night (USD)
VRBO
Perfect Holiday Rental - Balance of Nature and Social Life
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 $1349 per night (USD)
VRBO

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Results: 171 Rentals