Fairfield Rentals
From $173 per night (USD)VRBO
California cozy cottage\/studio in the middle of the Greenwich
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a cozy house,/studio with high ceilings Mini kitchen, a lot of privacy. The kitchen have all tools for make your ...
From $173 per night (USD)VRBO
From $761 per night (USD)Expedia
Lakeview Estate - Chef's Kitchen - NYC Getaway
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Stunning lake views from every angle! Gorgeous 3,200 square foot custom home with an open floor plan. Highlights inc ...
From $761 per night (USD)Expedia
From $303 per night (USD)VRBO
Quiet suburban home close to Fairfield beaches and universities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Cozy Colonial with a renovated, well-equipped kitchen and a huge yard. Close to town beaches, hiking trails, and the 2 ...
From $303 per night (USD)VRBO
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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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Cozy summer house 4 bed & 2 baths - Weekly rental
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
Cozy 4 bedroom, 2 bathroom unit in a duplex on Sasco Hill Road available Summer 2023! It includes a washer/dryer in the ...
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From $292 per night (USD)Expedia
Second floor cottage apartment located in a private community.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A charming two bedroom apartment located within a private community with a quiet, park like setting near the Sound. Con ...
From $292 per night (USD)Expedia
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Cozy Lakeside Home w\/Private Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Spectacular family retreat in private community on beautiful Candlewood Lake. Enjoy magnificent views of the lake, surro ...
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From $5818 per night (USD)Expedia
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)Expedia
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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Waterfront Retreat w\/ Boat Dock & Fire Pit!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Effortless days on the water are at your fingertips when you stay at this peaceful vacation rental nestled on the Housat ...
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West Redding Home with Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Situated on a lovely cul-de-sac with 2.31 acres, this palatial Contemporary home w/ in-ground pool. Enter the gracious f ...
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From $629 per night (USD)Expedia
\"Feelin' Nauti\" - Entire Beach Cottage in desirable Fairfield Beach Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy summer vacation staying in this renovated and charming "cape-cod" beach home on a quiet cul-de-sac near downtown F ...
From $629 per night (USD)Expedia
From $431 per night (USD)VRBO
Luxury Designer 2 bedroom+office\/3bed vacation home.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Designer Renovated FULLY Furnished 2 Bed + 1 studio/ bedroom apartment. A Completely Sanitized and private escape. Beau ...
From $431 per night (USD)VRBO
From $883 per night (USD)VRBO
Greenwich Proper Brand New Home - 5 minutes to town and train - Must See!!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
The home is fully stocked with all the necessities of home. The kitchen has brand new stainless steel appliances and ha ...
From $883 per night (USD)VRBO
From $399 per night (USD)VRBO
Cheerful 4 bedroom home with all the updates
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Have fun with the whole family at this updated and stylish place. Kitchen is newer with a gas range. Gardens are color ...
From $399 per night (USD)VRBO
From $74 per night (USD)Expedia
Colonial in the historical center of town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Colonial in the historical center of town near churches, farmers market, dog park, shopping and two lakes!!! Affordable, ...
From $74 per night (USD)Expedia
From $933 per night (USD)VRBO
Westport summer 5 bed home on quiet street 6 mins to the beach!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Completely renovated custom Colonial on quiet tree-lined cul-de-sac, with over an acre of fenced in property. A very pri ...
From $933 per night (USD)VRBO
From $131 per night (USD)VRBO
Relaxing Studio in beautiful nature- Private Bathroom & Kitchen.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This modern studio suite has all you need for a relaxing stay. Set inside a cottage style house, you'll have a private e ...
From $131 per night (USD)VRBO
From $754 per night (USD)VRBO
Stunning Pawling Retreat w\/ Ponds & Waterfall
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Leave all your troubles behind and let the fresh air at this Pawling vacation rental take over! Surrounded by tall trees ...
From $754 per night (USD)VRBO
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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Bridgeport Vacation Rental - Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Experience Bridgeport, CT, in the best way possible when you book this vacation rental house within walking distance of ...
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From $68 per night (USD)VRBO
Cozy Room in 2 Bed 1 Bath AirBNB
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Summary: Forget your worries in this peaceful and serene private bedroom! This stylish and cozy In-law suite promises a ...
From $68 per night (USD)VRBO
From $2312 per night (USD)VRBO
Summer Rental, Spectacular Water Views, INFINITY Pool, Perfect Location
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Sterling Drive Rental (June 21 to Sept 1, 2025 , 4 week minimum). Spectacular views of Long Island Sound from all rooms ...
From $2312 per night (USD)VRBO
From $469 per night (USD)Expedia
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
- Message for specials - Connect on IG @stayawhile.getaway - Minutes from DT Stamford - Block away from Holly Pond's wa ...
From $469 per night (USD)Expedia
From $412 per night (USD)VRBO
Grace's Place
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Greenwich! Relax and enjoy our sun drenched townhouse in the middle of Greenwich with easy access to both Sta ...
From $412 per night (USD)VRBO
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Modern Summit View Condo- Quiet but close to everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A great living space with so much to offer. Enjoy the summit view, quiet space, balcony sunrises, pool, and large space ...
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Relaxing summer getaway with sunset views near lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this serene summer rental on a private road. Sip ice tea on the balcony or dine al fresco with spectacular sunset ...
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From $488 per night (USD)Expedia
Historic Hideaway with Lake Access!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape from the busy day-to-day at this charming historic hideaway by the lake. The home, circa 1760s, boasts all the st ...
From $488 per night (USD)Expedia
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Greenwich Ct. Rye N.Y. 2 Bedroom Loft Apartment!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Greenwich-Rye 2 bedroom Loft Apartment is located 5 miles from Westchester Airport, in-between Greenwich Ct. and Rye ...
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From $433 per night (USD)VRBO
Beautiful lakefront summer house with hot tub and private dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy your summer at this beautiful lakefront house with private hot tub and dock! Enjoy beautiful views from the livin ...
From $433 per night (USD)VRBO
From $3075 per night (USD)VRBO
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 17
3650 Sq. Ft. | 7 Bedroom Plus Bonus Room | Sleeps 17 | Direct Waterfront Unwind at this stunning, direct waterfront, r ...
From $3075 per night (USD)VRBO
From $417 per night (USD)VRBO
Sunset Living
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Relax with the whole family at this peaceful place to stay. Enjoy a soothing fire in this remarkable statement piece of ...
From $417 per night (USD)VRBO
From $886 per night (USD)VRBO
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)VRBO
From $331 per night (USD)Expedia
Perfect For Longterm Stay 2A
- 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)Expedia
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A place of silence, close to NYC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our home is a place of power and silence just an hour and a half from Manhattan. A rare combination of silence and peace ...
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From $276 per night (USD)VRBO
3br\\2ba: Quiet and Cozy Getaway in Milford
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cute and well maintained cape on a quiet street in a charming beach town. Modern kitchen with breakfast island and dinin ...
From $276 per night (USD)VRBO
From $203 per night (USD)VRBO
Sunrise Bungalow - Lake and Mountains View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This mid century modern bungalow is all about the view, sunrises and indoor/outdoor continuity between the updated and g ...
From $203 per night (USD)VRBO
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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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From $1117 per night (USD)VRBO
Amazing Direct Beachfront Home close to golf, tennis, restaurants and shopping
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Relax in the sun on your private deck at this open plan, light-filled house on the beach. Swim, kayak and have drinks on ...
From $1117 per night (USD)VRBO
From $590 per night (USD)Expedia
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Our guests love our Immaculate 3-bedroom cape in the desirable Fairfield Beach Area neighborhood with an easy walk (unde ...
From $590 per night (USD)Expedia
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Candlewood Lake! Private Pool! Bring your boat!
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Gorgeous home with an open floor plan. Highlights include: *Large wood patio with heated pool and grill *450 foot walk t ...
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From $194 per night (USD)Expedia
59 Rennell St, Bridgeport · Lovely 1 bedroom cozy modern apartment w\/75” 4K TV
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kick back and relax in this calm, stylish space. Down the street from University of Bridgeport and Seaside park. You can ...
From $194 per night (USD)Expedia
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Exceptional Coastal Retreat !
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy exceptional coastal retreat this summer with this luxurious, modern and chic new custom built home with extraordin ...
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Stunning Weston 4 bed house with swimming pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Set in 2 acres of beautiful garden with gardened swimming pool, this spacious 4 bed house is an oasis of tranquility. Th ...
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From $891 per night (USD)VRBO
Cozy beach retreat with stunning views of Long Island Sound
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our beach house has been in the family for over a half a century. The three story, three bedroom, two bath house with li ...
From $891 per night (USD)VRBO
From $525 per night (USD)VRBO
Charming & Classic LAKEFRONT Chalet: Vintage 3BR, 1BA and beautifully furnished
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Due to local COVID-19 ordinance banning short-term stays until further notice, contact ONLY if you are interested in a ...
From $525 per night (USD)VRBO
From $1690 per night (USD)VRBO
Waterfront
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Need a place to escape for a 10 days ? Come enjoy"Seaesta", a fabulous water front luxury home with stunning views acros ...
From $1690 per night (USD)VRBO
From $117 per night (USD)VRBO
Garden Studio with Private Full Bath & Sauna. Self check-in.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Perfect for short or long stay, the studio has its own separate entrance and attached private full bathroom. It has a f ...
From $117 per night (USD)VRBO
From $196 per night (USD)VRBO
Modern charming country cottage for long term availability
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Newly built modern country cottage with long term availability. Perfect city getaway or work from home opportunity. Pe ...
From $196 per night (USD)VRBO
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Monthly Rental-4 Bedroom Colonial in Westport, CT
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
About this space Spend your summer in fabulous Westport, CT. Entire home rental with 4 bedrooms perfect for a large fami ...
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From $1161 per night (USD)VRBO
Meeker Hill House - Country Escape w\/ Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Meeker Hill House is a spacious and chic escape nestled in the heart of Fairfield County, located 90 minutes f ...
From $1161 per night (USD)VRBO
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Heated Pool on Quiet Lane in Charming Westport 3 miles To Beach
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Summer Rental available July 7th to August 4th 2023. Possibility to include one Jeep Wrangler with Westport Beach Sticke ...
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Brookside Zen Cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Situated beside a playful cascade on Moffit’s Brook, this original Log Cabin has been completely renovated with top of t ...
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From $134 per night (USD)VRBO
Apartment with 2 Bedroom 2 Bathrooms inside house
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
This Weston 2 bed 2 bath unit is set in beautiful surrounding woods and includes modern living amenities. Situated in a ...
From $134 per night (USD)VRBO
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Cheery Victorian beach home on private Bell Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy vacation living year-round in coveted Bell Island. Adorable, furnished 4/5 bedroom Victorian cottage with breathta ...
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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
From $2005 per night (USD)VRBO
July family retreat. Pool, hot-tub, full gym, basketball court, pickelball
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Bring the family. Be active all day with workouts, swimming, basketball, pickelball. Relax in the evening. Maybe walk ...
From $2005 per night (USD)VRBO
From $663 per night (USD)Expedia
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a rare chance in this unique Lakeview home with unobstructed, mountain views leaving you in awe of natures beauty. ...
From $663 per night (USD)Expedia
From $3632 per night (USD)VRBO
Designer Modern Westport Estate
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Built in 2022, this custom designer 5 bedroom, 7 bathroom estate is located in the heart of Westport, CT, Greens Farms a ...
From $3632 per night (USD)VRBO
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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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From $1064 per night (USD)VRBO
Sleeps 18! Dock, Lake access, pool table, 2 kitchens, Large area to entertain.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
*****Please note, we only allow 25 or older.*** *** Starting 2025 this home will not have access to the dock, only if yo ...
From $1064 per night (USD)VRBO
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Charming Country Getaway on Stillwater Pond
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 4
Home is available beginning January 7 - April 1. As seen in Connecticut Cottages & Gardens and meticulously decorated by ...
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From $1725 per night (USD)VRBO
Chic, Impeccably Decorated 5000 sq ft Estate, Coveted Greens Farms, 5 bed, 6 bth
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Westport Perfection. One of the most desirable homes in Westport situated on one acre. Located on one of the best street ...
From $1725 per night (USD)VRBO
From $1056 per night (USD)VRBO
Luxury Beachfront living with amazing views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury vacation house right on the beach. Walk out onto the sand and take a swim. Take your coffee on one of three diffe ...
From $1056 per night (USD)VRBO
From $232 per night (USD)VRBO
Lovely 2bd close to Major Attractions!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Reconnect or just get away with your family/friends in our comfy 2 bedroom home located on the 2nd floor, with private d ...
From $232 per night (USD)VRBO
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Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the epitome of comfort and style at our newly remodeled Fairfield townhome, designed to cater to all your nee ...
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From $174 per night (USD)VRBO
Rare--Private Cozy Country-home on Christmas tree farm setting.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This 3-4 bedroom counrty style colonial home is the perfect place to experience Connecticut country living along side a ...
From $174 per night (USD)VRBO
From $868 per night (USD)Expedia
Stay at Black Rock Harbor
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Summary: ✔ Great Location: Short stroll to beach or downtown Black Rock ✔ Premium Comfort: 3 well-appointed bedrooms ✔ ...
From $868 per night (USD)Expedia
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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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From $1179 per night (USD)Expedia
Southport Charm! Steps away from town!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This amazing four bedroom house is ideal! It has all the accommodations needed for the perfect stay. Enjoy the spacious ...
From $1179 per night (USD)Expedia
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1930s Cottage in Redding\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Take it easy at this unique and tranquil getaway. Enjoy the beauty and serenity of the Vermont of Connecticut. With over ...
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Enjoy Candlewood Lake in Gorgeous, Open Family Home
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Gather inside and out and enjoy entertaining in nature with three levels with lake views and patios/outdoor space from a ...
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From $291 per night (USD)VRBO
Sunny Westport 2 BR Retreat above Historic Mill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Historic Cider Mill Retreat – A Unique Stay for Leisure & Business Travelers Experience the charm of history blended se ...
From $291 per night (USD)VRBO
From $248 per night (USD)VRBO
Your Lake House this summer! Cozy cottage with full lake community amenities!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming cottage in Birch Groves lake community-walk to the beach, swim in the lake, tennis/pickleball just steps away! ...
From $248 per night (USD)VRBO
From $303 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 $303 per night (USD)VRBO
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Rowayton beach cottage with views of Long Island Sound
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy idyllic Rowayton in private Pine Point Association. Put the car keys away and bike or walk the village and take i ...
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From $745 per night (USD)VRBO
Historic Summer cottage, close to private beach for rent by the month or week
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Cottage in Idyllic town, an hour from NYC, close to beach. Walk or bike to seafood restaurant, pizza parlor, ice cream s ...
From $745 per night (USD)VRBO
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Newly renovated guesthouse with a patio\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Take it easy at this unique and tranquil getaway. Our property is located a 5-min walk from Truesdale lake with access t ...
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From $578 per night (USD)VRBO
Charming Coastal Retreat with Salt Marsh Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your perfect coastal getaway! This charming expanded Cape Cod-style home is nestled in Fairfield, Connecticut ...
From $578 per night (USD)VRBO
From $882 per night (USD)Expedia
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to our waterfront home with private dock access and amazing views of Candlewood Lake! The home features a spacio ...
From $882 per night (USD)Expedia
From $1568 per night (USD)VRBO
Luxury Escape, seasonal Infinity Pool, HotTub, private yard, lots of space
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 6
Welcome to Merlins Escape! Newly Listed Luxury Home with Pool, Spa, Home Theater, Workout Room and EV Charging Station ...
From $1568 per night (USD)VRBO
From $362 per night (USD)VRBO
45 Minutes from NYC, Cozy House near Stamford's 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 $362 per night (USD)VRBO
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Idyllic Lightfilled Cottage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Light-filled, private retreat on a hill with cathedral ceilings and gas fireplace. French doors lead to an outdoor deck ...
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From $477 per night (USD)Expedia
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy a rare chance at Eagle View Cottage! This unique Lakeview home with unobstructed, mountain views leaving you in aw ...
From $477 per night (USD)Expedia
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New Fairfield Vacation Rental w\/ Lake Views!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 8
Experience the Connecticut countryside when you stay at 'Anthony's Hill,' a New Fairfield vacation rental! This 3-bedroo ...
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From $529 per night (USD)Expedia
Marine Theme - 4 BR - Backyard - Fire pit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our updated and inviting nautical-themed residence. The property's unique charm and coastal-inspired decor cr ...
From $529 per night (USD)Expedia
From $714 per night (USD)VRBO
Rowayton - Close To Town, Park & Beach\n
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy easy access to everything Rowayton has to offer from this perfectly located home base. Located on a dead end road ...
From $714 per night (USD)VRBO
From $842 per night (USD)Expedia
NEW! LAKE FRONT, Private Dock, Fire Pit, Paddle Boards, Kayaks & Rec Room!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled right on the sparkling shores of Candlewood Lake, our charming 4-bedroom, 2-bath waterfront home is the perfect ...
From $842 per night (USD)Expedia
From $1058 per night (USD)VRBO
Historic Designer City Getaway
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This 1700’s estate is a perfect winter retreat. It's situated on 3+ acres & serves as a serene and secluded escape from ...
From $1058 per night (USD)VRBO
From $408 per night (USD)VRBO
Escape to The River Loft, a secluded private riverfront retreat in Weston, CT.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the ...
From $408 per night (USD)VRBO
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Modern Beach Area Vacation Home With Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space This modern, spacious home has everything you need: comfortable sleeping spaces, open concept kitchen a ...
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Chic Historic Home w\/Water View\n
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Lovingly restored 1890 Regal Farmhouse with water views. Craftsman style kitchen w/coffered ceiling, stainless appliance ...
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Water View SONO 2 Bedroom Walk to Metro & Dining\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
SONO 2 Bedroom Metro apartment with seasonal water views of Long Island Sound. Walk to Metro, Dining, Water, Museums & m ...
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From $383 per night (USD)Expedia
Modern Luxe 1BR Apt in Downtown Stamford
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This super clean cozy space will be your home away from home. Located in the heart of Downtown Stamford within walking d ...
From $383 per night (USD)Expedia
From $483 per night (USD)VRBO
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Fairfield Cottage, a cozy retreat that combines comfort and stylish design for you and your guests. With thou ...
From $483 per night (USD)VRBO
From $663 per night (USD)VRBO
Chilax with family in modern colonial Cul de sac near university
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Your Home Away From Home! We’re so excited to have you at our cozy colonial-style retreat nestled in a quiet ...
From $663 per night (USD)VRBO
From $401 per night (USD)VRBO
Candlewood Cabin - with Private Waterfront
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Candlewood Cabin is a cozy retreat located right on the water. Enjoy stunning views of Squantz Pond from the private dec ...
From $401 per night (USD)VRBO
From $428 per night (USD)Expedia
Candlewood Isle Cabin ~Dog-Friendly ~Lake Access~ Beach, Tennis, Basketball
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lake, beach, clubhouse, basketball, tennis, marina and playground all within a 5 minute walk. Located in Candlewood Isl ...
From $428 per night (USD)Expedia
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Beach House located in Black Rock Harbor. Walk 1 block to beach. Private & Quiet
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
1838 charming renovated Greek Revival Home, located in the historic distric of Black Rock, CT , walk to beach 1 block an ...
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From $734 per night (USD)VRBO
Gorgeously renovated 150-year-old farmhouse on 16 acres, 10 minutes to skiing.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Perfect for families (and extended family!) this 5 bedrooms, 2 full bath is set on 16 private acres at the foot of the C ...
From $734 per night (USD)VRBO