Fairfield, Connecticut Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Fairfield, Connecticut on RentalSaver.com!

Fairfield Rentals

From $805 per night (USD)
VRBO
Beachfront cottage located in the heart of Fairfield Beach!!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
ENJOY A TASTE OF WATERFRONT LIVING! Amazing views from sunrise to sunset! Walk from your deck to the inviting water of L ...
From $805 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
Steps to the Sand & Surf!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
NEW BEACH LISTING-ENJOY A TASTE OF BEACH LIVING! Whether you enjoy swimming, lounging, biking, fishing, or just plain w ...
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VRBO
From $452 per night (USD)
Expedia
Captain House in Black Rock-Academic Rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Spacious & stunning Victorian home with spectacular water views of Burr Creek. Upon entry to this residence, located i ...
From $452 per night (USD)
Expedia
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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 $567 per night (USD)
Expedia
3 bedroom villa in bridgeport
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
A Luxurious Retreat for Unforgettable Getaways Welcome to our spectacular villa! It is with great pleasure that we pres ...
From $567 per night (USD)
Expedia
From $1571 per night (USD)
VRBO
Beautiful home on private beach, sleeps 11! Bring your family and friends!
Bedrooms:
4
Bathrooms:
6
Sleeps:
11
ENJOY A TASTE OF WATERFRONT LIVING! Amazing views from sunrise to sunset! Walk from your deck to the inviting waters of ...
From $1571 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Make lifelong memories at this New England Quintessential Country Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful 1905 New England Cottage, that was once a local bakery, is the perfect location to enjoy Connecticut, fun ...
From $408 per night (USD)
Expedia
From $580 per night (USD)
VRBO
Direct Waterfront Home~Panoramic Views & Hot Tub on Candlewood Lake~Weekly Disct
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This beautifully furnished and tastefully decorated 4BR 2BA home is located just 60 miles from NYC on idyllic Candlewood ...
From $580 per night (USD)
VRBO
From $175 per night (USD)
Expedia
THIS IS MY HAPPY PLACE
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
APARTMENT with Bedroom , bathroom , living room, full kitchen with all appliances coffee station, microwave, ele ...
From $175 per night (USD)
Expedia
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VRBO
Walk-To-Town Cozy Colonial with Fireplace!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Home features foyer entrance with beautifully designed formal living room with fireplace and dining room with French doo ...
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VRBO
From $731 per night (USD)
Expedia
Beach house home with private beach in CT.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Direct Waterfront Long Island Sound Oasis with a private beach on a picturesque acre of land enjoying panoramic views of ...
From $731 per night (USD)
Expedia
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VRBO
Country Retreat with Lake Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Come to the country! One hour drive north of NYC to arrive at this beautiful country retreat. 4 bedroom colonial on 3+ a ...
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VRBO
From $1169 per night (USD)
Expedia
Newly Renovated Home in Westport CT, Private Pool, Walk to Town, Close to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This newly renovated home is being offered for a summer rental. This light and airy 3 bedroom, 2.5 bath with dream kitch ...
From $1169 per night (USD)
Expedia
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VRBO
Charming In-Village Modern Farmhouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Newly renovated farmhouse on quiet street in town. Walk to parks, market, village, restaurant, library, and 5 Mile River ...
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VRBO
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Expedia
Dramatic family home directly on the Saugatuck River in Westport, CT
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
This sprawling family home is cantilevered over the Saugatuck River with dramatic water views from nearly every room. T ...
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Expedia
$Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious\n\n$
From $742 per night (USD)
VRBO
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious\n\n
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome to Grand Fairfield Getaway, your home away from home. Visit our 5-bedroom retreat, designed for families, friend ...
From $742 per night (USD)
VRBO
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Expedia
New England Classic Colonial
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
You experience classic beauty within this colonial on the hill. Details galore with 2600+ sf, of updates and quality fea ...
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Expedia
From $416 per night (USD)
VRBO
Your 5 Star Luxury CountryHome Getaway/w Brand New 7 Seater Hot Tub!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
My Wife & I Built This Dream Home in 2019! Time Square 43 Miles Away! In heart of Stamford, our beautiful 4 Bedroom & 3 ...
From $416 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Flex Comfort Apts of Greenwich #3
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Flex Comfort Apt #3 is 2 Bedroom / 1 Bath and sleeps 4. Apt #3 is the top floor with the best light and nobody ...
From $177 per night (USD)
Expedia
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VRBO
Summer in Westport, CT! - Renovated, Private, Close to everything!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Completely renovated 3,500 Square Foot modern ranch on 2 secluded acres complete with 5 bedrooms, 3.5 baths and huge fin ...
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VRBO
From $96 per night (USD)
Expedia
A private room for any traveler
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Simple, clean, freshly painted room on the ground floor, with a bed, a work desk, a love seat, a small closet and shelve ...
From $96 per night (USD)
Expedia
$The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace\n\n$
From $674 per night (USD)
VRBO
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace\n\n
Bedrooms:
2
Bathrooms:
7
Sleeps:
14
Welcome to Our Luxurious 7-Bedroom Retreat in Stamford Discover the perfect home base for your group’s needs in our spa ...
From $674 per night (USD)
VRBO
From $1386 per night (USD)
VRBO
Morning Star Direct front Ocean Beach -Beyond spectacular Long Island Sound
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
A once in a lifetime experience to enjoy this Ultimate Luxurious direct oceanfront property in Shippan Area. Breathtakin ...
From $1386 per night (USD)
VRBO
From $486 per night (USD)
VRBO
Belltown Retreat - Shopping, Dining, Pet Friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
HOME AWAY FROM HOME! 3 BR/ 2.5 BA/ Sleeps 6 Welcome to this Charming Springdale Colonial home. Located in a ...
From $486 per night (USD)
VRBO
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Expedia
Lovely Marvin Beach Home - Walk to Beach, SONO & Parks. Outdoor Stone Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our home is a much loved and well-maintained 2-story on a family-friendly cul-de-sac in Marvin Beach with beautiful gard ...
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Expedia
From $212 per night (USD)
VRBO
Welcome to Hat City Danbury | A Suburban Retreat Close to It All
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lovely Bright Private Two Bedroom first floor apartment. Generous closet space, kitchen and living room with Bedrooms o ...
From $212 per night (USD)
VRBO
From $173 per night (USD)
Expedia
HA1: Cozy 1 BR Apartment in Stamford
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cozy, peaceful and centrally-located 1 bedroom in Stamford. Easy access to all the restaurants and amenities downtown. T ...
From $173 per night (USD)
Expedia
From $932 per night (USD)
VRBO
Stunning direct waterfront beach house!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Stunning direct waterfront beach house with sandy beach! Large family room with built-ins leads to amazing patio for rel ...
From $932 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Renovated 2nd floor apartment on 4 acres of gardens and patios. Quaint New England town located a few miles from Candle ...
From $448 per night (USD)
Expedia
From $1518 per night (USD)
VRBO
Luxury Coastal Estate, 7min to NYC train & beach. Heated pool & amazing gardens
Bedrooms:
8
Bathrooms:
9
Sleeps:
15
This beautiful centrally located 7,000 sf luxury coastal colonial farmhouse sits on 2+ acres in property with expansive ...
From $1518 per night (USD)
VRBO
From $463 per night (USD)
Expedia
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
- Message for specials - Connect on IG @stayawhile.getaway - Walk to Downtown Stamford - Close to the train station, I9 ...
From $463 per night (USD)
Expedia
$Westport \Gold Coast\ across from Southport beach$
From $273 per night (USD)
VRBO
Westport \"Gold Coast\" across from Southport beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Recently renovated private one bedroom apartment on estate across street from beach with full kitchen, marble bathroom a ...
From $273 per night (USD)
VRBO
From $485 per night (USD)
VRBO
ESCAPE to Westport Direct WATERFRONT Beachouse w/Rooftop Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Quintessential New England Beach Cottage, just 1 mile to the Westport train station, great restaurants & town shopping! ...
From $485 per night (USD)
VRBO
From $1625 per night (USD)
VRBO
Private French Country Estate-New Canaan CT-Pool-Film Set-August available
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
BARNUM/LILY PONS FRENCH NORMANDY MANOR 2018 Recipient of the New Canaan Preservation Alliance President's Preservation A ...
From $1625 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Centric property close to all the great things in the city
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your family will be close to everything when you stay at this centrally-locacated place. We are minutes away from our be ...
From $300 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Trendy 1 bedroom +loft apartment w/ parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This unique place has a style all its own. You'll have your own private cottage within the property w/ 2 parking spaces. ...
From $178 per night (USD)
VRBO
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Expedia
Westport Summer Estate
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Newly renovated Westport summer estate with private pool and gardens available in August. Large home with all the best a ...
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Expedia
From $166 per night (USD)
VRBO
Peaceful apartment on 3.5 acres w/ artist studio.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Perfect cozy apartment w/ artist studio for short-term and long-term rentals. Fully enclosed apartment attached to the m ...
From $166 per night (USD)
VRBO
From $365 per night (USD)
Expedia
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
- Message for specials - Connect on IG @stayawhile.getaway - Minutes from DT Stamford - Block away from Holly Pond's wa ...
From $365 per night (USD)
Expedia
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VRBO
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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VRBO
From $201 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 $201 per night (USD)
Expedia
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VRBO
Near Lake Waramaug & Candlewood Lakes
Bedrooms:
1
Bathrooms:
4
Sleeps:
9
Historic Village, Prime Location Elegant Safe Home with all the Amenities in Sherman, Ct , a picturesque town beside Can ...
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VRBO
From $374 per night (USD)
Expedia
Updated, cozy single family in Fairfield County
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our home! Furnished with you in mind, focused on comfort, style and convenience for your Fairfield County vis ...
From $374 per night (USD)
Expedia
From $456 per night (USD)
VRBO
Modern + Spacious 5BR/2BA Home, Renovated Backyard
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Modern Renovated 5BR/2BA Home in Ideal Location Stay in style and comfort at this newly renovated 5-bedroom, 2-bathroom ...
From $456 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Enjoy our spacious, family-friendly home, situated in a private and peaceful lake community. Located near Candlewood Lak ...
From $350 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to an oasis of calm in the middle of nature within commuting distance of NY (1.30 hour drive and 20 mins to Metr ...
From $370 per night (USD)
VRBO
From $503 per night (USD)
VRBO
Private Beach Community, Long Island Sound Water Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Discover this contemporary home nestled in a serene private beach community, offering breathtaking views of the Long Isl ...
From $503 per night (USD)
VRBO
From $1199 per night (USD)
VRBO
Lovely 5 Bedroom Beach House with Large Backyard - Walk to Beach, Town or Train
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Walk to the beach, town or train. With 5 full bedrooms and 3 full baths there is space for everyone. Wood burning firep ...
From $1199 per night (USD)
VRBO
From $1107 per night (USD)
Expedia
Quintessential Waterfront Beach House Dripping Over the Long Island Sound
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Walk out your sliding glass door to sand and water, beach walks, swimming, or fishing 10 steps from your back door. Expa ...
From $1107 per night (USD)
Expedia
From $787 per night (USD)
VRBO
Cheerful 6-Bedroom Villa with Pool and Tennis Courts near the beach!
Bedrooms:
4
Bathrooms:
6
Sleeps:
5
Enjoy a wonderful stay in a gated community surrounded by gorgeous greenery only 10 minutes from the beach, downtown Wes ...
From $787 per night (USD)
VRBO
From $684 per night (USD)
Expedia
Beautiful Waterfront home in the amazing Black Rock Area!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
"Sound Mind" is the ultimate retreat on Long Island Sound, offering a tranquil escape from the hustle and bustle of ever ...
From $684 per night (USD)
Expedia
From $283 per night (USD)
VRBO
Stamford Grand Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This luxurious one-bedroom home in a brand new building, The Asher is in downtown Stamford. Just steps from Bedford Stre ...
From $283 per night (USD)
VRBO
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Expedia
Charming Coastal Retreat in Westport, CT
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Nestled in the heart of picturesque Westport, Connecticut, this stunning 3-bedroom, 1.5-bathroom home offers the perfect ...
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Expedia
From $334 per night (USD)
VRBO
Modern House in Black Rock
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Tucked away amidst the quiet streets in Black rock is your home away from home. Here you will find yourself near beauti ...
From $334 per night (USD)
VRBO
From $864 per night (USD)
Expedia
Perfection in Litchfield County
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Your Sherman adventure begins at this 5-bedroom house. Step inside and be greeted by the fabulous interiors that await y ...
From $864 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Escape the city bustle and unwind in the tranquility of The Red Cedar Cottage nestled between Bethel and Newtown, just a ...
From $222 per night (USD)
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 $204 per night (USD)
VRBO
50%OFF Riverfront WestonHome 1.6 Acers-NYC 1 hour Near estaurants I-95& Parkway
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
You would love living in this waterfront, serene space-A great place to relax and recharge. Sip a favorite drink sittin ...
From $204 per night (USD)
VRBO
From $484 per night (USD)
Expedia
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This historical 2-bedroom cottage sits next door to the main house, with a separate driveway and entrance, and four park ...
From $484 per night (USD)
Expedia
From $1007 per night (USD)
VRBO
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
This 6-bedroom house in Bridgeport is perfect for your escape to serenity. With 2 queen beds, 2 full beds, 3 twin beds, ...
From $1007 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Charming 3-bedroom house with WiFi, AC in serene Fairfield
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Make yourself at home in this 3-bedroom Fairfield retreat. This gorgeous house features 3 queen beds, 2 bathrooms with s ...
From $271 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Elegant Urban Living Downtown Stamford
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your sophisticated sanctuary, a meticulously designed one-bedroom, one-bath luxury apartment located in the v ...
From $302 per night (USD)
VRBO
$Romantic Hide Out\n$
From $163 per night (USD)
Expedia
Romantic Hide Out\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This delightful apartment in Stamford is a peaceful retreat for guests looking to unwind. With a cozy bedroom and a comf ...
From $163 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Private Stamford Retreat Just Minutes to Downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover the charm of Stamford from the comfort & convenience of this upgraded private retreat! Perfectly situated an ho ...
From $160 per night (USD)
VRBO
From $358 per night (USD)
VRBO
Coast Work and Rest Retreat Spacious 3-bedroom apartment, in fabulous Bridgeport
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to your cozy getaway! This charming three-bedroom, one-bathroom apartment offers modern amenities and a relaxing ...
From $358 per night (USD)
VRBO
From $969 per night (USD)
VRBO
4-bd modern luxury water view townhome with hot tub close to beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Location! Location! Look no further! Your home away from home in Stamford with 4 bedrooms. The Space- This terrific mo ...
From $969 per night (USD)
VRBO
Click For Pricing
Expedia
Spacious 5BR in Fairfield–Walk to Town, Near Beaches & Across from Fairfield U
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to your perfect family getaway in the heart of Fairfield, Connecticut! This beautifully updated 5-bedroom, 5-bat ...
Click For Pricing
Expedia
From $417 per night (USD)
VRBO
Charming 2-Bedroom House 1 Mile To The Beach,Deck, Wifi & Game Room
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Modern 2BR, 2.5BA home in Westport, just 1 mile from Compo Beach! Sleeps 6 with a finished basement game room and pull-o ...
From $417 per night (USD)
VRBO
From $589 per night (USD)
VRBO
Lakefront House Rental for Summer
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy stunning lake views from this charming 3-bedroom, 2.5-bath home in Delightful Ridgefield, CT! This bright and we ...
From $589 per night (USD)
VRBO
From $1116 per night (USD)
VRBO
Amazing Water Views. Steps from Compo Beach.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Located in Westport, overlooking the Ned Dimes marina and Long Island Sound, and just steps from the sand, playground, a ...
From $1116 per night (USD)
VRBO
From $160 per night (USD)
VRBO
The Season’s Luxe King Bed Pad, Center of Stamford
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Stylish 1 Bedroom apartment in Stamford features a king sized bed, 2 pull out futons, a dedicated work space, a fully st ...
From $160 per night (USD)
VRBO
From $759 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 $759 per night (USD)
VRBO
From $424 per night (USD)
VRBO
ROWAYTON /SOUTH NORWALK BEACH COMMUNITY HOME FOR SUMMER RENTAL
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Situated in a charming beach community just 10 minutes from Rowayton and from Historic South Norwalk our delightful arch ...
From $424 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Cozy Condo by Fairfield U/SHU_Patio_Washer/Dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Fairfield, CT! Come stay in our clean, cozy and expertly sanitized condo located close to some great local gr ...
From $240 per night (USD)
VRBO
From $846 per night (USD)
VRBO
Amazing Beach House On Fairfield Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Recently renovated! Directly on Fairfield Beach. Amazing views. 4 bedrooms / 2 baths. Fully air conditioned. Minu ...
From $846 per night (USD)
VRBO
From $295 per night (USD)
VRBO
Waterfront Private Beach community. 21.8K Jul/ Sept. 9.6K Oct./Apr. 1 Month Min.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This designer stylish home nestled in a quiet private beach association has expansive views of the Long Island Sound, pr ...
From $295 per night (USD)
VRBO
From $772 per night (USD)
VRBO
Best Direct Lakefront Location on Candlewood
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
2025 Sept Oct Nov Dec available dates. Check availability below. 2026 during July and August one week min. Sat to Sat. O ...
From $772 per night (USD)
VRBO
From $516 per night (USD)
VRBO
Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax and rejuvenate in this beautiful lakeside home only an hour from NYC -- perfect for a friends and family get-away ...
From $516 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Mid-century modern home with private pond in an exclusive neighborhood. Central AC and heat. Set on a spacious 0.7-acre ...
From $310 per night (USD)
Expedia
From $1024 per night (USD)
VRBO
Waterview House Walking Distance from Cove Beach
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Summary: This is a spacious 5 bedrooms luxury home with water views located walking distance to Cove beach/park, tennis ...
From $1024 per night (USD)
VRBO
From $653 per night (USD)
Expedia
Lakefront Cabin w/Dock, Fire Pit and Private Beach on Quiet Candlewood Lake Cove
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Sweet Serenity! This charming and fully updated 2 BR 2 BA lake front cabin is located just 60 miles from NYC ...
From $653 per night (USD)
Expedia
From $1898 per night (USD)
VRBO
Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups
Bedrooms:
6
Bathrooms:
7
Sleeps:
18
On two acres, our stunning lakefront retreat is perfect for group gatherings, corporate retreats, and family reunions. ...
From $1898 per night (USD)
VRBO
From $529 per night (USD)
Expedia
ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
ZENHOUSE mission is rooted in the values of respect, creativity, and excellence. Inspired by the timeless principles of ...
From $529 per night (USD)
Expedia
From $582 per night (USD)
VRBO
Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Fall asleep to the moon shining through your bedroom window in our 3-story Connecticut Carriage House situated on an est ...
From $582 per night (USD)
VRBO
From $1101 per night (USD)
VRBO
Summer getaway with Pool and Fully stocked Chef's Kitchen
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
Beautiful home is the definition of Country Chic" where historic, country and modern meet in perfect balance. Wonder lar ...
From $1101 per night (USD)
VRBO
From $412 per night (USD)
VRBO
3-LEVEL RETRO HOUSE/CLOSE TO BEACH, NYC, STAMFORD, WESTPORT, GREENWICH
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
PLEASE MESSAGE WITH BASIC INFO BEFORE RESERVING. Centrally located in desirable West Norwalk behind Oak Hill Park Golf C ...
From $412 per night (USD)
VRBO
From $883 per night (USD)
VRBO
Serene island retreat with a private dock on Candlewood lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Candlewood Cottage is a lakeside retreat a mere 75 minute drive away from Manhattan. It's part of a private community on ...
From $883 per night (USD)
VRBO
From $203 per night (USD)
VRBO
A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Pleasant Valley Trails! A rustic Mid-Century home on a 41 acre scenic property overlooking a 2 acre pond. Th ...
From $203 per night (USD)
VRBO
From $463 per night (USD)
Expedia
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
**This home involves climbing down two sets of stairs to enter. If you have trouble walking up / down steps this home wo ...
From $463 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Award Winning Private Pool House on Spectacular Historic and Rare 24-Acre Estate
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
An award-winning architectural gem tucked away amidst gardens and orchards, privately set behind high stone walls and ta ...
From $483 per night (USD)
VRBO
From $1766 per night (USD)
VRBO
Candlewood Lake - Amazing Views, Waterfront & Water Access
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Newly-renovated house on Candlewood Lake, 1.5 hrs from NYC. Amazing views of the lake, complete privacy, waterfront, acc ...
From $1766 per night (USD)
VRBO
From $1176 per night (USD)
VRBO
Private Oasis: Completely Renovated Old Farmhouse With Pool And Guesthouse
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
A private oasis for fine living, this pristine antique farmhouse is on over an acre of breathtaking property featuring m ...
From $1176 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Beautiful apartment in rural Redding surrounded by New Enland foliage
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
580 sq. ft. apartment on lower level of quiet home in Connecticut's beautiful southwest countryside . Bedroom has queen ...
From $316 per night (USD)
VRBO
From $615 per night (USD)
VRBO
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to this light, bright, spacious home, perfect for families and groups. Built in 1869 and updated with a light-f ...
From $615 per night (USD)
VRBO
From $583 per night (USD)
VRBO
Modern Waterfront Home <br>steps from the water in quiet beachside neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Newly built (2012) modern 3 bedroom, 2 bath house in the residential Saugatuck Shores section of Westport. Situated on q ...
From $583 per night (USD)
VRBO
From $1438 per night (USD)
VRBO
Newly renovated 6BR, Pool, Spa, ScreenPorch, 2 private acres, Heart of Westport.
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Sophistication meets convenience at this classic and immaculate six bedroom three full bath 1/2 bath home. A dramatic e ...
From $1438 per night (USD)
VRBO
From $608 per night (USD)
VRBO
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
Bedrooms:
1
Bathrooms:
3
Sleeps:
11
Just across the road from the beach, 5 min drive to NYC train, highway & downtown Stamford. 10 min drive to Greenwich. 4 ...
From $608 per night (USD)
VRBO
From $1255 per night (USD)
VRBO
Exceptional Beauty On The Water!! Candlewood Lake - Danbury, CT
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Exceptional Waterfront Vacation! Located on Connecticut's largest man-made lake. Lake Candlewood. Perfect location for ...
From $1255 per night (USD)
VRBO
From $1568 per night (USD)
VRBO
A private summer compound in Westport, CT - total seclusion yet close to it all
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Located at the end of a cul-de-sac on a private road this 7,000 sq. ft. 5 bedroom, 7 bathroom home boasts many features ...
From $1568 per night (USD)
VRBO

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