Fairfield Rentals
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 $294 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 $294 per night (USD)VRBO
From $431 per night (USD)VRBO
Position \"A\"........Perfect Family Get Away
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Recently renovated inside and out- this lakefront home is located in the desirable community of Candlewood Knolls. An ea ...
From $431 per night (USD)VRBO
From $1050 per night (USD)VRBO
Elegant Country Estate with Equestrian Farm
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Beautifully furnished, 14 rooms, 6400 square foot, custom home with every amenity, 6 bedrooms, 4 full bathrooms, centra ...
From $1050 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 $413 per night (USD)VRBO
Charming Cottage located on Historic Estate 1 Hour from NYC!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
If you are looking to experience the true essence of southern New England this is the place! Impeccably restored in the ...
From $413 per night (USD)VRBO
From $873 per night (USD)VRBO
Best Direct Lakefront Location on Candlewood Jun Jul Aug availability
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
We have prime June July and August dates still available due to a cancellation . Check availability. Vacation at this Un ...
From $873 per night (USD)VRBO
From $286 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 $286 per night (USD)Expedia
From $828 per night (USD)VRBO
Stylish Beach Home near Stamford Downtown/Beach
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 15
Summary: This spacious 5 bedroom home with water views and a lot of natural light tucked away in a quiet and serene resi ...
From $828 per night (USD)VRBO
From $485 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 $485 per night (USD)VRBO
From $831 per night (USD)VRBO
Stunning Waterfront Lake House with Amazing Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Western exposure 3 BR direct waterfront home on Candlewood Lake just over 60 minutes from NYC. Enjoy stunning sunsets fr ...
From $831 per night (USD)VRBO
From $384 per night (USD)VRBO
Summer rental House Westport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning three bedroom house with Dining Room, Living Roomon on a private road, one mile from beach, near town center, ...
From $384 per night (USD)VRBO
From $233 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 $233 per night (USD)VRBO
From $1214 per night (USD)Expedia
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 $1214 per night (USD)Expedia
From $674 per night (USD)VRBO
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 $674 per night (USD)VRBO
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 $522 per night (USD)VRBO
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 $522 per night (USD)VRBO
From $638 per night (USD)Expedia
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 $638 per night (USD)Expedia
From $432 per night (USD)VRBO
Mid Century Modern ZEN House with Pool. 50 min from New York City
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
The home is located on what used to be the outdoor studio of sculptor Gutzon Borglum. Zenhouse located on 3.5 acres o ...
From $432 per night (USD)VRBO
From $541 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 $541 per night (USD)Expedia
From $272 per night (USD)VRBO
Mi casa su casa! Enjoy peaceful living
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This welcoming lovely guest house, set back from street set on over acre is just charming. The home overlooks stream wit ...
From $272 per night (USD)VRBO
From $824 per night (USD)Expedia
Getaway for Thankgiving Holiday - with 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. The origin ...
From $824 per night (USD)Expedia
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 $907 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 $907 per night (USD)VRBO
From $146 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 $146 per night (USD)VRBO
From $813 per night (USD)VRBO
Darien Family Home with Bedroom/Nursery - sleeps 12 & easy 50 min. train to NYC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
We are not flexible with the pricing on this booking. Please don't ask. The answer is always no. We are offering priv ...
From $813 per night (USD)VRBO
From $3968 per night (USD)VRBO
Exclusive Executive Compound only 1 Hour to NYC
- Bedrooms:
- 8
- Bathrooms:
- 10
- Sleeps:
- 10
Beautiful Mediterranean villa with pool, spa and tennis situated less than one hour from NYC now available. This exclusi ...
From $3968 per night (USD)VRBO
From $75 per night (USD)VRBO
1 bedroom Cozy, comfy, super clean, great location and own entrance!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Great suburban quiet neighborhood, minutes to the metronorth, griffin hospital, yale university, milford hospital, bridg ...
From $75 per night (USD)VRBO
From $635 per night (USD)VRBO
Beautiful & Spacious home in Downtown Stamford CT! 40 min to NYC!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
HOME AWAY FROM HOME! Furnished completely updated raised ranch (3200sq ft) in sought after neighborhood in Downtown Stam ...
From $635 per night (USD)VRBO
From $4140 per night (USD)VRBO
Historic oyster shack.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 10
Picturesque New England oyster farm cottage on a private island overlooking an intertidal salt pond. Built in the 1700s ...
From $4140 per night (USD)VRBO
From $308 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 $308 per night (USD)VRBO
From $2103 per night (USD)VRBO
Huge Executive Home in Charming Rural Town 1hr NYC
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 8
Our large and luxurious home is open to your small group for its enjoyment and relaxation. The house will be available f ...
From $2103 per night (USD)VRBO
From $581 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 $581 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 $850 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 $850 per night (USD)VRBO
From $582 per night (USD)Expedia
Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Recently renovated 3 bedroom 2 bathroom ranch. The first room has a full size bed that can accommodate 2 guests, and the ...
From $582 per night (USD)Expedia
From $638 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 $638 per night (USD)VRBO
From $670 per night (USD)VRBO
Greenwich, CT Hotel Alternative Completely Renovated High End Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great hotel alternative. Completely renovated, new master bath, upstairs bath, full kitchen all stainless steel applian ...
From $670 per night (USD)VRBO
From $339 per night (USD)VRBO
Romantic Riverfront Antique Farmhouse in Historic Aspetuck Corners
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mins from Main St Westport this charmer is set in the heart of the picture perfect countryside which used to house the l ...
From $339 per night (USD)VRBO
From $2128 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 $2128 per night (USD)VRBO
From $1399 per night (USD)VRBO
Level, Direct Lakefront, Expansive Western Views, Beach On Candlewood Lake
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
DO NOT SEND A BOOKING REQUEST! SEND AN INQUIRY FIRST! IF YOU SEND A BOOKING REQUEST FIRST, AND WE DO NOT AGREE ON TH ...
From $1399 per night (USD)VRBO
From $717 per night (USD)VRBO
Candlewood lakefront home with private dock & kayaks.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous three bedroom (one new queen, one double, two twins), 2 full-bath home on dead end street with luxurious views ...
From $717 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
From $920 per night (USD)VRBO
Dream waterfront lake house with history, charm and beauty, On Candlewood Isle.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Cozy and unique 4 bedroom 3 bathroom waterfront lake house located in a secluded gated community, Candlewood Isle. Prop ...
From $920 per night (USD)VRBO
From $338 per night (USD)VRBO
3 BR Lake House in Gated Candlewood Lake Community
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our charming lake house in a private lake community, located just a short distance away from the beach, where ...
From $338 per night (USD)VRBO
From $1291 per night (USD)VRBO
Updated Farmhouse Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious Family home on three parklike acres. Located in historic Silvermine this gorgeous home is the perfect playgroun ...
From $1291 per night (USD)VRBO
Click For PricingVRBO
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, ...
Click For PricingVRBO
From $288 per night (USD)VRBO
Boutique Stay 2C in Heart of Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Twenty One, the charming historic pre-war building. Located in the heart of downtown Greenwich, CT. Tucked away quietly ...
From $288 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 $1308 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 $1308 per night (USD)VRBO
From $418 per night (USD)VRBO
Steps away from the beach -updated 4bd/2 bath beach house with guest house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
AVAILABLE for the month of July1-31st and or August 1-27 only. Unique opportunity this summer to rent newly updated ...
From $418 per night (USD)VRBO
From $1642 per night (USD)VRBO
Fairfield Historic Street. Private Heated Pool. Walk to Town Restaurants & Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Relax in the backyard and float in the in-ground gunite heated pool and spa! Fantastic location, on the Historic Old Pos ...
From $1642 per night (USD)VRBO
From $161 per night (USD)VRBO
2nd Floor, 1 Br / 1 Ba With Sofa Bed In The Living Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We are on the Greenwich/New York border which is less than a 10-minute drive to Port Chester, Rye. Walk to the Greenwich ...
From $161 per night (USD)VRBO
From $1012 per night (USD)VRBO
Great hotel alternative!!! Brand New!!! 3 Bedroom Home - Heart of Greenwich
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Be the first to experience this brand new amazing house in the heart of Greenwich, CT. This is boutique style living 30 ...
From $1012 per night (USD)VRBO
From $706 per night (USD)VRBO
Seaside Village of Rowayton Summer Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming in Village refurbished Cape Cod style home. New kitchen with granite counter tops, sub-zero fridge, Viking appl ...
From $706 per night (USD)VRBO
From $887 per night (USD)VRBO
Modern Farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Outside - 1 Mile to town - 10 minutes (2 miles) to beach and golf course - Private setting - Porch with couch - Big ...
From $887 per night (USD)VRBO
From $2366 per night (USD)VRBO
Candlewood Lake Perfection: Large and very private House, property and pool.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
This is an incredible property with a huge lake front, deck and side yard. There is a large open floor plan on the main ...
From $2366 per night (USD)VRBO
From $546 per night (USD)Expedia
Beach cottage steps from the sand and surf!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
ENJOY A TASTE OF BEACH LIVING! Whether you enjoy swimming, lounging, biking, fishing or tubing this is the place for yo ...
From $546 per night (USD)Expedia
From $288 per night (USD)VRBO
Boutique Stay 2D in Heart of Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly furnished in a simplistic Modern Flare. This space is perfect for the traveler(s) who want to experience the heart ...
From $288 per night (USD)VRBO
From $247 per night (USD)VRBO
Sea Salt Cottage Retreat - 2 mins to Seaside Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Completely remodeled historic cottage next to Seaside Park. This home is located minutes from the Webster Arena, new Har ...
From $247 per night (USD)VRBO
From $920 per night (USD)VRBO
Greenwich Hotel Alternative / Boutique Living - Fully Loaded- Turn Key 1B
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This fabulous new unit at ''The Loren'' located a top of Greenwich Avenue features a brand new modern 2 bed, 2 1/2 bath ...
From $920 per night (USD)VRBO
From $1624 per night (USD)VRBO
Interior Designer's Enchanting Home with Private Beach 1.5hrs from Brooklyn
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
As seen in dozens of national shelter magazines (such as House Beautiful and Country Home) over three decades, this char ...
From $1624 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 $935 per night (USD)VRBO
Fabulous private home on desirable street in Westport.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Our wonderful home is light filled, private yet near everything, with a beautiful deck, gazebo and plenty of space to re ...
From $935 per night (USD)VRBO
From $712 per night (USD)VRBO
Come to your summer home-mile to Saugatuck/Compo-bright, open, airy, fenced yard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This is a beautiful and comfortable home within walking distance to the beach and easy access to I-95. Located a mile f ...
From $712 per night (USD)VRBO
From $985 per night (USD)VRBO
Walk-to-Town New home w/new furnishings, Grill Center & Playset
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Walk to town (10 short blocks) and just minutes from beach, this newly furnished 5 BR, 5/1bath Colonial will be a great ...
From $985 per night (USD)VRBO
From $579 per night (USD)VRBO
Charming 3 BD/2.5 BA with Fenced Yard and Solarium, 2 Mi to Calf Pasture Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape from the city to this Historic 1926 Renovated Colonial Home in Norwalk with a spacious fenced backyard, 2500 sq f ...
From $579 per night (USD)VRBO
From $976 per night (USD)VRBO
Rowayton Bungalow-599 Special !! July 6-12th!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Rowayton is a great beach community only 45 min from New York City. The beautiful village is located on Long Island Soun ...
From $976 per night (USD)VRBO
From $182 per night (USD)VRBO
Historic Apartment in Downtown Westport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This cozy historic home synchronizes the entertainment, calm and beauty of Westport. With one of the best locations in W ...
From $182 per night (USD)VRBO
From $990 per night (USD)VRBO
Candlewood Lakefront-Exclusive- Ideal Vacation
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Our secluded and quietly comfortable home is located on Candlewood Lake, just north of Danbury Bay. A western exposure w ...
From $990 per night (USD)VRBO
From $3626 per night (USD)VRBO
Summer estate close to NY, NJ, MA w heated pool sleeps 16+
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 16
Commercial grade LAN and Wireless network just installed with 7 Access Points hardwired and ability to plug directly int ...
From $3626 per night (USD)VRBO
From $697 per night (USD)VRBO
Direct Lakefront Home on Lake Lillinonah with Elevator Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Direct lakefront 3100 sq ft. home built in 2006 on exclusive Lake Lillinonah. This spacious and picturesque home is onl ...
From $697 per night (USD)VRBO
From $723 per night (USD)VRBO
OCEAN COAST LUXURY BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH, 45 MIN TO NYC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Chic, large 4 bdr newer colonial house/w fully-equipped spacious kitchen & huge spa-like bathroom/w Jacuzzi. Just across ...
From $723 per night (USD)VRBO
From $940 per night (USD)VRBO
NEW! GREENWICH HOUSE WITH NYC FLAIR/CLOSE TO BEACH & NYC
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
PLEASE SEND A SHORT MESSAGE ABOUT THE PURPOSE OF YOUR STAY BEFORE BOOKING. THANK YOU IN ADVANCE! EVERYTHING IS BRAND NE ...
From $940 per night (USD)VRBO
From $531 per night (USD)VRBO
3 Bedroom Luxury Cape - Walk To Train & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home was recently renovated. In addition to high end finishes, there are 3 bedrooms that comfortably sleep 6. There ...
From $531 per night (USD)VRBO
Click For PricingExpedia
5500 sqft SUMMER HOME in Minutes from the BEACH + more (WESTPORT)
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Relax in this expansive contemporary home, set back from one of Westport's most coveted neighborhood streets. Nestled hu ...
Click For PricingExpedia
From $1798 per night (USD)VRBO
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
There are many great homes you can rent but if the weather turns are there enough things to do to occupy your guests? H ...
From $1798 per night (USD)VRBO
From $772 per night (USD)VRBO
Westport: Walk to Town, Private Natural Setting, Academic Year 25/26 available
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful neighborhood close to town. Walk to restaurants, town tennis courts. One floor living. Wheels2U, a town spon ...
From $772 per night (USD)VRBO
From $971 per night (USD)VRBO
Rowayton House Close To Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Lovely, quiet home with lots of natural light in a wooded setting with plenty of privacy while just around the corner fr ...
From $971 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 $386 per night (USD)VRBO
Charming duplex with private yard. Close to the beach, dining & shopping!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Located on a quiet street in Greenwich, our fully renovated duplex apartment in Greenwich boasts hardwood floors, a wash ...
From $386 per night (USD)VRBO
From $1491 per night (USD)VRBO
Back Country Estate w/ Pool, Sleeps 8 - Fully loaded, Pet Friendly Greenwich CT
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Magnificent private back country estate on 4 beautiful acres has all you need to enjoy greenwich living at its best. 5 b ...
From $1491 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 $440 per night (USD)Expedia
Stylish downstairs apartment. Walk to town, train, & beach ferry!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located on a quiet dead-end street, our fully renovated apartment in Central Greenwich takes up the entire first/ground ...
From $440 per night (USD)Expedia
From $535 per night (USD)VRBO
Fairfield Beach House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Walking distance to beach, great restaurants close by, large living space, parking. Newly updated home! Located at 635 R ...
From $535 per night (USD)VRBO
From $353 per night (USD)Expedia
Quaint duplex with private yard. Walk to beach, dining, & shopping!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Located on a quiet street, our fully renovated duplex apartment in Greenwich boasts hardwood floors, a washer-dryer, hea ...
From $353 per night (USD)Expedia
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 $436 per night (USD)VRBO
Amazing Lake House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Best view of the lake! This home has gone through a major make-over and has been transformed to a place you aren’t goin ...
From $436 per night (USD)VRBO
From $946 per night (USD)VRBO
\"Sea-Duced\" by the Beach! Entire Home Near Downtown Fairfield
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Be “Sea-Duced” by this large vacation home located just a short walk from desirable Fairfield Beach and downtown. Open f ...
From $946 per night (USD)VRBO
From $1506 per night (USD)VRBO
4 BR Classic Country House in CT
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Exceptional updated country house located in the heart of Southport, CT. Completely private with an expansive back lawn ...
From $1506 per night (USD)VRBO
From $167 per night (USD)VRBO
1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
*Hot tub/fire pit/pool! Hike our woods to deer trail along the river! Over 80 eateries within 15 mins! Enjoy win ...
From $167 per night (USD)VRBO
From $1186 per night (USD)VRBO
Greenwich proper - 2 blocks from Downtown, New - Stylish, Fully loaded, Parking
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 5
High end finishes throughout this just completed 3 Bedroom 4 and a half bath home. Large lower level with full bath and ...
From $1186 per night (USD)VRBO
From $2128 per night (USD)VRBO
Newly renovated summer home in Westport CT private pool & spa, near beach & town
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
This newly renovated home is being offered for a summer rental. This immaculate 6 bedroom, 3 full baths, 2 half baths, d ...
From $2128 per night (USD)VRBO
From $1668 per night (USD)VRBO
Fantastic home with pool/spa in lovely Darien, available July 13 - August 3
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 12
House has 7 bedrooms, 5 baths and a lovely first floor that is perfect for entertaining. Classic 1870 house with all in ...
From $1668 per night (USD)VRBO
From $439 per night (USD)VRBO
Centrally located,Close to Danbury Hospital and Wesconn
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
You don't have to break the bank to have a comfortable and well maintained home for your family and group stay. Centrall ...
From $439 per night (USD)VRBO
From $250 per night (USD)Expedia
Home in Stratford
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This beautiful House is a raised Ranch with a ramp if someone wants to avoid the few steps. It has 3 bedrooms and 1 bath ...
From $250 per night (USD)Expedia
From $1100 per night (USD)VRBO
Private Luxury Stay in Expansive Home & Property
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
The perfect New England escape in this beautiful custom home on 3+ acres on quiet cul-de-sac. Amazing property provides ...
From $1100 per night (USD)VRBO
From $331 per night (USD)Expedia
Perfect for Families| Sunny, Spacious and Modern
- 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
From $78 per night (USD)VRBO
Large Room in shared 2 Bed 1 Bath Cozy Apartment!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Summary: Forget your worries in this spacious and serene private bedroom! This stylish and cozy In-law suite promises a ...
From $78 per night (USD)VRBO
From $306 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 $306 per night (USD)Expedia