
Fairfield Rentals

- From $851 per night (USD)
VRBO
Stay 3 Nights or Longer Until July 31th and Get 15% Off
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Merlins Escape! Newly Listed Luxury Home with Pool, Spa, Home Theater, Workout Room and EV Charging Station ...
From $851 per night (USD)VRBO
- From $882 per night (USD)
VRBO
Meeker Hill House - Country Escape w/ Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Meeker Hill House is a spacious and chic escape nestled in the heart of Fairfield County, located 90 minutes fr ...
From $882 per night (USD)VRBO
- Click For Pricing
VRBO
Heated Pool on Quiet Lane in Charming Westport 3 miles To Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Summer Rental available July 7th to August 4th 2023. Possibility to include one Jeep Wrangler with Westport Beach Sticke ...
Click For PricingVRBO
- 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
- From $1695 per night (USD)
VRBO
Chic, Impeccably Decorated 5000 sq ft Estate, Coveted Greens Farms, 5 bed, 6 bth
- Bedrooms:
- 5
- 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 $1695 per night (USD)VRBO
- From $530 per night (USD)
Expedia
Stay at Black Rock Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: ✔ Great Location: Short stroll to beach or downtown Black Rock ✔ Premium Comfort: 3 well-appointed bedrooms ✔ ...
From $530 per night (USD)Expedia
- From $662 per night (USD)
VRBO
\"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 $662 per night (USD)VRBO
- From $412 per night (USD)
Expedia
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 $412 per night (USD)Expedia
- From $883 per night (USD)
VRBO
Greenwich Proper Brand New Home - 5 minutes to town and train - Must See!!!
- Bedrooms:
- 2
- 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
- Click For Pricing
Expedia
Waterfront Retreat w/ Boat Dock & Fire Pit!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Effortless days on the water are at your fingertips when you stay at this peaceful vacation rental nestled on the Housat ...
Click For PricingExpedia
- From $172 per night (USD)
VRBO
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 $172 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Welcome to our junior one-bedroom located in the beautiful town of Darien.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
As you step into the private entrance of this thoughtfully designed apartment, you will feel a sense of comfort and tran ...
From $261 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Business or Weekend escape
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beautiful cozy space can accommodate up to four people. Large bed is and sofa bed are big enough for two people ea ...
From $152 per night (USD)VRBO
- Click For Pricing
Expedia
New Fairfield Vacation Rental w/ Lake Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Relaxed living awaits at this charming 1-bedroom, 1-bathroom vacation rental apartment in New Fairfield, CT. Located jus ...
Click For PricingExpedia
- From $367 per night (USD)
VRBO
Luxury 2Br with loft space 5 minutes to Downtown/Beach/ w Deck. Pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the convenience of staying at this centrally-located haven, where your family will be just moments away from ...
From $367 per night (USD)VRBO
- From $388 per night (USD)
Expedia
Westport Gem - walk to shops, dining, town center, pet-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $388 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Designer 3BR Treehouse w/ Soaking Tub & Skylights
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Welcome to this designer 3-bedroom treehouse located in a unique, light-filled condominium that was once an art ...
From $550 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Beautiful 3 Bedroom Lake House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This house is a little gem, in a unique setting on Lake Mamanasco, facing an outcropping of rocks in Richardson State Pa ...
From $190 per night (USD)VRBO
- Click For Pricing
VRBO
Summer retreat with salt water pool on tranquil woods.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Discover our spacious retreat next to a tranquil wooded area, perfect for summer. Enjoy a private saltwater heated pool, ...
Click For PricingVRBO
- From $537 per night (USD)
Expedia
Southport Shoreline Charm: Elegant Coastal Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our charming 3-bedroom, 2-bath home, located just minutes away from the vibrant town center and beautiful bea ...
From $537 per night (USD)Expedia
- From $996 per night (USD)
VRBO
NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Candlewood Lake vacationing at its finest! Experience breathtaking water views from this beautifully updated ...
From $996 per night (USD)VRBO
- From $636 per night (USD)
Expedia
Remodeled, Family-Friendly Home in Private Community on Candlewood Lake
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
This fully furnished 4 bed/3.5 bath rental has been remodeled with no luxurious detail left behind! Candlewood Lake gree ...
From $636 per night (USD)Expedia
- From $1387 per night (USD)
VRBO
BRAND NEW CHIC OASIS WITH POOL, GUEST COTTAGE AND EVERYTHING YOU NEED.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our Brand New home is simply gorgeous and in the best part of Stamford. This is a sun-drenched home on a stunning prope ...
From $1387 per night (USD)VRBO
- Click For Pricing
Expedia
August in Old Greenwich - walk to town bike to beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 7
Spend your August in Old Greenwich - walk into adorable beach town and bike to beach! Old Greenwich Village walkable 5 ...
Click For PricingExpedia
- Click For Pricing
VRBO
Darien Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover a charming family home on a secure and delightful street in the heart of Darien, CT. Enjoy an enchanting stay i ...
Click For PricingVRBO
- From $424 per night (USD)
Expedia
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our private guest cottage in the charming town of Weston, CT. Located about 45 miles from NYC, this is the pe ...
From $424 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to this sea-rene and cozy beach home at the idyllic Shippan Point. Located in a safe, quiet neighborhood, our b ...
From $368 per night (USD)VRBO
- Click For Pricing
Expedia
Charming 3-bedroom house on Bell Island in Rowayton, CT
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
There's nothing like Bell Island in the summer. Two private beaches, swimming raft, a playground, a ballpark, surrounde ...
Click For PricingExpedia
- From $2403 per night (USD)
VRBO
AVAIL 4TH OF JULY WEEK! 5-Bedroom Estate with Saltwater Pool, Spa, Game Room
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
This 9,500 sf 5-bedroom estate sits on 1.5 acres of green space, just minutes from Compo Beach and downtown Westport. It ...
From $2403 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This super clean cozy space will be your home away from home. Located in Downtown Stamford within walking distance to sh ...
From $268 per night (USD)Expedia
- Click For Pricing
VRBO
Spacious 5-bedroom, house in Southport with WiFi, AC, near train, harbor, town.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 7
This anitique house is the in the middle of Southport village, and is a very short walk from Southport Harbor and yacht ...
Click For PricingVRBO
- From $1073 per night (USD)
Expedia
Sleeps 16! Lake, Dock, Hot Tub, Deck, Fire Pit, Grill
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
******* We only book to 25 and over******* The Skytopia Lakeside Oasis is BRAND NEW after a full ins ...
From $1073 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Chic Peaceful Apt, Quiet & Safe w/Garage Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to my home! Looking for an Entire Apartment close to downtown Stamford, restaurants, nature, train station, and ...
From $264 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Entire Apt Downtown with Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: The Biltmore downtown Stamford features spacious apartments great for those working from home. Relax in the bea ...
From $283 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Gather with loved ones in this early American home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
We are excited to announce the opening of our new listing! This early American home (circa 1900) has been updated to hos ...
From $290 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Cozy Cabin @ Sticks & Stones Farm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this cozy, secluded cabin retreat nestled in a serene woodland setting, just 90 minutes from NYC. Perfect for ...
From $160 per night (USD)Expedia
- From $327 per night (USD)
VRBO
2 Bed Apt in BlackRock by beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Tucked away amidst the quiet streets in Black rock is your home away from home. This modern Apartment in Black rock exud ...
From $327 per night (USD)VRBO
- From $1049 per night (USD)
Expedia
Lake house cozy to relax with a family. 6 bedroom very spacious house.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Unwind in Trumbull at this enchanting house. With 6 bathrooms equipped with amenities like a hair dryer, bathtub, and sh ...
From $1049 per night (USD)Expedia
- From $453 per night (USD)
VRBO
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Chic Black & White Home – Experience Modern Elegance Discover the perfect blend of sophistication and comfort in this b ...
From $453 per night (USD)VRBO
- From $329 per night (USD)
Expedia
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Indulge in Luxury at This Breathtaking 2BR Apartment Immerse yourself in the ultimate comfort and style in this beautif ...
From $329 per night (USD)Expedia
- From $366 per night (USD)
VRBO
Renovated 3BR Apt / Easy Check-In / FamilyFriendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Stylish 3BR Getaway – Newly Renovated & Family-Friendly Welcome to your perfect escape! Relax in our newly renovated 3- ...
From $366 per night (USD)VRBO
- From $329 per night (USD)
Expedia
Renovated 2BR Retreat / Modern Comforts Included
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Perfect Getaway for Family & Friends – Cozy Apartment with Full Kitchen Our cozy apartment is ideal for family and frie ...
From $329 per night (USD)Expedia
- From $329 per night (USD)
VRBO
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
About this space Welcome to the sunny, spacious, and cozy apartment, perfect for working from home. Check out our newly ...
From $329 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy get away in Stamford
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your cozy getaway awaits in Stamford at this phenomenal apartment. With 2 bathrooms featuring a bathtub and shower, AC, ...
Click For PricingExpedia
- From $351 per night (USD)
VRBO
Lrg 2 Bedroom apart in BlackRock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Tucked away amidst the quiet streets in Black rock is your home away from home. This modern Apartment in Black rock exud ...
From $351 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Modern Apt Close to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
From $383 per night (USD)Expedia
- From $431 per night (USD)
VRBO
Charming 3-bedroom House In Paradise Green Stratford CT Close To 95 & Train
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a peaceful stay at this 3-bedroom house in Stratford. The bedrooms feature 1 king bed and 2 queen beds, perfect fo ...
From $431 per night (USD)VRBO
- From $817 per night (USD)
Expedia
My favorite place!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
<p>Located in Danbury, this 4-bedroom, 2-bathroom vacation home lets you experience it all. Fans of nature and the outdo ...
From $817 per night (USD)Expedia
- Click For Pricing
VRBO
Modern Apt with Luxury Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Escape at Harbor Point offers the perfect blend of convenience and luxury. Indulge in the breathtaking sunset v ...
Click For PricingVRBO
- Click For Pricing
Expedia
Modern Apt Near Train Station
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
Click For PricingExpedia
- From $299 per night (USD)
VRBO
Apt Downtown Near Restaurants
- 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 $299 per night (USD)VRBO
- From $340 per night (USD)
Expedia
3-bedroom Candlewood Lakeside house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Candlewood Lakeside Living! This charming three-bedroom house features a stunning wrap-around blue deck that ...
From $340 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Charming 4-bedroom house with AC and WiFi in serene Fairfield
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Consider this house your home away from home while you visit Fairfield. This delightful property boasts 4 bedrooms - 2 q ...
From $240 per night (USD)VRBO
- From $412 per night (USD)
Expedia
Serene 3-bedroom duplex in Bridgeport updated floors new appliance
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Bridgeport is waiting for you at this fabulous 3-bedroom duplex. With 1 queen bed and 2 full beds, guests will have plen ...
From $412 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Charming 4-bedroom farmhouse in Huntington Center, Shelton Connecticut.
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Now is your time to stay in a restored historic farmhouse originally built in 1773. This 4,200 square foot home has 4-be ...
From $345 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Apt Near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
Click For PricingExpedia
- From $648 per night (USD)
VRBO
Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Discover Fairfield Retreat, our beautifully renovated 3-bedroom, 2-bath home, perfect for your next family getaway. Enjo ...
From $648 per night (USD)VRBO
- From $167 per night (USD)
Expedia
Cozy 1-bed, 1-bath apartment in charming Downtown Stamford
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to this charming private condo in a building with elevator and private parking. The unit has everything you need ...
From $167 per night (USD)Expedia
- Click For Pricing
VRBO
Charming 2-bedroom house with AC, WiFi in adorable Derby
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Experience Derby like a local in this 2-bedroom house. This nice property features 1 king bed, 1 queen bed, and 1 futon, ...
Click For PricingVRBO
- From $424 per night (USD)
Expedia
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
About this space Welcome to Cherish Suites! Newly renovated 3-bedroom apartment complete with two plush king-size beds a ...
From $424 per night (USD)Expedia
- From $784 per night (USD)
VRBO
Updated Home In Lake Community With Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the desirable Candlewood Shores community! Our home combines modern amenities with classic charm, creating th ...
From $784 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Sweet Studio w/ Lounge & Pool Table
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This spacious, well-appointed studio apartment is in the heart of Westport. The home offers everything you need ...
From $335 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Beautiful 3 Bedroom Home Stratford CT Close to Train, I95, Beach & Shopping
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a peaceful stay at this 3-bedroom apartment in Stratford. The bedrooms feature 1 king bed and 2 queen beds, perfec ...
From $364 per night (USD)VRBO
- From $363 per night (USD)
VRBO
3-bedroom house in peaceful Westport with AC, WiFi. Enjoy your stay
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 5
This 3-bedroom house in Westport is perfect for your escape. With 1 twin bed and 2 full beds, guests will have a wonderf ...
From $363 per night (USD)VRBO
- From $177 per night (USD)
VRBO
Cozy and spacious apartment to call home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This beautiful 1 bedroom 1 bath apartment offers 10' high ceilings, full kitchen, marble bathroom with tub. Large bedroo ...
From $177 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Luxury Apt with Gym Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terrac ...
From $229 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Streamside Cottage @ Sticks & Stones Farm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to a serene retreat at this cozy streamside cottage nestled within the picturesque Sticks and Stones Farm. Perfec ...
From $306 per night (USD)VRBO
- From $834 per night (USD)
Expedia
Disney Dreams in Spacious 5-bedroom house in lovely Ridgefield paradise
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Discover the beauty of Ridgefield, a Norman Rockwell village from this 5-bedroom house on 3 wooded acres, walking distan ...
From $834 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Charming 2-bedroom house in Bridgeport.Trumbull/Fairfield line with AC, WiFi.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This enchanting house in Bridgeport offers a serene escape for guests. With 2 cozy bedrooms featuring a king and queen b ...
From $302 per night (USD)VRBO
- From $382 per night (USD)
Expedia
Modern Courtland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover the perfect blend of comfort and convenience in our modern apartment. Ideal for solo travelers or business trip ...
From $382 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Courtland Haven
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to your perfect getaway! This charming and modern apartment is ideal for families or groups seeking comfort and ...
From $282 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your cozy getaway awaits in Shelton. Inside this delightful 5 bed 3 bath house, you will find a very nice bed and a bea ...
From $168 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Home Sweet Home in Danbury
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax in this charming home away from home with the entire family! This Cape Cod-style home offers 3 Beds and 2 full Bat ...
From $373 per night (USD)VRBO
- From $291 per night (USD)
Expedia
Serenity Haven: A Modern Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover the perfect blend of modern comfort and natural tranquility at our newly renovated guest house in Monroe, CT. N ...
From $291 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Main Street Westport, walk to shops, dining, downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $507 per night (USD)VRBO
- From $258 per night (USD)
Expedia
The Gallery in Downtown Stamford
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Step into The Gallery, a stunning 1BR, 1BA luxury retreat in Downtown Stamford. This sophisticated haven blends artistic ...
From $258 per night (USD)Expedia
- From $715 per night (USD)
VRBO
Luxurious 3BR/2BA Modern Haven Downtown Stamford
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This stunning 3-bedroom, 2-bathroom corner unit offers the perfect combination of modern luxury and cozy comfort, making ...
From $715 per night (USD)VRBO
- From $172 per night (USD)
Expedia
Summer Escape on Candlewood Lake – Private Beach, Hot Tub & Cozy Cottage!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spend your summer lakeside at this charming 2-bed, 2-bath cottage in the Knollcrest Lake Community on Candlewood Lake. A ...
From $172 per night (USD)Expedia
- From $958 per night (USD)
VRBO
Delightful Light-Filled Bungalow Walk To Beach And Rowayton Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this beautiful updated bungalow, the perfect summer retreat! Perched on a hill offering water views of Rowayt ...
From $958 per night (USD)VRBO
- From $247 per night (USD)
Expedia
One Bedroom in Amazing Stamford Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This apartment is professionally managed by Furnished Quarters, the largest independently owned and operated supplier of ...
From $247 per night (USD)Expedia
- Click For Pricing
VRBO
Luxury Stamford Two Bedroom Apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This apartment is professionally managed by Furnished Quarters, the largest independently owned and operated supplier of ...
Click For PricingVRBO
- From $242 per night (USD)
Expedia
Stamford One Bedroom, Prime Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This apartment is professionally managed by Furnished Quarters, the largest independently owned and operated supplier of ...
From $242 per night (USD)Expedia
- From $167 per night (USD)
VRBO
1 Bedroom With Private Balcony, Stamford, CT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This apartment is professionally managed by Furnished Quarters, the largest independently owned and operated supplier of ...
From $167 per night (USD)VRBO
- From $167 per night (USD)
Expedia
One Bed in Central Stamford, CT with Pool Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This apartment is professionally managed by Furnished Quarters, the largest independently owned and operated supplier of ...
From $167 per night (USD)Expedia
- From $2102 per night (USD)
VRBO
Luxury Estate w/ Heated Pool, Tennis Court (Sleeps 16)
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Indulge in luxury & elegance at this breathtaking Georgian Colonial estate in Fairfield! 🌿🏡 Set on 2 acres of gated gr ...
From $2102 per night (USD)VRBO
- From $1125 per night (USD)
Expedia
Cozy Westport Beachfront Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to your charming beachfront retreat! This cozy 4-bed, 2 full + 2 half bath home offers stunning water views from ...
From $1125 per night (USD)Expedia
- From $2438 per night (USD)
VRBO
Westport Dream Home 6 Bedroom / 5 Bathroom\n\nPool and Jacuzzi \n\nSteps to town
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 9
Unwind in Westport at this dream house. With 6 bedrooms, 5 bathrooms, and a newly put in Salt Water pool, stone Jacuz ...
From $2438 per night (USD)VRBO
- From $526 per night (USD)
Expedia
1845 Historic & Romantic Westport/Weston River Access - Luxury Matresses Low EMF
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
River retreat access in a serene and joyful historic district. Unique inspiring office overlooking nature. Central AC. S ...
From $526 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Spend your summer in beautiful Westport!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This end unit condo is a short walk into town and riverside, where you can stroll to shops, restaurants, etc. You have ...
From $199 per night (USD)VRBO
- From $2616 per night (USD)
VRBO
Multi Family Pool Retreat - 6-bedroom chateau in Fairfield with nature & spa!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Fancy a vacay on a large lot with two homes on a meadow with in-ground pool, spa, outdoor kitchen (+a pizza oven) in a ...
From $2616 per night (USD)VRBO
- From $380 per night (USD)
VRBO
Fairfield Downtown Impeccable! Wifi, Open, Cheery, AC, Patio, Deck, 3 Beds!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Located in Fairfield, this quaint house offers 3 bedrooms - 2 with full beds and 1 with a queen bed. The property featur ...
From $380 per night (USD)VRBO
- From $1587 per night (USD)
VRBO
Spacious 6-bedroom 4 bathroom Dream House, with salt water pool & stone hot tub.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 13
This stunning house in Westport offers 6 bedrooms, including 3 queen beds, 1 full bed, 1 bunk bed, and more. With 4 ba ...
From $1587 per night (USD)VRBO
- From $335 per night (USD)
VRBO
Coastal Work and Rest Retreat, 4-bedroom apartment with Free WiFi in Bridgeport
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
Bridgeport is waiting for you at this superb 4-bedroom corporate apartment. With 2 queen beds, 1 full bed, and 1 twin be ...
From $335 per night (USD)VRBO
- From $332 per night (USD)
Expedia
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this beautiful and peaceful lakeside retreat in Greenwich. This private 2-bedroom, 1 bath, and a kitchenette s ...
From $332 per night (USD)Expedia
- Click For Pricing
VRBO
Spacious 5-bedroom family house in fabulous Weston
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 9
This memorable house is the perfect home base for your trip to Weston. With 5 bedrooms including 1 king bed, 2 queen bed ...
Click For PricingVRBO
- From $776 per night (USD)
Expedia
Awesome Lake Home with tons of fun!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Enjoy your time at this meticulous 4 bedroom 2.5 bath 2003 Colonial in park like setting with a 2 minute stroll to Candl ...
From $776 per night (USD)Expedia
- From $550 per night (USD)
VRBO
The Monroe | Elegant 2BR/2BA Downtown Stamford | Designed by Lavish & Live
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Step into The Monroe, where timeless elegance meets modern comfort in the heart of Downtown Stamford. This thoughtfully ...
From $550 per night (USD)VRBO
- From $535 per night (USD)
Expedia
Norwalk Spacious Stay – Entire House + Fenced Yard + Parking + Laundry + Updated
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the beauty of Norwalk from this 4-bedroom house. With 1 king bed, 1 full bed, and 4 twin beds, this tremendous ...
From $535 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Please note location and area before booking!!! (DONT BOOK if you don’t know it’s loud and busy) Conveniently located Do ...
From $195 per night (USD)VRBO
- From $256 per night (USD)
Expedia
The Luxury downtown. Pool Jim basketball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stamford is waiting for you at this 2-bedroom apartment. This lovely space features 1 king bed and 1 queen bed, perfect ...
From $256 per night (USD)Expedia