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Results: 450 Rentals

  • Family-friendly Stamford Downtown Delight
    From $490 per night (USD)

    VRBO

    Family-friendly Stamford Downtown Delight

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to your perfect city getaway! This family-friendly 4-bed 3-bath home is an upper-level unit in a multi-family bu ...

    From $490 per night (USD)

    VRBO

    Details
  • Cozy, fully renovated 2BR home with a barn in peaceful Weston, CT for relaxation
    From $448 per night (USD)

    VRBO

    Cozy, fully renovated 2BR home with a barn in peaceful Weston, CT for relaxation

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Nestled in Weston, CT this delightful house offers a pleasant stay for guests. With 2 cozy bedrooms featuring a queen be ...

    From $448 per night (USD)

    VRBO

    Details
  • Private Lakefront Getaway Near Downtown Danbury!
    From $584 per night (USD)

    VRBO

    Private Lakefront Getaway Near Downtown Danbury!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Discover the very best of Danbury from the comfort & convenience of this upgraded private retreat! Perfectly situated on ...

    From $584 per night (USD)

    VRBO

    Details
  • Tranquility Between A Lake & Pond
    From $291 per night (USD)

    Expedia

    Tranquility Between A Lake & Pond

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Tranquility Between a Lake & Pond This is your tranquil home away from home in New Fairfield, Connecticut—a cozy, fully ...

    From $291 per night (USD)

    Expedia

    Details
  • COZY COTTAGE IN COS COB CT
    From $557 per night (USD)

    VRBO

    COZY COTTAGE IN COS COB CT

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in Greenwich, Welcome to Cozy Cottage, a charming studio retreat in the heart of Cos Cob. Cos Cob is a lively, v ...

    From $557 per night (USD)

    VRBO

    Details
  • Modern Apt Downtown with Pool
    From $266 per night (USD)

    Expedia

    Modern Apt Downtown with Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Summary: In the heart of Stamford, this offers a fitness/yoga center, outdoor swimming pool, billiard room, and theatre ...

    From $266 per night (USD)

    Expedia

    Details
  • The Platinum Downtown Stamford Studio Getaway
    From $372 per night (USD)

    VRBO

    The Platinum Downtown Stamford Studio Getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Welcome to this stylish studio apartment in the heart of Stamford! Perfect for families, business travelers, o ...

    From $372 per night (USD)

    VRBO

    Details
  • Spacious 3BR Home with Fire Pit, Loft & Private Patio
    From $360 per night (USD)

    VRBO

    Spacious 3BR Home with Fire Pit, Loft & Private Patio

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This is a fully furnished three-bedroom, three-bathroom house set up for comfortable long or short stays. The layout is ...

    From $360 per night (USD)

    VRBO

    Details
  • Hat City Danbury II, Welcome to your Retreat
    From $238 per night (USD)

    VRBO

    Hat City Danbury II, Welcome to your Retreat

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Hat City Danbury II! Our Lovely Bright Private Two Bedroom second floor apartment is perfectly situated in th ...

    From $238 per night (USD)

    VRBO

    Details
  • Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
    From $225 per night (USD)

    Expedia

    Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Nestled in Greenwich, from back this delightful quiet, private, over see a naturally preserved forest from backyard on t ...

    From $225 per night (USD)

    Expedia

    Details
  • Great Fall pricing! Magical Views & Peaceful Vibes; private dock, kayaks, firepit, office!
    From $369 per night (USD)

    VRBO

    Great Fall pricing! Magical Views & Peaceful Vibes; private dock, kayaks, firepit, office!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Set in the heart of Connecticut’s beloved lake country, this home offers a 4 season year-round escape where the water is ...

    From $369 per night (USD)

    VRBO

    Details
  • Lovely 1-bedroom Basement apartment in Stamford
    From $209 per night (USD)

    VRBO

    Lovely 1-bedroom Basement apartment in Stamford

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Experience Stamford like a local in this 1-bedroom apartment. Step into a tranquil and delightful space, complete with a ...

    From $209 per night (USD)

    VRBO

    Details
  • Luxury 5BR retreat w/3rd floor sleeps 26 adults; 1 mile to town; 1 month min
    From $699 per night (USD)

    VRBO

    Luxury 5BR retreat w/3rd floor sleeps 26 adults; 1 mile to town; 1 month min

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    26

    Your cozy getaway awaits in Ridgefield at this 7,000 sq ft brilliant house. With 5 bedrooms including 4 king beds, 1 que ...

    From $699 per night (USD)

    VRBO

    Details
  • Pet-Friendly Cottage, 2 Mi to Saugatuck Falls
    From $347 per night (USD)

    Expedia

    Pet-Friendly Cottage, 2 Mi to Saugatuck Falls

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    7 Private Acres | BBQ Ready | Fireside Stargazing | 16 Mi to Westport Beaches | Day Trip to New Haven Perfect for sprin ...

    From $347 per night (USD)

    Expedia

    Details
  • Cozy 1 br apartment with a private entrance and patio in Fairfield
    From $98 per night (USD)

    VRBO

    Cozy 1 br apartment with a private entrance and patio in Fairfield

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Discover the beauty of Fairfield from this fabulous 1-bedroom apartment. Just a few minutes drive to beaches and vibrant ...

    From $98 per night (USD)

    VRBO

    Details
  • Charming Newly Renovated 2-bedroom apartment in Fairfield
    From $202 per night (USD)

    Expedia

    Charming Newly Renovated 2-bedroom apartment in Fairfield

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Tucked away on a peaceful horseshoe-shaped street in Fairfield, this beautifully renovated spacious two-bedroom residenc ...

    From $202 per night (USD)

    Expedia

    Details
  • 3-bedroom building in cool Bridgeport neighborhood one block from Stratford CT.
    From $314 per night (USD)

    VRBO

    3-bedroom building in cool Bridgeport neighborhood one block from Stratford CT.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Stay comfortably in Bridgeport at this 3-bedroom building. Each bedroom features a cozy queen bed, perfect for a good ni ...

    From $314 per night (USD)

    VRBO

    Details
  • Clean and Cozy 4BR Home w/ Yard – Springdale Stamford
    From $487 per night (USD)

    VRBO

    Clean and Cozy 4BR Home w/ Yard – Springdale Stamford

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Fully furnished 4BR/2BA home on a safe, family-friendly street in Stamford’s Springdale/Newfield area. Spaciou ...

    From $487 per night (USD)

    VRBO

    Details
  • Family Home Near Roosevelt Forest & Historic Sites
    From $524 per night (USD)

    VRBO

    Family Home Near Roosevelt Forest & Historic Sites

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Easy Access to Scenic Merritt Parkway | 8 Mi to Stratford Sea Wall Your next summer escape to New England starts here! H ...

    From $524 per night (USD)

    VRBO

    Details
  • Premier 2 Double Bedroom
    From $172 per night (USD)

    Expedia

    Premier 2 Double Bedroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Settle into a comfortable, private 310 sq ft room at the Norwalk Inn and Conference Center - an ideal home base for work ...

    From $172 per night (USD)

    Expedia

    Details
  • Modern, renovated home in Greenwich, conveniently located to all.
    From $1401 per night (USD)

    VRBO

    Modern, renovated home in Greenwich, conveniently located to all.

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    9

    Welcome to the Greenhouse! A fully renovated, stylish, centrally located mid-country home in Greenwich tucked on a quiet ...

    From $1401 per night (USD)

    VRBO

    Details
  • King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
    From $434 per night (USD)

    Expedia

    King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Studio Apartment at The Victorian Guest House On-Site at The Norwalk Inn & Conference Center ~440 Sq. Ft. | Fully Furni ...

    From $434 per night (USD)

    Expedia

    Details
  • Gorgeous 4-bedroom house on lovely Candlewood Lake perfect for families
    From $576 per night (USD)

    VRBO

    Gorgeous 4-bedroom house on lovely Candlewood Lake perfect for families

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Get ready to relax in this 4-bedroom house on Candlewood Lake. The space features a king bed, two queen beds, a full bed ...

    From $576 per night (USD)

    VRBO

    Details
  • Lake Views | 6BR • Pool • Movie Theater•Sleeps 16+ Overlooking Candlewood Lake
    From $1996 per night (USD)

    Expedia

    Lake Views | 6BR • Pool • Movie Theater•Sleeps 16+ Overlooking Candlewood Lake

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    16

    Escape to a private Candlewood Lake retreat with breathtaking panoramic views. This spacious 6-bedroom home sleeps 16+ a ...

    From $1996 per night (USD)

    Expedia

    Details
  • Cozy studio with 1 bedroom in peaceful Stratford retreat
    From $83 per night (USD)

    VRBO

    Cozy studio with 1 bedroom in peaceful Stratford retreat

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Your home away from home in Stratford with 1 bedroom. This tranquil studio offers a soothing retreat where guests can re ...

    From $83 per night (USD)

    VRBO

    Details
  • Stylish Fairfield Home in Charming Beach Town
    From $471 per night (USD)

    Expedia

    Stylish Fairfield Home in Charming Beach Town

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to this stylish and thoughtfully updated Fairfield home, located in a charming beach town just a short drive fro ...

    From $471 per night (USD)

    Expedia

    Details
  • Downtown \Blue Nest\ Apartment
    From $180 per night (USD)

    VRBO

    Downtown \"Blue Nest\" Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Cozy, adorable, updated and fully decorated one bedroom apartment in a downtown Stamford building with garage, exercise ...

    From $180 per night (USD)

    VRBO

    Details
  • Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
    From $2995 per night (USD)

    Expedia

    Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    Escape to this stunning 6-bedroom lakefront estate in one of Connecticut's most prestigious neighborhoods. Set on the sh ...

    From $2995 per night (USD)

    Expedia

    Details
  • BED AND BATH W/D IN BUILDING /Private Entrance
    From $167 per night (USD)

    VRBO

    BED AND BATH W/D IN BUILDING /Private Entrance

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in Stamford, This is a hotel like Bed and bath with a table, microwave, mini fridge with freezer, coffee machine ...

    From $167 per night (USD)

    VRBO

    Details
  • New Remodel Fairfield 3-bedroom in delightful Walking Distance to Sacred Heart
    From $776 per night (USD)

    Expedia

    New Remodel Fairfield 3-bedroom in delightful Walking Distance to Sacred Heart

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    3 Bedroom home renovated in 2026. All new updates in home with new Kitchen and Baths and just about everything else. Gr ...

    From $776 per night (USD)

    Expedia

    Details
  • Relaxing apartment with kitchen in weston woods
    From $134 per night (USD)

    VRBO

    Relaxing apartment with kitchen in weston woods

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    3

    Enjoy a large relaxing apartment in a cottage style house with modern living amenities. On 2nd floor with it's own entry ...

    From $134 per night (USD)

    VRBO

    Details
  • Canoe Brook Lakefront Escape | Canoes, Screened Porch, indoor/outdoor living spaces, Sleeps 8
    From $653 per night (USD)

    Expedia

    Canoe Brook Lakefront Escape | Canoes, Screened Porch, indoor/outdoor living spaces, Sleeps 8

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Canoe Brook Cottage! Lakeside Retreat, Two Kitchens, Screened Porch, Firepit, outside dining, Canoes, Fishi ...

    From $653 per night (USD)

    Expedia

    Details
  • Solara – Luxury 1BR Downtown
    From $342 per night (USD)

    VRBO

    Solara – Luxury 1BR Downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Solara, a radiant retreat in the heart of downtown Stamford. This spacious and beautifully curated one-bedroo ...

    From $342 per night (USD)

    VRBO

    Details
  • Villa Après Sea
    From $754 per night (USD)

    Expedia

    Villa Après Sea

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Get ready to play with the whole family at this stylish/private/gated 1-acre Gold Coast house equipped w/ a ping-pong ta ...

    From $754 per night (USD)

    Expedia

    Details
  • 3-bedroom condo in fantastic Greenwich  unit A
    From $652 per night (USD)

    VRBO

    3-bedroom condo in fantastic Greenwich unit A

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Discover the beauty of Greenwich from this perfect 3-bedroom condo. Guests enjoy a welcoming space filled with natural l ...

    From $652 per night (USD)

    VRBO

    Details
  • Cozy 1-bedroom apartment in lovely Norwalk with AC and gym
    From $211 per night (USD)

    Expedia

    Cozy 1-bedroom apartment in lovely Norwalk with AC and gym

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Your home away from home in Norwalk with 1 bedroom. This gorgeous apartment features a cozy queen bed and a welcoming li ...

    From $211 per night (USD)

    Expedia

    Details
  • One-of-a-Kind Surfside Park was built Luxury Trailer – Cerritos, B.C.S.
    From $281 per night (USD)

    VRBO

    One-of-a-Kind Surfside Park was built Luxury Trailer – Cerritos, B.C.S.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Stay in a unique luxury trailer perched above the Pacén rocks with unbeatable ocean views and walking access to Cerritos ...

    From $281 per night (USD)

    VRBO

    Details
  • Autumn in Connecticut and a 60 minute train to Grand Central Station
    From $383 per night (USD)

    Expedia

    Autumn in Connecticut and a 60 minute train to Grand Central Station

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    You are located only steps away from two private association beaches setting with tables, chairs and facing harbor marsh ...

    From $383 per night (USD)

    Expedia

    Details
  • Cozy 3BR Stay in Stamford & Near Old Greenwich
    From $351 per night (USD)

    VRBO

    Cozy 3BR Stay in Stamford & Near Old Greenwich

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Cozy 3-bedroom apartment in a quiet Stamford neighborhood located behind Innis Arden Golf Club and close to Wings Arena. ...

    From $351 per night (USD)

    VRBO

    Details
  • Waterfront home w/cabana, kayaks and beach!
    From $394 per night (USD)

    Expedia

    Waterfront home w/cabana, kayaks and beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Your cozy getaway awaits in New Fairfield at this fabulous house. Guests will find a comfortable bedroom with a queen be ...

    From $394 per night (USD)

    Expedia

    Details
  • SHIPPAN POINT SUMMER RENTAL.   UNIQUE BEACH COMMUNITY.
    From $987 per night (USD)

    VRBO

    SHIPPAN POINT SUMMER RENTAL. UNIQUE BEACH COMMUNITY.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Consider this house your home away from home while you visit Stamford. This lovely three-bedroom retreat features a king ...

    From $987 per night (USD)

    VRBO

    Details
  • Cottage nestled in wooded Greenwich setting with New England charm
    From $265 per night (USD)

    Expedia

    Cottage nestled in wooded Greenwich setting with New England charm

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    A winding private road leads to the tranquil setting of a cottage that affords top amenities and exquisite appointments. ...

    From $265 per night (USD)

    Expedia

    Details
  • Fairfield Beach Getaway with Pool, Hot Tub & Outdoor Oasis
    From $1559 per night (USD)

    VRBO

    Fairfield Beach Getaway with Pool, Hot Tub & Outdoor Oasis

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Discover the beauty of Fairfield from this marvelous 4-bedroom house plus separate studio. Guests will find three queen ...

    From $1559 per night (USD)

    VRBO

    Details
  • 3-bedroom tranquil house on Fairfield Beach, with cool ocean breeze
    Click For Pricing

    Expedia

    3-bedroom tranquil house on Fairfield Beach, with cool ocean breeze

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Your cozy getaway awaits in Fairfield at this brilliant house. With three comfortable bedrooms featuring a king, queen, ...

    Click For Pricing

    Expedia

    Details
  • Spacious 5-bedroom house with waterfall view and walk to town
    From $995 per night (USD)

    VRBO

    Spacious 5-bedroom house with waterfall view and walk to town

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    This 5-bedroom house is perfect for your escape to Westport. Guests will find 3 queen beds, 1 full bed, and 2 twin beds, ...

    From $995 per night (USD)

    VRBO

    Details
  • Spacious Easton 2BR Townhouse with Big Yard
    From $382 per night (USD)

    Expedia

    Spacious Easton 2BR Townhouse with Big Yard

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Summary: 》Hit "❤️" Relax in a peaceful nature escape just outside the city ★ 2BR townhouse sleeps 5 with king, quee ...

    From $382 per night (USD)

    Expedia

    Details
  • Cozy 2 BR Greenwich Apt. with easy access to NYC
    From $243 per night (USD)

    VRBO

    Cozy 2 BR Greenwich Apt. with easy access to NYC

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cozy two bedroom apartment on a quiet street in Greenwich with brand new appliances. Walking distance to Metro North tra ...

    From $243 per night (USD)

    VRBO

    Details
  • Bright, airy single‑family home in Fairfield, minutes from Fairfield Beach
    From $539 per night (USD)

    Expedia

    Bright, airy single‑family home in Fairfield, minutes from Fairfield Beach

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    9

    Located in Fairfield, enjoy what this 4-bedroom house has to offer. This fantastic home features two bathrooms with refr ...

    From $539 per night (USD)

    Expedia

    Details
  • Charming Gardener’s Cottage on a Quiet Country Road
    From $336 per night (USD)

    VRBO

    Charming Gardener’s Cottage on a Quiet Country Road

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Surrounded by lush grounds, the Wee Cottage is peaceful and private, with garden views from every window. Enjoy outdoor ...

    From $336 per night (USD)

    VRBO

    Details
  • Spacious Peaceful Redding Cottage Retreat
    From $231 per night (USD)

    Expedia

    Spacious Peaceful Redding Cottage Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Charming and private cottage in beautiful Redding, CT, near Ridgefield, Danbury, and Wilton. The home sleeps up to 7 wit ...

    From $231 per night (USD)

    Expedia

    Details
  • Sunny private suite in Shelton, CT. Perfect for a relaxing weekend getaway.
    From $203 per night (USD)

    VRBO

    Sunny private suite in Shelton, CT. Perfect for a relaxing weekend getaway.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Bright and private furnished 1-bedroom, 1-bath in-law apartment with separate entrance in Huntington section of Shelton. ...

    From $203 per night (USD)

    VRBO

    Details
  • Stamford : The Comfy Cove Hideout
    From $191 per night (USD)

    Expedia

    Stamford : The Comfy Cove Hideout

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Whimsical Staycation - a bright, modern apartment in Stamford ideal for short-term renters, healthcare pros, ...

    From $191 per night (USD)

    Expedia

    Details
  • Stamford Hideaway w/ Fire Pit
    From $193 per night (USD)

    VRBO

    Stamford Hideaway w/ Fire Pit

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to Whimsical Staycation, a cozy upstairs 1BR in the heart of Stamford, with a queen bed and queen sofa bed. Enjo ...

    From $193 per night (USD)

    VRBO

    Details
  • Charming cottage in beautiful Redding minutes from Ridgefield, Wilton & Danbury
    From $382 per night (USD)

    Expedia

    Charming cottage in beautiful Redding minutes from Ridgefield, Wilton & Danbury

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Your Redding adventure begins at this adorable 1-bedroom house. Inside, guests find a cozy queen bed and a pleasant livi ...

    From $382 per night (USD)

    Expedia

    Details
  • Cozy Apartment in Downtown Westport
    From $193 per night (USD)

    VRBO

    Cozy Apartment in Downtown Westport

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This cozy historic home synchronizes the entertainment, calm and beauty of Westport. With one of the best locations in W ...

    From $193 per night (USD)

    VRBO

    Details
  • Brand New Lakeview Suite: Hot Tub, Pet friendly & 4 Parking Spots
    From $556 per night (USD)

    Expedia

    Brand New Lakeview Suite: Hot Tub, Pet friendly & 4 Parking Spots

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Brand-new retreat with Candlewood Lake views! Enjoy stunning sunrises, sunsets, and stargazing. Relax in the hot tub, ou ...

    From $556 per night (USD)

    Expedia

    Details
  • Charming Home in Seaside
    From $341 per night (USD)

    VRBO

    Charming Home in Seaside

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Experience Bridgeport like a local in this delightful 4-bedroom house! With 1 king bed, 1 queen bed, and 3 twin beds, gu ...

    From $341 per night (USD)

    VRBO

    Details
  • Charming 3-bedroom Ranch in Weston Near Westport & Fairfield
    From $810 per night (USD)

    Expedia

    Charming 3-bedroom Ranch in Weston Near Westport & Fairfield

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Consider this house your home away from home while you visit Fairfield County. With an open floor plan, vaulted beamed c ...

    From $810 per night (USD)

    Expedia

    Details
  • Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
    From $1604 per night (USD)

    VRBO

    Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Once home to actress Misty Rowe (Hee Haw, Brady Bunch, Love Boat), this historic riverside cottage blends rustic charm w ...

    From $1604 per night (USD)

    VRBO

    Details
  • Walk to Theaters & Dining! Ridgefield Gem w/ Yard
    From $141 per night (USD)

    Expedia

    Walk to Theaters & Dining! Ridgefield Gem w/ Yard

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    1 Mi to Museums | 5 Mi to Branchville Station to NYC | Near Equestrian Stables | Washer/Dryer Live like a local in Conn ...

    From $141 per night (USD)

    Expedia

    Details
  • Charming 3-bedroom beach cottage in beautiful Fairfield with AC
    From $556 per night (USD)

    VRBO

    Charming 3-bedroom beach cottage in beautiful Fairfield with AC

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    This cozy cottage is across the street from Long Island Sound (~200 ft from public access point) in a secluded beach com ...

    From $556 per night (USD)

    VRBO

    Details
  • Cozy 2 bedroom 2 bath house with in charming private house near Fairfield Border
    From $150 per night (USD)

    VRBO

    Cozy 2 bedroom 2 bath house with in charming private house near Fairfield Border

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Your home away from home in Bridgeport offers a beautifully designed 2-bedroom, 2-bathroom apartment with the comfort an ...

    From $150 per night (USD)

    VRBO

    Details
  • Luxury Apartment in Stamford | Gym + Pool Access
    From $269 per night (USD)

    VRBO

    Luxury Apartment in Stamford | Gym + Pool Access

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terra ...

    From $269 per night (USD)

    VRBO

    Details
  • Chic Stamford Apartment | Walk to Train & Entertainment
    From $324 per night (USD)

    Expedia

    Chic Stamford Apartment | Walk to Train & Entertainment

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terra ...

    From $324 per night (USD)

    Expedia

    Details
  • 2-bedroom apartment in New Canaan with AC/Heating/Wifi/etc
    From $671 per night (USD)

    VRBO

    2-bedroom apartment in New Canaan with AC/Heating/Wifi/etc

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    The perfect weekend escape -especially from the city. About the property: This renovated two family apartment is located ...

    From $671 per night (USD)

    VRBO

    Details
  • Extraordinary 3+acre Greenwich mid-country estate
    From $2353 per night (USD)

    VRBO

    Extraordinary 3+acre Greenwich mid-country estate

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Exceptional 3+ acre estate in Greenwich's mid-country, offering privacy and tranquility just minutes from downtown and t ...

    From $2353 per night (USD)

    VRBO

    Details
  • Stylish 3BR/2BA Retreat #3, Harbor Point – Walk to Train, Cafes & Restaurants, City + Shore
    From $531 per night (USD)

    VRBO

    Stylish 3BR/2BA Retreat #3, Harbor Point – Walk to Train, Cafes & Restaurants, City + Shore

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Your Spacious Harbor Point Haven – 3 Bedroom Retreat Welcome to one of Stamford’s most loved stays. This ...

    From $531 per night (USD)

    VRBO

    Details
  • Modern 2 Bdr, Harbor Point #2 – Walk to Train, Restaurants, City + Shore
    From $358 per night (USD)

    Expedia

    Modern 2 Bdr, Harbor Point #2 – Walk to Train, Restaurants, City + Shore

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Your Stylish Harbor Point Retreat – Comfortable 2 Bedroom Stay Welcome to your ideal Stamford stay in th ...

    From $358 per night (USD)

    Expedia

    Details
  • Modern Studio, Harbor Point #1– Walk to Train, Restaurants, City + Shore
    From $228 per night (USD)

    VRBO

    Modern Studio, Harbor Point #1– Walk to Train, Restaurants, City + Shore

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Your Stylish Harbor Point Studio! Make yourself at home in this bright, modern studio apartment in the h ...

    From $228 per night (USD)

    VRBO

    Details
  • Fresh Modern 3BR/2BA Escape #5, Harbor Point – Walk to Train, Cafes, Restaurants, City + Shore
    From $424 per night (USD)

    Expedia

    Fresh Modern 3BR/2BA Escape #5, Harbor Point – Walk to Train, Cafes, Restaurants, City + Shore

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Your Private Downtown Stamford Retreat Enjoy the comfort of a fully renovated home with the convenience ...

    From $424 per night (USD)

    Expedia

    Details
  • 4 Mi to Beach & Dtwn! Charming Fairfield Home
    From $751 per night (USD)

    VRBO

    4 Mi to Beach & Dtwn! Charming Fairfield Home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Patio for Entertaining | Easy Access to Universities | Pet Friendly w/ Fee Coastal elegance meets modern comfort at thi ...

    From $751 per night (USD)

    VRBO

    Details
  • Downtown Stamford Luxury | Indoor Pool & Gym
    From $321 per night (USD)

    Expedia

    Downtown Stamford Luxury | Indoor Pool & Gym

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terra ...

    From $321 per night (USD)

    Expedia

    Details
  • Modern Apt with Pool | Walk Downtown
    From $269 per night (USD)

    VRBO

    Modern Apt with Pool | Walk Downtown

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Summary: In the heart of Stamford, this offers a fitness/yoga center, outdoor swimming pool, billiard room, and theatre ...

    From $269 per night (USD)

    VRBO

    Details
  • Pet-Friendly 1BR Apartment with/Laundry- Walk to Shops and Downtown
    From $239 per night (USD)

    Expedia

    Pet-Friendly 1BR Apartment with/Laundry- Walk to Shops and Downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our comfortable and conveniently located 1-bedroom apartment in the heart of Stamford. You’ll be just minutes ...

    From $239 per night (USD)

    Expedia

    Details
  • Newly Renovated Charming Greenwich Guest Cottage
    From $771 per night (USD)

    VRBO

    Newly Renovated Charming Greenwich Guest Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cozy newly renovated cottage tucked away in Greenwich. Features two bedrooms (queen + trundle bed that has two twin bed ...

    From $771 per night (USD)

    VRBO

    Details
  • 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
    From $341 per night (USD)

    Expedia

    2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Extended Stays Welcome | Free Parking Spot | Gazebo w/ River Views Looking for a comfortable, no-fuss stay near the Gol ...

    From $341 per night (USD)

    Expedia

    Details
  • Comfortable 3BR/2BA Near Old Greenwich & Stamford
    From $351 per night (USD)

    VRBO

    Comfortable 3BR/2BA Near Old Greenwich & Stamford

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    3BR/2BA apartment with in-unit laundry and dedicated workspace. Each bedroom features queen beds, bedside charging stati ...

    From $351 per night (USD)

    VRBO

    Details
  • Luxurious Lakefront Retreat –  Sleeps 11
    From $1680 per night (USD)

    Expedia

    Luxurious Lakefront Retreat – Sleeps 11

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Welcome to this elegant 4-bedroom lakefront estate, where modern comfort meets timeless charm. Designed for entertaining ...

    From $1680 per night (USD)

    Expedia

    Details
  • Tranquil 3-bedroom house with AC in charming Westport, Connecticut
    From $1123 per night (USD)

    VRBO

    Tranquil 3-bedroom house with AC in charming Westport, Connecticut

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Escape to a charming 4-bedroom house in Westport. Located in the Old Hill District within walking distance to Westports' ...

    From $1123 per night (USD)

    VRBO

    Details
  • Downtown Stamford Apt | Walkable Location
    From $313 per night (USD)

    Expedia

    Downtown Stamford Apt | Walkable Location

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Summary: In the heart of Stamford, this offers a fitness/yoga center, outdoor swimming pool, billiard room, and theatre ...

    From $313 per night (USD)

    Expedia

    Details
  • Waterfront Living at Harbor Point | Walkable + Scenic
    From $244 per night (USD)

    VRBO

    Waterfront Living at Harbor Point | Walkable + Scenic

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Summary: Escape at Harbor Point offers the perfect blend of convenience and luxury. Indulge in the breathtaking sunset ...

    From $244 per night (USD)

    VRBO

    Details
  • 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
    From $491 per night (USD)

    Expedia

    3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Escape to this fabulous house in picturesque Norwalk. This charming property features 3 cozy bedrooms with 1 king bed an ...

    From $491 per night (USD)

    Expedia

    Details
  • Amara Garden in New Canaan
    From $1430 per night (USD)

    VRBO

    Amara Garden in New Canaan

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Stay comfortably in New Canaan at this 4-bedroom villa. With 1 king bed and 3 queen beds, guests will have plenty of spa ...

    From $1430 per night (USD)

    VRBO

    Details
  • Tremendous apartment in Fairfield for a cozy getaway
    From $230 per night (USD)

    VRBO

    Tremendous apartment in Fairfield for a cozy getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Brand new designer fully furnished rental. Relax in this peaceful and centrally-located, spacious in-law garden level, ...

    From $230 per night (USD)

    VRBO

    Details
  • Westport Connecticut Greensfarms Road Gated Estate Home Mint Condition
    From $888 per night (USD)

    VRBO

    Westport Connecticut Greensfarms Road Gated Estate Home Mint Condition

    Bedrooms:
    7
    Bathrooms:
    5
    Sleeps:
    10

    Minimum 1 month stay for this Triple Mint Never Available Rental Opportunity In-between homes? Need a short-term fully f ...

    From $888 per night (USD)

    VRBO

    Details
  • Landing | Modern Studio in South End Stratford
    From $106 per night (USD)

    Expedia

    Landing | Modern Studio in South End Stratford

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to 1111 Stratford in Stratford, CT! Perfect for short-term, monthly, or extended stays, our fully-furnished apar ...

    From $106 per night (USD)

    Expedia

    Details
  • Spacious Retreat with Game Room and Fire Pit
    From $740 per night (USD)

    VRBO

    Spacious Retreat with Game Room and Fire Pit

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Summary: Escape to a spacious 5-bed, 2.5-bath home on the Norwalk-Darien border, just 60 mins from NYC. Perfect for fam ...

    From $740 per night (USD)

    VRBO

    Details
  • Landing | Incredible 1BD in South End Stratford
    From $192 per night (USD)

    Expedia

    Landing | Incredible 1BD in South End Stratford

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to 1111 Stratford in Stratford, CT! Perfect for short-term, monthly, or extended stays, our fully-furnished apar ...

    From $192 per night (USD)

    Expedia

    Details
  • Relaxing studio with kitchen in weston woods
    From $221 per night (USD)

    VRBO

    Relaxing studio with kitchen in weston woods

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This studio has all you need for a relaxing stay. It's a 500 sq ft. space w/kitchen, bartop, desk, & more. Inside a cott ...

    From $221 per night (USD)

    VRBO

    Details
  • Spacious 4-bedroom house with AC in tranquil Norwalk. Year round hot tub.  Pool
    From $801 per night (USD)

    VRBO

    Spacious 4-bedroom house with AC in tranquil Norwalk. Year round hot tub. Pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Make yourself at home in this 4-bedroom Norwalk house. The perfect spot for families or groups, it features 3 king beds ...

    From $801 per night (USD)

    VRBO

    Details
  • Modern 1BR in Downtown Stamford | Pool + Gym
    Click For Pricing

    VRBO

    Modern 1BR in Downtown Stamford | Pool + Gym

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Summary: In the heart of Stamford, this offers a fitness/yoga center, outdoor swimming pool, billiard room, and theatre ...

    Click For Pricing

    VRBO

    Details
  • Cozy 1-bedroom house in welcoming Bridgeport
    From $480 per night (USD)

    Expedia

    Cozy 1-bedroom house in welcoming Bridgeport

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy a peaceful stay at this 1-bedroom house in Bridgeport. This adorable home offers a soothing atmosphere where guest ...

    From $480 per night (USD)

    Expedia

    Details
  • Cozy Modern Home  Free Parking
    From $299 per night (USD)

    VRBO

    Cozy Modern Home Free Parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: This apartment offers the perfect blend of comfort and convenience. Enjoy easy access to top-rated restaurants ...

    From $299 per night (USD)

    VRBO

    Details
  • Stylish Home and Cozy
    From $658 per night (USD)

    Expedia

    Stylish Home and Cozy

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: This Apartment is located in the heart of Bedford neighborhood and near great restaurants. You will have a des ...

    From $658 per night (USD)

    Expedia

    Details
  • Modern Comforts ,Free Gym Access
    From $322 per night (USD)

    VRBO

    Modern Comforts ,Free Gym Access

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Located in the heart of the Bedford neighborhood, this apartment offers easy access to top restaurants and loc ...

    From $322 per night (USD)

    VRBO

    Details
  • Stylish Home With Free ParkingFA
    From $301 per night (USD)

    Expedia

    Stylish Home With Free ParkingFA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: This Apartment is located in the heart of Bedford neighborhood and near great restaurants. You will have a des ...

    From $301 per night (USD)

    Expedia

    Details
  • Stylish Home with Free Parking
    From $346 per night (USD)

    VRBO

    Stylish Home with Free Parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: This Apartment is located in the heart of Bedford neighborhood and near great restaurants. You will have a des ...

    From $346 per night (USD)

    VRBO

    Details
  • Elegant Home
    From $324 per night (USD)

    Expedia

    Elegant Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Located in the heart of the Bedford neighborhood, this apartment puts you close to fantastic restaurants and l ...

    From $324 per night (USD)

    Expedia

    Details
  • Stylish Home and Cozy200
    From $320 per night (USD)

    VRBO

    Stylish Home and Cozy200

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: This Apartment is located in the heart of Bedford neighborhood and near great restaurants. You will have a des ...

    From $320 per night (USD)

    VRBO

    Details
  • Stylish Home With Free ParkingZA
    From $298 per night (USD)

    Expedia

    Stylish Home With Free ParkingZA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: This Apartment is located in the heart of Bedford neighborhood and near great restaurants. You will have a des ...

    From $298 per night (USD)

    Expedia

    Details