
Fairfield Rentals
- From $590 per night (USD)
VRBO
Spacious Family Home in Weston: Yard + Patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Outdoor Dining Area | Cozy Home Library | Pet Friendly w/ Fee | 2,800 Sq Ft Historic charm meets upscale comfort at th ...
From $590 per night (USD)VRBO
- From $1446 per night (USD)
VRBO
Lovely 5 Bedroom Beach House with Large Backyard - Walk to Beach, Town or Train
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Walk to the beach, town or train. With 5 full bedrooms and 3 full baths there is space for everyone. Wood burning firep ...
From $1446 per night (USD)VRBO
- From $266 per night (USD)
VRBO
Colonial Retreat - Private Hot Tub, Fenced Yard, Cozy Amenities
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, ...
From $266 per night (USD)VRBO
- From $481 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 $481 per night (USD)Expedia
- From $700 per night (USD)
VRBO
Beautiful Waterfront home in the amazing Black Rock Area!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
"Sound Mind" is the ultimate retreat on Long Island Sound, offering a tranquil escape from the hustle and bustle of ever ...
From $700 per night (USD)VRBO
- From $911 per night (USD)
VRBO
Best hotel alternative for big group, near train
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Summary: Location, location, location. Nestled in downtown Greenwich, this charming kid-friendly 4-BR house/2.5 bath off ...
From $911 per night (USD)VRBO
- From $348 per night (USD)
VRBO
Stamford Grand Apartment + Cozy Den
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Welcome to your luxurious One-Bedroom + Den home at downtown Stamford. Enjoy the vibrant city life with cafes, brunch sp ...
From $348 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Stamford Grand Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This luxurious one-bedroom home in a brand new building, Our building is in downtown Stamford. Just steps from Bedford S ...
From $296 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Great hotel alternative, near Greenwich train stn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Great hotel alternative! Nestled in downtown Greenwich, this 1-BR apartment offers prime location w/ 2 parking ...
From $292 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Modern Apartment in Black Rock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Tucked away amidst the quiet streets in Black rock discover tranquility in your home away from home. This modern Apartm ...
From $221 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Modern Apartment in Black Rock-
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Tucked away amidst the quiet streets Discover tranquility in our modern in Black rock is your home away from home. Thi ...
From $225 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Modern 3-Bdrm Apt in Black Rock
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Elevate your Blackrock experience at Blackrock suites. Tucked away amidst the quiet streets in Black rock is your home a ...
From $345 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Modern House in Black Rock
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Tucked away amidst the quiet streets in Black rock is your home away from home. Here you will find yourself near beauti ...
From $342 per night (USD)VRBO
- From $342 per night (USD)
Expedia
Modern 3 Bed House in Black Rock
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Elevate your Blackrock experience at Blackrock suites. Tucked away amidst the quiet streets in Black rock is your home a ...
From $342 per night (USD)Expedia
- From $693 per night (USD)
VRBO
Seashell Bungalow - 3 Bed - Bath - Beach House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Seashell Bungalow - located in Stamford, just a stone's throw from NYC. Less than a 2-minute walk from the beach. Perfe ...
From $693 per night (USD)VRBO
- From $1102 per night (USD)
VRBO
Perfection in Litchfield County
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Your Sherman adventure begins at this 5-bedroom house. Step inside and be greeted by the fabulous interiors that await y ...
From $1102 per night (USD)VRBO
- From $302 per night (USD)
VRBO
Cityscape - Centrally located 2BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This comfortable 2-bedroom apartment offers a relaxing stay in Stamford with convenient access to downtown, local restau ...
From $302 per night (USD)VRBO
- From $332 per night (USD)
Expedia
Modern 2 Bed in BlackRock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Elevate your Blackrock experience at Blackrock suites. Tucked away amidst the quiet streets in Black rock is your home a ...
From $332 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Modern 2 Bedroom in Black Rock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Elevate your Blackrock experience at Blackrock suites. Tucked away amidst the quiet streets in Black rock is your home a ...
From $255 per night (USD)VRBO
- From $307 per night (USD)
VRBO
The Riverside
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Enjoy this great-centered location apartment in Downtown Westport. This beautiful, fully renovated apartment is located ...
From $307 per night (USD)VRBO
- From $717 per night (USD)
VRBO
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to Norwalk Cottage, a beautifully designed 4-bedroom, 2-bath home perfect for 8 guests. This family-friendly geta ...
From $717 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Escape the city bustle and unwind in the tranquility of The Red Cedar Cottage nestled between Bethel and Newtown, just a ...
From $225 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Spacious Apt Near Shops and Restaurants
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: The Biltmore downtown Stamford features spacious apartments great for those working from home. Relax in the be ...
From $146 per night (USD)VRBO
- From $316 per night (USD)
Expedia
3 Bedrm Apt at Black Rock Suites
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Elevate your Blackrock experience at Blackrock suites. Tucked away amidst the quiet streets in Black rock is your home a ...
From $316 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Zen, Spacious & Comfy 2 bed, Lux beds
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Spacious 2-bed w/King basement apartment near Sacred Heart & BPT Hospitals. Despite being a basement unit, it is meticul ...
From $296 per night (USD)VRBO
- From $222 per night (USD)
VRBO
The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Modern 1 BD apartment in Stamford features a queen sized bed, a fully stocked kitchen & dedicated guest parking spot. Wa ...
From $222 per night (USD)VRBO
- Click For Pricing
VRBO
Private 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 terra ...
Click For PricingVRBO
- Click For Pricing
VRBO
Charming 1-bedroom Studio apartment in Danbury with Terrace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Danbury, this charming studio apartment is a dream. This stylish place is perfect for anyone seeking respite ...
Click For PricingVRBO
- From $613 per night (USD)
VRBO
#37 - Luxury Collection
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this serene modern farmhouse retreat along Far Mill River, perfect for couples or small families. Enjoy a mini ...
From $613 per night (USD)VRBO
- From $516 per night (USD)
VRBO
Charming 3-bedroom house with AC and WiFi lower label muvie theater ,
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 3-bedroom Bethel retreat. This amazing house features a king bed, queen bed, and twin bed, ...
From $516 per night (USD)VRBO
- From $1074 per night (USD)
VRBO
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This historical 2-bedroom cottage sits next door to the main house, with a separate driveway and entrance, and four park ...
From $1074 per night (USD)VRBO
- From $272 per night (USD)
Expedia
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 $272 per night (USD)Expedia
- From $306 per night (USD)
VRBO
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 terra ...
From $306 per night (USD)VRBO
- From $307 per night (USD)
VRBO
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, ...
From $307 per night (USD)VRBO
- Click For Pricing
VRBO
Apt On Harbor with Balcony and Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Escape at Harbor Point offers the perfect blend of convenience and luxury. Indulge in the breathtaking sunset ...
Click For PricingVRBO
- From $235 per night (USD)
Expedia
Trendy Apt On Harbor With Gym
- 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 $235 per night (USD)Expedia
- From $568 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 $568 per night (USD)VRBO
- From $287 per night (USD)
Expedia
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 ...
From $287 per night (USD)Expedia
- From $154 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 be ...
From $154 per night (USD)VRBO
- From $412 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 $412 per night (USD)Expedia
- From $426 per night (USD)
VRBO
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 $426 per night (USD)VRBO
- From $296 per night (USD)
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 terra ...
From $296 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Serenity Haven: A Modern Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Escape to a newly renovated private guest house in peaceful Monroe, CT. Set in a lush, tree-lined backyard with its own ...
From $227 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Luxury Apt Near Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terra ...
From $296 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Private Luxury Apt with Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terra ...
From $231 per night (USD)VRBO
- From $151 per night (USD)
Expedia
Cozy 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 be ...
From $151 per night (USD)Expedia
- From $296 per night (USD)
VRBO
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 terra ...
From $296 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Cos Cob Cottage- Full Kitchen, Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $448 per night (USD)Expedia
- From $272 per night (USD)
VRBO
2 Bed Apt in BlackRock by beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Tucked away amidst the quiet streets in Black rock is your home away from home. This modern Apartment in Black rock exud ...
From $272 per night (USD)VRBO
- From $1460 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 $1460 per night (USD)Expedia
- From $388 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 $388 per night (USD)VRBO
- From $339 per night (USD)
Expedia
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 $339 per night (USD)Expedia
- From $625 per night (USD)
VRBO
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Summary: Beautifully renovated 3-bed, 2-bath home perfect for families or groups of up to 10 guests. Features a cozy fi ...
From $625 per night (USD)VRBO
- From $1351 per night (USD)
Expedia
Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
-- HIGHLIGHTS-- ➳ Minutes from Kent Falls ➳ Mins from Squantz State Park ➳ 15 Minutes to Thunder Ridge Mtn. ➳ Dock, Pad ...
From $1351 per night (USD)Expedia
- From $452 per night (USD)
VRBO
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 $452 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Spacious Studio with Pool Table
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Escape to your private Westport studio retreat in one of the most desirable neighborhoods in town! This stylis ...
From $224 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Luxury Apt w/ Gym 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 terra ...
From $303 per night (USD)VRBO
- From $1351 per night (USD)
Expedia
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Charming Colonial Retreat – Perfect for Reunions and Getaways! Stay with a VRBO Premier Host Known for Exceptional Comf ...
From $1351 per night (USD)Expedia
- From $464 per night (USD)
VRBO
Charming 3-bedroom house with WiFi, AC in serene Fairfield
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Make yourself at home in this 3-bedroom Fairfield retreat. This gorgeous house features 3 queen beds, 2 bathrooms with s ...
From $464 per night (USD)VRBO
- From $2317 per night (USD)
VRBO
Westport Family Friendly Oasis
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Be prepared to be wowed! Westport home close to beach. If you are looking for that special place to call "Home", this i ...
From $2317 per night (USD)VRBO
- From $361 per night (USD)
VRBO
Charming 2-bedroom apartment above horse stables on Tuckers Ridge Farm in Easton
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming 2-bedroom apartment above horse stables on a 17-acre equestrian farm in the Connecticut countryside offers ...
From $361 per night (USD)VRBO
- From $403 per night (USD)
Expedia
Elegant Urban Living Downtown Stamford
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your sophisticated sanctuary, a meticulously designed one-bedroom, one-bath luxury apartment located in the v ...
From $403 per night (USD)Expedia
- From $359 per night (USD)
VRBO
Modern Luxury 1BR Stamford Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This bright and cozy apartment offers a perfect retreat, providing all the comforts of home. Conveniently located in Dow ...
From $359 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Luxury Modern Apt with 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 terra ...
From $237 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Located in Stamford, enjoy what this 2-bedroom house has to offer. With a king bed and a queen bed, guests can relax in ...
From $379 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Romantic Hide Out
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This delightful apartment in Stamford is a peaceful retreat for guests looking to unwind. With a cozy bedroom and a comf ...
From $245 per night (USD)Expedia
- From $2819 per night (USD)
VRBO
Designer Barn House • Hot Tub, Pool, Fire Pits & Entertainers Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
A holiday-decorated barn home designed for families and groups! The big living room opens to a patio with a pro outdoor- ...
From $2819 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Modern Apt Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Experience the ultimate in relaxation and convenience at the state-of-the-art fitness center and rooftop terra ...
From $227 per night (USD)Expedia
- From $371 per night (USD)
VRBO
Spacious Harbor Apt with Balcony, Gym and Pool
- 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 $371 per night (USD)VRBO
- Click For Pricing
Expedia
Modern Apt with Harbor Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Escape at Harbor Point offers the perfect blend of convenience and luxury. Indulge in the breathtaking sunset ...
Click For PricingExpedia
- From $499 per night (USD)
VRBO
Charming 2-bedroom waterfront cottage in Stratford with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Consider this cottage your home away from home while you visit Stratford, Fairfield, and the surrounding area. Located r ...
From $499 per night (USD)VRBO
- From $655 per night (USD)
Expedia
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 $655 per night (USD)Expedia
- From $309 per night (USD)
VRBO
Charming 2-mini bedrooms apartment with AC, WiFi in fabulous Greenwich
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Unwind in Greenwich at this terrific apartment. With 2 mini bedrooms including 1 queen bed and 1 sofa bed, a bathroom wi ...
From $309 per night (USD)VRBO
- From $1048 per night (USD)
VRBO
Sunny Rowayton Coastal Cottage on Scenic Rock Terrace-Walk to Beach And Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this beautiful updated cottage, the perfect summer retreat! Perched on a large natural rock setting offering ...
From $1048 per night (USD)VRBO
- From $3356 per night (USD)
VRBO
2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to your dream escape: two fully equipped homes on an oversized private lot, complete with a seasonal in-ground p ...
From $3356 per night (USD)VRBO
- Click For Pricing
VRBO
Spacious 6-bedroom 5 bathroom Dream House, with salt water pool & stone hot tub.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
This stunning house in Westport offers 6 bedrooms, including 3 queen beds, 1 king bed, 1 full bed, 1 bunk bed. Plus ad ...
Click For PricingVRBO
- From $374 per night (USD)
VRBO
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
- 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 $374 per night (USD)VRBO
- From $327 per night (USD)
Expedia
Charming 1-bedroom apartment in Greenwich with Water View & Balcony.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover this fabulous 1-bedroom gem in Greenwich. This peaceful apartment water view features 1 queen bed and 1 sofa b ...
From $327 per night (USD)Expedia
- From $168 per night (USD)
VRBO
Charming 2-bedroom apartment in delightful Bridgeport with WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Welcome to this charming apartment in Bridgeport. This superb rental features 2 cozy bedrooms with 2 full beds, perfect ...
From $168 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Tranquil modern upstairs apt. Walk to restaurants & beach! Off-street parking,
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Tucked away on a peaceful street, this new modern apartment occupies the entire top floor and attic of a charming home. ...
From $343 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Gorgeous Apt w Harbor Views & Gym
- 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 $234 per night (USD)VRBO
- From $307 per night (USD)
VRBO
Fully furnished rental in the heart of Old Greenwich
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this charming 2-bedroom Old Greenwich retreat. This serene apartment features 2 full beds, a co ...
From $307 per night (USD)VRBO
- From $509 per night (USD)
VRBO
Boho Chic Private Home in the Heart of Westport CT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The best of both worlds! Centrally located Westport flat surrounded by greenery and wildlife, tucked in a private neighb ...
From $509 per night (USD)VRBO
- From $2195 per night (USD)
VRBO
Westport Summer retreat -Available 6/21 to 7/6 with saltwater pool, 6bedrooms
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
A Westport summer vacation retreat. The property features a recently built 40 foot saltwater gunite heated pool and spa ...
From $2195 per night (USD)VRBO
- From $2498 per night (USD)
VRBO
Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps 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 $2498 per night (USD)VRBO
- From $503 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 / Westport from this 4-bedroom house. With 1 king bed, 1 full bed, and 4 twin beds, this ...
From $503 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Please book after doing your research. This unique pad has all that’s needed for comfort and convenience. Minutes from ...
From $230 per night (USD)VRBO
- From $2303 per night (USD)
Expedia
Summer, FURNISHED: CENTRAL WESTPORT ESTATE, 60' pool: 2 mins to beach/town/train
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Summer rental of the most private and central multi-acre estate in Westport, CT - available June-August! Fully furnished ...
From $2303 per night (USD)Expedia
- From $1065 per night (USD)
VRBO
Lakefront Summer House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy stunning lake views from this charming 3-bedroom, 2.5-bath home in Delightful Ridgefield, CT! This bright and we ...
From $1065 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Charming 3-bedroom main house in wonderful Stratford CT, with Inground Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 3-bedroom Stratford retreat. This awesome house features 1 king bed and 2 queen beds, perf ...
From $361 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Soothing Carriage House with Hot Tub in charming Stratford
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Stratford, enjoy what this adorable 1-bedroom bungalow has to offer. With a Hot Tub, guests will feel right a ...
From $368 per night (USD)VRBO
- From $1046 per night (USD)
Expedia
Charming 4-bedroom house with AC and WiFi in fabulous Westport
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Escape to this serene house in picturesque Westport. With 4 bedrooms including 1 queen bed and 3 full beds, along with 3 ...
From $1046 per night (USD)Expedia
- From $821 per night (USD)
VRBO
Renovated Retreat with Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Pool opens 5/1/2026 for the season. Escape to a stunning 4-BR home on 2+ private acres in Redding, CT (#1 S ...
From $821 per night (USD)VRBO
- From $556 per night (USD)
Expedia
3-bedroom house in charming Greenwich with WiFi, AC. Start your getaway now
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to a tranquil 3-bedroom house in Greenwich. This wonderful property features 2 queen beds, 1 crib, and 1 twin bed ...
From $556 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Pool, Sunroom & Gardens: Luxe Sandy Hook Home!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Dogs Welcome w/ Fee | Family Friendly | Outdoor Space Galore | Garage Gym Book your next Connecticut retreat at this im ...
From $440 per night (USD)VRBO
- From $775 per night (USD)
Expedia
North Cliff House - Private Dock & Sauna
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to Candlewood Lake, a serene lakefront retreat in Danbury, CT. Enjoy stunning waterfront views of Candlewood Lake ...
From $775 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Charming Studio-Cottage with WiFi & TV free parking in Greenwich
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unwind in Greenwich at this charming cottage. The cozy Large room with high celling, features a comfortable queen bed, p ...
From $308 per night (USD)VRBO
- From $419 per night (USD)
VRBO
Great 2br Old Greenwich hotel alternative close to train and beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
LOCATION LOCATION LOCATION. This bright and comfortable 2-bedroom has it all—just steps from the train, main street and ...
From $419 per night (USD)VRBO
- From $1207 per night (USD)
VRBO
Your Summer Retreat, Modern and Spacious 5-bed house in marvelous Westport, CT!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Imaging spending lazy summer days in our Very New (2023), Spacious and luxurious 5-bedroom house in marvelous Westport. ...
From $1207 per night (USD)VRBO
- From $991 per night (USD)
VRBO
Sleeps 17 - Lakeshore Crest Estate
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 16
Escape to this serene Candlewood Lake home. This lakefront retreat features a private dock, 50' pool, game room, theater ...
From $991 per night (USD)VRBO




































































































