Westport Rentals
- Click For Pricing
VRBO
Walk-To-Town Cozy Colonial with Fireplace!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Home features foyer entrance with beautifully designed formal living room with fireplace and dining room with French doo ...
Click For PricingVRBO
- Click For Pricing
Expedia
Dramatic family home directly on the Saugatuck River in Westport, CT
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
This sprawling family home is cantilevered over the Saugatuck River with dramatic water views from nearly every room. T ...
Click For PricingExpedia
- From $1000 per night (USD)
VRBO
Newly Renovated Home in Westport CT, Private Pool, Walk to Town, Close to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This newly renovated home is being offered for a summer rental. This light and airy 3 bedroom, 2.5 bath with dream kitch ...
From $1000 per night (USD)VRBO
- Click For Pricing
Expedia
Summer in Westport, CT! - Renovated, Private, Close to everything!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Completely renovated 3,500 Square Foot modern ranch on 2 secluded acres complete with 5 bedrooms, 3.5 baths and huge fin ...
Click For PricingExpedia
- From $600 per night (USD)
VRBO
Beautiful Westport Historic 4 Bedroom Gem
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 2
Masterful, award-winning piece of Westport history reimagined for todays discerning owner. Built in 1823 by Lewis Partri ...
From $600 per night (USD)VRBO
- Click For Pricing
Expedia
Luxurious, Spacious Property 7 min from beach & town, 1hr from NYC with discount
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 15
Beautiful 8,000 sqft family home on over 2 acres with gorgeous gardens with fresh vegetables & chicken eggs. Guests woul ...
Click For PricingExpedia
- From $410 per night (USD)
VRBO
ESCAPE to Westport Direct WATERFRONT Beachouse w\/Rooftop Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Quintessential New England Beach Cottage, just 1 mile to the Westport train station, great restaurants & town shopping! ...
From $410 per night (USD)VRBO
- Click For Pricing
Expedia
Sunny Studio APT above historic Westport Mill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
No ugly duckling. Fall asleep to the sounds of a centurys-old waterfall in this sunny studio apartment on Sasco Lake, at ...
Click For PricingExpedia
- Click For Pricing
VRBO
Pool & beach vacation in Westport, Connecticut
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 7
The perfect all-in family vacation! Fantastic, quiet Summer home available in Westport CT. Sun-filled backyard with Po ...
Click For PricingVRBO
- Click For Pricing
Expedia
Westport Summer Estate
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Newly renovated Westport summer estate with private pool and gardens available in August. Large home with all the best a ...
Click For PricingExpedia
- From $559 per night (USD)
VRBO
Westport Paradise With Every Amenity!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1,000 square feet of private air conditioned and heated space with its own entrance. The space is private and separate ...
From $559 per night (USD)VRBO
- Click For Pricing
VRBO
Otter Haven; an enchanting summer home in a perfect location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
A charming cottage situated on large stunning property is a perfect proximity to town, farmers market, train to NYC, bea ...
Click For PricingVRBO
- Click For Pricing
VRBO
Beautiful Summer Escape
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful 5 bedroom, 6 1/2 bathroom colonial house located in Westport, CT. 5 minutes from Compo Beach. It is a privat ...
Click For PricingVRBO
- Click For Pricing
VRBO
Spectacular Country Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Idyllic and charming historic country home with beautiful grounds in Old Hill section of Westport, perfect for a splendi ...
Click For PricingVRBO
- Click For Pricing
VRBO
Vacation Ready: Beautiful House with Heated Pool
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 11
Vacation in this beautiful house on a full acre. Has a pool, trampoline, and all your outdoor dining and grilling needs. ...
Click For PricingVRBO
- From $75 per night (USD)
VRBO
Pied-à-terre in prestigious Long Lots area of Westport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Our cottage is a very quiet one bedroom duplex home with an outdoor patio on an estate setting in Westport, in the Long ...
From $75 per night (USD)VRBO
- From $334 per night (USD)
VRBO
Summer rental House Westport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning three bedroom house with Dining Room, Living Roomon on a private road, one mile from beach, near town center, ...
From $334 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Waterfront Getaway - Saugatuck Shores, Westport
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to Saugatuck Shores! This serene neighborhood offers a friendly vibe, exceptional natural beauty, and tranquilit ...
From $750 per night (USD)VRBO
- From $580 per night (USD)
VRBO
Mill Pond Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Mill Pond Retreat is a lovely 3 bedroom 2.5 bath two-story cottage with panoramic views of the quiet and private Mill Po ...
From $580 per night (USD)VRBO
- From $569 per night (USD)
VRBO
Private Oasis: Completely Renovated Old Farmhouse With Pool And Guesthouse
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
A private oasis for fine living, this pristine antique farmhouse is on over an acre of breathtaking property featuring m ...
From $569 per night (USD)VRBO
- From $3600 per night (USD)
VRBO
Historic oyster shack.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 10
Picturesque New England oyster farm cottage on a private island overlooking an intertidal salt pond. Built in the 1700s ...
From $3600 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Westport Manor with 40 Foot Heated Pool\/Spa
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
The perfect country getaway to scenic Westport, CT with 40 foot saltwater gunite pool and Spa with expansive patio outdo ...
From $1500 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Modern Farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Outside - 1 Mile to town - 10 minutes (2 miles) to beach and golf course - Private setting - Porch with couch - Big ...
From $650 per night (USD)VRBO
- From $1443 per night (USD)
VRBO
Real log house on Directly on the River with heated pool one hour from NYC.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Fairytale house originally built as hunting lodge . Frequently featured in many major publications and books..... includ ...
From $1443 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Modern Waterfront Home <br>steps from the water in quiet beachside neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Newly built (2012) modern 3 bedroom, 2 bath house in the residential Saugatuck Shores section of Westport. Situated on q ...
From $500 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Amazing New Construction Home with Large Yard. 5 Minutes to EVERYTHING!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our 3000 sq. foot colonial is newly built and close to everything Westport has to offer! 5 minutes to Compo Beach, Lon ...
From $675 per night (USD)VRBO
- From $1750 per night (USD)
VRBO
Newly renovated 6BR, Pool, Spa, ScreenPorch, 2 private acres, Heart of Westport.
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Sophistication meets convenience at this classic and immaculate six bedroom three full bath 1/2 bath home. A dramatic e ...
From $1750 per night (USD)VRBO
- Click For Pricing
VRBO
A private summer compound in Westport, CT - total seclusion yet close to it all
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 12
Located at the end of a cul-de-sac on a private road this 7,000 sq. ft. 5 bedroom, 7 bathroom home boasts many features ...
Click For PricingVRBO
- From $125 per night (USD)
VRBO
Historic Apartment in Downtown Westport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This cozy historic home synchronizes the entertainment, calm and beauty of Westport. With one of the best locations in W ...
From $125 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Ideal location-Compo Beach \n\n
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This is a beautiful and comfortable home within walking distance to the beach and easy access to I-95. Located a mile f ...
From $700 per night (USD)VRBO
- From $807 per night (USD)
VRBO
Walk-to-Town New home w\/new furnishings, Grill Center & Playset
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Walk to town (10 short blocks) and just minutes from beach, this newly furnished 5 BR, 5/1bath Colonial will be a great ...
From $807 per night (USD)VRBO
- From $857 per night (USD)
VRBO
Fabulous private home on desirable street in Westport.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Our wonderful home is light filled, private yet near everything, with a beautiful deck, gazebo and plenty of space to re ...
From $857 per night (USD)VRBO
- From $1750 per night (USD)
VRBO
Newly renovated summer home in Westport CT private pool & spa, near beach & town
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
This newly renovated home is being offered for a summer rental. This immaculate 6 bedroom, 3 full baths, 2 half baths, d ...
From $1750 per night (USD)VRBO
- From $498 per night (USD)
VRBO
Westport: Walk to Town (Really) Private Yard, One Floor
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful neighborhood close to town. Short walk to the end of the street for bus pick up to commuter rail station that ...
From $498 per night (USD)VRBO
- From $450 per night (USD)
VRBO
3 Bedroom Luxury Cape - Walk To Train & Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our home was recently renovated. In addition to high end finishes, there are 3 bedrooms that comfortably sleep 6. There ...
From $450 per night (USD)VRBO
- Click For Pricing
Expedia
5500 sqft SUMMER HOME in Minutes from the BEACH + more (WESTPORT)
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Relax in this expansive contemporary home, set back from one of Westport's most coveted neighborhood streets. Nestled hu ...
Click For PricingExpedia
- Click For Pricing
VRBO
Heated Pool on Quiet Lane in Charming Westport 3 miles To Beach
- Bedrooms:
- 6
- 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 $1282 per night (USD)
VRBO
Chic, Impeccably Decorated 5000 sq ft Estate, Coveted Greens Farms, 5 bed, 6 bth
- Bedrooms:
- 6
- 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 $1282 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Spacious Family Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our spacious and inviting home, perfectly situated at 360 Main St in the charming town of Westport, CT 06880. ...
From $400 per night (USD)VRBO
- From $376 per night (USD)
Expedia
Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown shops & restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Serene retreat near Westport beaches, town charm, shopping, and endless recreation - a stroll away from your perfect get ...
From $376 per night (USD)Expedia
- From $2996 per night (USD)
VRBO
Luxurious 5-Bedroom Estate with Saltwater Pool, Spa, Game Room, 2 Offices
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 13
Nestled on 1.5 acres of lush landscape, just moments away from the sun-kissed shores of Compo Beach and the vibrant ener ...
From $2996 per night (USD)VRBO
- From $745 per night (USD)
VRBO
Farmhouse 1899: Westport, CT - Minutes to Downtown, family and pet-friendly.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to Farmhouse 1899. This old house is full of charm and history and is the perfect mix of old and new. Every inch ...
From $745 per night (USD)VRBO
- Click For Pricing
VRBO
Westport In-Town Stay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Discover a relaxing, resort like atmosphere in this stylish Westport home. This house is located short walking distance ...
Click For PricingVRBO
- Click For Pricing
VRBO
Pool heaven 5 minutes away from the beach! Bring the whole family: pet friendly!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Are you looking for a huge house for your whole family with an in-ground pool located at the end of one of Westport's pr ...
Click For PricingVRBO
- Click For Pricing
VRBO
Monthly Rental-4 Bedroom Colonial in Westport, CT
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
About this space Spend your summer in fabulous Westport, CT. Entire home rental with 4 bedrooms perfect for a large fami ...
Click For PricingVRBO
- From $1099 per night (USD)
VRBO
Your luxury dream villa! 😍<br><br>
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Hello, We are listing our Westport CT Luxury Dream Villa for July 1st-6 2023 and August 1-25th, 2023. Details: 3 Bedr ...
From $1099 per night (USD)VRBO
- From $600 per night (USD)
VRBO
European style country chic with pool & privacy!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our fabulous home has got it all...stylish designer furnishings, two white living room seating areas, a huge dining tabl ...
From $600 per night (USD)VRBO
- Click For Pricing
Expedia
Westport Wonder Summer Rental with Pool!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Escape to this wonderful home in Westport, nestled on 1+ acres of manicured lawn with an expansive, resort-like outdoor ...
Click For PricingExpedia
- Click For Pricing
VRBO
Westport summer 5 bed home on quiet street 6 mins to the beach!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Completely renovated custom Colonial on quiet tree-lined cul-de-sac, with over an acre of fenced in property. A very pri ...
Click For PricingVRBO
- From $986 per night (USD)
VRBO
Private Oasis in Westport with heated pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Relax in an open floor plan modern home with indoor/outdoor living. Two large primary suites and several workspace opti ...
From $986 per night (USD)VRBO
- From $1990 per night (USD)
VRBO
June to Sept Rental, Spectacular Views, INFINITY Pool, Perfect Location
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Sterling Dr. Summer Rental (June 4 - Sept 4, three weeks min.). Spectacular views of the water from all rooms in this we ...
From $1990 per night (USD)VRBO
- From $1528 per night (USD)
Expedia
Exquisite Waterfront Villa
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Exquisite Spacious Waterfront Villa with 700 feet of beach, and spectacular view. Heated pool, outside heated shower, ou ...
From $1528 per night (USD)Expedia
- From $168 per night (USD)
VRBO
Your perfect Westport getaway is here!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Great location! The Benjamin on Franklin is walking distance to train, bars, restaurants & shops. "Benji" is the newest ...
From $168 per night (USD)VRBO
- Click For Pricing
Expedia
Summer in This Custom Westport Home
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Your Summer Oasis Awaits! Pristine, Organic & Beautiful Old Hill in Westport. Gorgeous heated, saltwater pool, premiere ...
Click For PricingExpedia
- From $595 per night (USD)
VRBO
NEW: Westport Art Deco HAUS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Art Deco HAUS invites you to experience luxurious living. Escape to a beautiful vacation home in Westport, Connecticut, ...
From $595 per night (USD)VRBO
- From $1100 per night (USD)
VRBO
A block from Compo Beach in an award-winning 4 bedroom home!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 2
Welcome to the most stunning cottage in Compo Beach! Completely gutted by the award-winning oft published interior desig ...
From $1100 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Magical waterview estate 1 minute walk to downtown, 5 minute bike ride to beach
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 12
Views, views and more views from just about every room in this stone estate high on a hill over looking the Saugatuck Ri ...
From $1500 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Sunny Westport 2BR Retreat above historic Mill
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This stunning, two-bedroom apartment is located atop a renovated historic Mill in the quaint coastal New England town of ...
From $236 per night (USD)Expedia
- Click For Pricing
VRBO
Luxurious Water Front House -- With large dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Luxury WATERFRONT living at its finest! You will immediately fall in love w/ this lifestyle complete with private dock & ...
Click For PricingVRBO
- Click For Pricing
Expedia
Vacation Home away from home with private pool-mins away from beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Room for everyone. Gorgeous cape in amazing beach town. Plenty of space for everyone. Stunning kitchen with latest appli ...
Click For PricingExpedia
- From $450 per night (USD)
VRBO
Upscale custom home minutes from NYC
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
- Stylish 3 bedroom home: updated and comfortable; - Situated on a stunning New England street; - Includes expansive out ...
From $450 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Westport, CT - Walk To The Beach - NYC Getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Stay at our beach cottage walking distance to the beautiful and family friendly Compo Beach in Westport, CT. Our comfort ...
From $1000 per night (USD)VRBO
- Click For Pricing
VRBO
Classic Colonial Farmhouse with lush garden near the beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely farmhouse converted by a Nobel prize-winning scientist and now owned by a former music industry exec comes w ...
Click For PricingVRBO
- From $3152 per night (USD)
VRBO
Designer Modern Westport Estate
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Built in 2022, this custom designer 5 bedroom, 7 bathroom estate is located in the heart of Westport, CT, Greens Farms a ...
From $3152 per night (USD)VRBO
- Click For Pricing
VRBO
Luxury beach home at Compo Beach, Westport CT
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 7
Fabulous, like-new, tastefully furnished Compo Beach gem avail. for weekly rental. Steps to sand/water, full water & par ...
Click For PricingVRBO
- From $180 per night (USD)
VRBO
Luxury Apartment with Private Blacony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: 1177 Greens Farms is conveniently located one hour away from New York making it the perfect place for a work-li ...
From $180 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Adorable 1-Bedroom Cottage in Weston, CT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Kick back and relax in this calm, stylish cottage located in Weston, CT with 1 bedroom, 1 bathroom, fully equipped kitch ...
From $195 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Westport \"Gold Coast\" across from Southport beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Recently renovated private one bedroom apartment on estate across street from beach with full kitchen, marble bathroom a ...
From $225 per night (USD)Expedia
- Click For Pricing
VRBO
Lovely Marvin Beach Home - Walk to Beach, SONO & Parks. Outdoor Stone Fire Pit!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our home is a much loved and well-maintained 2-story on a family-friendly cul-de-sac in Marvin Beach with beautiful gard ...
Click For PricingVRBO
- From $1250 per night (USD)
VRBO
4 BR Classic Country House in CT
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Exceptional updated country house located in the heart of Southport, CT. Completely private with an expansive back lawn ...
From $1250 per night (USD)VRBO
- Click For Pricing
VRBO
Enchanting, cozy & secluded riverfront English cottage SANCTUARY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Rare opportunity to rent seldom available house. Relax and enjoy this charming custom hideaway at the end of a private ...
Click For PricingVRBO
- Click For Pricing
VRBO
Southern Connecticut House for a Summer Retreat with Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
South Wilton, great family home, bright livingroom/dining, family room with sliders to deck with built in pool, bright k ...
Click For PricingVRBO
- From $760 per night (USD)
VRBO
Spacious 5-bedroom, house in Southport with WiFi, AC, near train, harbor, town.
- Bedrooms:
- 5
- 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 ...
From $760 per night (USD)VRBO
- From $295 per night (USD)
Expedia
Contemporary Condo close to town, metro north and beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Light filled contemporary condo with beautiful art. Open floor plan - even a fireplace. Patio, too. Pool for condo assoc ...
From $295 per night (USD)Expedia
- From $325 per night (USD)
VRBO
3 bdrm 2 bath house with pool ,in-law suite separate entrance, BBQ, beach house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Relax with the whole family at this peaceful place to stay. From the outside it’s not what you expect. When you walk in, ...
From $325 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Stunning Weston 4 bed house with swimming pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Set in 2 acres of beautiful garden with gardened swimming pool, this spacious 4 bed house is an oasis of tranquility. Th ...
From $700 per night (USD)VRBO
- From $975 per night (USD)
VRBO
Southport Charm! Steps away from town!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This amazing four bedroom house is ideal! It has all the accommodations needed for the perfect stay. Enjoy the spacious ...
From $975 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Escape to The River Loft, a secluded private riverfront retreat in Weston, CT.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the ...
From $357 per night (USD)Expedia
- From $1175 per night (USD)
VRBO
Private & Spacious Country Cottage Getaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious and luxurious home is the perfect destination for any season or any reason. Ideal for a romantic getaway ...
From $1175 per night (USD)VRBO
- Click For Pricing
Expedia
Riverfront retreat in the woods of scenic Weston, Connecticut.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a private riverfront single story ranch-style house facing the scenic Saugatuck River in the highly desirable Low ...
Click For PricingExpedia
- From $1235 per night (USD)
VRBO
Connecticut Estate - Now available July 9-23rd 2023
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Enjoy your summer holidays in this spacious and unique colonial boasting all the amenities one could desire. Swim in the ...
From $1235 per night (USD)VRBO
- From $488 per night (USD)
Expedia
Historic Connecticut Home w\/ Grill & Spacious Yard
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Historic charm meets upscale comfort at this serene Weston vacation rental — where families and groups of friends can en ...
From $488 per night (USD)Expedia
- From $304 per night (USD)
VRBO
Seaside Serenity: 4B\/4B, Patio, Pool, Near Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to serenity in this charming rustic cottage, nestled behind the main house with stunning views of the golf course ...
From $304 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Feist House - Hot Tub + Beach Retreat in Nature
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Relax with the whole family at this peaceful home along the Aspetuck River in an exclusive private community complete wi ...
From $475 per night (USD)VRBO