Westport, Connecticut Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Westport, Connecticut on RentalSaver.com!

Westport Rentals

From $1488 per night (USD)
VRBO
Connecticut Estate - Now available July 9-23rd 2023
Bedrooms:
4
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 $1488 per night (USD)
VRBO
From $1471 per night (USD)
Expedia
Newly renovated summer home in Westport CT private pool & spa, near beach & town
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This newly renovated home is being offered for a summer rental. This immaculate 6 bedroom, 3 full baths, 2 half baths, d ...
From $1471 per night (USD)
Expedia
From $1495 per night (USD)
VRBO
4 BR Classic Country House in CT
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Exceptional updated country house located in the heart of Southport, CT. Completely private with an expansive back lawn ...
From $1495 per night (USD)
VRBO
From $778 per night (USD)
VRBO
Westport: Walk to Town, Private Natural Setting, Lovely Neighborhood
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Beautiful neighborhood close to town. Walk to restaurants, town tennis courts. One floor living. Wheels2U, a town spon ...
From $778 per night (USD)
VRBO
From $531 per night (USD)
VRBO
3 Bedroom Luxury Cape - Walk To Train & Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our home was recently renovated. In addition to high end finishes, there are 3 bedrooms that comfortably sleep 6. There ...
From $531 per night (USD)
VRBO
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Expedia
5500 sqft SUMMER HOME in Minutes from the BEACH + more (WESTPORT)
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Relax in this expansive contemporary home, set back from one of Westport's most coveted neighborhood streets. Nestled hu ...
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Expedia
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VRBO
Walk-To-Town Cozy Colonial with Fireplace!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Home features foyer entrance with beautifully designed formal living room with fireplace and dining room with French doo ...
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VRBO
From $711 per night (USD)
VRBO
Saugatuck/Compo 20% off full summer- short term Nov-May 11k/mth-1 mth minimum
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This is a beautiful and comfortable home within walking distance to the beach and easy access to I-95. Located a mile f ...
From $711 per night (USD)
VRBO
From $956 per night (USD)
VRBO
Walk-to-Town New home w/new furnishings, Grill Center & Playset
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Walk to town (10 short blocks) and just minutes from beach, this newly furnished 5 BR, 5/1bath Colonial will be a great ...
From $956 per night (USD)
VRBO
From $935 per night (USD)
VRBO
Fabulous private home on desirable street in Westport.
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Our wonderful home is light filled, private yet near everything, with a beautiful deck, gazebo and plenty of space to re ...
From $935 per night (USD)
VRBO
From $1169 per night (USD)
VRBO
Newly Renovated Home in Westport CT, Private Pool, Walk to Town, Close to Beach
Bedrooms:
2
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 $1169 per night (USD)
VRBO
From $887 per night (USD)
VRBO
Modern Farmhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Outside - 1 Mile to town - 10 minutes (2 miles) to beach and golf course - Private setting - Porch with couch - Big ...
From $887 per night (USD)
VRBO
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VRBO
Dramatic family home directly on the Saugatuck River in Westport, CT
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
This sprawling family home is cantilevered over the Saugatuck River with dramatic water views from nearly every room. T ...
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VRBO
From $1438 per night (USD)
VRBO
Newly renovated 6BR, Pool, Spa, ScreenPorch, 2 private acres, Heart of Westport.
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Sophistication meets convenience at this classic and immaculate six bedroom three full bath 1/2 bath home. A dramatic e ...
From $1438 per night (USD)
VRBO
From $1568 per night (USD)
VRBO
A private summer compound in Westport, CT - total seclusion yet close to it all
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Located at the end of a cul-de-sac on a private road this 7,000 sq. ft. 5 bedroom, 7 bathroom home boasts many features ...
From $1568 per night (USD)
VRBO
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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 ...
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Expedia
From $583 per night (USD)
VRBO
Modern Waterfront Home <br>steps from the water in quiet beachside neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Newly built (2012) modern 3 bedroom, 2 bath house in the residential Saugatuck Shores section of Westport. Situated on q ...
From $583 per night (USD)
VRBO
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Expedia
Summer in Westport, CT! - Renovated, Private, Close to everything!
Bedrooms:
3
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 ...
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Expedia
From $1176 per night (USD)
VRBO
Private Oasis: Completely Renovated Old Farmhouse With Pool And Guesthouse
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
A private oasis for fine living, this pristine antique farmhouse is on over an acre of breathtaking property featuring m ...
From $1176 per night (USD)
VRBO
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Expedia
Lovely Marvin Beach Home - Walk to Beach, SONO & Parks. Outdoor Stone Fire Pit!
Bedrooms:
2
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 ...
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Expedia
From $655 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 $655 per night (USD)
VRBO
From $498 per night (USD)
Expedia
Designer 3BR w/ Lush Yard, Gym, and Garden..
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Summary: Welcome to this beautifully designed 3-bedroom family home in a stunning and affluent New England neighborhood ...
From $498 per night (USD)
Expedia
From $1518 per night (USD)
VRBO
Luxury Coastal Estate, 7min to NYC train & beach. Heated pool & amazing gardens
Bedrooms:
8
Bathrooms:
9
Sleeps:
15
This beautiful centrally located 7,000 sf luxury coastal colonial farmhouse sits on 2+ acres in property with expansive ...
From $1518 per night (USD)
VRBO
$Westport \Gold Coast\ across from Southport beach$
From $273 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 $273 per night (USD)
Expedia
From $485 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 $485 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Sunny Westport Studio Apt. Above Historic Mill
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Historic Charm Meets Modern Comfort: A Unique Studio Retreat Nestled atop a beautifully restored 19th-century Cider Mil ...
From $175 per night (USD)
Expedia
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VRBO
Westport Summer Estate
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Newly renovated Westport summer estate with private pool and gardens available in August. Large home with all the best a ...
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VRBO
From $551 per night (USD)
VRBO
Nama-stay, sweet pink Saugatuck Shores beach cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Our charming beach cottage is available in the exclusive Saugatuck Shores area, literally steps to the water (150 steps ...
From $551 per night (USD)
VRBO
From $933 per night (USD)
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 ...
From $933 per night (USD)
VRBO
From $2305 per night (USD)
VRBO
Compo Beach Area with Water Views & INFINITY Pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Compo Hill Rental (July 31st to August 18th (possibly longer), 2 week minimum. Spectacular views of Long Island Sound fr ...
From $2305 per night (USD)
VRBO
From $256 per night (USD)
VRBO
Sunny Westport 2 BR Retreat above Historic Mill
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Historic Cider Mill Retreat – A Unique Stay for Leisure & Business Travelers Experience the charm of history blended se ...
From $256 per night (USD)
VRBO
From $982 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 $982 per night (USD)
VRBO
From $444 per night (USD)
VRBO
Westport Gem - walk to shops, dining, town center, pet-friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $444 per night (USD)
VRBO
From $2415 per night (USD)
VRBO
AVAIL 4TH OF JULY WEEK! 5-Bedroom Estate with Saltwater Pool, Spa, Game Room
Bedrooms:
7
Bathrooms:
5
Sleeps:
12
This 9,500 sf 5-bedroom estate sits on 1.5 acres of green space, just minutes from Compo Beach and downtown Westport. It ...
From $2415 per night (USD)
VRBO
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VRBO
Spacious 5-bedroom, house in Southport with WiFi, AC, near train, harbor, town.
Bedrooms:
4
Bathrooms:
5
Sleeps:
7
This anitique house is the in the middle of Southport village, and is a very short walk from Southport Harbor and yacht ...
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VRBO
From $445 per night (USD)
VRBO
Historic Connecticut Home w/ Grill & Spacious Yard
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Historic charm meets upscale comfort at this serene Weston vacation rental — where families and groups of friends can en ...
From $445 per night (USD)
VRBO
From $787 per night (USD)
VRBO
Cheerful 6-Bedroom Villa with Pool and Tennis Courts near the beach!
Bedrooms:
4
Bathrooms:
6
Sleeps:
5
Enjoy a wonderful stay in a gated community surrounded by gorgeous greenery only 10 minutes from the beach, downtown Wes ...
From $787 per night (USD)
VRBO
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Expedia
Charming Coastal Retreat in Westport, CT
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Nestled in the heart of picturesque Westport, Connecticut, this stunning 3-bedroom, 1.5-bathroom home offers the perfect ...
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Expedia
From $798 per night (USD)
VRBO
Stunning Waterfall View - 5 Bedroom
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Our 3900 sq. foot house directly faces a waterfall and the the Saugatuck River. You can walk to town. The living room, d ...
From $798 per night (USD)
VRBO
From $1116 per night (USD)
VRBO
Amazing Water Views. Steps from Compo Beach.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Located in Westport, overlooking the Ned Dimes marina and Long Island Sound, and just steps from the sand, playground, a ...
From $1116 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Sweet Studio w/ Lounge & Pool Table
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This spacious, well-appointed studio apartment is in the heart of Westport. The home offers everything you need ...
From $254 per night (USD)
VRBO
From $3017 per night (USD)
Expedia
An oasis in a magnificent & scenic setting in Westport CT
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Experience Westport in this marvelous 5-bedroom Vacation house. This fairytale home with a pool/spa & landscaped groun ...
From $3017 per night (USD)
Expedia
From $703 per night (USD)
VRBO
Main Street Westport, walk to shops, dining, downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $703 per night (USD)
VRBO
From $1029 per night (USD)
Expedia
Cozy Westport Beachfront Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Welcome to your charming beachfront retreat! This cozy 4-bed, 2 full + 2 half bath home offers stunning water views from ...
From $1029 per night (USD)
Expedia
From $448 per night (USD)
VRBO
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 $448 per night (USD)
VRBO
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Expedia
Carriage House on Gated Estate in Westport, CT for Rent - 9 months+
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Escape to your most tranquil private Carriage House, on an ornately landscaped, gated and central-most Westport multi-ac ...
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Expedia
From $417 per night (USD)
VRBO
Charming 2-Bedroom House 1 Mile To The Beach,Deck, Wifi & Game Room
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Modern 2BR, 2.5BA home in Westport, just 1 mile from Compo Beach! Sleeps 6 with a finished basement game room and pull-o ...
From $417 per night (USD)
VRBO
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Expedia
6-bedroom house with fitness room and pool in Westport
Bedrooms:
8
Bathrooms:
7
Sleeps:
14
Escape to this fabulous house in picturesque Westport. With 6 bedrooms, 2 king beds, 3 full beds, and 1 queen bed, this ...
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Expedia
From $2288 per night (USD)
VRBO
New! Shore Haven Special: 20% Off!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private Island Retreat – Luxe Canfield Island Escape (Westport, CT) 3 BR | 2.5 BA | Sleeps 6 | 3,131 Sq Ft Private G ...
From $2288 per night (USD)
VRBO
From $1115 per night (USD)
Expedia
Family Friendly, Modern and Spacious 5-bedroom house in marvelous Westport, CT!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Very New (2023), Spacious and luxurious 5-bedroom house in marvelous Westport. 5 BDRMs on 4 finished levels w/ distinct ...
From $1115 per night (USD)
Expedia
From $669 per night (USD)
VRBO
Waterfront 4 bedroom Home with Pool-Your Oasis
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
4-bedroom, 3.5-bath waterfront home with multiple entertaining spaces, a bespoke bar, charming fireplace, fully-outfitte ...
From $669 per night (USD)
VRBO
From $103 per night (USD)
Expedia
Quaint Southport 1BR/1BTH Incl. utilities Rent Up to 10 months
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Stunning condo in the heart of Southport and a short walk to town! Pool, Club house, BBQ etc. All utilities included. Ne ...
From $103 per night (USD)
Expedia

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Westport Rentals

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Results: 52 Rentals