Entire home
Pool & beach vacation in Westport, Connecticut
Photo gallery for Pool & beach vacation in Westport, Connecticut





Reviews
1010 out of 10
Exceptional
Popular amenities
- Heated Pool
- Kitchen
- Washer
- Air conditioning
- Deck or patio
- Internet access
Rooms & beds
5 bedrooms (sleeps 7)
3 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Spaces
Deck or patio
Kitchen
About this property
Pool & beach vacation in Westport, Connecticut
The perfect all-in family vacation!
Fantastic, quiet Summer home available in Westport CT.
Sun-filled backyard with Pool, Patio and Deck for entertaining.
Also comes with kayaking, bar, games room, and SUV with Beach pass. Great property on 1 acre, only 1 hr 15 from Times Square.
4 bedrooms (can be 5), Fully equipped kitchen, Living room, family room, sun room and more.
Perfect for a family or large group looking for some fun and sun.
Fantastic, quiet Summer home available in Westport CT.
Sun-filled backyard with Pool, Patio and Deck for entertaining.
Also comes with kayaking, bar, games room, and SUV with Beach pass. Great property on 1 acre, only 1 hr 15 from Times Square.
4 bedrooms (can be 5), Fully equipped kitchen, Living room, family room, sun room and more.
Perfect for a family or large group looking for some fun and sun.
Our prices include all fees. No hidden fees.
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Westport Family Friendly Oasis
Westport
Westport Family Friendly Oasis
Westport
- Kitchen
- Washer
- Dryer
- Pet friendly

Main Street Westport, walk to shops, dining, downtown
Westport
Main Street Westport, walk to shops, dining, downtown
Westport
- Kitchen
- Washer
- Dryer
- Pet friendly
8.8 out of 10, Excellent, (6 reviews)
8.8/10
Excellent
(6 reviews)

Private Oasis: Completely Renovated Old Farmhouse With Pool And Guesthouse
Westport
Private Oasis: Completely Renovated Old Farmhouse With Pool And Guesthouse
Westport
- Pool
- Kitchen
- Washer
- Dryer
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

Standard King Bedroom W/Gym & Restaurant on Site!
Historic District
Standard King Bedroom W/Gym & Restaurant on Site!
Historic District
- Pool
- Air conditioning
- Gym
- Parking available

Westport Dream Home 6 Bedroom / 5 Bathroom
Pool and Jacuzzi
Steps to town
Westport
Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town
Westport
- Washer
- Dryer
- Air conditioning
- Gym

Summer, FURNISHED: CENTRAL WESTPORT ESTATE, 60' pool: 2 mins to beach/town/train
Westport
Summer, FURNISHED: CENTRAL WESTPORT ESTATE, 60' pool: 2 mins to beach/town/train
Westport
- Washer
- Dryer
- Pet friendly
- Air conditioning

Westport Elegance: Fully Furnished Luxury Retreat with Private Pool Oasis
Westport
Westport Elegance: Fully Furnished Luxury Retreat with Private Pool Oasis
Westport
- Pool
- Kitchen
- Washer
- Dryer

Farmhouse 1899: Westport, CT - Minutes to Downtown, family and pet-friendly.
Westport
Farmhouse 1899: Westport, CT - Minutes to Downtown, family and pet-friendly.
Westport
- Kitchen
- Washer
- Dryer
- Pet friendly
10.0 out of 10, Exceptional, (18 reviews)
10/10
Exceptional
(18 reviews)

Spectacular Westport home with heated saltwater pool and private yard.
westport
Spectacular Westport home with heated saltwater pool and private yard.
westport
- Pool
- Kitchen
- Washer
- Dryer

Modern Farmhouse
Westport
Modern Farmhouse
Westport
- Hot tub
- Kitchen
- Washer
- Dryer
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)

Nama-stay, sweet pink Saugatuck Shores beach cottage
Westport
Nama-stay, sweet pink Saugatuck Shores beach cottage
Westport
- Kitchen
- Washer
- Dryer
- Pet friendly
9.2 out of 10, Wonderful, (16 reviews)
9.2/10
Wonderful
(16 reviews)

DUNE Fairfield Beach
Fairfield Beach
DUNE Fairfield Beach
Fairfield Beach
- Kitchen
- Parking included
- Free WiFi
- Air conditioning
9.0 out of 10, Wonderful, (89 reviews)
9.0/10
Wonderful
(89 reviews)

A private summer compound in Westport, CT - total seclusion yet close to it all
Westport
A private summer compound in Westport, CT - total seclusion yet close to it all
Westport
- Pool
- Hot tub
- Kitchen
- Washer
10.0 out of 10, Exceptional, (5 reviews)
10/10
Exceptional
(5 reviews)

Westport Summer retreat -Available 6/21 to 7/6 with saltwater pool, 6bedrooms
Westport
Westport Summer retreat -Available 6/21 to 7/6 with saltwater pool, 6bedrooms
Westport
- Kitchen
- Washer
- Dryer
- Pet friendly

Premier 2 Double Bedroom
Historic District
Premier 2 Double Bedroom
Historic District
- Air conditioning
- Gym
- Laundry

Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield Center
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield Center
- Pool
- Kitchen
- Washer
- Dryer
10.0 out of 10, Exceptional, (23 reviews)
10/10
Exceptional
(23 reviews)

Modern 4 bed 4.5 bath w hot tub & heated pool close to beach
Weston
Modern 4 bed 4.5 bath w hot tub & heated pool close to beach
Weston
- Pool
- Hot tub
- Kitchen
- Washer
9.8 out of 10, Exceptional, (6 reviews)
9.8/10
Exceptional
(6 reviews)

Bright and cheery summer retreat. Close to Compo, Saugatuck dining, and town.
Westport
Bright and cheery summer retreat. Close to Compo, Saugatuck dining, and town.
Westport
- Kitchen
- Washer
- Dryer
- Pet friendly
9.6 out of 10, Exceptional, (17 reviews)
9.6/10
Exceptional
(17 reviews)

Spacious Studio with Pool Table
Westport
Spacious Studio with Pool Table
Westport
- Air conditioning
- Microwave
- Living/Dining area
8.6 out of 10, Excellent, (7 reviews)
8.6/10
Excellent
(7 reviews)

2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC
Fairfield Center
2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC
Fairfield Center
- Pool
- Hot tub
- Kitchen
- Washer
10.0 out of 10, Exceptional, (5 reviews)
10/10
Exceptional
(5 reviews)

Spacious Family Home
Westport
Spacious Family Home
Westport
- Washer
- Dryer
- Air conditioning
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

Standard 2 Queen Bedroom
Historic District
Standard 2 Queen Bedroom
Historic District
- Air conditioning
- Gym
- Laundry

Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit
West Redding
Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit
West Redding
- Pet friendly
- Free WiFi
- Air conditioning
- Game room
10.0 out of 10, Exceptional, (89 reviews)
10/10
Exceptional
(89 reviews)

Private Luxury Stay in Expansive Home & Property
EASTON
Private Luxury Stay in Expansive Home & Property
EASTON
- Kitchen
- Washer
- Dryer
- Pet friendly
9.6 out of 10, Exceptional, (4 reviews)
9.6/10
Exceptional
(4 reviews)

Lake house cozy to relax with a family. 6 bedroom very spacious house.
Trumbull
Lake house cozy to relax with a family. 6 bedroom very spacious house.
Trumbull
- Hot tub
- Kitchen
- Washer
- Dryer
9.6 out of 10, Exceptional, (5 reviews)
9.6/10
Exceptional
(5 reviews)

Studio Flat Above Historic Cider Mill
Westport
Studio Flat Above Historic Cider Mill
Westport
- Kitchen
- Washer
- Dryer
- Pet friendly
10.0 out of 10, Exceptional, (79 reviews)
10/10
Exceptional
(79 reviews)

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
- Kitchen
- Washer
- Dryer
- Pet friendly
10.0 out of 10, Exceptional, (11 reviews)
10/10
Exceptional
(11 reviews)

Westport "Gold Coast" across from Southport beach
Fairfield
Westport "Gold Coast" across from Southport beach
Fairfield
- Kitchen
- Washer
- Dryer
- Pet friendly
10.0 out of 10, Exceptional, (102 reviews)
10/10
Exceptional
(102 reviews)

Seaside Serenity: 2B 1B, Patio,Near Beach
East Norwalk
Seaside Serenity: 2B 1B, Patio,Near Beach
East Norwalk
- Washer
- Dryer
- Pet friendly
- Free WiFi
9.8 out of 10, Exceptional, (24 reviews)
9.8/10
Exceptional
(24 reviews)

Newly renovated summer home in Westport CT private pool & spa, near beach & town
Westport
Newly renovated summer home in Westport CT private pool & spa, near beach & town
Westport
- Pool
- Hot tub
- Kitchen
- Washer
About the neighborhood
Westport
Westport is home to this vacation home. Country Club of Fairfield and Pine Creek Par 3 Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Westport Farmers Market and The SoNo Collection. Rolnick Observatory and Fairfield Theater Company are also worth visiting.
Westport, CT
What's nearby
- Rolnick Observatory - 3 min drive - 1.8 km
- Westport Historical Society - 8 min drive - 6.4 km
- Levitt Pavilion - 8 min drive - 6.7 km
- Westport Country Playhouse - 8 min drive - 6.7 km
- Sacred Heart University - 12 min drive - 13.4 km
Getting around
- Southport Station - 7 min drive
- Bridgeport, CT (BDR-Igor I. Sikorsky Memorial) - 20 min drive
Restaurants
- The Clubhouse - 6 min drive
- McDonald's - 6 min drive
- Starbucks - 5 min drive
- Gruel Britannia - 7 min drive
- Cava - 7 min drive
Tell us how we can improve our siteShare feedback