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Our top choices for Westport vacation homes

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (27 reviews)
"Very kind host very comfortable rooms"
United States
brendan o.
The price is ¥16,791
¥37,497 total
includes taxes & fees
Feb 8 - Feb 9
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Shelton
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is ¥18,814
¥30,855 total
includes taxes & fees
Feb 9 - Feb 10
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (52 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is ¥13,326
¥22,968 total
includes taxes & fees
Mar 1 - Mar 2
Business or Weekend escape

Marine Theme - 4 BR - Backyard - Fire pit

Marine Theme - 4 BR - Backyard - Fire pit
North End
9.8 out of 10, Exceptional, (8 reviews)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is ¥25,919
¥66,141 total
includes taxes & fees
Feb 11 - Feb 12
Marine Theme - 4 BR - Backyard - Fire pit

Cozy Cottage with Fire Pit, near Beach

Cozy Cottage with Fire Pit, near Beach
Fairfield
10.0 out of 10, Exceptional, (26 reviews)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
The price is ¥28,377
¥77,316 total
includes taxes & fees
Mar 8 - Mar 9
Cozy Cottage with Fire Pit, near Beach

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (74 reviews)
"Perfect space for family. Enjoyed ping pong, walk to the village, hike in the park and view oh the harbor. "
United States
Randall S.
The price is ¥32,297
¥73,979 total
includes taxes & fees
Feb 9 - Feb 10
Captain's Cottage - Cold Spring Harbor Water Views

Renovated Cape Near beach, with Fire Pit and BBQ

Renovated Cape Near beach, with Fire Pit and BBQ
Fairfield
10.0 out of 10, Exceptional, (11 reviews)
"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"
United States
Mary G.
The price is ¥27,280
¥75,427 total
includes taxes & fees
Feb 22 - Feb 23
Renovated Cape Near beach, with Fire Pit and BBQ

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is ¥140,396
¥216,329 total
includes taxes & fees
Feb 9 - Feb 10
Beechmont - Perfect for Family Retreat!

Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
7.0 out of 10, Good, (14 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is ¥24,693
¥46,623 total
includes taxes & fees
Feb 10 - Feb 11
Centric property close to all the great things in the city

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is ¥27,437
¥54,913 total
includes taxes & fees
Feb 17 - Feb 18
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is ¥17,349
¥64,902 total
includes taxes & fees
Feb 8 - Feb 9
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.4 out of 10, Exceptional, (20 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is ¥50,797
¥116,347 total
includes taxes & fees
Feb 9 - Feb 10
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Very clean, modern and comfortable. Host was helpful and a great communicator. We will definitely stay again! "
United States
Tricia H.
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

The B&W Haven 5BR Home with yard theater + Office

The B&W Haven 5BR Home with yard theater + Office
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (8 reviews)
"Lovely home with plenty of room! "
United States
David S.
The price is ¥44,870
¥105,376 total
includes taxes & fees
Feb 8 - Feb 9
The B&W Haven 5BR Home with yard theater + Office

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
9.6 out of 10, Exceptional, (7 reviews)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is ¥122,288
¥228,977 total
includes taxes & fees
Feb 8 - Feb 9
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (3 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is ¥30,259
¥70,544 total
includes taxes & fees
Feb 9 - Feb 10
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna

🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna
Tunxis Hill
10.0 out of 10, Exceptional, (1 review)
"The Host was welcoming and responsive to our inquiries!Our stay was wonderful! The property was spectacular and offered all the amenities we needed for a comfortable and enjoyable visit. "
United States
Patricia B.
The price is ¥135,546
¥327,528 total
includes taxes & fees
Feb 17 - Feb 18
🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna

45 Minutes from NYC, Entire House near Stamford Downtown,

45 Minutes from NYC, Entire House near Stamford Downtown,
Downtown Stamford
10.0 out of 10, Exceptional, (22 reviews)
"The house was excellent in accomadations, cleanliness and location."
United States
Rene M.
45 Minutes from NYC, Entire House near Stamford Downtown,

Stylish 2BR House Near Stony Brook University and shopping, fully renovated

Stylish 2BR House Near Stony Brook University and shopping, fully renovated
Stony Brook
10.0 out of 10, Exceptional, (3 reviews)
"The house was cozy and the host was excellent."
United States
Kim G.
The price is ¥48,139
¥99,064 total
includes taxes & fees
Mar 3 - Mar 4
Stylish 2BR House Near Stony Brook University and shopping, fully renovated

Family Cottage with 4 King Beds and Fire Pit

Family Cottage with 4 King Beds and Fire Pit
Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Stayed with our adult children for a family wedding. Everyone enjoyed the spotless, attractive & appointed home with lovely king beds in all the rooms. It was a treat!Host was very attentive, would highly recommend!"
United States
Nancy B.
The price is ¥28,377
¥78,335 total
includes taxes & fees
Feb 8 - Feb 9
Family Cottage with 4 King Beds and Fire Pit
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Westport Hotel Reviews

Find out more about Westport

Westport Vacation Homes information

Number of reviews
297
Accommodation
362 Vacation Homes
Lowest Price
¥22,968
Highest Price
¥327,528