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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Westport vacation homes

Smart TV

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 ￥24,061
￥45,430 total
includes taxes & fees
Feb 16 - Feb 17
Centric property close to all the great things in the city
TV, fireplace, Netflix, streaming services

171 Broadway · Renovated House Steps Away From The Ocean

171 Broadway · Renovated House Steps Away From The Ocean
Milford
8.4 out of 10, Very Good, (8 reviews)
"very clean, new and great location! Will book again."
United States
ScottTakacs a.
The price is ￥29,905
￥56,181 total
includes taxes & fees
Feb 15 - Feb 16
171 Broadway · Renovated House Steps Away From The Ocean
Marina

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 ￥31,471
￥71,737 total
includes taxes & fees
Feb 16 - Feb 17
Captain's Cottage - Cold Spring Harbor Water Views
Property grounds

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 ￥24,061
￥50,281 total
includes taxes & fees
Feb 19 - Feb 20
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
TV, fireplace, books, offices

New Beach Home near Stamford Downtown/Shippan

New Beach Home near Stamford Downtown/Shippan
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (24 reviews)
"Great stay!"
United States
Kyra S.
The price is ￥56,067
￥133,211 total
includes taxes & fees
Feb 16 - Feb 17
New Beach Home near Stamford Downtown/Shippan
Property grounds

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)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is ￥17,271
￥37,736 total
includes taxes & fees
Feb 16 - Feb 17
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
1 bedroom, iron/ironing board, free WiFi, bed sheets

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 ￥18,332
￥30,065 total
includes taxes & fees
Feb 15 - Feb 16
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
5 bedrooms, desk, iron/ironing board, travel crib

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 ￥43,723
￥102,682 total
includes taxes & fees
Feb 15 - Feb 16
The B&W Haven 5BR Home with yard theater + Office
Pool

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 ￥12,985
￥22,380 total
includes taxes & fees
Mar 1 - Mar 2
Business or Weekend escape
Interior

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
West Side
9.4 out of 10, Exceptional, (6 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is ￥40,790
￥83,115 total
includes taxes & fees
Feb 16 - Feb 17
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
Fridge, microwave, oven, stovetop

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 ￥25,818
￥71,244 total
includes taxes & fees
Feb 22 - Feb 23
Renovated Cape Near beach, with Fire Pit and BBQ
Interior

Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach
Cove - East Side - Shippan
9.2 out of 10, Wonderful, (22 reviews)
"Great location for visiting Stamford, right on the water, a short walk from the beach, a short drive from the ShopRite. Liked the pool table. Excellent kitchen. Backyard seemed very nice but didn't use it due to weather. Easily parks 5 cars, and off-season (Oct-Apr) there is parking at the beach nearby."
United States
Eric K.
The price is ￥84,024
￥158,600 total
includes taxes & fees
Feb 20 - Feb 21
Waterview House Walking Distance from Cove Beach
Dining

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
Stony Brook
6.0 out of 10, (2 reviews)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
United States
Kathleen
The price is ￥57,712
￥106,258 total
includes taxes & fees
Feb 16 - Feb 17
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
Front of property

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is ￥136,806
￥210,797 total
includes taxes & fees
Feb 16 - Feb 17
Beechmont - Perfect for Family Retreat!
Fridge, microwave, oven, stovetop

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 ￥26,382
￥65,896 total
includes taxes & fees
Feb 16 - Feb 17
Marine Theme - 4 BR - Backyard - Fire pit
TV, fireplace, offices

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 ￥31,929
￥80,029 total
includes taxes & fees
Feb 22 - Feb 23
Family Cottage with 4 King Beds and Fire Pit
TV, books

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 ￥21,631
￥70,029 total
includes taxes & fees
Feb 16 - Feb 17
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Fridge, microwave, oven, stovetop

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 ￥49,497
￥113,370 total
includes taxes & fees
Feb 16 - Feb 17
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Fridge, microwave, oven, stovetop

Stylish Beach Home near Stamford Downtown/Beach

Stylish Beach Home near Stamford Downtown/Beach
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (25 reviews)
"A very nice house, with excellent service and an unbeatable location. We had a great time."
Mexico
Armando V.
The price is ￥50,261
￥116,959 total
includes taxes & fees
Feb 16 - Feb 17
Stylish Beach Home near Stamford Downtown/Beach
TV

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 ￥32,540
￥71,030 total
includes taxes & fees
Feb 15 - Feb 16
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
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

Amsterdam Hotel

Amsterdam Hotel

10/10 Excellent
"Nice big clean room, staff was friendly and kind. Good parking and only a short distance from where I had to go."
Joseph 2-night trip
Posted 4 days ago
Amsterdam Hotel

Find out more about Westport

Westport Vacation Homes information

Number of reviews
309
Accommodation
362 Vacation Homes
Lowest Price
￥22,380
Highest Price
￥210,797