Holiday Homes in Westport

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 June - 7 June
In four months
3 July - 5 July

Our top choices for Westport holiday homes

Property grounds

Holiday Home in Waterside

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is AU$468
includes taxes & fees
11 Mar - 12 Mar
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Smart TV

Holiday Home in Brooklawn - St. Vincent

Centric property close to all the great things in the city
7.0 out of 10, Good, (14 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is AU$422
includes taxes & fees
12 Mar - 13 Mar
Centric property close to all the great things in the city
Interior

Holiday Home in Milford

42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
8.8 out of 10, Excellent, (9 reviews)
"Overall was a good stay, we stayed here for a work training. I would recommend this property for any type of occasion. The host was very attentive and hopeful as well."
United States
Rosseline
The price is AU$517
includes taxes & fees
12 Mar - 13 Mar
42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
Property grounds

Holiday Home in Greenwich

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in 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 AU$390
includes taxes & fees
11 Mar - 12 Mar
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Marina

Holiday Home in Cold Spring Harbor

Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (75 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 AU$664
includes taxes & fees
17 Mar - 18 Mar
Captain's Cottage - Cold Spring Harbor Water Views
1 bedroom, iron/ironing board, free WiFi, bed sheets

Holiday Home in Shelton

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
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 AU$278
includes taxes & fees
11 Mar - 12 Mar
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Pool

Holiday Home in Stratford

Business or Weekend escape
9.2 out of 10, Wonderful, (53 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is AU$210
includes taxes & fees
26 Mar - 27 Mar
Business or Weekend escape
Front of property

Holiday Home in North End

Beechmont - Perfect for Family Retreat!
5.0 star property
The price is AU$1,951
includes taxes & fees
11 Mar - 12 Mar
Beechmont - Perfect for Family Retreat!
Fridge, microwave, oven, stovetop

Holiday Home in Fairfield

Renovated Cape Near beach, with Fire Pit and BBQ
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 AU$683
includes taxes & fees
12 Mar - 13 Mar
Renovated Cape Near beach, with Fire Pit and BBQ
5 bedrooms, desk, iron/ironing board, travel cot

Holiday Home in Brooklawn - St. Vincent

The B&W Haven 5BR Home with yard theater + Office
9.4 out of 10, Exceptional, (8 reviews)
"Lovely home with plenty of room! "
United States
David S.
The price is AU$952
includes taxes & fees
15 Mar - 16 Mar
The B&W Haven 5BR Home with yard theater + Office
TV, fireplace, books, offices

Holiday Home in Cove - East Side - Shippan

New Beach Home near Stamford Downtown/Shippan
10.0 out of 10, Exceptional, (24 reviews)
"Great stay!"
United States
Kyra S.
The price is AU$1,209
includes taxes & fees
11 Mar - 12 Mar
New Beach Home near Stamford Downtown/Shippan
Dining

Holiday Home in Stony Brook

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
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 AU$979
includes taxes & fees
16 Mar - 17 Mar
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
TV, fireplace, offices

Holiday Home in Historic District

Family Cottage with 4 King Beds and Fire Pit
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 AU$762
includes taxes & fees
1 Apr - 2 Apr
Family Cottage with 4 King Beds and Fire Pit
TV, books

Holiday Home in Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
The price is AU$630
includes taxes & fees
15 Mar - 16 Mar
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Interior

Holiday Home in Cove - East Side - Shippan

Waterview House Walking Distance from Cove Beach
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 AU$1,390
includes taxes & fees
1 Apr - 2 Apr
Waterview House Walking Distance from Cove Beach
Fridge, microwave, oven, stovetop

Holiday Home in Cove - East Side - Shippan

Stylish Beach Home near Stamford Downtown/Beach
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 AU$1,061
includes taxes & fees
11 Mar - 12 Mar
Stylish Beach Home near Stamford Downtown/Beach
Beach

Holiday Home in Fairfield

Cozy Cottage with Fire Pit, near Beach
10.0 out of 10, Exceptional, (28 reviews)
"Everything was great. Even had TP sent via Amazon before arrival and told us to open and take inside. Would definitely stay here again. "
United States
Travis W.
The price is AU$709
includes taxes & fees
11 Mar - 12 Mar
Cozy Cottage with Fire Pit, near Beach
Fridge, microwave, oven, stovetop

Holiday Home in Tunxis Hill

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
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 AU$1,034
includes taxes & fees
11 Mar - 12 Mar
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Fridge, microwave, oven, stovetop

Holiday Home in North End

Marine Theme - 4 BR - Backyard - Fire pit
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 AU$606
includes taxes & fees
23 Mar - 24 Mar
Marine Theme - 4 BR - Backyard - Fire pit
TV

Holiday Home in Cove - East Side - Shippan

Spacious 3 Bd Home Pet Friendly, Parking and Laundry
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 AU$735
includes taxes & fees
15 Mar - 16 Mar
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

Best Western Danbury/Bethel

Best Western Danbury/Bethel

8/10 Good
"Average place to stay. Clean & quiet room on 1st floor. Staff at morning breakfast were very friendly & helpful. "
DUANA 1-night trip
Posted 1 hour ago
Best Western Danbury/Bethel

Find out more about Westport

Westport Holiday Homes information

Number of reviews
348
Accommodation
362 Holiday Homes
Lowest Price
AU$210
Highest Price
AU$1,951