Westport Holiday Homes from €128: Search Top House Rentals

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Our top choices for Westport holiday homes

Fridge, oven, stovetop, coffee/tea maker

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)

7.0/10

Good

(14 reviews)

"This rental was great accommodation"

Alma B.

The price is €251

€251

includes taxes & fees

4 Mar - 5 Mar

Centric property close to all the great things in the city

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)

10/10

Exceptional

(11 reviews)

"Fantastic place. We had a great stay!"

Sara C.

The price is €280

€280

includes taxes & fees

4 Mar - 5 Mar

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

Fridge, microwave, stovetop, coffee/tea maker

2 bedrooms, desk, iron/ironing board, free WiFi

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)

9.8/10

Exceptional

(27 reviews)

"Beautiful space, excellent communication from the hosts. Would stay again!"

Crystal

The price is €228

€228

includes taxes & fees

9 Mar - 10 Mar

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

Smart TV, fireplace, ping pong, computer monitors

Holiday Home in Cold Spring Harbor

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (75 reviews)

10/10

Exceptional

(75 reviews)

"Perfect space for family. Enjoyed ping pong, walk to the village, hike in the park and view oh the harbor. "

Randall S.

The price is €436

€436

includes taxes & fees

17 Mar - 18 Mar

Captain's Cottage - Cold Spring Harbor Water Views

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)

9.4/10

Exceptional

(8 reviews)

"Lovely home with plenty of room! "

David S.

The price is €570

€570

includes taxes & fees

4 Mar - 5 Mar

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

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)

9.0/10

Wonderful

(2 reviews)

"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."

Alex C.

The price is €169

€169

includes taxes & fees

4 Mar - 5 Mar

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

Holiday Home in Historic District

Family Cottage with 4 King Beds and Fire Pit

10.0 out of 10, Exceptional, (10 reviews)

10/10

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!"

Nancy B.

The price is €456

€456

includes taxes & fees

25 Mar - 26 Mar

Family Cottage with 4 King Beds and Fire Pit

1 bedroom, iron/ironing board, WiFi, bed sheets

Holiday Home in Stratford

Business or Weekend escape

9.2 out of 10, Wonderful, (53 reviews)

9.2/10

Wonderful

(53 reviews)

"Clean room, easy check-in, parking available on-site "

Cindy

The price is €128

€128

includes taxes & fees

26 Mar - 27 Mar

Business or Weekend escape

Holiday Home in Cove - East Side - Shippan

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (24 reviews)

10/10

Exceptional

(24 reviews)

"Great stay!"

Kyra S.

New Beach Home near Stamford Downtown/Shippan

Premium House, Garden View | Living area

Holiday Home in North End

Beechmont - Perfect for Family Retreat!

5.0 star property

The price is €1,168

€1,168

includes taxes & fees

4 Mar - 5 Mar

Beechmont - Perfect for Family Retreat!

Holiday Home in Fairfield

Renovated Cape Near beach, with Fire Pit and BBQ

10.0 out of 10, Exceptional, (11 reviews)

10/10

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!"

Mary G.

The price is €428

€428

includes taxes & fees

8 Mar - 9 Mar

Renovated Cape Near beach, with Fire Pit and BBQ

Holiday Home in Cove - East Side - Shippan

Waterview House Walking Distance from Cove Beach

9.2 out of 10, Wonderful, (22 reviews)

9.2/10

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."

Eric K.

The price is €869

€869

includes taxes & fees

1 Apr - 2 Apr

Waterview House Walking Distance from Cove Beach

3 bedrooms, iron/ironing board, WiFi, bed sheets

Holiday Home in Stony Brook

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

6.0 out of 10, (2 reviews)

6.0/10

(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"

Kathleen

The price is €588

€588

includes taxes & fees

4 Mar - 5 Mar

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

2 bedrooms, desk, iron/ironing board, travel cot

Holiday Home in Shelton

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

The price is €375

€375

includes taxes & fees

4 Mar - 5 Mar

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

Holiday Home in Locust Valley

Family-Friendly Retreat With Trampoline & Grill

The price is €341

€341

includes taxes & fees

4 Mar - 5 Mar

Family-Friendly Retreat With Trampoline & Grill

Holiday Home in North End

Marine Theme - 4 BR - Backyard - Fire pit

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"We were in town for a short stay and everything was very nice"

Kevin B.

The price is €341

€341

includes taxes & fees

23 Mar - 24 Mar

Marine Theme - 4 BR - Backyard - Fire pit

Holiday Home in Downtown Stamford

45 Minutes from NYC, Entire House near Stamford Downtown,

10.0 out of 10, Exceptional, (22 reviews)

10/10

Exceptional

(22 reviews)

"The house was excellent in accomadations, cleanliness and location."

Rene M.

The price is €329

€329

includes taxes & fees

5 Mar - 6 Mar

45 Minutes from NYC, Entire House near Stamford Downtown,

Holiday Home in Fairfield

Cozy Cottage with Fire Pit, near Beach

10.0 out of 10, Exceptional, (27 reviews)

10/10

Exceptional

(27 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. "

Travis W.

The price is €420

€420

includes taxes & fees

8 Mar - 9 Mar

Cozy Cottage with Fire Pit, near Beach

Holiday Home in Tunxis Hill

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

9.4 out of 10, Exceptional, (20 reviews)

9.4/10

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. "

Emily K.

The price is €635

€635

includes taxes & fees

9 Mar - 10 Mar

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

Holiday Home in Cove - East Side - Shippan

Stylish Beach Home near Stamford Downtown/Beach

10.0 out of 10, Exceptional, (25 reviews)

10/10

Exceptional

(25 reviews)

"A very nice house, with excellent service and an unbeatable location. We had a great time."

Armando V.

The price is €652

€652

includes taxes & fees

4 Mar - 5 Mar

Stylish Beach Home near Stamford Downtown/Beach

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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