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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Westport Vacation Homes

Our top choices for Westport vacation homes

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

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

9.0 out of 10, Wonderful, (2)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
The price is CA $166
CA $273 total
includes taxes & fees
Aug 25 - Aug 26
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Beechmont - Perfect for Family Retreat!
Premium House, Garden View | Living area

Beechmont - Perfect for Family Retreat!

5.0 star property
The price is CA $665
CA $1,250 total
includes taxes & fees
Aug 26 - Aug 27
Beechmont - Perfect for Family Retreat!
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
In-room safe, iron/ironing board, free WiFi, bed sheets

Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

10.0 out of 10, Exceptional, (1)
"Great experience. Very close to a lot of downtown restaurants and Bridgeton. 10 to 15 mnutes from the beach. Lots of added special touches and amenities. Great job by the host."
The price is CA $149
CA $297 total
includes taxes & fees
Aug 25 - Aug 26
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
Business or Weekend escape
Pool

Business or Weekend escape

9.2 out of 10, Wonderful, (44)
"Very nice owner with great communication. "
The price is CA $118
CA $203 total
includes taxes & fees
Sep 17 - Sep 18
Business or Weekend escape
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Property grounds

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

9.0 out of 10, Wonderful, (7)
"Perfect place to rest. Excellent service! "
The price is CA $227
CA $431 total
includes taxes & fees
Sep 3 - Sep 4
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Centric property close to all the great things in the city
Fridge, oven, stovetop, coffee/tea maker

Centric property close to all the great things in the city

7.6 out of 10, Good, (12)
"This rental was great accommodation"
The price is CA $219
CA $413 total
includes taxes & fees
Aug 25 - Aug 26
Centric property close to all the great things in the city
Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.
Interior

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

The price is CA $172
CA $246 total
includes taxes & fees
Sep 10 - Sep 11
Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.
#37 - Luxury Collection
Property grounds

#37 - Luxury Collection

2.0 star property
8.8 out of 10, Excellent, (3)
"We enjoyed the coziest getaway at this property. Newly renovated, clean and tucked away without being accessible to local attractions. "
The price is CA $290
CA $644 total
includes taxes & fees
Aug 22 - Aug 23
#37 - Luxury Collection
My little place Cozy Open concept for quiet time.
Microwave

My little place Cozy Open concept for quiet time.

8.0 out of 10, Very good, (2)
"Great, clean property that was easy to access and very convenient to downtown Bridgeport. Perfect place to clean up and sleep. Very welcoming space."
The price is CA $206
CA $679 total
includes taxes & fees
Aug 22 - Aug 23
My little place Cozy Open concept for quiet time.
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Exterior

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had a very nice family weekend. There was plenty of room, the furniture and beds were comfortable, and the kitchen had everything we needed. Great communication with the owner"
The price is CA $387
CA $841 total
includes taxes & fees
Sep 3 - Sep 4
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Cozy cute Relaxing home
Terrace/patio

Cozy cute Relaxing home

8.6 out of 10, Excellent, (4)
"nice quiet area"
The price is CA $229
CA $430 total
includes taxes & fees
Aug 31 - Sep 1
Cozy cute Relaxing home
Marine Theme - 4 BR - Backyard - Fire pit
Fridge, microwave, oven, stovetop

Marine Theme - 4 BR - Backyard - Fire pit

9.8 out of 10, Exceptional, (6)
"Had a great stay at Sarah’s place. She was very communicative and helpful before and during our stay. The house was nice and large - it was great having two living rooms for our large group. Convenient location close to many stores and sights!"
The price is CA $297
CA $672 total
includes taxes & fees
Aug 25 - Aug 26
Marine Theme - 4 BR - Backyard - Fire pit
Charming 2-bedroom house with WiFi, AC in Fairfield
Interior

Charming 2-bedroom house with WiFi, AC in Fairfield

8.4 out of 10, Very good, (5)
The price is CA $206
CA $481 total
includes taxes & fees
Aug 25 - Aug 26
Charming 2-bedroom house with WiFi, AC in Fairfield
45 Minutes from NYC, Entire House near Stamford Downtown,
Fridge, microwave, oven, stovetop

45 Minutes from NYC, Entire House near Stamford Downtown,

10.0 out of 10, Exceptional, (13)
"Ana has thought of everything! The home was stocked with everything we needed. It made our stay amazing!"
The price is CA $388
CA $700 total
includes taxes & fees
Aug 26 - Aug 27
45 Minutes from NYC, Entire House near Stamford Downtown,
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
TV

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

9.0 out of 10, Wonderful, (2)
"the home was nice clean if in the area I would stay here again"
The price is CA $377
CA $772 total
includes taxes & fees
Aug 24 - Aug 25
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Property grounds

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Lovely little home in Stamford."
The price is CA $243
CA $487 total
includes taxes & fees
Sep 1 - Sep 2
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Charming 1-bedroom house in lovely Stony Brook with AC
Fridge, microwave, oven, stovetop

Charming 1-bedroom house in lovely Stony Brook with AC

The price is CA $281
CA $662 total
includes taxes & fees
Aug 31 - Sep 1
Charming 1-bedroom house in lovely Stony Brook with AC
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Coffee/tea maker, spices

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

10.0 out of 10, Exceptional, (4)
"Great space! Very clean & well appointed! If you forgot to pack it, it is probably there!"
The price is CA $284
CA $552 total
includes taxes & fees
Sep 2 - Sep 3
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Smart TV, Netflix, Hulu, toys

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (5)
The price is CA $553
CA $997 total
includes taxes & fees
Aug 22 - Aug 23
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Fridge, microwave, oven, stovetop

Bright Escape, Top-Rated Design, Fire pit, Near Beach

10.0 out of 10, Exceptional, (7)
"And the bed was confortable"
The price is CA $431
CA $910 total
includes taxes & fees
Aug 24 - Aug 25
Bright Escape, Top-Rated Design, Fire pit, Near 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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Top Westport Hotel Reviews

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

10/10 Excellent
"This hotel has great food, drink and meeting spaces My room was extremely comfortable and clean. Would highly recommend for business and leisure activities A+ "
Adan 1-night trip
Posted 16 hours ago
Norwalk Inn & Conference Center