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Westport Vacation Rentals

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Jul 13 - Jul 14
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Vacation Rentals in Westport

Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town
Pool

Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

The price is ￥258,003
￥359,509 total
includes taxes & fees
Jul 14 - Jul 15
Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town
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, (7)
"The water just steps from the front door was beautiful and enticing. Being able to carry our kayak & SUP just across the street for some time on the water was a dream. The entire neighborhood was quiet and everyone was friendly. But it's not just the location. The apartment itself is beautiful, very comfortable, and a joy to visit. I actually did nap on the sleeping porch one day! Spent too much time with coffee in the front porch enjoying the view. Best bed in a VRBO we ever slept in. And,...
The price is ￥43,492
￥86,586 total
includes taxes & fees
Jul 22 - Jul 23
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Beach house in Milford, CT
Interior

Beach house in Milford, CT

The price is ￥116,101
￥150,029 total
includes taxes & fees
Jul 14 - Jul 15
Beach house in Milford, CT
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beach
Interior

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

10.0 out of 10, Exceptional, (1)
"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"
The price is ￥51,842
￥98,476 total
includes taxes & fees
Jul 28 - Jul 29
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beach
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 ￥21,893
￥72,687 total
includes taxes & fees
Jul 14 - Jul 15
My little place Cozy Open concept for quiet time.
Business or Weekend escape
Pool

Business or Weekend escape

9.2 out of 10, Wonderful, (40)
"Very nice owner with great communication. "
The price is ￥12,532
￥21,599 total
includes taxes & fees
Jul 20 - Jul 21
Business or Weekend escape
Seaview Ave House-4BR/8PPL Retreat
Fridge, microwave, oven, stovetop

Seaview Ave House-4BR/8PPL Retreat

9.6 out of 10, Exceptional, (10)
"This was an awesome place to stay. Very clean and well kept. When I needed to get in touch for some last minute questions, the owner was very prompt and eager to help. I would definitely stay here again."
The price is ￥61,932
￥117,490 total
includes taxes & fees
Jul 14 - Jul 15
Seaview Ave House-4BR/8PPL 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 ￥15,038
￥27,171 total
includes taxes & fees
Jul 17 - Jul 18
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
1 bedroom, desk, iron/ironing board, free WiFi

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

The price is ￥16,512
￥29,014 total
includes taxes & fees
Jul 14 - Jul 15
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Upscale 4BR Retreat at the Reservoir!
Fridge, microwave, oven, stovetop

Upscale 4BR Retreat at the Reservoir!

The price is ￥89,859
￥145,651 total
includes taxes & fees
Jul 20 - Jul 21
Upscale 4BR Retreat at the Reservoir!
Charming Long Island Family Getaway with Pool. An hour from Hamptons
Interior

Charming Long Island Family Getaway with Pool. An hour from Hamptons

7.0 out of 10, Good, (6)
"Had a great time here. The house was clean and well maintained. The host communicated with us often and overall it was a great stay!"
The price is ￥113,748
￥220,744 total
includes taxes & fees
Aug 11 - Aug 12
Charming Long Island Family Getaway with Pool. An hour from Hamptons
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

8.0 out of 10, Very Good, (11)
"This rental was great accommodation"
The price is ￥23,220
￥44,432 total
includes taxes & fees
Jul 14 - Jul 15
Centric property close to all the great things in the city
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
Interior

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

The price is ￥117,944
￥219,155 total
includes taxes & fees
Jul 14 - Jul 15
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
Charming 2-bedroom house with WiFi, AC in Fairfield
Interior

Charming 2-bedroom house with WiFi, AC in Fairfield

7.0 out of 10, Good, (2)
"Amalfi’s place was as described. It was clean and comfortable and mostly quiet. Amalfi was excellent with communication. Would certainly stay again when visiting family."
The price is ￥21,893
￥50,978 total
includes taxes & fees
Jul 23 - Jul 24
Charming 2-bedroom house with WiFi, AC in Fairfield
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 ￥32,446
￥73,249 total
includes taxes & fees
Jul 22 - Jul 23
Marine Theme - 4 BR - Backyard - Fire pit
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Outdoor dining

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

10.0 out of 10, Exceptional, (17)
"Very comfortable home. Lots of thought in providing all needed for a stay. We so appreciated the hosts communication...made life pleasant. We will repeat!"
The price is ￥44,082
￥92,946 total
includes taxes & fees
Jul 16 - Jul 17
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC
Fridge, microwave, oven, stovetop

Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC

10.0 out of 10, Exceptional, (6)
"And the bed was confortable"
The price is ￥46,588
￥97,773 total
includes taxes & fees
Jul 20 - Jul 21
Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC
Updated, cozy single family in Fairfield County
Outdoor dining

Updated, cozy single family in Fairfield County

9.4 out of 10, Exceptional, (11)
"House was great, hosts were attentive. Enjoyed our stay"
The price is ￥39,806
￥80,054 total
includes taxes & fees
Jul 15 - Jul 16
Updated, cozy single family in Fairfield County
Cozy cute Relaxing home
Outdoor dining

Cozy cute Relaxing home

8.6 out of 10, Excellent, (4)
"nice quiet area"
The price is ￥25,063
￥46,514 total
includes taxes & fees
Jul 25 - Jul 26
Cozy cute Relaxing home
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Coffee/tea maker, spices

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

10.0 out of 10, Exceptional, (3)
"Great space! Very clean & well appointed! If you forgot to pack it, it is probably there!"
The price is ￥30,960
￥59,796 total
includes taxes & fees
Jul 14 - Jul 15
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
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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Frequently asked questions

Can I find vacation rentals in Westport?

Yes, there are vacation rentals in Westport near Earthplace Museum, or you can choose a more secluded option if you want a relaxing stay. Westport is known for its football games and waterfront. Make sure you have time to check out the entertainment choices and theaters during your trip.

What are some of the best vacation rentals in Westport?

Main Street Westport, walk to shops, dining, downtown: This Westport vacation home rental is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a fridge, a microwave, and a coffee maker, so you can cook with friends or family.

How many vacation rentals will I find in Westport?

Expedia has 55 vacation rentals for your stay in Westport.

What’s there to see and do in Westport?

Family-friendly attractions include Earthplace Museum and Rolnick Observatory, whereas Old Mill Beach and Compo Beach are a couple of great spots to enjoy the outdoors. Levitt Pavilion and Westport Country Playhouse are other places to visit while you're in town.

What’s a vacation rental in Westport like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Westport. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.