Photo by Marina Timo

Search Cottages in Westport

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Exterior
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
10.0 out of 10, Exceptional, (4)
"Charming cottage in bucolic setting. Clean comfortable haven for my husband and self. Forested roadways put us in the heart of Fall’s glory. Nearby find hiking trails, lakes and the vibrant town of Westport, CT. Owners were so gracious! Check in a breeze. "
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Wow Seaside Beach Cottage Sunset Oasis Walk Waterfront Village East End NYC 1 Hr
Terrace/patio
Wow Seaside Beach Cottage Sunset Oasis Walk Waterfront Village East End NYC 1 Hr
8.4 out of 10, Very good, (5)
"I enjoyed my stay here. The cottage was snug but clean. My host was friendly and helpful. ( Actually gave me a pound of really good coffee) Northport is a very pretty village with lots of interesting shops and art galleries as well as a Playhouse with surprisingly excellent talent. "
The price is HK$1,073
HK$1,609 total
includes taxes & fees
7 Nov - 8 Nov
Wow Seaside Beach Cottage Sunset Oasis Walk Waterfront Village East End NYC 1 Hr
Beach house cottage steps to private beach in the heart of Bayville
Interior
Beach house cottage steps to private beach in the heart of Bayville
10.0 out of 10, Exceptional, (9)
"Great location. Very clean modern cottage by the sea. Would love to stay again. "
Beach house cottage steps to private beach in the heart of Bayville
Cozy Riverside Cottage
Outdoor dining
Cozy Riverside Cottage
10.0 out of 10, Exceptional, (1)
"Cottage is very comfortable and clean. Neighborhood is quiet and in natural surroundings. Be prepared for spotty reception (screenshot access code) but WiFi is excellent in home, so is the TV/music system. Over all, excellent value and great accommodations in a beautiful spot. Only needed it for the weekend, but would book as a destination for some peace and quiet."
Cozy Riverside Cottage
Trendy 1 bedroom +loft apartment w/ parking
Smart TV
Trendy 1 bedroom +loft apartment w/ parking
10.0 out of 10, Exceptional, (4)
"This was our home base while we explored NYC. The place was lovely and well-appointed. It’s almost a shame that we hardly spent any time there. Just in and out to sleep, shower and eat breakfast, then back to the commuter train into NYC. Found free unlimited street parking a few blocks from the train station. Appreciated access to laundry on our last morning to start the next leg of our trip with fresh clothes. "
Trendy 1 bedroom +loft apartment w/ parking
Fairfield Cottage · Charming Fairfield Cottage By The Sea
Dining
Fairfield Cottage · Charming Fairfield Cottage By The Sea
10.0 out of 10, Exceptional, (31)
"What a wonderful find, and only an hour away from NYC. Fairfield CT is beautiful, friendly people, great restaurants, dog friendly, beautiful private beach, the list goes on and on. Thank you to Gerard for being so helpful, kind and always there to answer any questions, and give great recommendations. If you ever need a break from the city, this is the place to go to. Thanks again for such a wonderful holiday! We will be back."
Fairfield Cottage · Charming Fairfield Cottage By The Sea
Beach cottage on private beach!
Beach nearby, sun-loungers, beach towels
Beach cottage on private beach!
10.0 out of 10, Exceptional, (4)
"It was a very nice cottage. Great price for staying right on the beach"
Beach cottage on private beach!
Adorable 1-Bedroom Cottage in Weston, CT
Fridge, microwave, oven, stovetop
Adorable 1-Bedroom Cottage in Weston, CT
10.0 out of 10, Exceptional, (33)
"This cottage is so beautiful, well equipped and comfortable. The hosts were welcoming, accommodating and checked in with us to make certain we were enjoying our visit. The gorgeous location was perfect for us. We were visiting family in the area which is why we chose it. We didn’t realize how near it was to quaint towns, great restaurants, etc. We also spent an afternoon at nearby Sherwood Island followed by lobster rolls at a nearby restaurant. Thank you! Looking forward to a return visit! "
The price is HK$1,516
HK$2,357 total
includes taxes & fees
7 Nov - 8 Nov
Adorable 1-Bedroom Cottage in Weston, CT
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Beach nearby
Renovated Milford Beach home by Charles Island/Silver Sands Pk
10.0 out of 10, Exceptional, (2)
"Our family of 4 stayed comfortably. Towels and sheets were well stocked. We loved walking across to the beach. Our 10 year old could take our 5 year old. We biked on street and sidewalks to downtown Milford, public library, playground. We loved Pennys used books. It was such a relaxing trip and we will be back to stay at Susana's lovely place."
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Westport "Gold Coast" across from Southport beach
Property grounds
Westport "Gold Coast" across from Southport beach
10.0 out of 10, Exceptional, (81)
"Had the best time. Walked to the beach. Great local restaurants as well."
Westport "Gold Coast" across from Southport beach
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Smart TV, computer monitors, printers
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
9.4 out of 10, Exceptional, (3)
"I spent 2 serene weeks here and hope to return some day! With modern creature comforts in the kitchen, the rest of this home is very rustic. If you are looking for peace and quiet, and are into drawing, cooking or reading books to the sounds of trees rustling and water flowing across the street, you will be in heaven here. For summer months, note that there is only a small portable AC unit in the sunroom. There are several fans and it was manageable in early summer, but I imagine it is quite...
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Beachfront Connecticut Retreat w/ Views!
On the beach
Beachfront Connecticut Retreat w/ Views!
9.6 out of 10, Exceptional, (7)
"Just a wonderful beach cottage in a great spot that had all we needed"
Beachfront Connecticut Retreat w/ Views!
Second floor cottage apartment located in a private community.
Miscellaneous
Second floor cottage apartment located in a private community.
9.6 out of 10, Exceptional, (14)
"The cottage was as described and the photos don’t really do it justice, it is lovely and the location cannot be beat. We had good communication with the hosts and overall it was a very nice stay. Would definitely return for a future visit to Stamford!"
Second floor cottage apartment located in a private community.
Beachfront cottage located in the heart of Fairfield Beach!!
On the beach
Beachfront cottage located in the heart of Fairfield Beach!!
9.6 out of 10, Exceptional, (15)
"This is my third year staying at this property. I have friends that live around the area so it is a nice quiet private space to reconnect. Paul the host is always quick to respond to any concerns I may have while staying. My dog Angel is in heaven literally 5 steps to the water . The beach and people are so kind and friendly. Love it!"
Beachfront cottage located in the heart of Fairfield Beach!!
Bright Milford Beach House w/ Outdoor Shower
Property grounds
Bright Milford Beach House w/ Outdoor Shower
3.0 star property
Bright Milford Beach House w/ Outdoor Shower
California cozy cottage/studio in the middle of the Greenwich
Exterior
California cozy cottage/studio in the middle of the Greenwich
10.0 out of 10, Exceptional, (1)
"This VRBO was a pleasure! Host Olga was very accommodating. This was my first VRBO experience and I will definitely do this again. So much nicer than a hotel stay. It was a wonderful 5 days! I would highly recommend Olga and her California Cottage. "
California cozy cottage/studio in the middle of the Greenwich
Sun and Fun on the beach!!
TV
Sun and Fun on the beach!!
9.6 out of 10, Exceptional, (15)
"Very good place on the beach….and beach walking Paul communication was very timely"
Sun and Fun on the beach!!
South Salem Vacation Rental w/ Furnished Deck!
Miscellaneous
South Salem Vacation Rental w/ Furnished Deck!
10.0 out of 10, Exceptional, (1)
"Everything was easy and fine at the space. I had to stay for family reasons - so "location" was the most important factor to me. The worst thing in the unit is that the spiral stair is narrow - and a fat person or person with bad knees is NOT going to be using that stairwell easily. Otherwise, the unit had everything I needed and was perfectly appointed for an easy weekend stay. Enjoy!"
South Salem Vacation Rental w/ Furnished Deck!
Charming West Haven Home - Walk to Beach!
Private kitchen
Charming West Haven Home - Walk to Beach!
3.0 star property
Charming West Haven Home - Walk to Beach!
Quiet Commack Cottage w/ Pool, 8 Mi to Beach!
Fridge, microwave, stovetop, dishwasher
Quiet Commack Cottage w/ Pool, 8 Mi to Beach!
8.0 out of 10, Very good, (3)
"We had family stay here, one set of family left early in the morning and another later. The owner, who lives in the basement, woke up those staying here on their last day at 4:30 in the morning attempting to get in the house thinking we all had left. Scared my family half to death! Check-out time was not honored. Awful stay with nosy owner creeping around everywhere!"
Quiet Commack Cottage w/ Pool, 8 Mi to 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.
Don't see what you're looking for?
See all available properties in Westport
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Westport

Westport Paradise With Every Amenity!
Outdoor pool, a heated pool
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, (23)
"We had such a nice stay at Mark and Sarah’s. Check in was so easy and they were very attentive to anything we needed. The property and apartment are beautiful, it was so nice waking up and seeing all the trees and it was so quiet. We will definitely be back and stay when we are visiting our daughter at Fairfield."
The price is HK$3,809
HK$5,559 total
includes taxes & fees
7 Nov - 8 Nov
Westport Paradise With Every Amenity!
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
Dining
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
10.0 out of 10, Exceptional, (66)
"Gerard was excellent in communicating and checking in. The property is adorable and has all necessary items and then some. Close to downtown Fairfield and shopping and restaurants."
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown shops & restaurants
Miscellaneous
Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown shops & restaurants
10.0 out of 10, Exceptional, (3)
"After a rough year we were able to get a few days away and at the last minute chose this location. Everything we were looking for was there. The home and grounds were beautiful. The location in Westport was exactly what we wanted: magnificent fall foliage, quiet where the home was but close enough to walk to town and enjoy every aspect of being close by the town for lovely cafes and restaurants. Also, beautiful places were accessible by car in minutes such as Earthplace for trails and nature...
Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown shops & restaurants
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.

Frequently asked questions

How much do cottages in Westport cost?
You can expect to pay between HK$1,073 and HK$1,516 per night for cottages in Westport. No matter your budget, an ideal stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Westport?
Lock in your holiday dates and then pick from 49 cottages in Westport. Thinking about a place where you can get reacquainted with nature? Expedia will help you find your ideal escape in a few simple clicks.
Why book your cottage in Westport with Expedia?
We think that a holiday should be stress-free, so if you’re after cottages in Westport at an affordable price, Expedia has you covered. Save cash and stay in an inexpensive option far away from the city rush, or book a luxury cottage to really spoil your favourite people.
How can I find cheap cottages in Westport?
With Expedia’s filter tool, sourcing cheap cottages in Westport has never been simpler. To discover stays that’ll make your hip pocket happy, tailor your search results by star rating, budget and amenities.
What is there to do in Westport near my cottage?
Westport has enough sights and experiences to keep you on the go for weeks, beginning with Compo Beach. Westport Country Playhouse, Burying Hill Beach and Alvord Beach are other terrific attractions. If you’re staying a while longer, Rolnick Observatory and Westport Historical Society will add the finishing touches to your itinerary.