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Compare Vacation Homes in Westport with updated reviews, rates, and availability.

"The views from this home are great - really enjoyed sunrises from the master bedroom. A very comfortable home with everything we needed. "

"My time spent at the lake house with my family was unforgettable. Nestled along the serene shoreline, the house offered stunning lake views from every window. Mornings began with coffee on the spacious deck, watching the sun rise over the water. Days were filled with family fun. The house itself was cozy yet modern, with plush furnishings, a crackling fireplace, and a fully-equipped kitchen where we cooked meals together. Evenings were spent playing board games, hanging out by the fire pit. It...

View of the front and outside of house with driveway and garage.

"Dierdre's home was a perfect spot for our family Thanksgiving. Well located, well stocked, and very well cared for!"

"We were in town for work for the week and found this site online. Great spot, nice a quiet. "

Milford Vacation Rental | 2BR | 2.5BA | Stairs Required | 1,450 Sq Ft

"We had the best time! It was clean, good location, and the owner was wonderful! We even got to go the beach in December! We would definitely rent this place again!!"

Ample seating, perfect for lounging, gathering, and yes, napping.

"We had a wonderful stay at this property! The home was beautiful, well-maintained, and had everything we needed for a comfortable visit. The location was absolutely perfect—convenient to everything we needed to do in Huntington. The host was incredibly responsive and made sure we felt welcome from start to finish. We truly appreciated the attention to detail and would highly recommend this property to anyone looking for a great place to stay. We’d happily return in the future. "

"Cute, well-appointed house, great communication, fun stay!"

SAR 1,487 total

includes taxes & fees

3 Feb - 4 Feb

"The house was beautiful and a perfect place for our family to be at while visiting our daughter who is a student at Yale. We saw the sunrise over the ocean from our bedroom window. Wish we found this sooner!"

"Great place, great service!!"

"This was a late holiday gathering of family members from St. Louis and Rye New York. Great and easy spot to get to. Pretty setting with the water view. I am sure in warmer seasons it be great spot for all the outside amenities. Six adults and one baby. Space nice set up. "

SAR 5,561 total

includes taxes & fees

14 Feb - 15 Feb

"The house was clean, comfortable, and kitchen was great. Only problem was stairs for my handicapped sister-too steep but possible. Manager very nice"

"We were 9 adult women. There was plenty of space for us to gather as a group as well as sleep. The house is clean and in a great neighborhood. Very easy on and off to the highway to get to our conference in Darien. Highly recommend."

SAR 2,921 total

includes taxes & fees

3 Feb - 4 Feb

"We enjoyed the lovely view of the lake and our wonderful, brisk walks in the neighborhood. The spacious and well-appointed lake home was perfect of our family with young adult children. We loved this beautiful, comfortable and entertaining home on the lake and hope to return."

"I cannot express how beautiful this home is. Much more beautiful and spacious in person. My family and I stayed over Thanksgiving and were so thankful we did. There were 5 of us: 4 adults, 1 child and a fur baby. And there was still space for more! The home is beautifully decorated and everyone felt like they had enough privacy and space. We loved the living area. I brought my utensils, pots and pans to prepare the feast but I did not need it. The house was stocked with everything you can...

SAR 2,389 total

includes taxes & fees

3 Feb - 4 Feb

Cottage at Sunny Day, multiple levels for multiple views of the lake

"Great place magnificent views. It’s a very peaceful place"

Weston Vacation Rental | 3BR | 2.5BA | 2,800 Sq Ft | Stairs Required

"Clean, very open with large spaces. Easy access into home. Beautiful kitchen with updated appliances. Beds very comfortable to sleep on! "

"It’s nice to have a place for our family of 5 that actually fits us all. Plenty of space and very clean. Thanks "

SAR 1,749 total

includes taxes & fees

7 Feb - 8 Feb

"Situated just off the main street of Huntington, this comfy cottage is a terrific home base for exploring the north shore area. It has ample space: generous sitting room and kitchen with modern amenities, private office area, and 3 large bedrooms with lots of closet space. The beds are perfectly firm, pillows are plump and sheets are oh-so soft. The bathroom has some updates and delivers the basics such as nice shower pressure and new sink/vanity. Very clean and tidy, parts of the home still...

"Cute little place that was perfect to walk to the wedding venue. Communication with the host was perfect and very helpful."

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Guest house, and pool, as seen from the tennis court.

"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."

SAR 2,675 total

includes taxes & fees

3 Feb - 4 Feb

"We arrived later than the posted check in and Gerard and we spoke on the phone and everything went well. We felt like we were home. The apartment is all that it said in the ad were very accurate. Quaint, cozy and no hotel hassle. The next time we visit we will definitely look for this place!"