House vacation rentals in Westport

Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!

We had an amazing stay at Michael’s Airbnb this past weekend! The space was exactly as described—clean, cozy, and well-equipped with everything we needed. Michael was a fantastic host: super responsive, thoughtful, and made us feel completely at home. The location was perfect for a relaxing getaway, and the setting was even more beautiful in person. Would absolutely stay here again—thank you for a wonderful experience, Michael!

The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!

The place is fun comfortable, private peaceful completely enjoyable. The hoste was great and response quickly.

Beautiful home, exactly how it was described and looked even better in person. Incredible surrounding areas and activities. Steven was helpful throughout the stay and incredibly flexible. Wonderful host! Will definitely be planning a yearly visit.

Donald was a great host. He was responsive and helpful, especially in times of need. His property accommodated five people very well for our business needs. Would highly recommend. Thanks, Donald!

Aida was a great host and very approachable. The house was beautiful in a very pleasant neighborhood

We were all very happy with the check-in/check-out. Instructions were clear and host left helpful information. Beds were quite comfortable. More than enough space for all. Laundry room was a plus. Easy to access town & beach. Lovely place - quiet - clean. Would definitely book again.

Great place to stay for a relaxing weekend in the Hudson valley. Was extremely close to plenty of restaurants and things to see. I would definitely stay here again if I was coming back to the area.

A gem of a home if you’re looking for a waterfront property with great lake access. David’s home is well stocked with everything you need - from baking to cooking , from laundry to great choices of board games , a nice library if reading by the water is what you care to do . If you’re a bass fisherman like me , you have direct access to Squantz Pond, which can be a great fishing alternative to nearby Candlewood Lake. The property is close to the main road and traffic can be a nuisance to folks who are not used to it . City folks like me don’t mind it. David was a great host , very responsive . There was a slight miscommunication during check in , but that was taken care of right away . My family hopes to come back again . BTW, for those who don’t know how to play the piano , take some brief lessons before coming and impress your folks. Joe

Our stay at Melanie’s place was wonderful! Honestly such a great stay with some really thoughtful touches. Melanie was communicative and responsive. We had brought our two dogs and Melanie made sure to put out a dog bowl and dog bed for them along with fresh flowers on the table! The place was also extremely clean, had comfy beds, was spacious and has a really nice back space looking onto a small creek and beautiful woods. The photos honestly don’t do it justice! The location was perfect for us as we had activities in Bear Mountain. Thanks so much, Melanie! Would love to stay again if we ever need to be in the area again.

Great space. Wonderful communication with host regarding any questions we had. Host was quick to respond. Very happy with the stay, would rent again.

Sahir’s place was a great stay! Something to note is that there are no curtains in the living space, however you are pretty much surrounded by woods so it’s not a huge deal at all but if you are big on privacy it might feel a bit weird not having curtains. We adjusted fine and loved the retro chic vibe of the place. Even in the winter it had a peaceful atmosphere. It was our first time away from our toddler and a perfect getaway tucked into a quiet wooded scene. Would definitely stay again!

Mahmoud was a wonderful host. Very responsive, pleasant, and helpful. His home and the views were spectacular, and the koi pond was beautiful. It’s a great location to stay while visiting West Point, as it’s a quick drive across the Bear Mountain Bridge. Our large group felt comfortable and welcomed. One of the bedroom descriptions could have been listed a little clearer because you need to pass through the master bedroom to get to it. Luckily our family was ok with that. We would stay again.

This was our second stay at Michelle's place and it was again a delight. The home is comfortable, clean, and well equipped. Checking in and out was easy. And Michelle is super responsive and helpful. We'd definitely love to stay again when we are next in the area!

Jessica was extremely helpful and responsive, providing great local recommendations. The home was spotless and well-equipped. We had a fantastic stay for our family vacation.

Had a wonderful experience with my family. Carolyn was very helpful and accommodating. I hope to return!

Great spacious place, enjoyed our stay!

I would highly recommend Melissa's place in Jamesport. It was a great location with room to enjoy with some family members including children. It was perfect with some toys and a big outdoor area (and a private beach!) for us all to spend some time together while visiting family in the area. Melissa was accommodating and clear in her directions and gave us a warm welcome with a greeting basket, information about the area and coffee! The location is lovely and everything about the house was fun and comfortable. Thanks!

we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!

There were 5 of us, with another 6 staying in another nearby air bnb. We had Thanksgiving in our house and found everything we needed to cook. Seating was a bit challenging, but we made it work and it was very comfortable. The location is in the woods with lots of boulders and rocks, which we all loved. We found the place easily using GPS. Everyone’s bed was comfy. Close enough to what we wanted, just far enough away to make it an adventure. Because it was so cold and grey, we didn’t hike, but saw plenty of opportunities (maybe next time?!)

Mr. Robert is an amazing host. Polite, responsive, friendly and flexible. The house is as described (actually bigger than we expected), comfortable and had everything we needed. Would definitely recommend Mr. Robert’s listing and stay there again! Thank you so much, Mr. Robert!!!!

Cozy, delightful little house on huge property with lovely gardens, very comfortable bed with luxury linens, kitchen had everything we needed. Shower is a little tight. Easy to find, close to shops, highway, road to Hamptons and Montauk. Clean, well equipped, and very quiet. We’d definitely stay again. Thank you.

We had an amazing weekend at Sol’s Place! The house is in the perfect spot, sitting right above the beach - which you can reach by taking some steps down. The big terrace was definitely a highlight, with unbelievable views over Long Island Sound, perfect for catching those amazing sunrises and sunsets. The house itself is super nice. The beds were really comfy, the kitchen had everything we needed, and the shower was just perfect. Sol was an awesome host, always quick to respond to any questions. He gave us some great recommendations for local spots and restaurants. All in all, it was a fantastic stay and we can totally recommend it.