
Cottage vacation rentals in Bridgeport
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Top-rated cottage rentals in Bridgeport
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Popular amenities for Bridgeport cottage rentals
Cottage rentals with a hot tub

Luxury cottage by the sea with hot tub and pool
Wonderful for a peaceful weekend away. The views were beautiful, the space was clean (with amazing climate control), and the hot tub area was very user friendly. I would definitely stay again! Highly recommend the short walk to Chaffinch Island Park to check out the tide pools.

The Lil Nauti Cottage, Steps To Fairfield Beach
Lil Nauti was perfect for our family. The bedrooms were adequate, with very comfortable beds and plenty of pillows. The wardrobe space and drawers were great as we had a long stay with a lot of baggage! Jason has absolutely everything you could possibly want or need for a stay. The kitchen is really well equipped. Cute cottage and delightful private garden.

The Silent Sun Cottage Hottub/Kayak/Firepit/BBQ
This is the second time we stayed here and it was even better than the first! They have really taken the time to make the place as welcoming and easy to navigate as possible.

Private Room in the House that Art Built
The place was charming, quaint, and exactly as described. It had a cozy vibe that made it feel like a home away from home. The location was perfect, with easy access to everything I needed. The host was incredibly responsive and helpful throughout my stay. Highly recommend this spot for anyone looking for an enjoyable experience!
Pet-friendly cottage rentals

Hamptons Cottage.
Honestly probably the BEST AirBnB I have ever stayed in, and we use AirBnb a lot. The place is immaculate, and everything seemed brand new. It is even much nicer than the photos online show, and I feel it's even bigger than the pictures show. I forgot my charger at the unit, and she contacted me right away and saved it for me. She was quick to respond to anything I asked. The location is great, on a quiet dead end street. The neighborhood is very quiet. 10 minute drive to Southampton Village and just a few minutes from Ponquogue Ocean beach. The backyard is huge and pretty. The rooms are sunny and bright. Everything seemed brand new. The beds were comfortable. Sheets and towels were pristine. Kitchen had coffee, and there is a Hampton Coffee 5 minutes away. Design and decor were really top notch. There is a little table and chairs outside. She leaves beach towels! There is even a little electric fireplace. A truly perfect stay and Ana is so nice! Can't wait to come back.

Charming Cottage Retreat | Grill & Steps to Lake
Tech savvy home. All the right plugs for our electronics. Heated bathroom floor a plus during cold weather. Upstairs bedroom had hanging space and dresser, but neither available in lower bedroom. Did have luggage rack in lower bedroom. Definitely a do again for me!

Cozy Dogfriendly Cabin & Backyard on Scenic Lake.
cannot recommend this cottage enough. aside from the fact that it's a hop, Skip and jump away from a beautiful swimmable lake, the property itself is gorgeous and perfect for dog people. we spent a night in the backyard with the fire, and another night inside stoking the indoor fireplace while we cook dinner and play board games. everything is as the host described, wylda is extremely proactive in her communication and pretty much read our minds in terms of what we would need and or want. she also decorated in the most beautiful way. it feels like a home, not some weird cookie cutter situation, it's clean and interesting and fun. I can't believe it's only an hour and a half away from Brooklyn.

Private and Serene home close to I-84 and shopping
We were looking for a last minute peaceful four day getaway and we found it here. We can’t stop talking about it. Although relatively close to everything we felt as if we were in the middle of a forest. The only sounds were the chirping of song birds and a woodpecker in the morning. Local restaurants are great and for us a trip to Yale University’s free museums and nearby antique shops rounded things out. The house is charming and Rio, our host , made sure we had everything. The few things we forgot from home were there! Wonderful experience all around.

Sun Filled Cottage
My husband and I stayed at the cottage for 3 months and enjoyed our time very much. We were very happy from every perspective: The cottage had all the equipment we needed and wished for. We sometimes used the fireplace and loved the bed/couch. The cottage is perfect to rest and focus. We enjoyed to have so much nature around us. We took a walk in the close park with a lake almost every day. We liked to live at a small farm with dogs, chicken and goose. Debbie and Kirk were always there when we needed them and also made us internationals feel welcome. They explained and helped us proactively e.g. changed regional weather circumstances. We also regularly got eggs from the chicken what was always a nice surprise. Communication/ interactions were always easy and friendly. I recommended my work to plan future stays for assignments in this Airbnb. In our opinion it is better than a hotel: Very comfortable, cozy, close to nature and a special American experience. Thanks a lot Debbie and Kirk

Charm + location. Walk to beach, town, & harbor.
This is a great place to stay. It’s lovely and very conveniently located for the town of guilford and the beach. It’s like staying at a friend’s place, an extremely thoughtful friend who has considered what would make you feel comfortable and welcomed. This is our second stay here and it is one of our favorite air B&B experiences. Jeanne is so considerate and responsive, and has the house perfectly prepared. Stay here if you can.

Cozy Cottage by the pond
My husband and I had a great stay. James and Rose are super helpful hosts. It’s a great place to relax and enjoy nature. Walking distance to a lovely park they recommended with tons of hiking trails and very quiet.

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly
This was the perfect weekend getaway for 3 friends! The house was spotless and the perfect walking distance from the beach, a great coffee shop, and ice cream. Our hosts were so friendly and even let us check in a little early. The kitchen was well stocked for cooking dinners, the TV had all the apps one could need, and we enjoyed playing the board games that were provided. I will definitely be recommending for anyone looking for a quick, restorative trip out of NYC!
Private cottage rentals

Beachfront Cottage Serene Private Beach, Kayaks
We loved it. Redefines “fully stocked” - David’s place had everything we could ask for. The water at high tide was magical. Kayaking, fishing and we found over 100 (literally) hermit crabs.

The Pearl of Westchester
Great place for a family getaway

Seaside Serenity: 2B 1B, Patio,Near Beach
We had a wonderful stay at the cabin. It was a perfect size for our family and our son had a great time playing in the yard and the playground right next door. Our hosts were super responsive the couple of times we needed something. We'll definitely be back!

Cheerful 2 bedroom cottage on beach
This house is absolutely perfect. It's clean, charming, has everything you need. The beautiful back yard has plenty of space and good stuff for kids to play with. Also, it's about a 30 second walk to the beach... neighbors are out on their patch of beach but yours is yours to yourself. It's perfect. We cannot wait to come back.

Cheerful 3 Bedroom Cottage with Fire Place
A house on the water in beautiful Milford, CT, this was a great place to stay during Easter break. Clean, well stocked and cozy, I'd recommend this place for a lovely beachfront getaway.

Cozy Sound-side Cottage steps from beach
We had a great experience staying at Melissa’s cottage and would happily recommend it to anyone else! We were in town from Florida visiting family in Rocky Point for Christmas and chose Melissa’s property as our place to stay. Melissa was very communicative, check in was super easy and we felt right at home on her property. Would definitely consider staying here again. Thanks Melissa!

Charming Lake House 1 hour from NYC
Chris’ place was immaculately decorated and felt peaceful! Beautiful spot right on the pristine lake, foliage being in peak season definitely made things even better. Close to fun fall towns like Sleepy Hollow and Cold Spring, but honestly could just spend every minute relaxing at the well-stocked home. You can tell Chris and his family take pride in their home and are happy to share it to price the best experience for their guests. Chris was quick to respond if needed and went out of his way to make a trip quickly to ensure we were properly taken care of at the home. 10/10 - would recommend!

A Cheerful 2 - Bedroom Cottage
Our family of four was in the area for a wedding. The house was adorable and chock full of amenities. Milk, butter, cream cheese and bagels in the fridge. And bottles of water, in the fridge and next to the bed. There were bundles of towels , beautifully folded for each person. Snacks in a basket in the living room. The bathroom was fully equipped with all necessities. Board games galore and so beautifully presented. Only 10 minutes from the wedding venue and very close to a few farm stands. We would definitely stay again.
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- Columbia University
- Jones Beach
- Fairfield Beach
- Riverside Park
- Southampton Beach
- Rye Beach
- Yale University
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Rye Playland Beach
- Inwood Hill Park
- Point Lookout Beach District Park
- Bronx Zoo
- The Metropolitan Museum of Art
- Central Park Zoo
- Cooper's Beach, Southampton
- Dunewood
- USTA Billie Jean King National Tennis Center
- Quotonset Beach
- Robert Moses State Park
- Walnut Public Beach