Cottage vacation rentals in Bridgeport

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Popular amenities for Bridgeport cottage rentals

Pet-friendly cottage rentals

Guest favorite
Cottage in Hampton Bays
4.92 out of 5 average rating, 84 reviews

Hamptons Cottage.

SharonRating, 5 stars1 week ago
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.
Top guest favorite
Cottage in Putnam Valley
4.94 out of 5 average rating, 82 reviews

Charming Cottage Retreat | Grill & Steps to Lake

Jo AnnRating, 5 stars3 weeks ago
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!
Superhost
Cottage in Carmel Hamlet
4.81 out of 5 average rating, 156 reviews

Cozy Dogfriendly Cabin & Backyard on Scenic Lake.

AlexRating, 5 stars4 weeks ago
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.
Guest favorite
Cottage in Newtown
4.93 out of 5 average rating, 243 reviews

Private and Serene home close to I-84 and shopping

TonyRating, 5 stars1 week ago
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.
Guest favorite
Cottage in Southbury
4.94 out of 5 average rating, 18 reviews

Sun Filled Cottage

Talitha SeifertRating, 5 stars1 month ago
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
Guest favorite
Cottage in Guilford
4.93 out of 5 average rating, 268 reviews

Charm + location. Walk to beach, town, & harbor.

JaneRating, 5 stars2 weeks ago
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.
Top guest favorite
Cottage in Redding
4.93 out of 5 average rating, 259 reviews

Cozy Cottage by the pond

MaryEllenRating, 5 stars2 weeks ago
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.
Top guest favorite
Cottage in Hampton Bays
5 out of 5 average rating, 31 reviews

walk to bay, woods cottage

StephanieRating, 5 stars6 months ago
We had the most wonderful and peaceful fall weekend at Brooke’s cozy cottage to celebrate our anniversary, and it was truly unforgettable! The cottage itself is beautifully decorated and felt like a warm home away from home. Brooke went above and beyond to make our stay special, leaving us complimentary champagne and wine to kick off our celebration. The location was perfect for enjoying the crisp fall air and stunning foliage, providing the peaceful retreat we were hoping for. We can’t recommend this place enough and will definitely be back for another stay!

Private cottage rentals

Guest favorite
Cottage in Branford
5 out of 5 average rating, 10 reviews

Beachfront Cottage Serene Private Beach, Kayaks

BasilRating, 5 stars8 months ago
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.
Guest favorite
Cottage in Lordship
5 out of 5 average rating, 30 reviews

Waterfront Beach Cottage in Connecticut

SeanRating, 5 stars1 week ago
Eglantine was a very responsive host! She answered immediately with whatever question I had and also very helpful. The binder provided also helped out a ton. There was a slight hiccup with the refrigerator turning off while we were away and we had to throw away some of our perishables because the internal temp of the fridge reach 84 degrees, but Eglantine responded right away when we contacted her about the issue.
Guest favorite
Cottage in Norwalk
4.94 out of 5 average rating, 68 reviews

Seaside Serenity: 2B 1B, Patio,Near Beach

AdamRating, 5 stars2 weeks ago
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!
Superhost
Cottage in Milford
4.78 out of 5 average rating, 32 reviews

Cheerful 2 bedroom cottage on beach

MatthewRating, 5 stars9 months ago
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.
Guest favorite
Cottage in Putnam Valley
4.93 out of 5 average rating, 54 reviews

Charming Lake House 1 hour from NYC

MattRating, 5 stars6 months ago
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!
Guest favorite
Cottage in North Fork
4.97 out of 5 average rating, 29 reviews

A Cheerful 2 - Bedroom Cottage

LizRating, 5 stars7 months ago
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.
Guest favorite
Cottage in New Milford
4.97 out of 5 average rating, 68 reviews

Waterfront, Wooded Cottage on Candlewood Lake

DennisRating, 5 stars6 months ago
Our stay at the Lake House Cabin was nothing short of magical! This charming 1940s cabin offered the perfect backdrop for celebrating my wife's birthday with our adult children. The stunning views of the lake were a highlight, providing a serene and picturesque setting that made our family gatherings truly special. We loved the easy access to kayaks and a canoe, which allowed us to explore the water and create lasting memories together. The cabin itself was cozy and well-appointed, making us feel right at home. We appreciated the blend of rustic charm and modern amenities, which made our stay comfortable and enjoyable. If you’re looking for a place to reconnect with family and enjoy nature, I can't recommend this lake house highly enough. We left with full hearts and plans to return!
Superhost
Cottage in Clinton
4.87 out of 5 average rating, 461 reviews

Shalom Cottage with beach rights.

DougRating, 5 stars1 week ago
Raj’s place is a cute little cottage tucked back off the main road. It was super comfortable and clean. The inside is nice decorated and a bit of a surprise from the plain exterior. Raj is in the process of renovating an old motel and the cottage is the first to be completed- it will all be great when done but not what you might expect now at first glance today. Raj is rightly proud of the work being done. He is a super communicated with lots of area suggestions and helpful hints. The cottage had fresh flowers, fruit, and even cloth napkins. Really everything we needed for a comfortable overnight stay.

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