House vacation rentals in Bridgeport

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Popular amenities for Bridgeport house rentals

House rentals with a pool

Guest favorite

Home in Woodbury

4.94 out of 5 average rating, 18 reviews

Beautiful Litchfield - 2 homes in one

ChristineRating, 5 stars4 months ago
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!!
Guest favorite

Home in Stormville

4.94 out of 5 average rating, 178 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars2 months ago
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back
Guest favorite

Home in Ridgefield

4.95 out of 5 average rating, 40 reviews

Modern, Charming New England Pool Home Getaway

JeffRating, 5 stars3 months ago
Great weekend with our grown kids and their wives. Great house for us all to hang out in. Ridgefield is a beautiful community. Maria was a great host. Would highly recommend this home.
Guest favorite

Home in Stony Brook

4.93 out of 5 average rating, 515 reviews

Spacious Studio Apartment- near SBU

AlexanderRating, 5 stars1 month ago
I was in town for work and Gaby's place was perfect. It's a lovely finished basement apartment in a beautiful home in Stony Brook. Perfect for a single person or couple looking for a comfortable, affordable, and safe place in the area. I would absolutely book again if I needed to.
Guest favorite

Home in Cheshire

5 out of 5 average rating, 131 reviews

Pool House

MelissaRating, 5 stars1 month ago
This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.
Guest favorite

Home in Monroe

4.96 out of 5 average rating, 199 reviews

Garden Level Suite with Beautiful Pool

CarolRating, 5 stars4 months ago
This was our third stay at Marybeth's, everything was great, as usual. The unit is spacious, clean, and very conveniently located.
Guest favorite

Home in Stamford

4.95 out of 5 average rating, 244 reviews

Midcentury Modern ZenHouse Sculptor Studio

MarkRating, 5 stars1 month ago
We needed a place to stay during the holidays that was quiet and private - while also being close to Westchester. The Zen House was exactly what we needed - and Olga was very kind and helpful.
Superhost

Home in Danbury

4.86 out of 5 average rating, 112 reviews

Private apartment

CarineRating, 5 stars2 weeks ago
This was my second time saying at this location. It is always clean and exactly as described getting to the actual apartment is a bit tricky but well worth it for the price and wonderful hosting. I absolutely recommend staying here. It is a great little getaway or a perfect spot to stay for your business trip

Weekly house rentals

Guest favorite

Home in Pawling

5 out of 5 average rating, 221 reviews

Hobbit House of Pawling

LeanneRating, 5 stars6 days ago
Nestled on a quiet road, you’ll find your little hobbit hole. This property is beautiful. Cozy and comforting. If you’re a fan of the LOTR, then I highly suggest staying here. It has everything you need and amazing attention to detail and the series. Your adventure awaits!
Guest favorite

Home in New Milford

4.99 out of 5 average rating, 80 reviews

Candlewood Lake Family Waterfront Retreat

KathleenRating, 5 stars1 month ago
Our extended family of 12 enjoyed our stay in John and Elizabeth's beautiful and clean home, with comfy beds and plenty of space for all. The setting on the lake is beautiful in winter. We hope to come back in summer to take advantage of all the water sports!
Superhost

Home in White Plains

4.88 out of 5 average rating, 8 reviews

Indigo Inn III -A Retro Modern Cove White Plains

ShannonRating, 5 stars4 months ago
Great space. Wonderful communication with host regarding any questions we had. Host was quick to respond. Very happy with the stay, would rent again.
Guest favorite

Home in Pound Ridge

4.88 out of 5 average rating, 43 reviews

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres

ChristineRating, 5 stars4 weeks ago
Awesome house! Beautiful Old house with much character. Peter’s place was close the train for commuting into the city for day trips. The house was very cozy, roomy, supplied / equipped with everything one could want or need, human and fur babies. I would definitely stay here again and highly recommend future onlookers.
Guest favorite

Home in Shippan Point

4.94 out of 5 average rating, 114 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

JonathanRating, 5 stars5 months ago
My family was in town for a funeral, and we were able to book Victoria's home and save versus booking multiple hotel rooms. The location is minutes of I-95, so the home gave us a nice, central home base with a kitchen to get to everything and feed the kiddos between events. While we weren't looking for a beach trip - we were able to walk to the local beach and enjoy it with our young kids for a few hours over the weekend. The home was clean, comfortable, and worked perfectly for us. Communicating with Victoria was very easy, and check in/out was a piece of cake as there is a lock box on the house. If I need to bring the family back to the Stamford area, we'll definitely want to stay at Victoria's home again! Thanks!
Guest favorite

Home in Waccabuc

4.98 out of 5 average rating, 57 reviews

Modern Lakefront Home in Hudson Valley

JulieRating, 5 stars7 months ago
It’s almost hard to believe Lake Waccabuc is only 1 hr north of NYC! My family had a wonderful stay! It was not easy leaving. Thank you Patrick! Once you arrive here, you will NOT want to leave! A true gem. You will feel like you’re in Maine! The house is set in the woods surrounded by hemlocks and pine trees, with a perfect view of the lake! We saw bald eagles, swans, and blue herons. Loved the morning light and fog-listening to the songs of the birds and watching the sunset on the lake. Our family loved fishing, swimming, paddle boarding, and kayaking! The house is set on 4 acres- a fun and safe area to cycle, and take long walks. Close to Ridgefield, CT, Katonah and Bedford -only 15 min away! Patrick always responded to my questions within minutes and Jay, the house manager went above and beyond making sure our stay was perfect!!!! My boys already have asked if we can come back and rent again! 🙏
Guest favorite

Home in Madison

4.87 out of 5 average rating, 23 reviews

Historic Beachside Glamour

GretchenRating, 5 stars3 months ago
A lovely cottage on a quiet street (at least in the fall!). The interior is just beautiful with all the wood floors, walls, ceilings. The kitchen was - unusual! Clearly they had to retrofit an old home to accommodate modern appliances, but all worked well.
Guest favorite

Home in White Plains

4.86 out of 5 average rating, 189 reviews

Bright&Comfy 2bed/1ba in quiet duplex

FrankRating, 5 stars4 weeks ago
Pete was very responsive when asked about tv instructions. Location was great and quiet, close to our friends who we visited

Private house rentals

Superhost

Home in Trumbull

4.87 out of 5 average rating, 38 reviews

Beautiful House to relax with the Family.

KassandraRating, 5 stars2 months ago
One of the best airbnbs I’ve stayed at! The house is so beautiful and clean! Beds are extremely comfortable and the views of the lake is stunning!! Thanks so much again for a wonderful stay with my family!
Guest favorite

Home in Wading River

4.96 out of 5 average rating, 494 reviews

Your Zen Retreat

AndréRating, 5 stars1 week ago
First off, Brian was one of the most communicative and helpful hosts I've ever had the pleasure of interacting with on Airbnb. He gave us clear and simple instructions for checking in/out, came to the rescue when we locked ourselves out of the house, shoveled our driveway after a big snow storm, and even found and offered to ship back important items we accidentally left behind. His place is truly a gem, exactly as pictured--beautifully decorated and meticulously curated. We had a wonderful time cooking in his well stocked kitchen--plenty of good pots/pans, oils and seasonings, knifes and good cutting boards. This kitchen is the real deal. And oh my, the master bathroom is incredible! The backyard is huge and fenced in, my dog loved running around back there. The hot tub is spacious, private and easy to operate. This house has everything you need for a good time with friends but beware the internet was super slow and my phone reception wasn't great so just be prepared for that.
Guest favorite

Home in East Haven

4.89 out of 5 average rating, 98 reviews

Welcome To Piper's Rest

ChristinaRating, 5 stars1 month ago
We booked this last minute as we were coming to celebrate Christmas with my family. We were going to be getting in very late, so I asked if that would be ok. Also, we thought it would be easier if my parents checked us in and set up the crib and toddler bed for the kids and she was very understanding and let us make that accommodation. The rooms were all clean and set up and it was perfect for what we needed. Great location. Definitely would book here again if we are in the area
Guest favorite

Home in Bedford

5 out of 5 average rating, 26 reviews

The Waterside Home - Pool, Tennis, Sauna & Golf

CateRating, 5 stars2 months ago
We were fortunate to spend several months at the Waterside Home with our two children and our dog during our house renovation and couldn’t have asked for a more charming and peaceful spot. Jonathan is a wonderful host and was always responsive. Pictures cannot begin to do justice to the spectacular landscaping, the mature trees and paths carved through cultivated wildflower meadows. We loved playing tennis and pickleball with our kids. While given privacy, we all appreciated the well-cherished grounds. Inside, there was plenty of room to accommodate our family. It’s well-furnished, charming and functional and very much like a home rather than a rental house. The kitchen has everthing we needed. The primary suite in particular is lovely and large with stunning views over the reservoir. Last, the location is perfect within a few easy minutes of Katonah’s cute shops and restaurants and near 684 yet completely quiet, secure and tranquil. Thank you Jonathan for a perfect stay!
Guest favorite

Home in North Salem

4.93 out of 5 average rating, 30 reviews

North Salem Home with Pool & Great Yard

DanielleRating, 5 stars3 months ago
This was a lovely home. Very easy getting inside. Everything was exactly as listed, pictured and described. We felt so cozy and welcomed by Susan. The house had everything you could possibly need to make your stay easy and convenient and was very clean. I had a few questions during our visit and Susan was extremely responsive and so kind. I highly recommend this home. The beds were very comfortable. Showers were very nice and had great water pressure and nice hot water. We truly felt at home and we're beyond satisfied. I highly recommend this home for anyone need of an Airbnb in the area. Lovely home and property.
Guest favorite

Home in Carmel Hamlet

4.93 out of 5 average rating, 73 reviews

Country getaway with hot tub on 9 acres

VinnyRating, 5 stars6 days ago
We loved our stay in Calum's Airbnb! It is a short commute from NYC and conveniently located between two main areas with plenty of grocery store and restaurant options. The home itself is well equipped with an amazing kitchen and many board games - so we were always entertained.
Guest favorite

Home in Woodmont

4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars1 month ago
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!
Superhost

Home in Ridgefield

4.79 out of 5 average rating, 19 reviews

Log House, sits on 3acres. A retired mini farm.

CatherineRating, 5 stars2 months ago
Joe's place was perfect for me. It's very peaceful and the fenced-in yard was great for my dogs. Thank you for a great stay, Joe!

Quick stats about house rentals in Bridgeport

  • Total rentals

    150 properties

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

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