House vacation rentals in Bridgeport
Find and book unique houses on Airbnb
Top-rated house rentals in Bridgeport
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Bridgeport house rentals
House rentals with a pool
Home in Hampton Bays
4.93 out of 5 average rating, 57 reviewsSplendid private cottage
My best friend and I had the most relaxing and peaceful weekend staying here! The house is so charming and surrounded by beautiful gardens. The house has everything you need. We cooked all weekend and enjoyed dinner on the deck! The pool is fantastic and definitely a plus for this listing! Mike was friendly, accommodating and super responsive. Our check in and check out was easy and smooth! I would definitely stay here again!
Home in Woodbury
4.94 out of 5 average rating, 18 reviewsBeautiful Litchfield - 2 homes in one
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!!
Home in Weston
5 out of 5 average rating, 11 reviewsAmazing Home & Private Court on Quiet 3 Acres
Sure! Here’s a sample Airbnb review in English: “Fantastic Stay!” I had a wonderful experience staying at this Airbnb. The space was clean, well-maintained, and exactly as described in the listing. I would highly recommend this place to anyone and look forward to staying here again in the future!
Home in Stormville
4.94 out of 5 average rating, 178 reviewsPrivate Hudson Valley Country Retreat
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
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
We feel honored to have been Hilary’s last guests. as she has sold the property and is moving away. Hopefully, she will get involved again wherever she ends up because she has a wonderful knack for making people feel at home. Her property was beautiful and we know she will miss it, but I am sure there are great things awaiting her in her new landing spot. Thank you Hilary for such a wonderful stay and good luck to you in the future!!
Home in Hopewell Junction
5 out of 5 average rating, 18 reviewsMCM in the Hudson Valley
Beautiful home. Great vibes with cool art and decorations. Nearby the Fishill Farm, and the Beacon metro north. Highly recommended to stay here.
Home in Cheshire
5 out of 5 average rating, 130 reviewsPool House
Sue was a wonderful hostess. She left us fresh pastries, milk, eggs and water. The accommodations were very clean and comfortable. Would highly recommend the Pool House to anyone wanting a nice comfy stay.
Home in Monroe
4.96 out of 5 average rating, 199 reviewsGarden Level Suite with Beautiful Pool
This was our third stay at Marybeth's, everything was great, as usual. The unit is spacious, clean, and very conveniently located.
Weekly house rentals
Home in White Plains
4.88 out of 5 average rating, 8 reviewsIndigo Inn III -A Retro Modern Cove White Plains
Great space. Wonderful communication with host regarding any questions we had. Host was quick to respond. Very happy with the stay, would rent again.
Home in Pound Ridge
4.9 out of 5 average rating, 41 reviews1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres
My family and I loved Peter’s place. It’s a super charming and very peaceful old house. I would definitely recommend if you’re looking for a place in Pound Ridge or North Stamford. Check in and check out was very easy. There was a steep staircase, and some unique art pieces around the house, which was a little challenging with a 2yr old. We loved how dog friendly it was, and it made us wish we had brought ours. Overall, it was a great place and we thoroughly enjoyed our stay.
Home in Waccabuc
4.98 out of 5 average rating, 57 reviewsModern Lakefront Home in Hudson Valley
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! 🙏
Home in Cos Cob
5 out of 5 average rating, 15 reviewsGREENWICH HOUSE WITH NYC FLAIR/CLOSE TO BEACH /NYC
Well....this was our 4th stay here, I think - that should speak volumes on a really terrific Airbnb to chose. This, when available on the dates, is our primary 'go-to' when we are in the area, as we know what the house is all about and the great comms we have constantly with Victoria! Many thanks as always for looking after the team, who love staying here!
Home in Madison
4.87 out of 5 average rating, 23 reviewsHistoric Beachside Glamour
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.
Home in Bridgeport
4.8 out of 5 average rating, 5 reviewsWhole,Spacious,Home3BR$LONG-STAY-DiscountNO FEEs!
Great communication. Place was just what we were looking for. Will be back! Thank you.
Home in Clinton
4.68 out of 5 average rating, 81 reviewsYear-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens
We loved our stay! It was so cozy and the short 1 minute walk to two different beaches made it so worth it! There were a lot of houses close by, but it still felt to private. And when I messed up my reservation and needed an extra day, Laura was so accommodating and quick to respond to help us! Would love to come back and stay again.
Home in White Plains
4.86 out of 5 average rating, 186 reviewsBright&Comfy 2bed/1ba in quiet duplex
Great stay! Felt very comfortable and peaceful environment. Definitely recommend. Would stay again!
Private house rentals
Home in Trumbull
4.87 out of 5 average rating, 38 reviewsBeautiful House to relax with the Family.
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!
Home in Norwalk
4.79 out of 5 average rating, 24 reviewsHollow Spring Retreat
The home was perfect for our weekend! We had multiple kids and everyone had plenty of space.
Home in Pawling
5 out of 5 average rating, 215 reviewsHobbit House of Pawling
We had a great stay at Jodi and Jim's Hobbit House. It was the perfect place for our family to escape from the city and spend a few days in the world of Tolkien. The house was spacious, comfortable and both the interior and the grounds were decorated with great attention to detail. Jodi and Jim were wonderful hosts who made us feel welcome and were very responsive. I highly recommend the Hobbit House to anyone looking for a getaway with a fantastical theme.
Home in East Haven
4.89 out of 5 average rating, 96 reviewsWelcome To Piper's Rest
Excellent home would rent it again and again very nice host
Home in Bedford
5 out of 5 average rating, 26 reviewsThe Waterside Home - Pool, Tennis, Sauna & Golf
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!
Home in Milford
5 out of 5 average rating, 14 reviewsLuxury Milford new construction at the sandy Beach
I enjoyed my stay at Mina’s Place in Milford. It was just as described. Everything was clean and neat. The home has everything you need for a great stay. The host paid attention to all details to make your stay comfortable. We will be happy to stay there again.
Home in Carmel Hamlet
4.93 out of 5 average rating, 71 reviewsCountry getaway with hot tub on 9 acres
Calum’s home was super clean and comfortable. The host was responsive and helpful. The AC worked great and the house temperature was comfortable. I paid to have the pool heated and it was a nice temperature. It was an overall very good experience and I recommend Calum’s place.
Home in Woodmont
4.98 out of 5 average rating, 42 reviewsBeachfront paradise- come, stay, relax!
How lovely to wake up to the waves lapping on the beach! It’s such a lovely neighborhood and a nature-lovers dream. The house worked well dor 2 adults and a toddler
Quick stats about house rentals in Bridgeport
Total rentals
150 properties
Total number of reviews
2.6K reviews
Family-friendly rentals
80 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
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Newark Vacation rentals
- Hoboken Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- Montreal Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Cape Cod Vacation rentals
- Lakehouse rentals New York
- Beach house rentals New York
- Townhouse rentals New York
- Guesthouse rentals New York
- House rentals New York
- Guesthouse rentals United States
- Earth house rentals United States
- Lighthouse rentals United States
- Townhouse rentals United States
- House rentals United States
- House rentals Manhattan
- Townhouse rentals Manhattan
- Guesthouse rentals Brooklyn
- Townhouse rentals Brooklyn
- House rentals Brooklyn
- Beach house rentals Connecticut
- Tiny house rentals Connecticut
- Guesthouse rentals Connecticut
- House rentals Connecticut
- Townhouse rentals Connecticut
- Lakehouse rentals Connecticut
- Rentals with a fire pit Bridgeport
- Waterfront rentals Bridgeport
- Rentals with a fireplace Bridgeport
- Rentals with a washer and dryer Bridgeport
- Rentals with a patio Bridgeport
- Rentals with outdoor seating Bridgeport
- Family-friendly rentals Bridgeport
- Kid-friendly rentals Bridgeport
- Pet-friendly rentals Bridgeport
- Monthly Rentals Bridgeport
- Apartment rentals Bridgeport
- Rentals with beach access Bridgeport
- House rentals Fairfield County
- Guesthouse rentals Fairfield County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes