House vacation rentals in Bridgeport

Find and book unique houses on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.
0 of 0 items showing
1 of 3 pages

Popular amenities for Bridgeport house rentals

House rentals with a pool

Guest favorite

Home in Hampton Bays

4.93 out of 5 average rating, 57 reviews

Splendid private cottage

SarineRating, 5 stars3 months ago
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!
Guest favorite

Home in Woodbury

4.94 out of 5 average rating, 18 reviews

Beautiful Litchfield - 2 homes in one

ChristineRating, 5 stars3 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 Weston

5 out of 5 average rating, 11 reviews

Amazing Home & Private Court on Quiet 3 Acres

HyoungjoonRating, 5 stars1 month ago
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!
Guest favorite

Home in Stormville

4.94 out of 5 average rating, 178 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars3 weeks 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 North Salem

4.99 out of 5 average rating, 220 reviews

Converted Barn House

ArthurRating, 5 stars14 months ago
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!!
Guest favorite

Home in Hopewell Junction

5 out of 5 average rating, 18 reviews

MCM in the Hudson Valley

AlbaRating, 5 stars3 months ago
Beautiful home. Great vibes with cool art and decorations. Nearby the Fishill Farm, and the Beacon metro north. Highly recommended to stay here.
Guest favorite

Home in Cheshire

5 out of 5 average rating, 130 reviews

Pool House

DavidRating, 5 stars3 weeks ago
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.
Guest favorite

Home in Monroe

4.96 out of 5 average rating, 199 reviews

Garden Level Suite with Beautiful Pool

CarolRating, 5 stars3 months ago
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

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 stars2 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

4.9 out of 5 average rating, 41 reviews

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

IanRating, 5 stars1 week ago
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.
Guest favorite

Home in Waccabuc

4.98 out of 5 average rating, 57 reviews

Modern Lakefront Home in Hudson Valley

JulieRating, 5 stars6 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 Cos Cob

5 out of 5 average rating, 15 reviews

GREENWICH HOUSE WITH NYC FLAIR/CLOSE TO BEACH /NYC

Rich Rating, 5 stars1 month ago
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!
Guest favorite

Home in Madison

4.87 out of 5 average rating, 23 reviews

Historic Beachside Glamour

GretchenRating, 5 stars2 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.
Superhost

Home in Bridgeport

4.8 out of 5 average rating, 5 reviews

Whole,Spacious,Home3BR$LONG-STAY-DiscountNO FEEs!

LuisRating, 5 stars14 months ago
Great communication. Place was just what we were looking for. Will be back! Thank you.
Superhost

Home in Clinton

4.68 out of 5 average rating, 81 reviews

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens

KylieRating, 5 stars1 month ago
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.
Guest favorite

Home in White Plains

4.86 out of 5 average rating, 186 reviews

Bright&Comfy 2bed/1ba in quiet duplex

DavidRating, 5 stars2 weeks ago
Great stay! Felt very comfortable and peaceful environment. Definitely recommend. Would stay again!

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 stars3 weeks 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!
Superhost

Home in Norwalk

4.79 out of 5 average rating, 24 reviews

Hollow Spring Retreat

KarenRating, 5 stars4 months ago
The home was perfect for our weekend! We had multiple kids and everyone had plenty of space.
Guest favorite

Home in Pawling

5 out of 5 average rating, 215 reviews

Hobbit House of Pawling

AlexandreRating, 5 stars3 weeks ago
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.
Guest favorite

Home in East Haven

4.89 out of 5 average rating, 96 reviews

Welcome To Piper's Rest

EricRating, 5 stars1 month ago
Excellent home would rent it again and again very nice host
Guest favorite

Home in Bedford

5 out of 5 average rating, 26 reviews

The Waterside Home - Pool, Tennis, Sauna & Golf

CateRating, 5 stars3 weeks 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 Milford

5 out of 5 average rating, 14 reviews

Luxury Milford new construction at the sandy Beach

EricaRating, 5 stars3 months ago
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.
Guest favorite

Home in Carmel Hamlet

4.93 out of 5 average rating, 71 reviews

Country getaway with hot tub on 9 acres

JoelRating, 5 stars4 months ago
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.
Guest favorite

Home in Woodmont

4.98 out of 5 average rating, 42 reviews

Beachfront paradise- come, stay, relax!

RebeccaRating, 5 stars3 months ago
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