Kid-friendly vacation rentals in Bridgeport

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Bridgeport kid-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Woodbury
4.94 out of 5 average rating, 18 reviews

2 homes in one (in-law design) w/salt water pool

ChristineRating, 5 stars7 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!!
Superhost
Home in New Haven
4.64 out of 5 average rating, 14 reviews

3BR Gem, 10 min to Yale, walk to Tweed

AlondraRating, 5 stars2 weeks ago
Everything was perfect. Peaceful neighbor. The host was helpful & responsive. I definitely recommend this property, will come again!
Top guest favourite
Home in Wading River
4.96 out of 5 average rating, 501 reviews

Your Zen Retreat

AliciaRating, 5 stars1 week ago
This getaway was very last minute and there was huge importance on it because I needed some time away and because I had never booked an Airbnb before. I wanted to make sure that my family and I were able to be someplace peaceful and have a really good time and Brian’s home provided just that. The stay was so much more than we expected and Brian was absolutely amazing. He’s super responsive and accommodating. Hoping to stay here again in the near future!
Top guest favourite
Home in Pawling
5 out of 5 average rating, 222 reviews

Hobbit House of Pawling

MatthewRating, 5 stars2 days ago
This place exceeded our expectations! An incredible place that was clearly a labor of love to build, decorate and maintain. I don’t imagine anyone who stays here will be disappointed - or soon forget their visit to this lovely property. Not only is it carefully and cleverly curated as a habitable homage to The Hobbit and the LOTR, it is also a genuinely comfortable and charming place to stay. The kitchen is well-equipped and the bathrooms are roomy and modern. Lots of outdoor spaces to enjoy, including the hot tub, nestled at the foot of a dramatic, rocky rise. Thanks to Jodi and Jim!
Guest favourite
Home in Southbury
4.9 out of 5 average rating, 21 reviews

Cozy Family and Pet friendly 3 br Home

JennaRating, 5 stars5 months ago
We stayed at Ryan's place while visiting family in the area over the holiday weekend. The place was comfortable and clean and the bonus of being able to bring our pups was the best part. The dog park down the road was amazing and the locals were very friendly. The location was great, very convenient to shops, grocery store, gas etc. Overall we had a great time. Thanks again, Ryan!
Superhost
Home in West Haven
4.79 out of 5 average rating, 102 reviews

Cozy Home, Dog and Family Friendly - book today!

DenineRating, 5 stars1 week ago
We loved Leslie's place and would book here again in a heartbeat - especially in beach season (we were there mid-April). We opted for Leslie's because of its great location over a much larger home with more amenities in the same price range - we were not disappointed! We have two teenage boys and we felt comfortable letting them explore the neighborhood on their own while we squeezed in a few hours of work. Walk or bike to beach, park, basketball courts, restaurants/bars, laundry and more. Encountered many friendly neighbors on our walks. Average 15 min drive to explore lots in West Haven/New Haven. The deck is almost as large as the house with a grill and great furniture. The fully fenced yard was perfect for our dog - even she felt right at home immediately! The inside is nicely decorated and very comfortable. I loved having my coffee/beer/ cocktail on the deck in view of Long Island Sound with my dog sunning herself by my feet! I highly recommend for couples or families of all ages!
Top guest favourite
Home in Stamford
4.98 out of 5 average rating, 232 reviews

Bright Stylish Chic 4BR 4BA Home

ShefaliRating, 5 stars1 month ago
We had a wonderful time at Deirdre’s place which was a last minute booking. She was very responsive and we felt so much at home, with everything we needed to keep our family of 5 safe and occupied. We especially loved the playroom and books for all ages. The backyard tire swing and bird watching was a hit with my bigger kids too. There was lots of space to spread out if we had come with more family as well. Great stay- thank you again, Deirdre!
Guest favourite
Home in Woodmont
5 out of 5 average rating, 10 reviews

Huge Family House w/Waterviews

SheilaRating, 5 stars2 months ago
The neighborhood was beautiful. We walked out to an island that was only accessible at low tide. Great shared spaces with fun rooms and lovely bedrooms.

Family-friendly apartment rentals

Guest favourite
Apartment in Westport
4.89 out of 5 average rating, 218 reviews

Spacious Westport Apt surrounded by nature

NancyRating, 5 starstoday
My family stayed at Johanna's place for one night and everything was perfect. The check in process was easy, the beds were comfortable, and the location was convenient. It's also worth noting that the water pressure in the shower was fantastic. Overall would definitely recommend and stay again!
Guest favourite
Apartment in East Rock
4.86 out of 5 average rating, 178 reviews

2 Bedroom apt quiet courtyard setting w parking

NiamhRating, 5 stars2 weeks ago
Great place, pictures are representative. The whole place is huge and just a perfect place to stay. Location is amazing, walkable to the New Haven green and loads of restaurants and bars. Martin is a great host and leaves very clear instructions which is really helpful. Would definitely stay again. Only note- floors/ceiling seem quite thin so the upstairs neighbours could hear us and we could hear them at certain points of the day. But that did not dampen our trip at all. If anyone is visiting we highly recommend Trinity on orange street, amazing Irish pub with sports and classic pub grub. And Georgie’s diner in west haven - classic American diner style with great food options.
Superhost
Apartment in Middletown
4.8 out of 5 average rating, 217 reviews

Beautiful Sunny Apartment in Historic Village

ShivamRating, 5 stars1 month ago
Bill and Megan are amazing hosts. Very professional, and they take the extra step to make every aspect of your stay smooth and comfortable!
Guest favourite
Apartment in New Haven
4.92 out of 5 average rating, 179 reviews

Tranquil Apartment with Waterview, Walk to Beach!

KhanhRating, 5 stars1 month ago
We enjoyed our stay at Samantha and Robert’s place. Convenient location, close to downtown and the beach. The place is spacious and cozy. Samantha and Robert provided us with everything we needed.
Top guest favourite
Apartment in Fairfield
4.97 out of 5 average rating, 119 reviews

Sunny Fairfield Studio Apartment

LisaRating, 5 stars2 days ago
Clean, quiet and comfortable. We found this apartment to be an outstanding choice for a long weekend after an event at Fairfield University. Everything was so clean and tastefully decorated. The carriage house is located back off the road, making it a quiet and peaceful place to take a break. Having our car parked inside under our apartment was wonderful as we could safely leave items in the car without worry and have easy access to the car at night and during some rain. Comfortable and quality bedding, soft towels and good shower/soap products. Great communication! If I ever return to the area this will be my first choice! Thanks for the great stay!
Guest favourite
Apartment in Middletown
4.88 out of 5 average rating, 301 reviews

3 bedroom near Wesleyan, downtown

BangheeRating, 5 stars1 month ago
Very nice place and location is amazing. We were grateful that our host provide some basic amenities - coffee, shampoo and condtuoner, etc. Made our visit easy and very pleasant. Thank you!
Guest favourite
Apartment in Middlebury
4.92 out of 5 average rating, 118 reviews

Cozy Apartment with Water View of Brook

JulieRating, 5 stars1 day ago
Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.
Guest favourite
Apartment in Middletown
4.94 out of 5 average rating, 791 reviews

Quaint 2br apt- 1 block walk to Wesleyan & Main St

ErinRating, 5 stars1 week ago
Mark was very responsive and accommodating! Very close to Wesleyan, comfortable home, everything you need.

Family-friendly condo rentals

Superhost
Condo in South Norwalk
5 out of 5 average rating, 3 reviews

Hip, central 2-story loft w Gym and parking

NarenRating, 5 stars7 months ago
Great location and lovely place. Highly recommend to anyone looking to book this place!
Superhost
Condo in Stamford
4.65 out of 5 average rating, 23 reviews

Clean 1 BD apt with Free Wi-Fi and parking

ConnorRating, 5 stars8 months ago
My friend and I stayed for a short trip at Maria's location and it was exactly what we needed, a place to stay for our trip that was well kept, had amenities, and fresh linen available. Parking spot was small, but is to be expected in an attached parking garage.
Superhost
Condo in Downtown New Haven
4.83 out of 5 average rating, 279 reviews

Stunning, Spacious, Spotless. Close to Yale.

OliverRating, 5 stars5 months ago
Camila was a great host, very responsive and always helpful. The apartment was clean, tidy and cosy and made us feel at home very quickly. Location was good, walkable distance to New Haven Green and its surroundings. All in all, we enjoyed our stay very much and would recommend Camila’s place to anyone planing to spend some time in New Haven.
Guest favourite
Condo in Middletown
4.93 out of 5 average rating, 150 reviews

Entire place to yourself Cromwell/Middletown Line

PatriciaRating, 5 stars1 week ago
Elizabeth's place was extremely well appointed. Nice towels and sheets, and comfortable sofa/chairs. Kitchen is well equipped. Bathroom has a nice big tub, and her decorations are very nice. Definitely has a woman's touch!
Superhost
Condo in Fairfield
4.83 out of 5 average rating, 139 reviews

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr

RobertRating, 5 stars2 weeks ago
This was our second stay at Dariel’s place. It is perfect for our family and I always check to see if it is available when we are visiting the area. It is spacious yet cozy, and well-appointed. It is easy to get to, and central to both sides of town.
Guest favourite
Condo in Downtown Stamford
4.88 out of 5 average rating, 78 reviews

Downtown gem w/ parking, Wi-Fi+!

LisaRating, 5 stars3 months ago
Centrally located, safe parking, everything was as advertised.
Guest favourite
Condo in Hamden
4.87 out of 5 average rating, 99 reviews

Cozy 1 bedroom apartment, great location.

ChristaRating, 5 stars2 days ago
Anna described her place as a Cozy Condo...and it was. It was just the right size for a couple. Loved how she decorated the place. It was comfortable, pleasant, and had everything we needed. I will look into staying again next year.
Top guest favourite
Condo in Mount Sinai
5 out of 5 average rating, 33 reviews

1856 Trading House close to water

JulieRating, 5 stars4 months ago
The space is adorable, and we loved the history of the rental and the community. The location was perfect for us—close to everything and secluded all at the same time. Also Jeff is an amazing host and made us feel welcome/at home. The next time we have to head to NY for a family visit we will definitely try to stay here again.

Quick stats about vacation rentals that are kid-friendly in Bridgeport

  • Total rentals

    30 properties

  • Nightly prices starting at

    $69 CAD before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore