Kid-friendly holiday rentals in Bridgeport

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!!

Everything was perfect. Peaceful neighbor. The host was helpful & responsive. I definitely recommend this property, will come again!

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!

It was wonderful stay and I’d go back anytime

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!

I would highly recommend Melissa's place in Jamesport. It was a great location with room to enjoy with some family members including children. It was perfect with some toys and a big outdoor area (and a private beach!) for us all to spend some time together while visiting family in the area. Melissa was accommodating and clear in her directions and gave us a warm welcome with a greeting basket, information about the area and coffee! The location is lovely and everything about the house was fun and comfortable. Thanks!

A wonderful place to stay with family. Clean and spacious, lots of amenities and extras with the place. Felt right at home, miles better than a hotel. Would recommend if you're looking for a comfortable and wonderful stay.

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.

Bill and Megan are amazing hosts. Very professional, and they take the extra step to make every aspect of your stay smooth and comfortable!

One of my favorite places to nest when working in the area for a week or more. This attic apartment is on the 3rd floor and is a proper one bedroom. Light, airy, spacious and comfortable with great light. (There are some low clearances and angled walls to be aware of if you're tall.) Kirk is exceptionally kind and always responsive. He was even able to fix an issue immediately upon arrival and remotely! The Metro North station is just a 15min walk and there's easy access to bus service that will take you to the subway (or you can walk, if you have the time). Two supermarkets just 10-15min walk from the apartment—right by the Metro North station—which was great. As ever, looking forward to my next stay.

Eulyns apartment was super clean, provided a lot of space for the whole family and she also provided water, snaks coffee shampoo and much more which was very convenient. Also the privat parking on the property was very nice. The area would not have been my first choice but for a trip to NYC/Manhattan its an affordable option even though I would usually not pay 1400$ for 5 days but I guess thats how it is in NYC now. All in all I would definitely book it again if I would stay in NYC.

Hastings is a sweet little town and the apartment is conveniently located near station and shops. It was good value for two bedrooms in the New York area. Place was clean with good light and character. I enjoyed climbing the hills and there were some steps to negotiate. There was some noise but nothing more than you would expect from a family living above.

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!

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.

Mark was very responsive and accommodating! Very close to Wesleyan, comfortable home, everything you need.

This was just what I needed for my first trip to Mohegan Lake! Quiet neighborhood. Cozy bed. Great water pressure. I’ll definitely be booking again if I come back to this cute little town.

Great location and lovely place. Highly recommend to anyone looking to book this place!

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.

We stayed long term at this unit and felt comfortable and at home from day 1. The apartment is large for a 2 bedroom, with two very comfortable bathrooms, two large bedrooms, and a separate living area. Wifi was very good, the building is very quiet, and parking was free and close by. The apartment allows for easy walking to a beautiful city park (Wooster Square), to events and concerts at Yale (mostly free) and to East Rock Park, which has amazing hiking and views of New Haven. The kitchen was well stocked and the apt had a full size washer and dryer that worked very well. The only minor negative would be some road noise from outside, but that's normal in an urban area. But we always felt safe and very comfortable in the neighborhood. Camila was very responsive and addressed a few minor things that came up in our extended stay very promptly. We'd welcome the chance to stay in this unit again.

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!

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.

Great stay! The apartment is spacious, clean, and has everything you need for a comfortable visit. The nearby park is quiet and lovely — perfect for a walk. Highly recommend!

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.

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.