
Family-friendly vacation rentals in Wallingford
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Top-rated family-friendly rentals in Wallingford
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Popular amenities for Wallingford family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Penthouse Minutes to Yale
Great location. Easy check in and out.

Cozy private apt 8 mins from UCONN - solar powered
This is a wonderful place to stay if you are visiting UConn or the surrounding area. Keri and Jason were fabulous hosts and very responsive to my needs. Keri even anticipated needs by offering to have a fresh cup of coffee ready for me on the AM. Everything was perfect for my stay and there was definitely a comfortable feel. I will definitely be staying here in the future.

Family Friendly Springs Beach House
Fantastic stay/fantastic hosts! My adult children and I spent a great weekend hosted by David and Abby. Their place was perfect for us and very comfortable. David reached out and described check in and proactively answered any questions we would have had. We were there in cold weather but I will earmark it for a warm weather stay as it has so many appealing summer amenities! We will stay again for sure.

Luxe| Pool| Golf Sim| HotTub| Movie Thr| Arcade
We had a lovely stay this April. House was spotless and newly refurbished. Pool area great (early in season so braved a cold plunge!!!) and appreciated the separate hot tub too. Pool furniture all brand new and special mention of the best kitted out games room I have ever seen! Location great. Very quiet but short car ride to East Hampton proper. Sammi’s beach a 10 min walk away. A fantastic stay and would not hesitate to recommend to others.

Newly Renovated w/ Pool, Hot tub & Fireplace
We had a wonderful stay at Jennifer’s place. It was.l beautiful, immaculate, and incredibly well equipped—especially for kids with the plethora of games and toys. Jennifer was responsive and a great host. The house is on a serene, dead-end street, and outdoor area is perfect for kids.

Captains Quarters | July avail!
This house served our family very well for a multi-month stay. The house and property are just like the photos and all the amenities were great to have. Would recommend staying here if you are looking for a quiet place near the water in East Hampton. Petra was always very responsive with anything we needed and was an excellent host.

Zoom In Map To 5*Roxbury "Painter Hill" PoshPadsCT
Cannot thank Stephen enough for taking care of us after a major mess up. We were able to get in and relax and enjoy. So grateful for all he did for us on a graduation weekend.

Shangri-la Cedar Cottage on Shelter Island
I can’t say enough wonderful things about this incredible home! Surrounded by peaceful woods with snow on the ground, many birds, and the occasional deer wandering by, I felt completely connected to nature. It was the perfect winter getaway I needed from the city. The house was impeccably clean with all the essentials - a well stocked kitchen, an impressive vinyl collection and sound system, and a variety of interesting books and magazines throughout. There’s also a generous-sized TV with all my favorite streaming services, making it easy to unwind and enjoy my downtime. This home brought back fond memories of a lake cabin I spent many summers at but with a much more chic, spacious, and cozy vibe. With it's warm wood finishes and large windows that filled the rooms with sunlight, it perfectly blends nostalgia with modern comfort. I wholeheartedly recommend this place to anyone seeking a serene escape!
Family- and pet-friendly home rentals

Lake Beseck cottage
Was the perfect little get away for us. And it was nice to find a place that accommodated the dogs so well. We appreciated being able to get to places easily but at the same time have a peaceful place to return to.

The Farmhouse Estate Apartment
This was the perfect place for our family to stay! There was plenty of space and everything we needed was provided. We would definitely stay here again!

Private beach, fully updated cottage, on 2 acres.
This home is beautiful and so spacious! Proximity to East Hampton and Springs, yet very private and peaceful. Couldn’t recommend enough!

GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH
We had a wonderful stay at George’s. The unit is exactly as described, don’t be deterred by the adherence to the house, it’s completely private. It’s at a great location for north fork explorations and the amount of towels was outstanding!

Litchfield County Getaway
Was in the area to visit family and this was a perfect location for me. Had just what my family needed to have a great weekend

3 bedroom near Wesleyan, downtown
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!

Cozy Cottage by the pond
My husband and I had a great stay. James and Rose are super helpful hosts. It’s a great place to relax and enjoy nature. Walking distance to a lovely park they recommended with tons of hiking trails and very quiet.

Charming Fairfield Beach 3BR Cottage By The Sea
We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.
Family-friendly home rentals with a pool

Casino Wine Down House
House was very easy to get to and very clean. Surrounding neighborhood was nice and quiet. Outside igloo was warm and cozy. Downstairs game room was a hit with the big kids.

Escape to a Restored New England Antique Milk Barn
We had an amazing stay at Sally’s place in Bethel! My fiancé and I visited CT for the first time to celebrate my birthday and go to a convention nearby. This cottage was perfect for the two of us. The host was very responsive and accommodating as well! The cottage was in pristine condition, the house manual was very easy to follow, the recommendations were great, the scenery was out of a movie, and my favorite part was the hot tub in our restroom which was perfect after a long day! We had a great time and would love to come back again! Thanks for your hospitality Sally! ☺️

Quaint Chalet w/Salt-heated Pool
Wonderful weekend stay. Charming.

Pool House
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.

Modern East Hampton Home w/ Heated Saltwater Pool
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!

Garden Level Suite with Beautiful Pool
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

Quiet, Upscale Retreat by the Beach with Pool
We had a lovely stay at Eric's home. The home exceeded our expectations and we felt right at home. The decor was warm and inviting. Everything you could possibly need was in the stunning, modern kitchen. The beds were all comfortable and we slept very well. The property was very peaceful. We enjoyed seeing deer, turkeys and hawks each day. The fixtures in the home were modern, clean and high-end. It was great being so close to Greenport with it's wonderful restaurants and shops. We can't wait to return.

Stunning Views, Bucolic Bliss in 1790s Farmhouse
This wonderful antique home is in a Beautiful spot in the heart of Litchfield CT, and a delight early spring when the fields of daffodils awake! This unique 1793 house has a great view & sunset, fireplace, simple spa/gym making it a gem even when the pool is closed. Nearby the town with lots to offer and local farms for food shopping too. What’s not to love 💛 Bonus is a great host offering a home that is in touch with the realities of rentals, pets and people -not picky, precious or punitive. Happy to recommend and return! Thank you Elizabeth!
Quick stats about vacation rentals that are family-friendly in Wallingford
Total rentals
10 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
350 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Six Flags New England
- Giants Neck Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Clinton Town Beach
- Walnut Public Beach
- TPC River Highlands
- Amagansett Beach
- Thunder Ridge Ski Area
- Marvin Beach
- Jennings Beach
- Seaside Beach
- Shennecossett Beach
- Long Island Aquarium
- Groton Long Point Main Beach
- Attawan Beach
- Mohawk Mountain Ski Area
- Bushnell Park
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