
Kid-friendly holiday rentals in Springfield
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Springfield
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Springfield family-friendly rentals
Kid-friendly house rentals

Cozy Family and Pet friendly 3 br Home
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!

Greek Revival Farmhouse
Michelle was incredibly gracious and responsive when we called late after our check in with a question about the heater. The place is gorgeous and you can tell that she pays attention to every detail and is doing all she can to make it a pleasant stay. The decor is perfect, the amenities are perfect. We had plenty of room to cook and host a dinner with four adults and two kids. We lit a fire, played games and relaxed. The bedding is so comfortable and we all slept so well.

Berkshires hideaway! Hikes & serenity near lake
Niki and Adam’s place was wonderful! Space for everyone, well equipped, comfortable and clean. Communication responses were quick and clear. All 3 generations of my family thoroughly enjoyed their home and its surroundings. Highly recommend!

Log Cabin sleeps 30 bunk style on 350 acres
Beautiful time, we can't wait to come again.

Cantabile life in the Berkshires
The house was decorated so nicely. It felt like we were on vacation even though we were staying just for the night. Everything was super clean especially the two bathrooms. The host had a lot of amenities like snacks a bottle of wine, coffee tea it was great. We would stay there again

Great/Ideal place near UMass for Graduation
Raphael was such an amazing host! Ver responsive and always going the extra mile. My family and I enjoyed our stay here and it is basically on the UMass campus! So getting to graduation was extremely easy :)

Western Mass Getaway |AirHockey |HotTub |Firepit
We had a great time! Used this place for a short girls trip and it was perfect. Spacious and clean. The hot tub was excellent and outdoor area was cozy. We really enjoyed the air hockey table and gathering in the gorgeous kitchen. Even though the weather was rainy there was plenty to do without leaving the house!

Charming 4 bd/2 bth home near Williston
Katrina was an amazing host! She was incredibly responsive and hospitable throughout our stay. When we requested an iron and steamer, she promptly provided them, which was so thoughtful. On top of that, she proactively put ice on the property’s steps during a snowy Saturday to prevent any accidents—such a considerate touch! The property was clean, comfortable, and well-maintained. Katrina’s attention to detail and care for her guests really stood out. Highly recommend staying here!
Family-friendly apartment rentals

Charming 2BD apartment.
Beautiful, clean home just a few minutes away from the centers of Lenox or Lee in either direction! We had a great time relaxing and enjoying the food nearby :)

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

Charming apartment with breathtaking view!
Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.

Sunny Peaceful Home
My daughter and I were seeking a basecamp to explore nearby colleges but also had one day where we needed to connect to our computers for work. We slept well, had peaceful morning walks in the neighborhood, took advantage of the sunshine on the lovely deck, and enjoyed making meals in the kitchen that had more than all the essentials.

Parkside downtown cozy apartment
What a charming and peaceful home. It has everything you might need for comfort, cooking and relaxation including a well equipped kitchen, spacious rooms and beautiful setting. It’s close to everything but feels private. I would book again if I were in the area.

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 Apartment with Water View of Brook
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.

Quaint 2br apt- 1 block walk to Wesleyan & Main St
Mark was very responsive and accommodating! Very close to Wesleyan, comfortable home, everything you need.
Family-friendly apartment rentals

Villa Flora @ Norwich Inn & Spa
There is nothing more frustrating than not being able to have a decent shower while you are on vacation. That was absolutely not the case here. The hot water and water pressure in both bathrooms was exceptional. This is a great place in a great area. We will definitely try to get back here.

Posh Pad in The Business District
Thanks for a great stay

CASiNO, Spa, Hot Tub, Pool, Private Villa, Kingbed
Kim’s place was perfect for what me and my daughter needed. We were in the area celebrating her 15th birthday. The villa was clean, and quaint. The decor of the room was peaceful and warm. And most importantly it was CLEAN, no complaints! Kim was responsive and proactive in her communication. Will definitely visit again in the future and recommend to any friends and family who might travel that direction.

Entire place to yourself Cromwell/Middletown Line
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!

New Britain "Joy of Small Space" Condo
Muna is an awesome host. She is super responsive and always gives us good advise. We had a long stay and the place is very warm, clean, and very comfortable. Excellent location with everything you need, we had a wonderful stay and family vacation at her place. Thank you once again Muna, we look forward to come back again!

Peaceful Oasis steps from Mohegan Sun
We loved our time at Christina’s villa! I mentioned to her that it was a mini honeymoon getaway and Christina left us a bottle of wine, chocolates, a nice card and some other snacks! The villa smelled extremely clean and nice upon entry. The extra amenities such as toothbrushes, and everything else you might have forgotten was a great added touch! We will definitely be back for another stay and will be recommending to others as well!

The Vacay Villa
Krista place is very clean and welcoming. It had perfect personal touches. From coffee creamer for our morning coffee, to shower essentials. I find the small personal touches so nice and it is welcoming. Christa offered east check in and extended my check out time with no questions ask. This was a very nice place for a weekend trip and we will def be booking again!

Cozy Condo @ Jiminy Peak
We always book with Dawn! Her place is amazing. We feel right at home. She ensures the house has everything you could need in case you forget something. There are extra details to make your stay more comfortable. Her linens are softer than mine at home! There is plenty of space for my family of five to stay comfortably. I highly recommend booking here! We can’t wait until our next stay here.
Quick stats about holiday rentals that are kid-friendly in Springfield
Total rentals
20 properties
Nightly prices starting at
£45 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Hudson Valley Holiday rentals
- Boston Holiday rentals
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Cape Cod Holiday rentals
- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Rentals with a washing machine and dryer Springfield
- Rentals with outdoor seating Springfield
- Rentals with a patio Springfield
- Rentals with a fireplace Springfield
- Cabin rentals Springfield
- Flat rentals Springfield
- Pet-friendly rentals Springfield
- Rentals with breakfast Springfield
- Rentals with a firepit Springfield
- Family-friendly rentals Springfield
- House rentals Springfield
- Family-friendly rentals Hampden County
- Family-friendly rentals Massachusetts
- Family-friendly rentals 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
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Six Flags New England
- Berkshire East Mountain Resort
- TPC River Highlands
- Taconic State Park
- Bushnell Park
- Mount Greylock Ski Club
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Sleeping Giant State Park
- Hartford Golf Club
- Douglas State Forest
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Beartown State Forest
- Naumkeag
- Otis Ridge
- Mount Southington Ski Area
- Talcott Mountain State Park
- Rockledge Golf Club
- Devil's Hopyard State Park