Kid-friendly vacation rentals in Chesterfield

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Chesterfield kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
Home in Keeseville
5 out of 5 average rating, 40 reviews

Quiet Adirondack Retreat with MASSIVE Views

AmyRating, 5 stars5 months ago
We stayed at Roger’s property over the holidays and couldn’t be happier with our choice! Beautiful views, the house was incredible with all amenities. Roger was an incredible host who was the most responsive and helpful owner I have ever dealt with on Air BnB. Thank you Roger for a wonderful stay!
Superhost
Home in Burlington
5 out of 5 average rating, 3 reviews

The Bird Nest | Cozy loft w/ patio + parking

SethRating, 5 stars2 weeks ago
This was a beautiful, well appointed place that with Mac and Anne's friendly welcome made one feel right at home. With a lovely garden setting it felt very serene and a kind of sanctuary, with good privacy even while in the backyard of the main house. The bird's nest aspect has the ladder to the loft, but also they were accommodating for an older guest who was better off not tackling the ladder. The space is clean, very well thought out, comfortable, easy to access and really a terrific spot to feel like you are well treated and relaxed. A few poems on the sunny doorstep or a bit of guitar strums to top off the experience. Many thanks for a great stay.
Guest favorite
Home in Jay
4.95 out of 5 average rating, 145 reviews

The Blue Jay Aframe

LauraRating, 5 stars2 weeks ago
Incredible stay at this beautiful A-frame. The hosts went above and beyond to make us feel at home. They thought of every single detail to make the house feel special. The location was incredible, in the heart of the Adirondack! Really recommend this incredible place!
Top guest favorite
Home in Ellenburg Center
4.96 out of 5 average rating, 122 reviews

Adirondack Panther Mountain Retreat

MichaelRating, 5 stars9 months ago
We loved David's home and felt at home during our stay. The area is beautiful, peaceful, and quiet. We felt the hosts were responsive, accessible, and helpful. The home is clean, comfortable, and cozy. We would definitely stay again!
Guest favorite
Home in Keeseville
4.94 out of 5 average rating, 16 reviews

Donnas Lake House: Family-Friendly & Great Fishing

ChrisRating, 5 stars4 months ago
We had an amazing time, the house was exactly as advertised, and the hosts were extremely responsive with questions/answers. We felt right at home, the house had everything needed for a cozy stay. Gorgeous view and we will be coming back 100%.
Top guest favorite
Home in Au Sable Forks
5 out of 5 average rating, 17 reviews

Birdie's Nest 1 bedroom

EmmaRating, 5 stars7 months ago
Very cute home with a close proximity to Lake Placid. The master bedroom is very cute and the bathroom with the wall sign is a nice touch to match the bird theme. Thank you to Elizabeth for the stay and if we ever make our way back I’ll be sure to look for this house again.
Guest favorite
Home in Keeseville
4.98 out of 5 average rating, 40 reviews

Magical Augur Lake Retreat-Great for Large Groups!

NicholasRating, 5 stars2 weeks ago
The house was amazing. Enough space for everyone in my group. It was also very cozy, made us feel at home! Gabrielle was an amazing host, communicated well with us. She checked in to make sure everything was okay and if we checked in smoothly.
Guest favorite
Home in Plattsburgh
4.91 out of 5 average rating, 117 reviews

Enjoy every season in the Lake Champlain Region

VickiRating, 5 stars1 week ago
Dana was a great host. We ran into some issues on our first night and she went above and beyond to make it right. She was very responsive to message and gave us some good recommendations.

Kid-friendly apartment rentals

Top guest favorite
Apartment in Wilmington
4.98 out of 5 average rating, 167 reviews

LITTLE TIMBERDOODLE

JuliaRating, 5 stars2 months ago
Ed is a great host! The place is clean and comfortable. We would love to come back next time!
Guest favorite
Apartment in Charlotte
4.94 out of 5 average rating, 266 reviews

Charlotte Private Studio Apartment with a View

ShaeRating, 5 stars2 weeks ago
Rachel’s place was amazing! It was a cozy nook above the garage, with a well stocked kitchen and all of the amenities we needed. The area was gorgeous - we would definitely come back again!
Top guest favorite
Apartment in Burlington
4.99 out of 5 average rating, 186 reviews

Cedar View

KarenRating, 5 stars2 weeks ago
My husband and I only stayed 2 nights at Carson's apartment, but it was exactly as described, very clean and looked like the pictures posted. Beautifully decorated and had everything you could need in the cute little kitchen. The bed was comfortable and there were even extra chargers in the bedroom. The mini split heat in the apartment was nice, as it was raining and cold our first night. The location is ideal - quiet neighborhood but short drive to downtown.
Top guest favorite
Apartment in Winooski
4.94 out of 5 average rating, 222 reviews

Barn Studio with sauna- garage door, heated or AC

SebastianRating, 5 stars1 week ago
what magnificent property and magnificent host! Couldn't ask for a better experience than with them! anyone would be lucky to have them as a host! I would return 100%!!
Superhost
Apartment in Richmond
4.77 out of 5 average rating, 122 reviews

Cute, Cozy Apartment, Close to Mountains & UVM!

PatRating, 5 stars6 days ago
Great little spot in an excellent location. right between Burlington and Stowe. Excellent value. Walking distance to coffee shop, pizza / beer garden, and a riverside trail. Only negatives were that the bed was pretty firm, and the bathroom Is very tight. Overall had a great stay.
Top guest favorite
Apartment in Jay
5 out of 5 average rating, 144 reviews

Newly renovated one bedroom apartment in Adk mtns

Himanshu SanjeevRating, 5 stars2 weeks ago
We had a wonderful stay at Brian’s place in Jay, NY. The apartment was clean, cozy, and located in a beautiful, peaceful area with a big green backyard—perfect for relaxing. It’s just a short drive to Lake Placid, the covered bridge, and Whiteface Mountain, with great breakfast spots only 5 minutes away. Brian was a responsive and welcoming host, greeting us at check-in and making sure we had everything we needed. This was a perfect base for exploring the Adirondacks, and we’d definitely recommend it to anyone visiting the area.
Guest favorite
Apartment in Bristol
4.86 out of 5 average rating, 155 reviews

Overlook at the Office

JillRating, 5 stars1 day ago
Small but has a fully equipped kitchen, other than the only sink is in the bathroom. The sink is big and it worked fine. The park is 1/2 block away and town is 2 blocks. Comfortable bed and quiet at night. Good restaurants and unique shops in town. Lots of nature trails close by. Be mindful of having the key it could be easy to get locked out. We enjoyed our time in the apartment and definitely would recommend it to anyone who wants to visit Bristol. Thanks for sharing your place with us.
Guest favorite
Apartment in Burlington
4.97 out of 5 average rating, 535 reviews

Sunny, 1 bedroom studio, walk to downtown.

JanayeRating, 5 stars2 weeks ago
Luke was friendly and the space was clean and centrally located!

Kid-friendly condo rentals

Guest favorite
Condo in Warren
4.92 out of 5 average rating, 147 reviews

Another Day in Paradise at Sugarbush Mountain

MorganRating, 5 stars2 months ago
What an awesome place!! This is the perfect spot for a great weekend at Sugarbush. I can’t wait to stay here again next year!
Guest favorite
Condo in Cambridge
4.94 out of 5 average rating, 162 reviews

Maple leaf retreat at Smugglers' Notch Resort

RobertRating, 5 stars1 week ago
Great place to stay. Beautiful walking trails and very peaceful in the off season. Enjoyed the over the mountain ride into Stowe each morning.
Guest favorite
Condo in Cambridge
4.94 out of 5 average rating, 153 reviews

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️

MeghanRating, 5 stars2 months ago
We enjoyed staying here! The place was just what we were looking for. It was clean, organized and a very quick walk to the mountain. Great price too! James was very clear with directions/information and friendly.
Top guest favorite
Condo in Lake Placid
4.96 out of 5 average rating, 193 reviews

Adirondack Studio Retreat–Cozy Lake Placid Escape!

JessicaRating, 5 stars1 week ago
Nicest bnb we have stayed at in placid! We had the grounds to ourselves and enjoyed sitting by the lake the first night before it rained the rest of the weekend. The place was cozy and the fireplace was nice for the rainy days. I appreciated the snacks and drinks in the room too!
Guest favorite
Condo in Cambridge
4.92 out of 5 average rating, 115 reviews

Family Friendly Large Condo at Smuggler Notch

JaimeRating, 5 stars2 days ago
Roxy was very responsive. very easy self check in. Great location in Smugglers Notch. loved that the kitchen was fully stocked!
Top guest favorite
Condo in Bolton Valley
5 out of 5 average rating, 107 reviews

Slopeside Condo - Elegant & Cozy - Bike/Hike

EricaRating, 5 stars3 months ago
My husband and I loved our stay at the slopeside condo. The chair lift is right next to the condo for easy ski access (AMAZING skiing btw). Inside, the condo is so clean and cozy. Emily (the co-host) was very nice and responsive with great local restaurant recommendations. We're already thinking of coming back next year!
Superhost
Condo in Lake Placid
4.75 out of 5 average rating, 118 reviews

Cozy Condominium for Couples @ whiteface lodge

LarryRating, 5 stars3 months ago
Great experience, loved cross country skiing so conveniently located out the door.
Guest favorite
Condo in Jay
4.83 out of 5 average rating, 239 reviews

Cozy Jay Condo

ChasRating, 5 stars3 weeks ago
Great location! We can walk to the rink and waterpark.

Destinations to explore