Kid-friendly holiday rentals in Chesterfield

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Chesterfield family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Willsboro
4.96 out of 5 average rating, 104 reviews

"Beau Overlook" Enjoy 2 states from 1 great spot!

JeanneRating, 5 stars2 weeks ago
Where do I start...from before I arrived, up until my departure...Joanne was attentive in every way possible. All my questions were answered with an immediate response. The home was extraordinary. The effort Joanne has put in to making it just like home shows. With an abundance of whimsical touches. Up until the day I left, I would see a new thing. As if the enchanting home wasn't enough, the back patio is a place of serenity...with the sounds and view of the river extraordinary. I could go on and on, but I will just say, "it was the best vacation I have ever had". One word describes this Airbnb...AMAZING!!!🩷. I will return next year! Didn't want to leave!!! 😊 Thank you Joanne for your exemplary hospitality!
Top guest favourite
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!
Top guest favourite
Home in Peru
5 out of 5 average rating, 35 reviews

Cozy Adirondack Home w/Private Backyard

MeriahRating, 5 stars4 days ago
We had a great stay overall—this Airbnb was cozy, comfortable, and located in a beautiful, quiet neighborhood. The host was responsive and check-in was seamless. The amenities were as promised, and we truly enjoyed our time there.
Guest favourite
Home in Au Sable Forks
5 out of 5 average rating, 9 reviews

Adirondack Home on Fern Lake : The Murphy House

OrhanRating, 5 stars4 months ago
Very spacious, clean, comfortable. Bathrooms and amenities were perfect. This set my standards high for future ski cabins at this price range !
Guest favourite
Home in Jay
4.95 out of 5 average rating, 145 reviews

The Blue Jay Aframe

LauraRating, 5 stars3 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 favourite
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 favourite
Home in Keeseville
4.98 out of 5 average rating, 40 reviews

Magical Augur Lake Retreat-Great for Large Groups!

NicholasRating, 5 stars3 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 favourite
Home in Plattsburgh
4.92 out of 5 average rating, 119 reviews

Enjoy every season in the Lake Champlain Region

BrandyRating, 5 stars3 days ago
Dana is a wonderful home owner. She has a beautiful home in a quiet neighborhood. Its out of town, but close to everything. And has everything you need to make you feel right at home.

Family-friendly apartment rentals

Guest favourite
Flat in Charlotte
4.94 out of 5 average rating, 267 reviews

Charlotte Private Studio Apartment with a View

DavidRating, 5 stars1 day ago
Wonderful place to stay. The place was exactly what we needed for our stay in the area. The unit was very clean, quiet, and the location was great. The host's were very quick to respond to our messages. Highly recommend and would definitely stay again!
Top guest favourite
Flat in South End
4.99 out of 5 average rating, 186 reviews

Cedar View

KarenRating, 5 stars3 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.
Superhost
Flat in Wilmington
4.91 out of 5 average rating, 413 reviews

River Stone Retreat

JohnRating, 5 stars8 months ago
The location is perfect with easy access to the Ausable river with brown trout fishing within 100 yards. Meg was friendly and responsive and made sure everything was smooth. Highly recommend for anyone looking for a peaceful Adirondack getaway!
Superhost
Flat in New North End
4.85 out of 5 average rating, 253 reviews

Bright & adorable 1 bedroom studio with parking

MarkRating, 5 stars4 days ago
Had a great stay—exactly what I was looking for. The place was extremely quiet, very clean, and easy to access. It felt cozy and calming from the moment I arrived. The bed was super comfortable—probably one of the best I’ve slept on. Overall, a peaceful and comfortable experience. Would definitely stay again.
Guest favourite
Flat in Old North End
4.97 out of 5 average rating, 146 reviews

Purple Door Annex

HelenaRating, 5 stars2 weeks ago
We have visited Burlington and stayed in various Airbnb's several times since our daughter started at UVM 3 years ago. I did not have the pleasure to stay at Chris and Kara's but this was my husbands absolute favorite place!
Guest favourite
Flat in Old North End
4.97 out of 5 average rating, 538 reviews

Sunny, 1 bedroom studio, walk to downtown.

PaulaRating, 5 stars1 week ago
We loved the cozy Airbnb!! Very close to attractions and restaurants. We enjoyed our stay!
Top guest favourite
Flat in Vermontville
4.98 out of 5 average rating, 222 reviews

Adirondack Backwoods Elegance

DougRating, 5 stars3 months ago
We have been there before and really like the setting and the accommodations. The apartment is nicely furnished and Shir has thought of all the essentials. We live in the country too and really value the backwoods setting. It is close to hiking and cross country ski opportunities. There is also a wonderful screened-in porch, though our visits in late October and late February have not been good times to enjoy it. There was also a barred owl around one morning and we were able to get some pictures. It was a perfect place to get away for a few days.
Top guest favourite
Flat in Charlotte
4.99 out of 5 average rating, 146 reviews

The Bright Space.

SarahRating, 5 stars4 months ago
We had a great holiday weekend in Charlotte at Robert's apartment. It was close to the mountains we wanted to climb and a nature preserve where we skied. Close to Burlington and Middlebury where we found dinner each night. The apartment is cozy and comfortable; really a delightful place. We also met Robert who was funny and the perfect host. We stayed during a massive winter storm that dumped so much snow on the area and Robert was always very interested in making sure we could get out of the driveway! There were also thoughtful snacks and what not for us when we arrived which is such a nice bonus. We will definitely check to see if the apartment is available the next time we come to VT. Thank you so much, Robert! We hope to stay with you again soon.

Family-friendly apartment rentals

Guest favourite
Apartment in Stowe
4.93 out of 5 average rating, 168 reviews

Black Bear's Den in Historic Stowe Center

SaraRating, 5 stars1 month ago
Cute little place that was a perfect location for our visit to Stowe. Walkable restaurants and stores and even the places we had to drive weren’t far either. The place was very clean and perfect for our group. Would definitely come again!
Guest favourite
Apartment in Sugarbush Village
4.92 out of 5 average rating, 147 reviews

Another Day in Paradise at Sugarbush Mountain

MorganRating, 5 stars3 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 favourite
Apartment in Cambridge
4.94 out of 5 average rating, 163 reviews

The maple leaf retreat at Smugglers' Notch Resort

RobertRating, 5 stars3 weeks 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.
Top guest favourite
Apartment in Lake Placid
4.96 out of 5 average rating, 194 reviews

Adirondack Studio Retreat–Cozy Lake Placid Escape!

JessicaRating, 5 stars2 weeks 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 favourite
Apartment in Stowe
4.85 out of 5 average rating, 152 reviews

Modern Farmhouse Condo: fast WiFi+close to it ALL!

MeganRating, 5 stars2 days ago
Great, quiet getaway - perfect home base to explore Stowe from!
Top guest favourite
Apartment 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
Apartment 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 favourite
Apartment in Colchester
4.98 out of 5 average rating, 104 reviews

The Green Mountain, Colchester, Vermont

AngeliqueRating, 5 stars1 month ago
Fantastic place to stay just north of Burlington! Colchester was beautiful and this condo is so close to the bike paths and causeway. Beautiful spot!

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