Kid-friendly vacation rentals in Middlesex

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Middlesex kid-friendly rentals

Kid-friendly house rentals

Guest favorite
Home in Thornton
4.95 out of 5 average rating, 65 reviews

Large cozy home on cul-de-sac

MikeRating, 5 stars4 months ago
A great stay for my family of six. 20 min access to ski at Waterville Valley and Loon Mountain. House was clean, warm, and easy to access. Quiet and remote, but a handful of restaurants are reachable within a 10-15 min drive.
Top guest favorite
Home in Plattsburgh
5 out of 5 average rating, 9 reviews

Quiet neighborhood oasis

DianeRating, 5 stars3 months ago
This was our first stay in the Leonard Ave location. Kevin met us at the house and showed us everything. There were a few items that were needed and Kevin took care of those immediately. His communication was excellent and we enjoyed our stay. There were 9 of us and the accommodations were exactly what we needed! We will absolutely book again!
Superhost
Home in Woodstock
4.74 out of 5 average rating, 189 reviews

Cute Cottage Close to Loon, Sleeps 9 w/ Game Room!

ScottRating, 5 stars3 weeks ago
This was a great place to spend a week. Loon Mtn is just minutes away. Lots of great eating establishments nearby. I’d stay here again!!
Superhost
Home in Morrisville
4.92 out of 5 average rating, 12 reviews

Morrisville's Cottage Style Coziness

DianaRating, 5 stars12 months ago
Sherry's cottage was the perfect place for our family to view the eclipse from! The place was well-equipped with everything we needed and spotless. Would definitely stay again!
Guest favorite
Home in Burlington
4.93 out of 5 average rating, 114 reviews

Cozy, safe, conveniently located, newly renovated.

KellyRating, 5 stars6 months ago
My husband and I and my son and girlfriend went up to visit my daughter and her fiance who just relocated to Colchester Vt. Vernon's home was exactly as described! The home was very comfortable and clean and very conveniently located for us. We all walked to Church St and had a great time. Would definitely recommend to anyone looking for a place in Burlington. We would definitely rent again.
Superhost
Home in Grand Isle
4.87 out of 5 average rating, 156 reviews

Gorgeous 1835 Farmhouse w. Lake/MTN Views!

Maria Del CarmenRating, 5 stars3 months ago
It is a beautiful house where you can smell the family and we liked that a lot. It is close to the ski slopes, very clean and comfortable. Lidsa and Tom have very good communication, excellent service.
Superhost
Home in Bridgewater
4.86 out of 5 average rating, 126 reviews

Blueberry Hill Escape Pet Friendly HotTub Fire pit

BrianRating, 5 stars1 week ago
Chris isn't joking that he likes to keep the kitchen well stocked. It was great having everything that a typical kitchen would have at your convenience. The views were gorgeous and were really enjoyable when relaxing in the hot tub. Our three boys loved the kids room and that there were toys to play with. The location made our Vermont stay all that much more enjoyable, thank you for the great memories!
Guest favorite
Home in Enfield
4.95 out of 5 average rating, 101 reviews

Quiet lakeside retreat with private dock.

ElizabethRating, 5 stars2 months ago
This is a lovely place for a get-away time. It's very comfortably furnished, spotless, and in a beautiful area. The kitchen is one of the most adequately equipped of any Airbnb place we have stayed in. The hosts are super responsive and helpful!

Kid-friendly apartment rentals

Guest favorite
Apartment in Burlington
4.93 out of 5 average rating, 198 reviews

Central Lair

MisaRating, 5 stars6 months ago
I've been to Burlington many times to visit my son and Lori's place is my favorite! So cute and comfy, clean and inviting! The charms of an old house but updated for modern convenience. Her attention to detail is quite evident making our experience even better, things like yummy snacks, chocolate on the bed, water filter in the fridge, great towels. I loved the Zebra kitchen so much! It's in a great location, close to downtown. The stairs to access the apartment are quite steep as she shares in her description, something to keep in mind, but we managed fine. Thank you Lori! We will be back!
Guest favorite
Apartment in Burlington
4.96 out of 5 average rating, 136 reviews

Cozy NNE 5 Star Apartment

LaurieRating, 5 stars1 month ago
Our two night stay at Kent’s was absolutely wonderful! Kent was charming, friendly, and gave us great recommendations for places to eat. The apartment was cozy and welcoming, with great attention to meeting guests’ needs. We could not have asked for a better place to spend the weekend and have every intention of going back again!
Guest favorite
Apartment in Woodstock
4.87 out of 5 average rating, 126 reviews

New Modern Apartment - Woodstock Village on Mt Peg

KyoRating, 5 stars2 months ago
Sam is a friendly, generous, helpful host! He and his family live upstairs in this fun, modern building; the apartment is on the ground floor/daylight basement, but the house sits on a steep hill so the unit has plenty of natural light and does not feel like a basement. The separate entrance is located at the far end of the structure so it feels like a standalone unit with plenty of privacy. The neighborhood rises steeply from downtown Woodstock, up narrow, steep, windy roads. The streets were pretty consistently plowed, but drive slowly and cautiously, especially with snow. Also, like Sam says, don't just enter the address into Google Maps; it will try to take you elsewhere through someone's house and yard (haha!) Instead, follow Sam's directions. We loved the casual, yet carefully curated decor and found the bedroom super cozy with the most comfortable bed and linens. Our favorite was going on a cross-country ski adventure right out the back! Thank you, Sam, for a great stay!
Guest favorite
Apartment in Burlington
4.97 out of 5 average rating, 218 reviews

Lake Champlain and Adirondack Views

NumanRating, 5 stars6 months ago
June’s place is nice and cozy, great amenities including washer/dryer, beautiful views of Lake Champlain and Adirondack mountains. June was a responsive host and helped us get in to her place last minute with ease.
Superhost
Apartment in Burlington
4.85 out of 5 average rating, 343 reviews

Funky apartment near Lake Champlain

EricaRating, 5 stars2 months ago
Cozy space, lovely hosts! Our arrival was perfectly timed with a snow storm. Our hosts were kind, flexible, friendly, and very easy to communicate with. The space is warm and colorful, with a nicely functional kitchen. The area is easily walkable from lakeside to Church St shops, even in snow. As others have mentioned, there is a decent amount of sound bleed between the guest and host spaces, but it was not a problem for us. Pretty typical for an older house, and adds to the coziness. :)
Guest favorite
Apartment in Burlington
4.98 out of 5 average rating, 258 reviews

South End Arts & Enterprise District 1BR Apartment

OliviaRating, 5 stars4 days ago
This place was perfect for our quick trip to Burlington! It was comfortable, super clean, and stocked with very thoughtful toiletries and snacks. The location is in a quiet neighborhood, but close enough to walk to everything in town. We'd definitely stay here again!
Guest favorite
Apartment in Burlington
4.94 out of 5 average rating, 239 reviews

Walk Downtown | Private Balcony | Parking |Netflix

AshleyRating, 5 stars1 week ago
We greatly enjoyed our second stay here in Burlington at Lea’s place! An easy walk into town to explore the area. We will definitely be back again :)
Superhost
Apartment in Winooski
4.84 out of 5 average rating, 119 reviews

Quiet & Cozy 2bdrm walk anywhere pet friendly

KathleenRating, 5 stars2 weeks ago
Erinn was fantastic to work with and super responsive. I sent her a few messages and she respond almost immediately. We asked for an early check in and she was very accommodating! Her home was just as described and spotless. There were clear instructions for both check in and check out which made everything very easy. Her place was walkable to downtown and there were several great places to eat that were dog friendly which was a bonus for us. We would definitely stay again and recommend her!!

Kid-friendly condo rentals

Guest favorite
Condo in Lincoln
4.88 out of 5 average rating, 101 reviews

Luxury condo at Loon Mountain, Lincoln, NH

KarenRating, 5 stars1 month ago
We like loon Mt area in the winter for skiing, Eric's unit is literally 2 min drive to mountain, (Nordic Inn ) The unit itself is huge with 2 levels of living space, 2 bedrooms on first floor have huge beds (california kings ) each bedroom has walk in closets and full baths, upstairs has another full bed and 2 bunk beds, massive super comfortable couch that reclines on either end. huge tv and full bath, walk out deck. Perfect for 2 family to split. The pictures on airBnb are accurate. I would highly recommend Eric's place year round . I will definitely will be back next year!!!
Guest favorite
Condo in Cambridge
4.92 out of 5 average rating, 113 reviews

Family Friendly Large Condo at Smuggler Notch

TroyRating, 5 stars1 month ago
We had a great stay. The condo is spacious, and the toys were a big hit with the kids. The location is as advertised - right in the heart of Smuggler's Notch and a short walk to the village and Morse Mountain chairlifts. Getting to / from any part of the resort is a breeze with shuttle service available right outside the building. Having access to the unit's ski locker at the ground level is a big help, and there are plenty of coat hangers as well as ample space to store boots, helmets, etc. It's an ideal place and set-up for a Smuggler's notch ski trip.
Superhost
Condo in Killington
4.78 out of 5 average rating, 307 reviews

Serene Top Floor Condo (resort style amenities)

JonRating, 5 stars1 month ago
A wonderful place situated close to the mountain. The amenities were fantastic as well. The only issue was getting the right pin to access the apartment...however Scott responded within seconds so it was minimally disruptive.
Top guest favorite
Condo in Lincoln
4.95 out of 5 average rating, 134 reviews

Riverfront updated condo 3b2b walk to Loon mtn

LeticiaRating, 5 stars1 month ago
We had an amazing experience at this house! The location is excellent, with easy access to everything we needed. The host was incredibly kind and accommodating, accepting our last-minute booking and making sure everything was ready for our stay. The house is fully equipped with everything we needed to feel comfortable. The rooms are well-organized and clean, and the overall structure is perfect for both relaxation and those looking for a nature-filled experience. The river behind the house is truly stunning – a beautiful view and a very peaceful environment. Definitely a stay we highly recommend, and we would return without hesitation!
Top guest favorite
Condo in Burke
4.95 out of 5 average rating, 120 reviews

Mountain Condo.

DeborahRating, 5 stars2 months ago
This is our second time staying at Becky’s place and we will definitely be back. Everything was just as described. Check-in instructions were very clear and included pictures.
Top guest favorite
Condo in Lincoln
4.93 out of 5 average rating, 282 reviews

2 Bedroom/2 Bath Cozy Condo @ Loon Mtn Lincoln, NH

ShannonRating, 5 stars6 months ago
Had a great one night stay. Next time I will stay longer. Very comfortable and quiet place to stay. Mike reached out before I even got there to make sure we understood the entry instructions. They written so well we didn't have any issues. Great host!
Superhost
Condo in Killington
4.89 out of 5 average rating, 102 reviews

Updated large condo across from AT and skiing

MikeRating, 5 stars2 months ago
Condo was perfect location for ski getaway only 10 mins to Killington and convenient to other resorts in the area. House was clean, well supplied for meal prep and furnishings/bedding were comfortable. No issues and Mike & Amanda were communicative hosts.
Guest favorite
Condo in Lincoln
4.91 out of 5 average rating, 119 reviews

Loon #1-2 Bed/2 Bath Condo-In&Outdoor Pools,Gym

SimonRating, 5 stars2 months ago
John was extremely accommodating and generous and made every stage of the trip effortless and easy. He gave us some wonderful advice and recommendations and all of the information was updated and accurate. We loved our stay at the condo and would not hesitate to rebook in the future. We had four people stay although there is plenty of room and privacy for 6 adults if needed. Book this listing!

Quick stats about vacation rentals that are kid-friendly in Middlesex

  • Total rentals

    30 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    3.7K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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