
Kid-friendly holiday rentals in Plymouth
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Top-rated family-friendly rentals in Plymouth
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Popular amenities for Plymouth family-friendly rentals
Kid-friendly house rentals

Private Vermont Oasis Under 10 Mins from Woodstock
Adam and Nicole's house is wonderful! Great view, spacious, and so clean. We all felt very comfortable and cozy. Great amenities, and a nice deck that unfortunately we didn't get to enjoy because of the rainy weather! Still, we enjoyed our stay and didn't let the rain dampen our spirits. Hosts were both very responsive, no issues with check in. Highly recommend if you're looking for something off the beaten path and quiet, but close enough to restaurants and sight-seeing. Thumbs up for sure!

The Looking Glass, a modernistic escape
Overall we very much enjoyed modern rural space. Kiss the Cow farm about 5min drive was amazing& we got most all main food there w/ additional items from Barnard General Store. Spices/ cookware were very good - we brought nonstick pans& 1 knife to supplement. Plenty bowls, measuring cups/spoons, maybe a set of tom collins glasses would be nice albeit stemless wine and rocks glasses available. Needs garlic/onion powder. Tub was amazing/ upstairs bathroom a true getaway/ relaxing space. It was as pictured albeit note spiral staircase &open grated flooring upstairs. Plenty of windows albeit not much cross breeze so think ahead if bring own fan and/or start A/C before get too warm. I would say you must have an SUV year round for this rental - surrounding roads/ driveway are a good distance on rough dirt/gravel - traversable yet a sportier car with low profile tires/ ground clearance would not work. We enjoyed simply walking driveway& East Barnard Rd. Barnard Inn restaurant worth it.

Top of the World! Jacuzzi! Private Hiking Trails!
Nice place thanks Mike

The Barnbrook House
The Barnbrook House was like something from a fairytale. It was more spacious than we thought looking at the photos. I loved my stay here, Dana was very communicative and timely. The fireplace was a great feature of the accommodation which we made good use of. I liked how there was an off grid vibe without actually being too far away from modern conveniences like Wifi, TV, AC. I would stay here again.

Modern 3-bedroom A-frame in Londonderry w/ Pond
We loved our stay here!! It was the perfect getaway for a long weekend. The property is beautiful and private but close to anything that you might need. The kitchen was super well stocked, beds were comfy, and we really appreciated the firewood supply. Nikki & Topher were great hosts - extremely responsive to all questions we had and proactive about check in/check out instructions. Would definitely come back!

Blueberry Hill Escape | Pet Friendly | HotTub | Fi
We enjoyed our time at Chris's house. The house has everything you will need including coffee and kcups. We enjoyed the fireplace in the living room and the hot tub. The view from the hot tub was great! We didnt get to use the fire pit because it was raining the whole time but it looks like an awesome hang out area. Communication with Chris was great. We recommend a stay here and would definitely return in the future!

Meadow View. 35 acres outside your door!
The Meadow View apartment was clean, comfortable, private and peaceful. It had everything we needed for our long weekend in VT and is on a beautiful and quiet property. This is our 2nd time staying at Sondra and Daniel's property (previously stayed in their cabin) and would absolutely stay with them again the next time we visit Vermont.

Newly renovated. Minutes to Slopes & Trails
My family stayed at Thomas' house during a weekend ski trip. The house was perfect for our family's needs. We skied at Okemo and it was a short drive to the mountain. After a long day of skiing, it was nice to come back to a comfortable house to relax. The house we very well stocked to include a drying rack (which we forgot to bring) and a boot dryer. We highly recommend this house for your ski adventure.
Family-friendly apartment rentals

Private two-bedroom suite within a two-story house
Lovely home in a peaceful secure neighborhood. Very easy to find and the instructions for entering the space were excellent. The apartment was exactly as pictured - very comfortable and spacious. We were there for 1 night - the beds were very comfortable & the space was spotless. Highly recommended if traveling through the area.

Sunny Studio Apartment in Hartland
It is a nice place to stay, conveniently located near ski resorts with easy access to the highway. It was perfect for our family of three as a seasonal rental for skiing at Saskadena Six. Nancy was friendly and highly responsive to our requests, making our stay even more enjoyable. Overall, we were very happy with our experience and would highly recommend it!

Apartment on Main Street
We have family in Springfield so staying at Whitney and Alex’s place is perfect for us. It’s spacious and comfortable. This was our second stay and we will definitely be returning.

Private Hilltop farm apartment
What a lovely and serene spot to spend a few days in the Mountains of Vermont! Loved waking up to views of horses in the field by the private deck and a breathtaking mountain view. The hosts were kind and communicative. The space was clean and had just the right amount of amenities. Definitely recommend and hope to stay again!

LOG HOME APARTMENT IN WOODST. VILLAGE 3 night min.
We absolutely loved our stay with Bob and Sherry. They were so kind and attentive on the app, providing recommendations and checking in frequently when the weather turned on us. Although we were technically in their home, it still felt very private. The apartment is beautifully done and I’m obsessed with the pine wood everywhere. We would absolutely return and cannot recommend this little place highly enough!

Hearth House Farm
the place was very peaceful and private. was nice to look out the window and see the farm animals across the street. wade and jean were very friendly and accomodating. lots of things to do nearby. totally enjoyed myself. i would definitely return.

Cozy Poultney Village Apartment
We had an exceptional stay at this Airbnb! It was perfect for two people with plenty of room. It was so cozy. We loved the Vermont specific decor. The ingredients for pancakes and the basic ingredients in the fridge were a thoughtful touch. I could not recommend staying here more!!!

Beautiful 1 bedroom apartment with balcony
Pascale was a kind and generous host, who was polite, accommodating, and flexible. The house has a unique aesthetic, part Victorian, part historic farmhouse, and all tastefully decorated. My stay was short and off-season (work trip), so unfortunately I didn’t have enough free time to explore. My hope is to stay here again in the future and take advantage of the walkable proximity to restaurants and the endless outdoor options nearby.
Family-friendly apartment rentals

Main St Escape | Explore Downtown Ludlow
Clean, great location, easy check in/out, and friendly host - would definitely stay again.

Comfy ski in/out studio at base of Pico-Killington
Apartment was clean including the bathroom, just as described by the listing. The place was very comfortable to stay at.

Bright Ski on/off Condo Full Kitchen-Free Shuttle!
Couldn’t have asked for more. Cozy, clean and such a comfortable place to stay and exactly what was described in the listing. I’ll certainly be booking again! Tricia’s communication was perfect, everything very clear and didn’t have to reach out with extra questions.

Location + Spa! - Cozy 2BR Condo - Mountain Side
We had an amazing stay at this place! The location was perfect—just a short walk to all the incredible relaxation amenities like the pool, steam room, and sauna, which made our trip feel like a true escape. Going for a walk while taking in the views of the mountains were absolutely stunning and made every morning feel special. The unit itself was spotless and had everything we needed for a comfortable, short stay. The kitchen was well-stocked, the bed was cozy, and everything felt thoughtfully arranged. It was the perfect home base for exploring Killington and unwinding after a day of adventure. Would absolutely recommend and may come back during the Peak of the Snow Sport Season!

Okemo Clock Tower Base Ski-in/Ski-out Condo
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.

Renovated 1BR, Walk to Lifts, Covered parking
I took my 13 yo son for a weekend visit to ski Killington for the first time and Gregory’s condo made our stay worthwhile! It was easy to access, clean, and equipped with all necessities. We will be sure to return!!

Lovely 1-Bedroom condo with indoor fireplace!
Such an amazing place. Great location for walking to restaurant. Breath taking views especially the river. Extremely homey feel. We will definitely be back. thank you for your hospitality.

Hike bike golf 1 bedroom 1 nght Ok shuttle
Great place great stay as always !!
Quick stats about holiday rentals that are kid-friendly in Plymouth
Total rentals
50 properties
Nightly prices starting at
₹7,707 before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Fort Ticonderoga
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Brattleboro Ski Hill
- Hooper Golf Course
- Bretwood Golf Course
- Cozy Cottages & Otter Valley Winery
- Montshire Museum of Science
- Santa's Land USA