
Kid-friendly vacation rentals in Woodstock
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Top-rated kid-friendly rentals in Woodstock
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Popular amenities for Woodstock kid-friendly rentals
Kid-friendly house rentals

Cozy Bow House Perched in Trees w/ Hot Tub & View
This airbnb was very relaxing and comfortable, it felt like home away from home. Jennifer's amenities were awesome and the beds were super comfortable

Romantic Mountain Getaway
It is a very beautiful and peaceful place, I recommend it, and it is very clean which is one of the most important things about a place.

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.

CozyDen - AC, Grill, Bike to Mountain!
Dan & Holly’s place was fantastic! Although we didn’t spend much time there due our busy schedule whenever we returned we found the place be extremely homey and comfortable! The house was very clean organized and I could find everything I needed. I felt comfortable throughout my stay and really enjoyed the air conditioning at night due to the humid weather lately! 10/10 would stay again!

Modern Farmhouse on 25 Acres - Superb Views
We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.

Stunning Views of Okemo - 3 Bedrooms, 3 Bath Home
I can only say wonderful things about this property! Everything was beautiful both inside and out. The house was very clean and organized and was also extremely well stocked. Anything that we needed we found in this house. And everyone in our group said the beds were very comfortable… which is very important to me! Erik was great with communication and very proactive. He sent us a note about a week before we checked in that had everything we needed to know; it was quite helpful. I highly recommend this home….and as an added bonus, the view is spectacular! You will not be disappointed if you stay here!

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!

The Quechee Haus: VT Retreat with Outdoor Hot Tub
Alex was a great host- very responsive, easy instructions, and polite when communicating. The house itself was in a great location. Less than 5 min from Simon Pearce and Skinny Pancake and only 10 min from Woodstock. There’s also Jake’s Quechee Market which is well stocked with food/beverages. It feels secluded but still nearby plenty of things to do. The house is modern and the robes/hot tub shoes are a great touch. The staircase is not as hard to navigate as some others have stated. Kitchen could do with some more silverware/cooking utensils (we had a big group of 8) but our cooking was minimal so it wasn’t a huge deal. We did not use the fireplace but Alex provided detailed instructions if we wanted to. Hot tub was a large size and able to fit everyone comfortably. We had a great stay at the Quechee Haus!
Kid-friendly apartment rentals

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!!!

New Modern Apartment - Woodstock Village on Mt Peg
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!

The Old Farmhouse
We were just there one night but were comfortable and enjoyed having lots of space. Appreciate that all was as described/expected.

Waterfront cottage walk-out suite.
Great place ,The cottage is very clean. It has everything we needed and is the perfect place to relax. The view of the pond is beautiful, and we really enjoyed it . It is a very quiet neighborhood , beautiful surroundings and lovely hosts Ed and Peggy is a wonderful, friendly hosts who was so respectful of our space and privacy. I Had a great time with my daughter thankyou Ed and Peggy for sharing your beautiful Gottage with us We look forward to coming back Lamiya

Your home away from home
Really great, efficient, comfortable lodging on a residential street but in good walking distance to restaurants, coop, and shops downtown. Very easy to find and easy instructions, good communication, all around great place to stay, especially given the reasonable rate! Will return!

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.

Prospect Place
No surprises for us, the apartment was exactly as described by previous renters: spacious, clean, charmingly appointed, and situated in a lovely hillside location with a rear deck that invites residents to put their feet up and relax. Easy walk into Woodstock itself. Brenda and Clay are very friendly and helpful while also being unobtrusive People who take such pride in and care of their property are bound to be good folks.

The Loft at Weathersfield
Stayed over a month and had a wonderful time. The apartment was comfortable and the hosts were both very friendly. Because of work I didn’t get a chance to explore the farm as much as I would have liked but it was beautiful being around it none the less. Would definitely recommend to anyone looking for a quiet retreat.
Kid-friendly condo rentals

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.

Renovated unit, prime location! Shuttle on/Ski off
This was our second time staying at Caitlyn’s condo in Killington, we chose it again for a reason !! The vibe of the condo is super relaxing, the decor is thoughtful and cool. The fire place makes coming back after a day on the slopes so cozy! We love coming to Killington and this condo is so close to the snowshed lot, it’s perfect!

Dog-Friendly Mtn Escape/AC/Pool/
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.

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!

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!!

Cozy Condo next to Resort * AC and Pool *
Claudia was super responsive and the place was amazing!! Within 5 minutes of a lot of great restaurants and very close to great hiking trails. Would love to come back again!

Serene Top Floor Condo (resort style amenities)
Amazing view and cozy vibes. Hot tub and a pool are fun amenities to have. Building has freshly renovated pool and tubs. If you like it there are also sauna pods. So do not forget your swimsuit. It was clean and if you cook there is a kitchen. On top of that it was great to have a balcony with a view. May is a nice time to come even if you are not skiing because it’s not crowded and nature is stunning. And there are plenty of spots for mountain bike. Scott is a great host and local recommendations are helpful and honest. Visit liquid art, if you want a good cup of coffee that’s the right place. Great place!
Quick stats about vacation rentals that are kid-friendly in Woodstock
Total rentals
40 properties
Nightly prices starting at
G$20,898 GYD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Squam Lake
- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Owl's Nest Resort
- Pico Mountain Ski Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Fort Ticonderoga
- Dorset Field Club
- Tenney Mountain Resort
- 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
- Hooper Golf Course
- Bretwood Golf Course