Kid-friendly holiday rentals in Woodstock

Find and book unique family-friendly rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Woodstock family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Fairlee
4.96 out of 5 average rating, 505 reviews

Cozy Bow House Perched in Trees w/ Hot Tub & View

DianaRating, 5 stars1 day ago
The Bow house was a beautiful place and Jen was incredibly hospitable and responsive. This is an amazing place to come and get away from the noise. Everything was so clean and cozy. Would definitely come again!
Guest favourite
Home in Hartford
4.87 out of 5 average rating, 183 reviews

Beautiful Historic 1909 Library with a Fireplace

AmyRating, 5 stars2 months ago
We love the library! Stayed here 4 times now. It's a special place filled with history, in a beautiful area with quite a bit to do nearby. The fireplace is lovely and cozy, the bed is super comfortable, the kitchenette has everything you need, and we love that it's dog friendly too. There were even some toys for our pup to enjoy during our stay. Highly recommend for a unique and special getaway!
Top guest favourite
Home in Orford
4.98 out of 5 average rating, 123 reviews

Romantic Mountain Getaway

TaisiyaRating, 5 stars1 day ago
Thank you, Bianca, for a wonderful stay in your stylish, clean, comfortable home and beautiful property. We would definitely rate it five stars and highly recommend it to others. An extra thank you for accommodating our unplanned family graduation dinner—it meant a lot to us! Sergey and Taya
Top guest favourite
Home in Tunbridge
4.97 out of 5 average rating, 392 reviews

The Barnbrook House

PeterRating, 5 stars1 week ago
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.
Top guest favourite
Home in Killington
4.98 out of 5 average rating, 109 reviews

CozyDen - AC, Grill, Bike to Mountain!

GinoRating, 5 stars1 week ago
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!
Top guest favourite
Home in Ludlow
5 out of 5 average rating, 111 reviews

Stunning Views of Okemo - 3 Bedrooms, 3 Bath Home

AmyRating, 5 stars1 week ago
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!
Guest favourite
Home in Londonderry
4.99 out of 5 average rating, 135 reviews

Modern 3-bedroom A-frame in Londonderry w/ Pond

GeorgiaRating, 5 stars1 week ago
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!
Guest favourite
Home in Rochester
4.97 out of 5 average rating, 206 reviews

The Guest House at Sky Hollow

JasonRating, 5 stars1 month ago
This is my second time staying at one of Jess’s properties - and I’m sure it’s not my last. The property is beautiful inside and out and has everything you need. I was in town for a full week and this place was just what I needed to relax after long work days. I can’t recommend staying at one of Jess’s places enough. You won’t regret it!!

Family-friendly apartment rentals

Top guest favourite
Flat in Wilmot
4.99 out of 5 average rating, 104 reviews

Bog Mt Retreat Upstairs Suite

Mary LynneRating, 5 starstoday
Exceptional! Dave and Donna are the best! Beautiful property! Immaculate! Friendly. Beyond highest rating we can give. We will be back! Thank you for everything!
Top guest favourite
Flat in Poultney
4.95 out of 5 average rating, 349 reviews

Cozy Poultney Village Apartment

HollyRating, 5 stars3 weeks ago
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!!!
Guest favourite
Flat in Plymouth
4.91 out of 5 average rating, 168 reviews

Canyons Unit: 1 mile to F&W Summer Camp w/ HOT TUB

DeanRating, 5 stars3 weeks ago
Our stay here was perfect. Our host made it really easy for us to feel right at home, which we needed after a 3 hour drive. She was very communicative and even went above and beyond to make us feel welcome. It was my second time staying there. I am looking forward to the 3rd.
Guest favourite
Flat in West Lebanon
4.84 out of 5 average rating, 407 reviews

The Old Farmhouse

AllisonRating, 5 stars3 days ago
We were just there one night but were comfortable and enjoyed having lots of space. Appreciate that all was as described/expected.
Guest favourite
Flat in White River Junction
4.89 out of 5 average rating, 138 reviews

Clean, cozy, beautiful studio in the heart of WRJ.

JerodRating, 5 stars1 week ago
This was my first air bnb and it was just like the description everything was perfect.. .the only "GRIPE" I had was i couldn't find if there was a fan in the bathroom.
Top guest favourite
Flat in Pittsford
4.99 out of 5 average rating, 138 reviews

Waterfront cottage walk-out suite.

LamiyaRating, 5 stars2 weeks ago
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
Top guest favourite
Flat in Rutland
4.96 out of 5 average rating, 610 reviews

Your home away from home

HelenRating, 5 stars5 days ago
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!
Guest favourite
Flat in Claremont
4.89 out of 5 average rating, 150 reviews

Beautiful 1 bedroom apartment with balcony

CarlaRating, 5 stars2 weeks ago
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

Superhost
Apartment in Killington
4.94 out of 5 average rating, 171 reviews

Renovated unit, prime location! Shuttle on/Ski off

KristenRating, 5 stars3 months ago
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!
Guest favourite
Apartment in Killington
4.96 out of 5 average rating, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

CarlaRating, 5 stars2 weeks ago
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.
Top guest favourite
Apartment in Killington
4.94 out of 5 average rating, 173 reviews

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

JoeRating, 5 stars3 weeks ago
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.
Top guest favourite
Apartment in Killington
4.95 out of 5 average rating, 233 reviews

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!

ErrolRating, 5 stars3 weeks ago
Amazing experience! Will be back soon!!
Superhost
Apartment in Ludlow
4.84 out of 5 average rating, 130 reviews

Okemo Clock Tower Base Ski-in/Ski-out Condo

StephenRating, 5 stars2 months ago
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.
Guest favourite
Apartment in Killington
4.91 out of 5 average rating, 174 reviews

Renovated 1BR, Walk to Lifts, Covered parking

MitziRating, 5 stars2 months ago
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!!
Guest favourite
Apartment in Killington
4.93 out of 5 average rating, 198 reviews

Newly renovated ski retreat at Killington

YangRating, 5 stars2 months ago
Wayne is super nice, friendly, and responsive. He gave me heads up note on check-in day when the main road (Killington Access Road) was closed due to downed trees&wires. He also helped me confirm the parking spot in late night when I arrived late. The place is cozy and clean. There’s a number of good restaurants and taverns nearby.
Guest favourite
Apartment in Killington
4.93 out of 5 average rating, 455 reviews

Hike bike golf 1 bedroom 1 nght Ok shuttle

ScottRating, 5 stars1 month ago
Great place great stay as always !!

Quick stats about holiday rentals that are kid-friendly in Woodstock

  • Total rentals

    40 properties

  • Nightly prices starting at

    $128 SGD 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

Destinations to explore