Family-friendly vacation rentals in Woodstock

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Woodstock family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Plymouth
4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

MichaelRating, 5 stars1 month ago
Nice place thanks Mike
Guest favorite
Home in Campton
4.93 out of 5 average rating, 324 reviews

Spectacular log home with private pool and hot tub

JoanRating, 5 stars1 month ago
This was the third time our family used Tim's house. I can't say enough about how absolutely wonderful it is to be there! It's a good sized house with plenty of room for everyone. The pool and (new) hot tub are SO relaxing! The beds are comfortable, and this year we took advantage of the fireplace, which added a new level of relaxation. Once we arrive, we stay put! If you are looking for a GREAT place to step out of the world for a bit, THIS is the place to be!
Guest favorite
Cabin in Lyman
4.93 out of 5 average rating, 206 reviews

White Mountain Bliss on 33 Acres

FlorianRating, 5 stars3 months ago
Staying at Adley’s place was a pleasure. Even without the snow-covered landscape we were hoping for this proved as cozy and peaceful as it looks. Very spacious and comfortable, beautiful views from all living areas, well-equipped kitchen, I can only recommend!
Guest favorite
Chalet in Killington
4.87 out of 5 average rating, 248 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

AudreyRating, 5 stars1 month ago
We could not have found a better home for our Killington ski week. The ski in ski out directions were perfect and so easy. The home comfortably accommodated 8 adults and provided privacy for each of us as well. Fabulous dining area for our family that provided many happy memories. We've never rented a home where every single bed was so luxurious either. Each night we slept so soundly. On days we did not ski there was plenty to do at the house, a beautiful neighborhood to walk in and such close proximity to Killington Rd with so many dining options.
Guest favorite
Condo in Killington
4.97 out of 5 average rating, 144 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

MichaelRating, 5 stars1 month ago
Great spot near the mountain. nice community pool and hot tub.
Guest favorite
Home in Waterbury Center
4.96 out of 5 average rating, 131 reviews

Peaceful setting with Mountain Views

HallieRating, 5 stars2 months ago
Home away from home! Susan was a fantastic host. She was very responsive and communicated quickly. This home was perfect for our group of 6 and it was extremely cozy! This was our first time in Vermont and it definitely exceeded all of our expectations. If you looking for a pleasant place to stay with amazing views, look no further than this adorable Airbnb! We skied in Stowe, toured the Ben and Jerry’s ice cream factory down the road and enjoyed some live music at the ZenBarn. I would highly recommend this property! We hope to visit again soon :)
Top guest favorite
Home in Ludlow
4.97 out of 5 average rating, 158 reviews

Ski Chalet with Hot Tub on Okemo Mountain

MichaelRating, 5 stars1 month ago
Great house, location, and host! Eric was very helpful, communited timely, and is super organized. The house is in a great private location right near Okemo, plenty of restaurants, and a grocery store. The house felt bigger than the square footage states and was perfect for our two families (4 adults and 4 kids aged 9-12). We are usually disappointed in how clean rentals are upon our arrival, but this house was basically impeccable which especially isn't easy in the mountains! The upstairs is perfect for a kids room and the living space was nice and cozy, but didn't feel small. Plenty of room for everyone. I highly recommend this house, the hosts, and Okemo. It was our first time on this mountain and really enjoyed the family friendly atmosphere and terrain while also having plenty of advanced trails as well. Overall we had an A+ weekend.
Superhost
Home in Ashland
4.91 out of 5 average rating, 264 reviews

Quiet and large Squam Lake House. Lake Region

JillianRating, 5 stars2 months ago
We had a great time. Location and house were perfect for a family gathering (7 adults, 2 kids, 3 dogs), plenty of room, lots of games to play, very clean. Don was very responsive and a great host.

Family-friendly home rentals with air conditioning

Guest favorite
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars2 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Superhost
Home in Londonderry
4.94 out of 5 average rating, 174 reviews

Clean, Captivating VT Farmhouse near Stratton!

JamesRating, 5 stars2 months ago
Great house, amazing location near Stratton, and Matthew was just great. He was super communicative, and went above and beyond to make sure we were happy with our stay. We'd love to return again.
Superhost
Farm stay in West Brattleboro
4.94 out of 5 average rating, 132 reviews

Lilac Ridge Farm House

MatthewRating, 5 stars4 months ago
We had a great stay at Lilac Ridge! The house was near and spacious, plenty of room for our family. We stayed in quite a bit and enjoyed the farm (including a visit with the calves!) and the house. The little farm stand had some nice things, including fresh eggs, maple syrup, honey, and soap, all local. Ross and Amanda were super responsive and took care of all our needs. Thanks so much!
Superhost
Home in Woodstock
4.83 out of 5 average rating, 372 reviews

White Mountains Ski and Golf Resort Home

KyleRating, 5 stars4 weeks ago
Clean, spacious, and as advertised. Good value and would stay here again.
Top guest favorite
Home in Lincoln
4.99 out of 5 average rating, 110 reviews

Large house, good for families, in Lincoln, NH

Kerry I.Rating, 5 stars1 month ago
We had a fantastic stay at Mercedes' home in Lincoln. Everything was spotless and well-prepared upon our arrival. The space was even larger than the photos suggested, providing plenty of room for our family. Each bedroom having its own bathroom was a huge plus, making our stay even more comfortable. Mercedes was incredibly responsive and flexible, which was especially helpful with our little ones. The location was perfect—right in town and just a six-minute drive to Loon. The game room in the basement was a fantastic bonus that everyone enjoyed. Thank you, Mercedes, for a wonderful stay!
Guest favorite
Apartment in Londonderry
4.96 out of 5 average rating, 580 reviews

Vermont Getaway Apartment

JoshuaRating, 5 stars1 month ago
This is a lovely home in a beautiful setting. It is quite close to Stratton and the hosts were all great communicators with a quick response time. I hope to stay there again sometime!
Top guest favorite
Cottage in Woodstock
4.95 out of 5 average rating, 147 reviews

The Cottage on Westerdale Road

IreneRating, 5 stars1 month ago
The house was clean and tidy. Barbara was a lovely and very responsive host. When a couple issues arose, they were dealt with in a very expedient manner. The location of the home could not be beat - great proximity to Woodstock, Killington/Pico, and Saskadena. We enjoyed our stay very much.
Top guest favorite
Chalet in Wells
4.9 out of 5 average rating, 143 reviews

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres

TomRating, 5 stars1 month ago
Rita’s chalet is really clean and the view around it is amazon. The place is well stocked with games for fun and firewoods for warmth. Upon request, Rita was able to accommodate our late checkout request with a reasonable surcharge. We have enjoyed our stay at Rita’s place and would definitely come back next time when we are around

Family-friendly home rentals with a pool

Guest favorite
Townhouse in Dover
4.96 out of 5 average rating, 148 reviews

Bear's Den - Mt Snow Townhome w/ Heated Pool!

NikkiRating, 5 stars2 months ago
Had a great time! Within 4 minutes of a stellar breakfast at Trail 87 and within 5 min of mount snow base.
Guest favorite
Condo in Lincoln
4.92 out of 5 average rating, 333 reviews

1 Bedroom/1 Bath Cozy Condo @ Loon Mtn Lincoln,NH

KreeRating, 5 stars1 month ago
Great stay great amenities will definitely book here again. Thanx you
Top guest favorite
Apartment in Barre
4.94 out of 5 average rating, 163 reviews

Relax in Recreation Paradise!

JenniferRating, 5 stars1 month ago
Chad was an incredible host! He was extremely accommodating with any requests we had. The views from his place are breath-taking! We enjoyed snowshoeing from the backyard onto trails in the woods. I fell in love with his cat who visited daily! He kept the driveway plowed and salted in a timely fashion. We enjoyed our stay and would highly recommend his place!
Guest favorite
Guest suite in Killington
4.95 out of 5 average rating, 145 reviews

Cozy, spacious, 3 bedrooms, 4 beds, 5 mi to K Rd.

JoshRating, 5 stars1 month ago
Amazing stay. Loved how close it was to the mountain. The pool also looked amazing so sad it was winter. Definitely recommend staying there were 4 beds and can comfortably fit 5-6 people.
Guest favorite
Condo in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars1 week ago
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.
Superhost
Home in Campton
4.81 out of 5 average rating, 283 reviews

Addie Shack in the White Mountains

AlisaRating, 5 stars7 months ago
Michael was fantastic with responding quickly, this home was beautiful & is a great location if you're looking to visit the white mountains! my friends & I had a great stay, we would definitely book again!
Guest favorite
Guesthouse in Granville
4.9 out of 5 average rating, 894 reviews

Moon Valley Country Retreat no clean fee pets yes

AmberRating, 5 stars3 days ago
There is not enough to say about the pristine beauty that is Loraine’s cabin. The instructions were helpful in navigating into the property and lights were turned on as it was dark to assure my comfortable arrival. The cabin feels like a nurturing home and is equipped with comforts and small touches. The bed was neatly made and felt like a picture walking in to see it. The stairs are cabin stairs and there is caution to take your time and step gently. Seemingly every question was answered with small notes around the cabin and a detailed welcome book. The care and attention to detail was perfection in a stay. I only wish I had been on a longer trip to fully enjoy the grounds and the surroundings. It was easy to feel at home and welcome with Loraine and Dean as hosts.
Superhost
Condo in Lincoln
4.73 out of 5 average rating, 208 reviews

Sunny unit with views of slopes, use of pool

EmilyRating, 5 stars6 months ago
Awesome host and place! The interior design is beautiful and we greatly enjoyed our stay :) Would love to come back

Quick stats about vacation rentals that are family-friendly in Woodstock

  • Total rentals

    100 properties

  • Nightly prices starting at

    $100 before taxes and fees

  • Total number of reviews

    3.7K reviews

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    100 properties include access to wifi

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