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Family-friendly vacation rentals in Keene

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Keene family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
Home in Colrain
4.94 out of 5 average rating, 175 reviews

Secluded Farmhouse Retreat - stunning views

ShawnRating, 5 stars1 month ago
Place rules, hot tub is nice. Water pressure in shower could be a bit better but overall a great stay
Guest favorite
Chalet in Ludlow
4.94 out of 5 average rating, 126 reviews

Okemo Ski Chalet with Hot Tub

KatieRating, 5 stars3 weeks ago
Bob’s place is great for several families. Many bedrooms, multiple bathrooms, great amenities and close to skiing!
Superhost
Home in Cavendish
4.83 out of 5 average rating, 151 reviews

Okemo-Ludlow, fireplace, hottub, sleeps 13

LilyRating, 5 stars1 month ago
My friends and I had a great time at this place! The home was beautiful and very spacious - we were able to all hang out in the hot tub, kitchen, living room, and no place felt cramped.
Superhost
Farm stay in Londonderry
4.82 out of 5 average rating, 136 reviews

Cozy Award Winning Farmhouse - hot tub and sauna!

JumanaRating, 5 stars11 months ago
Very beautiful home and lovely host! Would recommend!
Top guest favorite
Home in Newfane
4.98 out of 5 average rating, 136 reviews

Peaceful cabin close to skiing & Brattleboro

MarinaRating, 5 stars1 month ago
This house is incredibly comfortable and well equipped. The location is lovely and private. We came for relaxation and with the fire pit and the hot tub we got our money's worth. My friends who are great cooks enjoyed the gas stove and some very well seasoned cast iron pans. Come here and enjoy the natural light and comfy space.
Guest favorite
Loft in Ludlow
4.95 out of 5 average rating, 806 reviews

Spacious Renovated Barn Apt on 100 acres!

MargaretRating, 5 stars4 days ago
Me and my husband had a wonderful trip. The house looked even better in person compared to the photos. It felt like home. It was cozy quiet private and extremely comfortable. This place made it to the top of my list for favorite air bnb trips. We enjoyed the hot tub, the fire pit, the grill, and cooking in the kitchen. Thanks Tesha for a great trip. We will definitely be back again.
Superhost
Apartment in West Townshend
4.9 out of 5 average rating, 341 reviews

Private Apt on Farm, Hot Tub with views!

EmilyRating, 5 stars1 month ago
We had an amazing stay! The beds were comfy. There is a local grocery store near by. We went snowboarding at Mt snow which was about a 25 min drive - not bad at all! The hot tub was perfect and the views were stunning. We loved Robert’s Glass blowing class as well.
Guest favorite
Home in Dover
4.97 out of 5 average rating, 93 reviews

Wonderful House! Rec Room HotTub Firepit Garden!

KevinRating, 5 stars1 month ago
Celine’s place was great! Plenty of room for our party of 4. We felt right at home with all the amenities at the property. The kitchen was fully stocked with everything you’d need to cook but we opted to go out for dinner during our stay. We’ll def book again when in the area.

Family- and pet-friendly home rentals

Guest favorite
Cabin in Jamaica
4.88 out of 5 average rating, 112 reviews

Cozy Log Cabin near Stratton/Mt. Snow-pet friendly

JamesRating, 5 stars1 month ago
Christina was an excellent host who ALWAYS responded to any of my questions or concerns immediately and courteously. Her space was exactly as described and very spacious as well as a fantastic environment for a group to get together and have a great time! I highly recommend Christina’s place for a great time with a large group, she is the ideal host who works tirelessly to provide an amazing space for her guests!
Guest favorite
Loft in Wilmington
4.91 out of 5 average rating, 199 reviews

Walk to Village/Lake Whitingham

KeatsRating, 5 stars1 month ago
Nice stay in a comfortable apartment. Friendly hosts in a quiet neighborhood. Close to town and local attractions.
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!
Guest favorite
Apartment in Wilmington
4.93 out of 5 average rating, 180 reviews

Quaint cozy vermont apartment

NateRating, 5 stars5 months ago
Mariann has a great space in a great location. Very accommodating and friendly, made you feel very welcome . Very responsive. Really nice area. Would highly recommend.
Superhost
Apartment in Town of Rockingham
4.83 out of 5 average rating, 182 reviews

Apartment on Main Street

WinnieRating, 5 stars3 weeks ago
This was a very spacious and cozy spot! A perfect place for a quiet weekend getaway with proximity to hiking and/or skiing/snowboarding. There were many books, games, and puzzles available to peruse and enjoy as well.
Top guest favorite
Barn in Guilford
4.99 out of 5 average rating, 121 reviews

The Carriage Barn

EllenRating, 5 stars6 days ago
We recently enjoyed a lovely stay at The Carriage Barn in Guilford. Our host, Katherine, was very responsive to everything we might have needed during our visit: a very easy check in and out process, detailed instructions on how everything worked, items for our comfort (a gift of delicious chocolates, many fluffy towels, silky sheets, etc.), and was easily available via texting. The photos of her restored historic barn are very accurate - it's a beautifully designed renovation and is decorated with lovely art pieces, cozy furniture, and a huge library of books for your enjoyment. The tv works great and so does the WiFii. We traveled with our small dog and there is a baby gate available that easily snaps onto the staircase posts so I was not concerned about my dog's safety.. Best of all is the beautiful views of the gorgeous Vermont countryside. You'll see lovely sunsets here and spectacular sunrises. It's a great spot to truly relax.
Guest favorite
Tiny home in Jamaica
4.94 out of 5 average rating, 1,254 reviews

Apple Blossom Cottage: A Tiny House

BrendaRating, 5 stars1 week ago
Apple Blossom Tiny House was perfect for me and my dog. It had everything we needed and is close to hiking trails and historic towns.
Top guest favorite
Home in New Salem
4.89 out of 5 average rating, 215 reviews

Stone n' Sky Lodge

JasonRating, 5 stars5 months ago
I genuinely don't know what to say other than the fact that this may be one of the greatest places I've had the honor to lodge at. I did a lot of vetting across New England to find a wonderful place that could sleep a decent amount of people, provide a scenic and comfortable escape, and keep us entertained. Sarah's wonderful Stone and Sky Lodge exceeded every expectation I just listed. It's cozy, warm, and feels like a hidden nook! The scenery and nature couldn't be more beautiful. I never got the pleasure to meet Sarah, though I wish I did. Over messages and from what my friends told me, I just know that Sarah is the most hospitable and kind host that I've talked with in a while, and I hope that next time I can thank her personally. From my friends and I, we thank you for sharing your home with us. If you think that the excellent reviews are too good to be true, don't. This IS the truth, and I can't wait to have another reason to come back to this wonderful treasure of a place.

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
Chalet in Wilmington
4.95 out of 5 average rating, 98 reviews

Rustic Sunny Vermont Home near Mount Snow

AndreaRating, 5 stars1 month ago
Couldn't say enough great things about both the hosts and the property. Just lovely home - very spacious, and clean and cosy. The area is gorgeous, with a lot to do. Mt. Snow and Hermitage skiing are very close, and Wilmington and the area are charming. Host was very gracious and kind..thank you!
Guest favorite
Condo in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars6 days 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.
Guest favorite
Home in Newfane
4.92 out of 5 average rating, 49 reviews

6 BR Perfect Private Retreat in Vermont!

AlexRating, 5 stars8 months ago
Large house in a very remote area. Approximately 70 acres. It was very relaxing and was nice to enjoy the pool which was professionally cleaned before arrival. The master bath has an incredible view of the mountains and an enormous shower. Pool table was fun and well taken care of. We stayed on probably one of the hotter weekends and the house cooled down at night pretty well just by opening the windows. Most rooms had ceiling fans if no other fans were provided. I can imagine this house would be amazing in the winter or fall too. With the screened in fireplace room and additional fire place inside the main house. You’re also close to 2 ski mountains each about 18 miles away. I could see myself renting again in the future. Thanks again
Guest favorite
Home in Ludlow
4.91 out of 5 average rating, 98 reviews

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

MeredithRating, 5 stars1 month ago
Our family really enjoyed our stay at the trailside chalet! A quick walk up the road to the ski lifts and plenty to keep us entertained after a day of skiing. We really enjoyed the fire place and pool table!! Prescott was a great host, quick to respond to our questions.
Superhost
Home in Surry
4.7 out of 5 average rating, 44 reviews

Bright, Large, Spacious Family Home

MaryRating, 5 stars5 months ago
We had a very relaxing stay. Plenty of space to stretch out. Located within 10-15 min. of Keene State activities, the purpose of our trip. Bryan was a wonderful host. Very responsive. Instructions were clear, directions very helpful. Everything we needed!!
Guest favorite
Condo in Ludlow
4.93 out of 5 average rating, 109 reviews

One Bedroom Suite Near Okemo

ElizabethRating, 5 stars3 weeks ago
Great little studio . Lots of nearby dining options, and a short drive to Okemo.
Top guest favorite
Condo in Stratton
5 out of 5 average rating, 17 reviews

1st Fl Condo 3BR @ Stratton Sleeps 7 Pool, Hot Tub

KatherineRating, 5 stars2 months ago
Our stay at Carl’s listing was more than we could ask. The location is perfect to the mountain and the shops and restaurants in the village. Carl was very helpful for the check in process and was very responsive. The space was very large and clean. We had the best time and I would certainly stay here again in the future!! The amenities at the lodge were amazing and the lodge manager was so incredibly helpful and friendly as well. A happy and fun vacation!!

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

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