
Family-friendly vacation rentals in Keene
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Keene
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Boulder House - Extraordinary Luxury in the Woods!
From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Peaceful Mill with Waterfall - Home Away From Home
Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated remote workspace

Cozy and Romantic Granite Lake Cottage Getaway
Welcome to "Corgi Cottage" ~ your private peaceful getaway to pristine Granite Lake. Enjoy sunrise over the lake from the deck and sunset over the backyard barn. In between, spend the day on the lake in your private sandy cove with dock, fishing, hiking or relaxing. Three mile lake road for walking or biking. The area offers many hiking trails and Mt. Monadnock only 30 minutes away. Small convenience store offers basic amenities while Keene’s many shops and restaurants are only 15 minutes away.

Private Dublin apartment nestled in the woods
Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.

Sweet Vermont Tiny Home Get Away
Your unique Vermont retreat is just a click away! Come stay in this custom built tiny house in southern Vermont. We are an easy walk to the train station, art museum, restaurants, shops, and many beautiful nature spots in and around Brattleboro VT, plus a 40 minute drive to the Mount Snow ski area, and local hiking, swimming, boating, skiing, and skating opportunities. A nature lover's paradise! Enjoy the great outdoors and small town living, or cozy up in the tiny house and just relax.

Cozy tent in the trees on organic flower farm
Tuck yourself into a mature oak forest on the field’s edge of our flower farm, Tapalou Guilds. All-weather canvas tent is pitched with a comfy king mattress inside. Three elevated decks with chairs and a hammock give you options for relaxing and steeping in the forest vibe. Fully equipped outdoor kitchen with propane gas range. We provide potable water from our well. Outdoor shower with on-demand hot water. Simple outhouse with sawdust composting system is clean and convenient.

The Library: Seasonal Stays
The Library is a two bedroom home with a granite kitchen, and a full and a half bathroom. It features thousands of books across many genres, from poetry to fiction. So if you like the smell of an old bookstore then this is the place for you! The steps to the second floor are very steep and narrow. The cottage is within walking distance to the shops and restaurants of Central Square Keene. Great place to get away to, or work from home with our Spectrum provided fast wifi internet.

The Brick House on Washington Street
Three guest bedrooms in a Colonial home on Washington Street make a great launchpad for visitors to Keene. From here, it's a pleasant walk or drive to Downtown restaurants, the theatre and shops. The Sterling family has owned this pretty place since 1982 and a design studio operates in the barn portion of the space. The open living room with TV and original fireplace adjoin a "tea room" with a bright bay window. Family chef-approved, guests are welcome to use the spacious kitchen.

~Serene Barn Retreat~
Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Swiss Chalet Family Retreat!
Welcome to our family's Swiss style chalet! Inspired by trips to Davos, Switzerland, my grandparents built the chalet in the 1950s to be a family playhouse and gathering spot for their 6 children. It's kind of magical. Today, our large extended family still enjoys holiday celebrations here every year. Our kids love exploring the woodland trails and swimming in Center Pond. We hope you love it as much as we do! Note: the building also has two apartments on the first floor.

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Discover the ultimate outdoor experience in Southern NH! Enjoy a year-round private hot tub in a covered gazebo, fire pit, hammock, life-size games, and swing set. Located in one of Keene’s safest, quietest neighborhoods, walking distance to downtown and across from Keene Ice Rink. Close to beaches, hiking, and ski resorts. Features a fully stocked chef’s kitchen, wine cooler, and luxury Purple mattresses with individual mini-splits in each bedroom for optimal comfort.

Trailside Cottage in charming Harrisville, NH
Hike, bike, cross-country, snowshoe, or just inhale/exhale and enjoy the peace and quiet of a classic New England escape. Welcome to Trailside Cottage, a charming getaway in Harrisville, NH. Recently converted into a cozy space for two. It sits alongside one of the many trails in the Harrisville area, and is accessible to all of the amenities in the Monadnock Region.
Popular amenities for Keene family-friendly rentals
Family-friendly home rentals with a hot tub

Private Apt. on Farm, Hot Tub with views!

Direct Waterfront A-Frame, Close to 3 Ski Areas!

Cozy Cabin on 5-acre Wooded Lot with Spa

Private Brook Chalet: Hot Tub, Fire pit, Mt. Snow

Private Waterfront • Views, Hot Tub, King Bed

“Sugar Maple” Rustic 4x4 Cabin Getaway, Fireplace

Mountain side acres

Vermont Mirror House
Family- and pet-friendly home rentals

Rustic Cabin in foothills of Green Mountains

Shakespeare’s Folly Side Farm and AirBnB.

Pinecone Pond 30 min ski Mt Snow, 45 to Stratton

Cottage

Quaint stone house!

The Post Haus: one-of-a-kind modern VT experience

Private Hilltop farm apartment

Cozy Cabin with Lake Access
Family-friendly home rentals with a pool

The 1770 House

Adams Farm-"The Little Farmhouse"

Triggers Cabin

Beautiful rustic woods and fields retreat.

Walk to Mt. Snow-Spa-Summer Pool

Silver Brook Cabin

Comfy Quarters Suite 2 Saltbox Hideaway

Mt Snow Chalet: Peaceful Escape w/Hot Tub
When is the best time to visit Keene?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ628 | ﺩ.ﺇ595 | ﺩ.ﺇ643 | ﺩ.ﺇ492 | ﺩ.ﺇ610 | ﺩ.ﺇ643 | ﺩ.ﺇ643 | ﺩ.ﺇ650 | ﺩ.ﺇ643 | ﺩ.ﺇ643 | ﺩ.ﺇ701 | ﺩ.ﺇ694 |
| Avg. temp | -5°C | -4°C | 1°C | 7°C | 14°C | 19°C | 22°C | 21°C | 16°C | 10°C | 4°C | -2°C |
Quick stats about vacation rentals that are family-friendly in Keene

Total vacation rentals
Explore 30 vacation rentals in Keene

Nightly prices starting at
Keene vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 1,920 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Keene vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Keene rentals

4.9 Average rating
Keene stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Cheshire County
- Family-friendly rentals New Hampshire
- Family-friendly rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Pats Peak Ski Area
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Mount Snow Ski Resort
- Snhu Arena
- Ragged Mountain Resort
- Bear Brook State Park
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Mount Sunapee Resort
- Mount Holyoke College
- Smith College
- Mount Greylock
- Southern Vermont Arts Center
- University of Massachusetts Amherst
- Mount Monadnock
- Camp Plymouth State Park
- Quechee Gorge





