Family-friendly vacation rentals in Ashland

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Ashland

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A rustic cabin is surrounded by snow-laden trees, creating a tranquil winter scene. A Gator is parked nearby on the snowy driveway, indicating accessibility. The soft snow falls gently, blanketing the area and enhancing the secluded atmosphere.
Place to stay in Moultonborough
4.97 out of 5 average rating, 138 reviews

The "Bear's Den" A secluded cabin

If your looking for a place to get away from it all and just relax this is the place for you! Located in the Northern Lakes Region on a major wildlife corridor this rustic hunting cabin has off the grid accessories including battery powered lights, outside cold shower with an outside sink and a outhouse. There are walking trails and abundant wildlife from deer, bear, moose and coyotes all of which you may encounter. The peepers will lull you to sleep at night. Pristine beach and hiking close by.

Top guest favorite
A well-equipped kitchen area features sleek grey cabinetry and a modern stove. A small dining table with two stools is positioned nearby, adorned with fresh flowers. A cozy seating area includes a brown chair, while a flat-screen TV is mounted on the wall.
Cabin in Campton
5 out of 5 average rating, 323 reviews

Sleepy Hollow Cabins

Comfortable 1 bedroom cabin located in the foothills of the White Mountains. This cabin makes for a great starting point for your days adventures or place to relax afterwards. It is well stocked with everything you could need to enjoy your getaway and all that the area has to offer. Many great restaurants within minutes of this location or you can cook your own meals in the full kitchen. We are close to hiking, biking, kayaking and much more. Wifi and smart tv provided in the cabin.

Top guest favorite
Cabin in Alexandria
4.98 out of 5 average rating, 160 reviews

Handcrafted A-Frame near Newfound Lake & Hiking

Unplug at Millmoon A-Frame Cabin just 2 hours from Boston - Recharge under the stars by the fire pit - Relax or grill on the back deck w/ forest views - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Explore hiking, biking & snowshoeing nearby at Wellington and Cardigan Mountain State Parks & AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Top guest favorite
A welcoming porch features double blue doors framed by white pillars. An American flag hangs to the left, while light filters through the nearby windows. A bench sits on the wooden deck, inviting guests to enjoy the surrounding greenery.
Home in Plymouth
4.94 out of 5 average rating, 154 reviews

Lower Intervale Grange; Nat'l Register Hist. Site

One-half mile from the Barn on the Pemi!! A full-house rental, you'll be welcomed by full kitchen, comfy beds, original 1912 tin ceilings, hardwood floors, beadboard walls, piano and great modern amenitites like Wifi and Smart TV. The Grange is an award winning restoration while maintaining its historic elements and charm of this National Register property. The kitchen on the main floor meeting room makes cooking and socializing easy. Sleeps 1 to 7 guests, one large bathroom. License 059528

Guest favorite
The exterior of a two-story house is surrounded by fallen leaves in autumn colors. A wooden structure is visible to the left, and the house features large windows that allow natural light. A well-maintained lawn complements the serene setting.
Guest suite in Plymouth
4.87 out of 5 average rating, 223 reviews

Cozy White Mountain Getaway - Walk to PSU

Private sitting room, bedroom and full bath, separated from main house. 5-minute walk to Plymouth State University. Close to Waterville Valley, Loon, and other ski resorts. Also close to lakes and hiking trails. Bedroom has a king size bed and reclining chair. Sitting room has a daybed with a trundle bed underneath. The sitting room also has a table with four chairs, a mini fridge, microwave oven, and Kreurig coffee maker. Plates, cups, silverware are also provided. Parking for three cars.

Top guest favorite
A cozy living space is featured, showcasing two reclining chairs and a wooden coffee table. The room is complemented by a decorative area rug and a wall-mounted TV. A dining table with chairs is visible in the background, along with a kitchen area and a stove.
Cabin in Campton
4.99 out of 5 average rating, 139 reviews

Stickney Hill Cottage

Stickney Hill Cottage is nestled up and away from the hustle of daily life. A quiet get-away for you to reconnect and make new treasured memories with a loved one. Located close to amenities in Campton, NH at the base of the White Mountains, this unique handcrafted cottage has been lovingly built using local wood , much of it from the property it is built on! Whether this is your base for adventure or you plan to stay in the entire visit, Stickney Hill is your special get-away location!

Top guest favorite
A cozy canvas tent is situated among tall trees, illuminated by warm outdoor lights. The structure features a wooden deck with a staircase leading up, inviting guests to explore the natural surroundings. The peaceful ambiance of the forest enhances the secluded atmosphere.
Tiny home in Plymouth
4.98 out of 5 average rating, 133 reviews

Off-grid Forest Retreat w/ Hot Tub & Breakfast

Relax in a quiet pine forest surrounded by beautiful private walking trails, with everything you need at your fingertips! We make off-grid living easy with luxury bedding, fresh bread and eggs from our farm, locally-roasted coffee, cream, ice, a hot outdoor shower (seasonal), firewood, marshmallows, battery-operated lights, and a wood-fired hot tub! Just a half mile from the Barn on the Pemi, and minutes from the lakes, rivers, and mountain trails. All you have to bring are your clothes!

Guest favorite
Two glasses filled with red wine are clinked together in the foreground, with a rustic white farmhouse in the background. The farmhouse features a prominent sign with 'DAR-DAV FARM'. Lush greenery surrounds the area, and fields extend into the distance.
Apartment in Campton
4.93 out of 5 average rating, 273 reviews

White Mountain is a Special Place

Renovated modern farmhouse studio in the White Mountains. We are the 4th generation in our family’s home. Posts and beams with new kitchen, shiplap, hardwood floors, and large bathroom, and great view overlooking the fields. 36 acres of field, woods, and cut your Christmas Tree here. If lucky you will catch a glimpse of the horses in the field. Close to hiking, skiing, and lakes. Waterville Valley 9 miles, Loon Mtn. 15 miles. Owls Nest Golf Couse. Private entry /private studio.

Top guest favorite
A cozy living area is highlighted by a spacious brown leather sofa positioned beside a decorative area rug. Natural light enters through a triangular window, illuminating wooden walls and ceiling beams. A small kitchen area with wooden countertops and carefully arranged decor adds to the inviting ambiance.
Apartment in Wilmot
4.99 out of 5 average rating, 147 reviews

Bog Mt Retreat Upstairs Suite

A unique crafty cozy 1 bedroom/1 bathroom upstairs suite with most of the comforts of home. Woodland trails on the property, moderate hikes nearby or bring your kayaks and explore the many ponds and lakes in the area. Ragged Mt and Mt Sunapee Ski Resorts are both under 30 minutes away. This newly designed suite is perfect for an individual or couple wanting to escape into the country but still be within an easy driving distance to local sites.

Top guest favorite
A queen bed is centered against a warm brown wall, adorned with two modern pendant lamps above. Each side of the bed features a small, round nightstand. Natural light filters through the double windows, which are dressed with dark curtains, enhancing the room's cozy ambiance.
Guest suite in Meredith
4.91 out of 5 average rating, 327 reviews

Downtown! Studio w 3/4 Bathroom. Private Entrance!

This is one room with a queen bed and a 3/4 bathroom. Breakfast nook, mini-fridge, microwave, coffee maker. This room comes with it's own seperate entrance, private bathroom, and private patio (Patio is not open in the winter). Also we have off street parking for one or two cars. I am new to hosting, so for now please a two person max. Walking distance to downtown. Less than 100 yards and you are in the middle of downtown Meredith.

Guest favorite
A white yurt is nestled among trees, featuring a wooden deck with steps leading to a handmade door. Nearby, a picnic table and a patio umbrella provide a shaded seating area, surrounded by lush greenery and wildflowers.
Yurt in Thornton
4.93 out of 5 average rating, 247 reviews

Sapling Yurt

A short walk through the garden brings guests to this backyard yurt which was handcrafted on a New Hampshire family farm out of many species of local saplings. The handmade door and large skylight let in lots of natural light; you'll rise and set with the sun and watch the stars from the full-size bed. Two small single-sized floor mattresses fold up to make low chairs. A counter, fridge, and sink allow guests to make simple meals.

Guest favorite
The exterior of a two-story house is displayed, featuring a brown wooden façade and a large deck with a welcoming entrance. Two garage doors are visible beneath the deck, alongside a landscaped area with greenery, and a driveway leads to the home.
Home in Ashland
4.91 out of 5 average rating, 287 reviews

Quiet and large Squam Lake House. Lake Region

Squam Lake, large family friendly house, 40'x50' deck with great 20'x20' screened-in section, hot tub (seasonal), lots of hiking trails local, great Foliage, Many Lakes Region attractions close. Foosball, corn hole, movie room, games, etc. Short walk down the road to a shared separate 40' Beach with swim docks and kayaks (5 min walk). Close to many ski mountains and other winter activities. Loon, Waterville, Gunstock, etc.

Popular amenities for Ashland family-friendly rentals

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

  • Total vacation rentals

    Explore 40 vacation rentals in Ashland

  • Nightly prices starting at

    Ashland vacation rentals start at R1,354 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,090 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Ashland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Ashland rentals

  • 4.9 Average rating

    Ashland stays are highly rated by guests—averaging 4.9 out of 5!