Family-friendly holiday 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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Guest favourite
A bright sleeping area is highlighted by sunlight streaming through three windows. A bed is draped with a floral-patterned coverlet. The view outside features lush greenery, adding a natural touch to the serene ambiance.
Guest suite in Plymouth
4.84 out of 5 average rating, 324 reviews

Mountain River private Master Suite and deck

Close to town and I 93, a rural paradise. You have your own driveway and private deck with gorgeous views of hills and gardens. The bed is surrounded by two walls of windows-with shades. There is a Hearthstone gas stove, a loveseat, and a huge custom shower in a modern bathroom. The kitchen has a full size refrigerator, a kitchen counter and sink, a microwave, a blender and crock pot. There is a television with cable, Netflix, etc. We stock coffee, and breakfast foods for your convenience.

Top guest favourite
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
4.99 out of 5 average rating, 329 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 favourite
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
4.88 out of 5 average rating, 230 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 favourite
Apartment in Lincoln
4.92 out of 5 average rating, 413 reviews

Nordic Resort Suite Pool Hot tub Kitchen

Private Clean Luxurious but affordable Modern / Updated Relaxing Mountain views from 2nd floor Open concept, this extremely clean, updated rear unit with New furniture. New Gas Fireplace Private balcony, Queen bedroom with additional full sized sleeper in livingroom can accommodate children ( not recommended for adults) The Nordic Inn all inclusive resort facility includes full recreation center Indoor pool ( outdoor in season ) Hot tub, Cardio and weight rooms, Game room Sauna

Top guest favourite
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, 148 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 favourite
A cozy hotel room features a King bed adorned with a patterned blanket and wall-mounted artwork. A wooden bench sits at the foot of the bed, and a chair is positioned near the window, which offers natural light and a view of the surrounding landscape.
Apartment in Lincoln
4.92 out of 5 average rating, 103 reviews

Hotel Style room w/pool, stunning Mountain view

Stylishly renovated Hotel room at the Lodge at Lincoln Station resort. Sleeps 2. Featuring King bed, Microwave and coffee maker. Seated at the base of Loon Mountain’s South Peak, in New Hampshire's gorgeous White Mountains. Enjoy nature, hiking and lovely mountain scenery! Great area dining, and outdoor activities. Indoor pool and Jacuzzi are open and located in our facility. Great restaurants within walking distance. Free shuttle bus service to Loon Lift gate. Pemigewasset River in back.

Top guest favourite
A wide view captures the expansive landscape, showcasing frozen bodies of water and distant mountain ranges. The snow-covered ground is visible, along with patches of greenery and trees. A clear sky dominates above, highlighting the serenity of the winter scenery.
Home in Meredith
4.93 out of 5 average rating, 252 reviews

Fall/Ski Fun: Spacious Home near downtown Meredith

My place is close to Mills Falls in Meredith, close to skiing, casual and fine dining, art shops, wineries, art and antique shops, just minutes to 2 - 4 hour hikes with great views of White Mountains and Lake Winnepesaukee, a beautiful Association Beach, and family-friendly activities. You’ll love my place because of the comfy bed, the kitchen, the high ceilings, its cleanliness, and coziness. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Top guest favourite
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.
Flat in Campton
4.93 out of 5 average rating, 280 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 favourite
Cabin in Alexandria
4.98 out of 5 average rating, 179 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 cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Guest favourite
A spacious living area features a stone fireplace, surrounded by windows offering views of the snowy landscape. Natural wood accents and warm tones create a cozy environment, while a comfortable chair and woolen blanket invite relaxation.
Chalet in Campton
4.9 out of 5 average rating, 410 reviews

Mountain cabin with views, privacy, and more.

Cabin in the woods with amazing mountain views. Situated on 2.5 acres and surrounded on 3 sides with 30 additional steep wooded acres; peace and privacy. NOTE: winter driving will require snow tires or 4wheel drive as the house is on an incline road. Skiing, Snowboarding: - 25 minute drive to Loon Mountain - 25 minute drive to Waterville Valley - 25 minute drive to Tenney Mountain Resort Cabin professionally cleaned between stays w/extra attn on high touch areas.

Guest favourite
The exterior of the cabin is highlighted by its warm red wood siding, featuring a large paneled door and adjacent picture window. A tranquil natural setting surrounds the cabin, with green grass and trees creating a serene atmosphere.
Home in Sugar Hill
4.87 out of 5 average rating, 365 reviews

Cozy guest house near Littleton and Cannon Mtn

This rustic north country cabin offers 2 bedrooms and 1 bath for up to 4 guests. It has been renovated with comfortable beds and pillows, new appliances, a toasty pellet stove, a beautiful 75" TV with soundbar and subwoofer for movie nights, ample parking. It's located 9 minutes south of downtown Littleton and 11 minutes north of Cannon Mountain. Whether you're visiting for winter sports, leaf watching, mountaineering, or Polly's Pancakes, we're close to the action.

Top guest favourite
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.
Flat in Wilmot
4.99 out of 5 average rating, 159 reviews

Bog Mt Retreat Upstairs Suite

A unique crafty cozy 1 bedroom/1 bathroom UPSTAIRS suite with most of the comforts of home except a oven. 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.

Popular amenities for Ashland family-friendly rentals

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

  • Total holiday rentals

    Explore 50 holiday rentals in Ashland

  • Nightly prices starting at

    Ashland holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,140 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Ashland holiday rentals include wifi 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!