
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.

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.

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.

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.

Plymouth's Historic Doll House; A tiny house
The Doll House has everything you’ll need at under 700 square feet. This fully-outfitted, historic, full-house rental has a complete kitchen, living room, two-bedrooms, bath, back sitting room, front farmer's porch and beautiful gardens and sitting areas. The Doll House is within easy walking distance to the Town Common, great restaurants and shopping, the Flying Monkey, and PSU. We are just a few minutes' drive to the Barn on the Pemi and Holderness School. NH Rooms Tax; License #059528.

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!

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!

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.

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.

Sleepy Hollow Cabins 2
Come enjoy a fun filled getaway at this centrally-located studio Cabin in the foothills of the White Mountains. Whether you are looking for outdoor adventures ranging from hiking, skiing, kayaking to birdwatching, we are close to it all. Then, in the evening, relax at the propane fire table with a glass of wine or build your own fire at the wood firepit (wood provided) and take advantage of the spectacular stargazing. The cabin has a smart TV and high-speed internet provided.

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.

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.

Private White Mountains Getaway. 1 Night OK.
Great private apartment in the White mountains in between Waterville Valley and Loon. Great place to stay if you are going to the Ice Castles, hiking or skiing. Do you have a wedding at the Nest? Stay at our place for a great price. We have wonderful reviews and are a guest favorite. You will love our private, quiet guest house❤️
Popular amenities for Ashland family-friendly rentals
Family-friendly home rentals with a hot tub

The Alpine Oasis

Cozy mountain getaway

Timothy House

Million $ View of Lake Winni Flexible check in/out

Loon Mountain Area Rental - 2Br/2Ba

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym

Stylish Mtn Home-Ski/ Pools/ Hot Tubs & Fire Pit

The Golden Eagle - Mountain Lodge
Family- and pet-friendly home rentals

WildeWoods Cabin | gas fireplace, yard + gardens

Cozy Post and Beam, New Hampton, one mile off 93

Secluded Luxury Cabin • Mountain Views + Sauna

Mountain view 3 bedroom.

Sunday Mountain Surprise

A: Cozy 2-BR Cottage Duplex - Unit A

Private Tiny House Retreat

1 bedroom guest apartment in the Lakes Region
Family-friendly home rentals with a pool

Luxury Suite Jacuzzi Pool White Mtns. River Front

Basecamp in the White mountains

Attitash Retreat

3 BR Cozy + Renovated Cabin in the White Mountains

Family friendly + Mountain Views @amountainplace

Studio w/hot tub, pool, sauna, arcade & gym

Stunning 2BR with Mountain Views | Nordic Village

Spacious cabin in the heart of White Mountains
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 £58 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!
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- White Mountain National Forest
- Squam Lake
- Story Land
- Pats Peak Ski Area
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- King Pine Ski Area
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- Diana's Baths
- Cannon Mountain Ski Resort
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Bear Brook State Park
- Waterville Valley Resort
- Conway Scenic Railroad
- Wildcat Mountain
- Pleasant Mountain Ski Area
- Crotched Mountain Ski and Ride
- Ice Castles
- Montshire Museum of Science




