
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.

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.

The Cottage on Paugus Bay- Near I-93 and Skiing
Enjoy peace and tranquility along the shores of Winnipesaukee's Paugus Bay. This Brand New waterfront Cottage is one of the most popular in Lakes Region and is central to all the Lakes Region has to offer. Along the western tip of the lake, easy access to I-93. The community comes with a day dock and easy access to boating and other lake activities. Come back year after year. We love repeat guests and offer discounts for second stays!

Hebron Historic Farmhouse
The farmhouse was built between 1795 and 1800 by the ancestors of the owner. We renovated it in 2017 and added 600 square feet to the original structure. The space combines the charm of the old with the convenience of the new. We know you will love this relaxing, quiet country setting with views over a lovely meadow to the south, and Mount Crosby to the north.

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

White Mountain Farmhouse

Timothy House

Luxurious Eagle Ridge Log Home at Newfound Lake

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym

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

Classic A-Frame with river, mountains, and hot tub

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

The Niche...crafted & forged

WildeWoods Cabin | gas fireplace, yard + gardens

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

Secluded Luxury Cabin • Mountain Views + Sauna

Sunday Mountain Surprise

Cozy Cottage w/ Mountain Views & Two Outdoor Decks

A: Cozy 2-BR Cottage Duplex - Unit A

Private Tiny House Retreat
Family-friendly home rentals with a pool

Attitash Studio | 5min to Storyland| Pools

Basecamp in the White mountains

Loon Mountain Getaway

3 BR Cozy + Renovated Cabin in the White Mountains

Cozy mountain getaway

Loon Mountain Cozy Condo

Loon Mountain Area Rental - 2Br/2Ba

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 £59 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
- Tenney Mountain Resort
- Cranmore Mountain Resort
- King Pine Ski Area
- Franconia Notch State Park
- Omni Mount Washington Resort
- Diana's Baths
- Cannon Mountain Ski Resort
- Gunstock Mountain Resort
- Waterville Valley Resort
- Ragged Mountain Resort
- Bear Brook State Park
- Conway Scenic Railroad
- Wildcat Mountain
- Crotched Mountain Ski and Ride
- Pleasant Mountain Ski Area
- Montshire Museum of Science
- Echo Lake State Park




