
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.

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.

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.

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 Need more space? Visit Darkfrost Lodge + sauna airbnb.com/h/darkfrostlodge Stay at NEW Black Dog Cabin + sauna airbnb.com/h/blackdognh

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.

Newfound New Hampshire's Diamond on a Hilltop
This diamond on a hilltop is nestled on a mountain side in Bristol, NH over looking Newfound Lake w/ Cardigan Mtn. in the back drop. Newfound Lake Assoc. boasts of its reputation as one of the cleanest lakes in the world. Enjoy breathtaking views during the day & magnificent sunsets in the evening. The colorful gardens are surrounded by woodlands. Relax to the sound of the babbling brook. This peaceful place beckons you to slow your pace & nourish your soul.

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.

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.

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
Family-friendly home rentals with a hot tub

Cozy Bow House Perched in Trees w/ Hot Tub & View

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub

The Alpine Oasis

3 BR Cozy + Renovated Cabin in the White Mountains

Private Barn On a Hilltop in Fairlee, Vermont

Luxurious Eagle Ridge Log Home at Newfound Lake

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

Mountain getaway!Remodeled 1 bedroom,Pool, hot tub
Family- and pet-friendly home rentals

The Niche...crafted & forged

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

Pine Cabin, Galusha Hill Farm, incredible view!

Cottage w/ charm, mountain view & river HSI Wi-Fi

Welch Mountain Chalet Bed & Breakfast

The Cottage on Paugus Bay- Near I-93 and Skiing

Sunday Mountain Surprise

Peaceful Log Cabin in the Woods
Family-friendly home rentals with a pool

Luxury Suite Jacuzzi Pool White Mtns. River Front

Pemi River Retreat: White Mtns. At Your Doorstep

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

Loon Mountain Area Rental - 2Br/2Ba

Spacious cabin in the heart of White Mountains

Exposed Beam Getaway - Heart of NH White Mountains

Hotel Resort Condo at Loon Mtn! Amazing amenties!

Come in & Cozy up in Waterville Valley Estates
Quick stats about holiday rentals that are family-friendly in Ashland

Total holiday rentals
Explore 40 holiday rentals in Ashland

Nightly prices starting at
Ashland holiday rentals start at $122 AUD per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Ashland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Family-friendly rentals Grafton County
- Family-friendly rentals New Hampshire
- Family-friendly rentals United States
- Squam Lake
- Story Land
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- Pats Peak Ski Area
- Franconia Notch State Park
- Diana's Baths
- Omni Mount Washington Resort
- Tenney Mountain Resort
- King Pine Ski Area
- Cannon Mountain Ski Resort
- Bear Brook State Park
- Waterville Valley Resort
- White Lake State Park
- Pawtuckaway State Park
- Conway Scenic Railroad
- Cranmore Mountain Resort
- Dartmouth Skiway
- Derryfield Country Club
- Ragged Mountain Resort
- Crotched Mountain Ski and Ride
- Gunstock Mountain Resort
- Wildcat Mountain




