
Family-friendly holiday rentals in Ashland
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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.

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.

Cozy treehouse-close to hiking, biking & mountains
A cozy four-season treehouse, centrally located in the heart of the Lakes Region, situated 12 feet in the trees equipped with a kitchenette, small bathroom, WIFI and cozy places to sit to read a book or lounge about. Crafted with a mix of new and reclaimed materials, offering a lot of natural light. Everywhere you look you can get a peak of the skies and foliage. A few minute walk to the private community beach or snowmobile trails for hiking, or all your winter activities.

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.

Mountain River Spacious Country Stu
Air conditioned 1000 square foot, light filled studio with full kitchen and private bath in secluded rural setting 5 minutes from I 93 and in between Newfound and Squam Lakes. Ample private parking, private entrance, outdoor lawn with perennial gardens with dining table, chairs and grill. A stream runs through the property with trails alongside of it. Dogs love this place!
Popular amenities for Ashland family-friendly rentals
Family-friendly home rentals with a hot tub

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

Luxury Suite Jacuzzi Pool White Mtns. River Front

The Alpine Oasis

Million $ View of Lake Winni Flexible check in/out

Private Barn On a Hilltop in Fairlee, Vermont

White Mountain Base Camp

Luxurious Eagle Ridge Log Home at Newfound Lake

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

Waterfront on Opechee

The Niche...crafted & forged

Cabin on the Hill

Secluded, cozy cabin nestled in the Maine woods

Luxurious Mountainside Cabin! Fantastic Views!

Fairytale cabin at The Wild Farm

Sunday Mountain Surprise

★☆Secluded Cabin In The Woods☆★Huge Yard + Patio☆★
Family-friendly home rentals with a pool

Studio Condo in Hotel Resort at Loon Mountain

Basecamp in the White mountains

Stunning Mountain Views! Cozy Studio Resort Condo

3 BR Cozy + Renovated Cabin in the White Mountains

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

Loon Mountain Area Rental - 2Br/2Ba

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

Stunning 2BR with Mountain Views | Nordic Village
Quick stats about holiday rentals that are family-friendly in Ashland
Total rentals
40 properties
Nightly prices starting at
$123 AUD before taxes and fees
Total number of reviews
1.1K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
40 properties include access to Wi-Fi
Destinations to explore
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- Pet-friendly rentals Ashland
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- Family-friendly rentals Grafton County
- Family-friendly rentals New Hampshire
- Family-friendly rentals United States
- Squam Lake
- Story Land
- Weirs Beach
- Owl's Nest Resort
- Attitash Mountain Resort
- Loon Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Pats Peak Ski Area
- Diana's Baths
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Tenney Mountain Resort
- Bear Brook State Park
- King Pine Ski Area
- White Lake State Park
- Waterville Valley Resort
- Bald Peak Colony Club
- Pawtuckaway State Park
- Cranmore Mountain Resort
- Derryfield Country Club
- Ragged Mountain Resort
- Dartmouth Skiway
- Crotched Mountain Ski and Ride