
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.

Lower Intervale Grange; Nat'l Register Hist. Site
One-half mile from the Barn on the Pemi!! A full-house rental, you'll be welcomed by full kitchen, comfy beds, original 1912 tin ceilings, hardwood floors, beadboard walls, piano and great modern amenitites like Wifi and Smart TV. The Grange is an award winning restoration while maintaining its historic elements and charm of this National Register property. The kitchen on the main floor meeting room makes cooking and socializing easy. Sleeps 1 to 7 guests, one large bathroom. License 059528

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.

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.

Mountain Lodge+Sauna near Newfound Lake + Hiking
Modern cabin & sauna is YOUR easy escape <2 hours Boston. Minutes to pristine Newfound Lake & • Wellington State Park 9min • Ragged Mountain Resort 25min • Tenney Mountain Resort 18min • AMC Cardigan Lodge • Ski, hike, bike, swim, kayak, beach, birding all nearby Relax, remote work w/ fast internet, savor forest views, enjoy fire pit area, gaze at starry night skies at Darkfrost Lodge. See our A-Frame *perfect for couples + solo travelers* airbnb.com/h/millmoonnh

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

Luxury Suite Jacuzzi Pool White Mtns. River Front

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

The Alpine Oasis

3 BR Cozy + Renovated Cabin in the White Mountains

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

Million $ View of Lake Winni Flexible check in/out

White Mountain Base Camp

Luxurious Eagle Ridge Log Home at Newfound Lake
Family- and pet-friendly home rentals

Waterfront on Opechee

Secluded, cozy cabin nestled in the Maine woods

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

Fairytale cabin at The Wild Farm

The Cottage on Paugus Bay- Lake Winnipesaukee

Sunday Mountain Surprise

Private Tiny House Retreat

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

Stylish Loon Mountain Studio apt w/Pool & Hot Tub

Basecamp in the White mountains

Loon Mountain Getaway

Stunning Mountain Views! Cozy Studio Resort Condo

Loon Mountain Area Rental - 2Br/2Ba

Stunning 2BR with Mountain Views | Nordic Village

Mountain cabin with views, privacy, and more.

Cute Resort Studio Apt with Pool, hot tub at Loon
Quick stats about holiday rentals that are family-friendly in Ashland
Total rentals
40 properties
Nightly prices starting at
€ 69 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
Wifi availability
40 properties include access to wifi
Destinations to explore
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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