
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.

Cloud 9 Private Suite Retreat
This space is perfect for a short weekend getaway or a traveling nurse/other traveling professional for a long term stay. Only 27 miles from DHMC! We are within walking distance of hiking, ATV and snowmobile trails! This cozy and charming in-law apt is located inside our large home with its own private entrance, parking, kitchen, living room, bathroom and electric fireplace! You will also fall in love with our beautiful mountainous views this place will leave you feeling like you’re on cloud 9!!

Hot Tub At Sunset View Farm (2 adults and 3 kids)
SPECIAL: Stay 3 nights get the 4th night FREE, (must inquire when making reservation to confirm free night) We allow no more than 2 adults. But we welcome families! This 2 bedroom space sleeps 3 kids (under 18) NO EXTRA FEES! Time to soak it all in! After a full day snowmobiling, skiing, mountain biking, climbing, or hiking, don't you just want to unwind in the hot tub? King bed in the master, bunkbeds in the middle room, and a full bathroom for bathtime! Also, a full kitchen and a 50" smart TV.

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.

Bog Mt Retreat Downstairs Suite
Welcome to your perfect first floor retreat. Woodland trails on the property, local hikes like BOG MT, a beautiful waterfall and so many more. Bring your kayaks and paddle Grafton Pond or Pleasant Lake and jump off the rock at Blueberry Island. Only 30 minutes from Sunapee Mountain Ski Area & 21 minutes from Ragged MT Ski Resort. Whether you're seeking the thrill of the slopes, the tranquility of nature, or a bit of both, our Airbnb is the gateway to an unforgettable New Hampshire experiences.

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!

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.

The Lake house
Enjoy the southern exposure, a sugar sand walkout beach, an L-shaped dock, and classic Lake Winnipesaukee construction. The open concept includes a full kitchen and a living room. The spacious bathroom also includes a washer and dryer. It has one private bedroom, and a ships ladder guides you to a loft containing additional sleeping space, with a catwalk to a private balcony overlooking the lake. This property has a detached bunkhouse with two full-sized beds and a ¾ bath.

Cozy Eastman Cabin
Come stay at this cozy modern cabin in the Eastman community on a private 4-acre lot overlooking a heavily wooded forest. Large windows facing the woods let in a ton of light and make you feel like you’re in the treetops. The house is perfect for a small family getaway or a couples retreat. Go for a dip in Eastman Lake down the road or explore hiking and biking trails which are plentiful and nearby. Please note, 4-wheel-drive may be necessary in certain weather conditions.

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.

The NEST Haven awaits you.
You found your ultimate relaxation spot, sandy beaches on Rock Haven Lake (only 800' from your front door) infrared Sauna (accessible through the secret door) , 3 person hot tub, outdoor (seasonal) shower, luscious king seize bed, 6' TIPI daybed, firepit, outdoor tipi swing, a balcony and deck to enjoy the peaceful neighborhood. Round shower and deep claw foot soaker tub. Enjoy, relax and let your soul ponder.

Cabin HYGGE at Lumen Nature Retreat | Lotte
HYGGE (pronounced as "hoo-guh") is a Danish word that describes a mood of coziness, connection, and contentment. The moment you come to Lumen and enter Cabin Hygge, we hope you will feel just that. Everything you need to be comfortable and cozy -- nothing you don't. It is the perfect setting for you to spend quality time with your family or friends in a gorgeous, peaceful natural environment.
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

Luxury Suite Jacuzzi Pool White Mtns. River Front

ML home w beach, great views, hot tub, Pool/gym!

Kolelemook Cottage!

Vineyard Terrace - Modern & Beautiful

Riverfront Cabin Mountain View, Fireplace, Hot tub

Log Cabin on the River w/ Private Hot Tub

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

Waterfront on Opechee

The Niche...crafted & forged

Beautiful private cabin on Big Squam Lake

Mountain view 3 bedroom.

Allie Mae Yurt nestled in the woods

Coolidge Cabin

Luxury Cabin | A White Mountain Escape

Cozy, Pet-Friendly Escape Near Lake & Mountains
Family-friendly home rentals with a pool

Secluded Paradise on the Connecticut River, VT

3 BR Cozy + Renovated Cabin in the White Mountains

White Mountain Resort Pool/HotTub Shuttle to Loon

Family friendly + Mountain Views @amountainplace

Historic Schoolhouse c1866 Winter & Summer Dates

The Golden Eagle - Mountain Lodge

Riverfront Mountain Home with Loon Mtn Views

2 bedroom condo, mountain views, pools and jacuzzi
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 $136 NZD per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Ashland holiday rentals include Wi-Fi 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!
Destinations to explore
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- House rentals Ashland
- Pet-friendly rentals Ashland
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- Rentals with a fire pit Ashland
- Bed and breakfasts Ashland
- Waterfront rentals Ashland
- Rentals with a kayak Ashland
- Rentals with a patio Ashland
- Rentals with lake access Ashland
- Rentals with a fireplace Ashland
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- Family-friendly rentals Grafton County
- Family-friendly rentals New Hampshire
- Family-friendly rentals United States
- White Mountain National Forest
- Squam Lake
- Story Land
- Pats Peak Ski Area
- Weirs Beach
- Loon Mountain Resort
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Tenney Mountain Resort
- King Pine Ski Area
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Diana's Baths
- Waterville Valley Resort
- Bear Brook State Park
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Snhu Arena
- Crotched Mountain Ski and Ride
- Ice Castles
- Montshire Museum of Science




