
Family-friendly vacation rentals in Ashland
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Ashland

Total vacation rentals
Explore 50 vacation rentals in Ashland

Nightly prices starting at
Ashland vacation rentals start at G$16,736 GYD per night before taxes and fees

Verified guest reviews
Over 1,210 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Ashland vacation 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!
Top-rated family-friendly rentals in Ashland
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Cozy A Frame Cabin
Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!

Unique stay at a horse sanctuary
Immerse yourself in the quintessential Vermont experience at Storeybrook Farm. This rescue horse sanctuary is located amidst rolling hills, mountain vistas and a tranquil pond. "The Carriage House” is our largest suite with a fully equipped kitchen (stocked upon request), that opens up to a dining area with forest views. The living room features a woodburning fireplace and 2 built in queen bed "bunks". Enjoy sun-soaked pasture views from the main bedroom or while soaking in the clawfoot bathtub.

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Inclusive Forest Retreat Like No Other!
Relax in a hushed pine forest surrounded by beautiful private walking trails, with everything you need at your fingertips! We make off-grid living luxurious with high end bedding, fresh bread & 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!

Mountain River Suite with private deck and firepit
Close to town and I 93, a rural paradise. You have your own driveway, private deck and your own firepit, 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 leather loveseat, and a huge custom shower in the bathroom. The kitchen has a refrigerator, microwave, blender, crock pot and electric skillet. There is a television with cable, Netflix, etc. We stock coffee, and breakfast foods for your convenience.

Cozy Bow House Perched in Trees w/ Hot Tub & View
The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

Secluded Mountain View Cabin • Private Sauna
A real cabin in the North Woods secluded, private, and surrounded by open sky and sweeping mountain views that remind you why you came. This log-style retreat sits deep in the woods above Tamworth, fully equipped for comfort without sacrificing the rugged feel. Hike local trails, stargaze in near-zero light pollution, or sit by the fire pit with the mountains in front of you. The optional wood-fired sauna steps from the door is the perfect end to the day. Sauna available as a one-time add-on.

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

Mountain Lodge with Private Sauna
Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

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!

Fairytale cabin at The Wild Farm
Lay in bed and look out the huge picture window at the farm. You might see cats climbing trees, hummingbirds, snowflakes falling, lightning storms and many more beautiful moments. We have a Wolf, don't be alarmed she is as friendly as can be and will greet you and escort you to the cabin. If you like nature, animals, walking in the forest, cuddling up by the wood stove, then this is the place for you. The cabin is surrounded by gorgeous perennial gardens. We look forward to hosting you!

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.
Popular amenities for Ashland family-friendly rentals
Family-friendly home rentals with a hot tub

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

Private White Mountain RV Camping - VIEWS+HOT TUB!

Cozy 2 bedroom apartment in log home @ Moose Xing

Cozy Cabin on 5-acre Wooded Lot with Spa

Relaxing Countryside Oasis!

Cozy & Modern A-Frame in the woods w/HOT TUB

Private Barn On a Hilltop in Fairlee, Vermont

Classic A-Frame with river, mountains, and hot tub
Family- and pet-friendly home rentals

"HillTop Hideaway"

Waterfront on Opechee

Nature cabin | fire pit, fireplace, yard + privacy

The Little Red Retreat - No Adt. Cleaning Fee

Cozy Historic Home on Squam River

Cabin #4 "The Birch" with Lake View

Breezy Moose - A Frame Cabin/ Pet friendly

Holderness getaway
Family-friendly home rentals with a pool

Basecamp in the White mountains

Million $ View of Lake Winni Flexible check in/out

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

The Golden Eagle - Mountain Lodge

Mountain cabin with views, privacy, and more.

Exposed Beam Getaway - Heart of NH White Mountains

Peaks Perch Studio

Rocky Ledge: Cozy Pet-Friendly 3BR Log Cabin
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- Rentals with lake access Ashland
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- Pet-friendly rentals Ashland
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- Rentals with a fireplace Ashland
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- Family-friendly rentals United States
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Mount Washington Cog Railway
- Dartmouth College
- Tenney Mountain Resort
- Franconia Notch State Park
- Snhu Arena
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Diana's Baths
- Echo Lake State Park
- Bear Brook State Park
- Crawford Notch State Park





