
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$16,713 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!
FamilyIndoor spacesCleanliness

Cabin Hill at Taplin Hill Farm in Corinth, Vermont
Amazing White Mountain views on the peak of the farm. Private cozy cabin, perfect romantic vacation getaway, ideal for writers/artists, or like the owners, nomads looking to nature to inspire creativity and relaxation. One-room cabin with a full bathroom, kitchenette, and BBQ grill sits high on a ridge known as Cabin Hill. Expansive views of the White Mountains are seen from large windows and the deck. Outfitted with tasteful linens and bath amenities. Furry friends are welcome - NO Pet fees!!
KitchenIndoor spacesView

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.
Indoor spacesKitchenBreakfast

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.
KitchenFamilyHot tub

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
KitchenIndoor spacesLocation

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!
KitchenIndoor spacesQuiet

Newfound Lake Log Home | Hot Tub & Lake Views
Escape to Eagle Ridge, a Top 1% Airbnb log home overlooking beautiful Newfound Lake and featured in Log Home Living Magazine. Relax in the private hot tub, enjoy spectacular lake and mountain views, visit the Hebron town beach less than 1/4 mile away, or unwind by the fireplace. Set on 3.5 private acres, Eagle Ridge accommodates up to 6 guests with three bedrooms and two full baths. Enjoy central A/C, a screened porch, large patio, gas grill, high speed WiFi and whole house generator.
FamilyKitchenHospitality

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.
FamilyIndoor spacesWifi

Modern Rustic Cabin with Sauna near Lake and Hike
Escape to Black Dog Cabin, less than 2 hours from Boston: - Gather under the stars by the fire pit - Relax or grill on the huge back deck & sauna - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Hike, bike & snowshoe at nearby 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.
Indoor spacesFamilyCheck-in

Squam Lake Farmhouse, Beach Access, Winter Skiing
Quiet Large Farmhouse at Squam Lake. Five bedrooms, large kitchen, family room, and living room provide lots of space for large groups. Themed bedrooms, pool table, ping pong, cornhole, firepit, etc. Large yard. Lots of hiking trails local, great foliage, and many other Lakes Region attractions are close. Separate shared 40' Beach with swim docks and kayaks (5 min walk). Close to many ski mountains and other winter activities. Loon, Waterville, Gunstock,etc
Indoor spacesFamilyAmenities

Streamside Treehouse in the Woods with Sauna
Welcome to Stone City Treehouse! Stone City is a quiet retreat in the Vermont woods where time slows, and nature leads. Thoughtfully crafted spaces—treehouse & glamping stays, forest sauna, and gathering circles—invite deep rest, reconnection, and simple beauty. Come be held by fire, trees, and stillness, and leave feeling grounded, inspired, and gently restored.
KitchenFamilyWalkability

The Bear's Den: 40 acre Off-Grid Retreat +Gator
Experience the ultimate New Hampshire escape at The Bear's Den, a 4.97- star secluded retreat nestled on 40 private acres in the heart of the Lakes Region. This isn't just a stay; it's an off-grid adventure designed for those who want to unplug, reconnect, and explore the wild beauty of Moultonborough. Adventure Awaits!
FamilyKitchenView
Popular amenities for Ashland family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub
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Cozy Bow House Perched in Trees w/ Hot Tub & View
KitchenFamilyBathroom

Cozy Cabin on 5-acre Wooded Lot with Spa
KitchenFamilySleep quality

Kolelemook Cottage!
KitchenIndoor spacesHeating

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly
FamilyIndoor spacesPool

Spectacular log home with private pool and hot tub
FamilyKitchenRiver

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

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

"HillTop Hideaway"
KitchenFamilyDecor

Cabin on the Hill
Indoor spacesFamilyWifi

The Niche...crafted & forged
Indoor spacesFamilyDecor

Secluded Mountain View Cabin • Private Sauna
KitchenIndoor spacesQuiet

Cabin HYGGE at Lumen Nature Retreat | Lars
KitchenFamilyLocation

EPIC Luxury Treehouse - next to Dog Mountain !
Indoor spacesKitchenBathroom

Little Bear Lodge | Cozy Log Cabin in the Pines
FamilyKitchenView

The Lake house
FamilyKitchenHiking
Family-friendly home rentals with a pool

The Alpine Oasis
FamilyIndoor spacesHiking

Basecamp in the White mountains
Indoor spacesFamilyCleanliness

3 BR Cozy + Renovated Cabin in the White Mountains
KitchenFamilyCheckout

Holland Trail Hideaway at Waterville Estates
Indoor spacesFamilySleep quality

Million $ View of Lake Winni Flexible check in/out
FamilyIndoor spacesAccess

Historic Schoolhouse c1866 + Pool + Lake + Hot tub
FamilyIndoor spacesPets

Mountain cabin with views, privacy, and more.
FamilyIndoor spacesBathroom

The Bears Lair
FamilyIndoor spacesAccuracy
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$66,227 GYD | G$66,227 GYD | G$59,541 GYD | G$59,541 GYD | G$65,391 GYD | G$68,107 GYD | G$72,494 GYD | G$70,405 GYD | G$59,959 GYD | G$65,391 GYD | G$62,675 GYD | G$66,227 GYD |
| Avg. temp | -5°C | -4°C | 1°C | 7°C | 14°C | 19°C | 22°C | 21°C | 16°C | 10°C | 4°C | -2°C |
Destinations to explore
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- Rentals with lake access Ashland
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- Rentals with a kayak Ashland
- Rentals with beach access Ashland
- Pet-friendly rentals Ashland
- Rentals with breakfast Ashland
- Bed and breakfasts Ashland
- Waterfront rentals Ashland
- Family-friendly rentals Grafton County
- Family-friendly rentals New Hampshire
- Family-friendly rentals United States
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Dartmouth College
- Snhu Arena
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- King Pine Ski Area
- Conway Scenic Railroad
- Ragged Mountain Resort
- Pleasant Mountain Ski Area
- Bear Brook State Park
- Attitash Mountain Resort
- Waterville Valley Resort
- Crawford Notch State Park
- Echo Lake State Park
- Cannon Mountain Ski Resort





