
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 ﺩ.ﺇ 294 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!
KitchenFamilyGetting around

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.
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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!!
Indoor spacesFamilyDecor

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.
KitchenIndoor spacesCleanliness

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
KitchenFamilyHeating

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.
KitchenFamilyTV

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!
FamilyKitchenQuiet

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.
KitchenFamilyBathroom

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. Mini splits for AC and heat in all bedrooms and common area. 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.
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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.
KitchenFamilyHiking

Hebron Historic Farmhouse
The farmhouse was built between 1795 and 1800 by the ancestors of the owner. We renovated it in 2017 and added 600 square feet to the original structure. The space combines the charm of the old with the convenience of the new. We know you will love this relaxing, quiet country setting with views over a lovely meadow to the south, and Mount Crosby to the north.
FamilyIndoor spacesComfort

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

Inclusive Forest Retreat Like No Other!
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Cozy Bow House Perched in Trees w/ Hot Tub & View
FamilyIndoor spacesBreakfast

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

Cozy Cabin on 5-acre Wooded Lot with Spa
Indoor spacesFamilyGrill

Classic A-Frame with river, mountains, and hot tub
FamilyIndoor spacesBackyard

Kolelemook Cottage!
Indoor spacesFamilyHot tub

Mid Century A-Frame with Hot Tub
FamilyKitchenLocation

Spectacular log home with private pool and hot tub
Indoor spacesFamilyAccess
Family- and pet-friendly home rentals

Cabin HYGGE at Lumen Nature Retreat | Lars
Indoor spacesFamilyHeating

Breezy Moose - A Frame Cabin/ Pet friendly
FamilyKitchenCheckout

The Niche...crafted & forged
Indoor spacesKitchenBiking

Mountain Hide Away, Warren Cabin
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The Cabin
Indoor spacesFamilyBiking

EPIC Luxury Treehouse - next to Dog Mountain !
FamilyKitchenNearby

Mountain River Spacious Country Stu
Indoor spacesFamilyBiking

Little Bear Lodge | Cozy Log Cabin in the Pines
Indoor spacesFamilyGrill
Family-friendly home rentals with a pool

Basecamp in the White mountains
FamilyIndoor spacesGetting around

Charming Pool/Garden Guest House
Indoor spacesKitchenTV

The Alpine Oasis
KitchenIndoor spacesHeating

Mountain cabin with views, privacy, and more.
Indoor spacesFamilyHiking

Great Condo near Gunstock, Lake Access & Concerts
Indoor spacesKitchenAmenities

Loon Views · 3BR King + Bunkroom
Indoor spacesKitchenHiking

Historic Schoolhouse c1866 + Pool + Lake + Hot tub
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Come in & Cozy up in Waterville Valley Estates
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When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,164 | ﺩ.ﺇ 1,164 | ﺩ.ﺇ 1,047 | ﺩ.ﺇ 1,047 | ﺩ.ﺇ 1,149 | ﺩ.ﺇ 1,197 | ﺩ.ﺇ 1,274 | ﺩ.ﺇ 1,238 | ﺩ.ﺇ 1,054 | ﺩ.ﺇ 1,149 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,164 |
| 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 |
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- Rentals with a kayak Ashland
- Rentals with beach access Ashland
- Pet-friendly rentals 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
- Weirs Beach
- Loon Mountain Resort
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Dartmouth College
- Cranmore Mountain Resort
- Snhu Arena
- Tenney Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Ragged Mountain Resort
- Bear Brook State Park
- Waterville Valley Resort
- Crawford Notch State Park
- Attitash Mountain Resort
- Flume Gorge
- Echo Lake State Park
- Diana's Baths





