
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!
FamilyIndoor spacesHospitality

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 spacesWalkability

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 spacesKitchenView

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.
FamilyIndoor spacesAccess

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.
Indoor spacesFamilyAccess

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.
KitchenIndoor spacesCondition

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.
Indoor spacesKitchenBreakfast

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!
Indoor spacesFamilyView

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.
KitchenIndoor spacesCleanliness

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.
Indoor spacesFamilyParking

Luxury Glamping NH - Geodome Sanctuary
Escape to a private luxury sanctuary retreat tucked behind a small family owned Christmas tree farm in Sutton, New Hampshire. This adults-only geodome features a private hot tub, wood-fired cedar sauna, cold plunge, hammock and fire pit beneath a sky full of stars. Created for couples seeking rest, connection, and renewal, it’s the perfect place to slow down, reconnect, and experience the beauty of New Hampshire. Just 80 minutes from Boston, yet a world away.
KitchenFamilyHeating

Cozy Cabin on 5-acre Wooded Lot with Spa
Enjoy a magical New Hampshire getaway at the cozy Sunapee Cabin. Nestled in a 5 acre wooded lot in the Kearsarge Valley the private Sunapee Cabin is a short 15 min drive from the Mt Sunapee Ski Resort and Sunapee State Park & Beach, 5 min from Kezar Lake & Wadleigh State Park and 15 min from the beautiful Winslow State Park with countless hiking trails and kayaking spots. Photos by Chris & Pam Daniele / @dirtandglass
Indoor spacesKitchenBackyard
Popular amenities for Ashland family-friendly rentals
Family-friendly home rentals with a hot tub

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

As Unique as they come!
FamilyIndoor spacesComfort

Timothy House
FamilyKitchenHiking

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

Spectacular log home with private pool and hot tub
KitchenIndoor spacesLaundry

Classic A-Frame with river, mountains, and hot tub
Indoor spacesFamilyQuiet

The Golden Eagle - Mountain Lodge
FamilyKitchenAccess

Inclusive Forest Retreat Like No Other!
KitchenFamilyValue
Family- and pet-friendly home rentals

Cabin on the Hill
KitchenFamilyAccuracy

The Niche...crafted & forged
FamilyKitchenBackyard

The Little Red Retreat - No Adt. Cleaning Fee
FamilyKitchenPets

Cabin HYGGE at Lumen Nature Retreat | Lars
FamilyIndoor spacesQuiet

Secluded Mountain View Cabin • Private Sauna
FamilyIndoor spacesDecor

Mountain River Spacious Country Stu
KitchenIndoor spacesGrill

Charming Mountain view w/ River HSI Wi-Fi / Pets
Indoor spacesFamilyParks

The Cabin
FamilyIndoor spacesSkiing
Family-friendly home rentals with a pool

Luxury Studio White Mtns Jacuzzi Pool Pond River
KitchenIndoor spacesTV

The Alpine Oasis
KitchenFamilyHot tub

Basecamp in the White mountains
KitchenIndoor spacesPool

Breathtaking Lake View! Hot tub! Concerts! Lake!
KitchenIndoor spacesView

3 BR Cozy + Renovated Cabin in the White Mountains
KitchenFamilyHospitality

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

Historic Schoolhouse c1866 + Pool + Lake + Hot tub
KitchenIndoor spacesTV

Riverfront White Mtn retreat
KitchenFamilyBackyard
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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- 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
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Dartmouth College
- Snhu Arena
- Tenney Mountain Resort
- Cranmore Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Ragged Mountain Resort
- Pleasant Mountain Ski Area
- Bear Brook State Park
- Waterville Valley Resort
- Echo Lake State Park
- Diana's Baths
- Crawford Notch State Park
- Attitash Mountain Resort
- Flume Gorge
- Squam Lakes Natural Science Center
- Ice Castles





