
Family-friendly holiday rentals in Ashland
Find and book unique family-friendly homes on Airbnb
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 $113 AUD per night before taxes and fees

Verified guest reviews
Over 1,210 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!
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 spacesNearby

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 spacesKitchenAir conditioning

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!
KitchenFamilyHiking

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
KitchenFamilyWi-Fi

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!
KitchenFamilyWi-Fi

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.
FamilyKitchenParks

Treetop Sanctuary
Get away from life at the treetop sanctuary! Follow the suspended path through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor. The space is perfect for reconnecting with nature. Amenities: Elec. WIFI, Compost toilet, Woodstove (I supply firewood), Fridge. Bring; *SLEEPING BAGS* or Blankets/Linens (queen size) Pots and pans, (If You wish to cook on the stove) Accepting children 10 +up. Absolutely no pets. 4wd/awd during winter pls.
KitchenIndoor spacesQuiet

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.
Indoor spacesFamilyCleanliness

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 spacesFamilyLayout

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 spacesKitchenCleanliness

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.
FamilyKitchenAmenities

The Cabin
Welcome to The Cabin! This cozy, rustic cabin is a part of 85 private acres in Danville, VT, just up the road from The Forgotten Village at Greenbank’s Hollow. Perched at the crest of a 12 acre pasture, enjoy both local and long range views of the Presidential Range. Trails lead you in various directions throughout the woods. The Cabin is a place to breathe deep, enjoy nature, and simply get away from it all!
KitchenIndoor spacesComfort
Popular amenities for Ashland family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Cabin on 5-acre Wooded Lot with Spa
KitchenIndoor spacesGetting around

forest retreat; off-grid writers cabin
FamilyKitchenParks

Cozy Bow House Perched in Trees w/ Hot Tub & View
Indoor spacesFamilyPets

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

As Unique as they come!
KitchenIndoor spacesHeating

Classic A-Frame with river, mountains, and hot tub
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Private White Mountain RV Camping - VIEWS+HOT TUB!
Indoor spacesFamilyQuiet

Cozy & Modern A-Frame in the woods w/HOT TUB
FamilyIndoor spacesGetting around
Family- and pet-friendly home rentals

Cabin HYGGE at Lumen Nature Retreat | Lars
KitchenFamilyView

The Bear's Den: 40 acre Off-Grid Retreat +Gator
KitchenFamilyBiking

Cabin Hill at Taplin Hill Farm in Corinth, Vermont
Indoor spacesFamilyCondition

Secluded Mountain View Cabin • Private Sauna
Indoor spacesKitchenOutdoor spaces

The Little Red Retreat - No Adt. Cleaning Fee
FamilyIndoor spacesQuiet

Breezy Moose - A Frame Cabin/ Pet friendly
Indoor spacesFamilyCondition

Cabin on the Hill
KitchenIndoor spacesComfort

Mountain Hide Away, Warren Cabin
FamilyIndoor spacesTV
Family-friendly home rentals with a pool

Basecamp in the White mountains
KitchenFamilyGetting around

Great Condo near Gunstock, Lake Access & Concerts
KitchenIndoor spacesSkiing

Charming Pool/Garden Guest House
Indoor spacesKitchenHeating

The Alpine Oasis
Indoor spacesFamilyValue

3 BR Cozy + Renovated Cabin in the White Mountains
Indoor spacesFamilyWi-Fi

Million $ View of Lake Winni Flexible check in/out
Indoor spacesKitchenComfort

Historic Schoolhouse c1866 + Pool + Lake + Hot tub
Indoor spacesFamilySleep quality

Stunning 2BR with Mountain Views | Nordic Village
KitchenFamilyLocation
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $449 AUD | $449 AUD | $403 AUD | $403 AUD | $443 AUD | $462 AUD | $491 AUD | $477 AUD | $406 AUD | $443 AUD | $425 AUD | $449 AUD |
| 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
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- Rentals with lake access Ashland
- House rentals Ashland
- Rentals with a kayak Ashland
- Pet-friendly rentals Ashland
- Rentals with beach access 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





