
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$16,742 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.

"HillTop Hideaway"
YOUR LAKES REGION/ MOUNTAIN RETREAT Welcome to your perfect getaway. This brand new home is nestled into the hillside of a private 5 acre lot. On a quiet back road in Ashland NH, you can enjoy all the Lakes Region and White Mountains have to offer. The home is tastefully decorated. Easy access to all the ski resorts and incredible hiking trails. Right off 93. 10 minutes to Holderness. 10 minutes to Plymouth with great shops and restaurants. This lovely new retreat is very family oriented.
Indoor spacesKitchenCondition

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
KitchenFamilySleep quality

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.
FamilyIndoor spacesBackyard

The Little Red Retreat - No Adt. Cleaning Fee
Your home base to explore the White Mountains and all they have to offer. 15 minute drive to Lincoln / Woodstock & Loon Mountain; 35 minute drive to Littleton w/ easy access to Plymouth, Waterville Valley, & Lakes Region. This eclectic cabin was built from the ground up in 2024 with the sole intention of welcoming guests like you to its woodsy embrace. We set out to create a peaceful stay with room for the whole family to relax after a long day of exploring, hiking, and adventuring in NH.
FamilyKitchenAmenities

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!
FamilyIndoor spacesSkiing

Cozy Historic Home on Squam River
Welcome to our beautiful home in Ashland, NH! Nestled on a picturesque acre along Squam River, this cozy home with modern touches offers everything you need for a relaxing vacation no matter the season. Walking distance to restaurants, minutes to Squam and Plymouth State. 10 minutes to hiking trails and 30 minutes to major ski resorts. Keep a window open to hear a waterfall, dine outside and gather around a fire pit, or retreat to a renovated sugar shack. Our Ashland retreat has it all.
KitchenIndoor spacesHiking

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.
FamilyIndoor spacesLocation

Squam Ice House - Lake Front AirBNB
This Airbnb in Holderness NH has unobstructed views of Little Squam, and access to a private beach right across the street with picnic tables and swim raft. It’s perfect for your next vacation offering endless opportunities for relaxation, adventure or ice cream. Once a horse barn, this 1500 sq ft has been fully restored in 2021. The property has 3 bedrooms, 2 baths and the Ice House Creamery is attached to the Airbnb where we make our own homemade ice cream.
FamilyKitchenOutdoor spaces

Stunning A-Frame | Hot Tub | Mtn View | 3BR
Stunning A-Frame retreat in the White Mountains featuring soaring 30-ft ceilings and dramatic floor-to-ceiling windows. ✓ Hot Tub ✓ Mountain Views ✓ Fire Pit ✓ BBQ Grill ✓ Spacious Deck Relax under the stars, enjoy breathtaking mountain views, and create unforgettable memories with family and friends. Conveniently located just 20 minutes from Loon Mountain and Waterville Valley.
Indoor spacesDecorCheck-in

Mountain River Spacious Country Stu
Air conditioned 1000 square foot, light filled studio with full kitchen and private bath in secluded rural setting 5 minutes from I 93 and in between Newfound and Squam Lakes. Ample private parking, private entrance, outdoor lawn with perennial gardens with dining table, chairs and grill. A stream runs through the property with trails alongside of it. Dogs love this place!
KitchenFamilyLocation

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

Luxury Tiny Home Getaway- IRIS Home
FamilyIndoor spacesNearby

3 BR Cozy + Renovated Cabin in the White Mountains
Indoor spacesKitchenValue

Luxury Year-round Hobbit House w/ private hot tub
Indoor spacesKitchenView

Classic A-Frame with river, mountains, and hot tub
FamilyKitchenRiver

Spectacular log home with private pool and hot tub
KitchenIndoor spacesAmenities

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

The Golden Eagle - Mountain Lodge
FamilyIndoor spacesAmenities

The Alpine Oasis
KitchenIndoor spacesGetting around
Family- and pet-friendly home rentals

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

Luxury Retreat in the Mountains! Gas Fireplace
Indoor spacesKitchenLaundry

Waterfront on Opechee
KitchenIndoor spacesHospitality

The Lake house
KitchenIndoor spacesBathroom

Cozy Cottage w/ Mountain Views & Two Outdoor Decks
FamilyKitchenBathroom

Charming Mountain View River Cottage w/ Pvt. Trail
KitchenIndoor spacesLong stay

The Niche...crafted & forged
KitchenFamilyLayout

Coolidge Cabin
Indoor spacesFamilyLocation
Family-friendly home rentals with a pool

Basecamp in the White mountains
KitchenIndoor spacesPets

Spacious cabin in the heart of White Mountains
FamilyKitchenLong stay

Large vacation home with a view
KitchenFamilySkiing

Come in & Cozy up in Waterville Valley Estates
FamilyIndoor spacesAmenities

Loon Views · 3BR King + Bunkroom
FamilyIndoor spacesAccuracy

Charming Pool/Garden Guest House
KitchenIndoor spacesCleanliness

Views of Lake and Mountain
FamilyIndoor spacesAccess

Unique Equine Estate w/an Indoor Pool & Hot Tub.
Indoor spacesFamilyComfort
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$66,342 GYD | G$66,342 GYD | G$59,645 GYD | G$59,645 GYD | G$65,505 GYD | G$68,226 GYD | G$72,620 GYD | G$70,528 GYD | G$60,064 GYD | G$65,505 GYD | G$62,784 GYD | G$66,342 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
- New York Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Mont-Tremblant Vacation rentals
- Providence Vacation rentals
- Salem Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- Rentals with lake access Ashland
- House rentals Ashland
- 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
- Snhu Arena
- Cranmore Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Ragged Mountain Resort
- Bear Brook State Park
- Echo Lake State Park
- Crawford Notch State Park
- Diana's Baths
- Attitash Mountain Resort
- Flume Gorge
- Waterville Valley Resort





