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$16,738 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.

1 of 1 pages1 / 1
Top guest favorite
A bright sleeping area is highlighted by sunlight streaming through three windows. A bed is draped with a floral-patterned coverlet. The view outside features lush greenery, adding a natural touch to the serene ambiance.
Guest suite in Plymouth

Mountain River Suite with private deck and firepit

Close to town and I 93, a rural paradise. You have your own driveway, private deck and your own firepit, with gorgeous views of hills and gardens. The bed is surrounded by two walls of windows-with shades. There is a Hearthstone gas stove, a leather loveseat, and a huge custom shower in the bathroom. The kitchen has a refrigerator, microwave, blender, crock pot and electric skillet. There is a television with cable, Netflix, etc. We stock coffee, and breakfast foods for your convenience.

KitchenIndoor spacesCleanliness

4.84 out of 5 average rating, 341 reviews
Top guest favorite
A welcoming exterior view of a vacation home surrounded by trees, featuring a spacious deck with seating. A circular fire pit with Adirondack chairs is situated in a gravel area, creating an inviting outdoor space for gatherings.
Home in Ashland

"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 spacesFamilyDecor

5.0 out of 5 average rating, 74 reviews
Top guest favorite
A welcoming porch features double blue doors framed by white pillars. An American flag hangs to the left, while light filters through the nearby windows. A bench sits on the wooden deck, inviting guests to enjoy the surrounding greenery.
Home in Plymouth

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

Indoor spacesFamilyWifi

4.95 out of 5 average rating, 180 reviews
Top guest favorite
Cabin in Alexandria

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 spacesGetting around

4.99 out of 5 average rating, 337 reviews
Top guest favorite
Cabin in Campton

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 spacesQuiet

5.0 out of 5 average rating, 214 reviews
Guest favorite
An aerial view captures a spacious white house with a modern roof, surrounded by a lush landscape of trees displaying autumn colors. The nearby town and rolling hills provide a scenic backdrop, emphasizing the home's serene setting.
Home in Ashland

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.

Indoor spacesFamilyOutdoor spaces

5.0 out of 5 average rating, 54 reviews
Top guest favorite
The living area features a high, wooden ceiling with large windows that provide natural light and views of the surroundings. A stone fireplace is positioned centrally, flanked by comfortable seating. A dining area and modern kitchen appliances are visible in the background.
Home in Hebron

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.

Indoor spacesFamilyHospitality

4.99 out of 5 average rating, 184 reviews
Superhost
The exterior of a two-story house is displayed, featuring a brown wooden façade and a large deck with a welcoming entrance. Two garage doors are visible beneath the deck, alongside a landscaped area with greenery, and a driveway leads to the home.
Home in Ashland

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 spacesBeach

4.91 out of 5 average rating, 311 reviews
Guest favorite
A sandy beach transitions to a calm lake, where several boats are anchored, floating gently on the water. Green hills provide a natural backdrop, while birch trees frame the scene, enhancing the serene atmosphere of Little Squam.
Condo in Holderness

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.

FamilyKitchenAccess

4.95 out of 5 average rating, 44 reviews
Top guest favorite
Home in Center Harbor

Hidden Kids Room | Kayaks | Fire Pit | Epic views

Relax, recharge, reconnect. Whatever you are looking for from your stay, it would be an honor to host you in The Riverview Haven. Planning a vacation is a big decision but our goal is to do everything we can to create an unforgettable experience with your friends, family, & loved ones. Message us for local event information, trip planning and seasonal discounts! Kayla and Charlie.

FamilyIndoor spacesWifi

4.98 out of 5 average rating, 48 reviews
Top guest favorite
Cabin in Conway

Modern A-frame w/ Mountain Views - North Conway

Welcome to our cozy 3-bedroom A-frame cabin, nestled in the heart of North Conway. Originally built by our grandparents in the 1960's, this A-frame serves as the perfect home-base for adventuring and exploring all that the White Mountains have to offer; skiing, snowshoeing, snowmobiling, hiking, biking, breweries, dining, floating the Saco, leaf-peeping and the like!

Indoor spacesFamilyGetting around

4.98 out of 5 average rating, 220 reviews
Top guest favorite
The exterior of the farmhouse features a well-maintained white siding facade and a welcoming yellow front door. A neatly landscaped yard is present, showcasing a mix of greenery and colorful flowers. Stone pathways and a low stone wall add rustic charm to the serene setting.
Home in Hebron

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.

KitchenFamilyGetting around

4.98 out of 5 average rating, 301 reviews

Popular amenities for Ashland family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A covered wooden deck is highlighted by a hot tub, steam rising gently from its surface. Cozy seating is arranged nearby, facing a lush green backyard surrounded by trees. Soft lighting is provided by string lights overhead, creating a relaxed outdoor space.
Home in Holderness

20mins BNH Pavilion- Large Home, Hot Tub, Firepit

KitchenFamilyView

4.88 out of 5 average rating, 105 reviews
Top guest favorite
An open-concept kitchen features a central island with a light-colored countertop. Wooden beams and paneled walls add warmth to the space. Large windows provide natural light, displaying views of the surrounding trees. A rustic dining table is positioned nearby, enhancing the inviting atmosphere.
Cabin in Thornton

3 BR Cozy + Renovated Cabin in the White Mountains

Indoor spacesFamilyHospitality

4.97 out of 5 average rating, 168 reviews
Top guest favorite
A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.
Earthen home in Sanford

Luxury Year-round Hobbit House w/ private hot tub

FamilyIndoor spacesHospitality

4.92 out of 5 average rating, 132 reviews
Guest favorite
A rustic wooden cabin features a natural wooden exterior, complemented by large windows allowing light to filter through. The structure is framed by a tree-lined background, with a gentle walkway leading to the entrance and well-maintained greenery surrounding the property.
Home in Campton

Spectacular log home with private pool and hot tub

KitchenIndoor spacesGetting around

4.92 out of 5 average rating, 367 reviews
Guest favorite
A spacious living area features comfortable seating arrangements including a sectional sofa and two armchairs. Natural light fills the room through multiple windows. A wooden coffee table sits at the center, surrounded by a textured area rug and light hardwood flooring.
Cabin in Campton

Spacious cabin in the heart of White Mountains

FamilyIndoor spacesAccess

4.91 out of 5 average rating, 127 reviews
Guest favorite
Cabin in Barnstead

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

Indoor spacesKitchenCleanliness

4.95 out of 5 average rating, 274 reviews
Top guest favorite
Home in Sugar Hill

Sugar Hill Hideaway | Theater~Games~Hot Tub~Sauna

Indoor spacesKitchenView

4.97 out of 5 average rating, 108 reviews
Guest favorite
A modern home is set within a lush green landscape, featuring a spacious deck that wraps around the building. The structure has large windows and a unique upper dormer, complementing the natural surroundings. A gravel driveway leads to the entrance, nestled in a tranquil wooded area.
Chalet in Campton

Large vacation home with a view

Indoor spacesFamilyBathroom

4.89 out of 5 average rating, 158 reviews

Family- and pet-friendly home rentals

When is the best time to visit Ashland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$66,323 GYDG$66,323 GYDG$59,628 GYDG$59,628 GYDG$65,486 GYDG$68,206 GYDG$72,600 GYDG$70,507 GYDG$60,046 GYDG$65,486 GYDG$62,766 GYDG$66,323 GYD
Avg. temp-5°C-4°C1°C7°C14°C19°C22°C21°C16°C10°C4°C-2°C