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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$16,734 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.

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Guest favorite
An A-frame cabin showcases a wooden exterior with large glass windows, allowing natural light indoors. The deck features four Adirondack chairs arranged around a circular fire pit. Surrounding greenery and autumnal trees enhance the serene outdoor setting.
Cabin in Danbury

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!

4.94 out of 5 average rating, 154 reviews
Top guest favorite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford

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.

4.91 out of 5 average rating, 604 reviews
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.

4.84 out of 5 average rating, 341 reviews
Top guest favorite
An aerial view of the property displays a spacious yard with a well-maintained in-ground saltwater pool surrounded by wooden decking. A barrel sauna and fire pit are positioned nearby, complemented by manicured greenery and tall coniferous trees in the background.
Home in Meredith

1840 Meredith Farmhouse w/ outdoor Sauna & Pool

This beautifully renovated antique 1840 Meredith Farmhouse combines timeless charm with modern comforts. Nestled on over 3 acres in the lakes and mountains, it features a snowmobiling trail in the backyard, easy access to hiking, skiing & lakes, and is less than 10 minutes from Mill Falls in downtown Meredith. Outdoor amenities include a barrel sauna, cozy fire pit, in-ground saltwater pool & a game room. Inside, the chef’s kitchen boasts Thermador appliances, a coffee & tea nook & a bar area

5.0 out of 5 average rating, 102 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

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.

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!

5.0 out of 5 average rating, 215 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.

4.99 out of 5 average rating, 184 reviews
Guest favorite
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.

4.91 out of 5 average rating, 312 reviews
Top guest favorite
Cabin in Campton

Grapevine Cabin

Beautiful space to relax inside the cabin or outside in the hot tub or by the fire pit after a day of exploring the mountains. Enjoy your stay with everything you need for a getaway in NH. Cabin is fully equipped to cook inside and out. Just so people are aware we are fairly new to hosting and our cabin was ready for guests in the middle of winter. Currently working on a fence for privacy.

4.92 out of 5 average rating, 100 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!

4.98 out of 5 average rating, 221 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.

4.98 out of 5 average rating, 302 reviews

Popular amenities for Ashland family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
A serene body of water is framed by lush greenery and trees, reflecting a partially cloudy sky. The sandy shore in the foreground creates a natural border, inviting visitors to enjoy the peaceful landscape and outdoor activities.
Home in Campton

Stylish Mtn Home-Indoor Pools/ Hot Tubs & Fire Pit

5.0 out of 5 average rating, 132 reviews
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

4.88 out of 5 average rating, 105 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

4.89 out of 5 average rating, 158 reviews
Top guest favorite
Cabin in Bradford

Cozy Cabin on 5-acre Wooded Lot with Spa

4.99 out of 5 average rating, 135 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

4.97 out of 5 average rating, 169 reviews
Top guest favorite
Dome in Sutton

Luxury Glamping NH - Geodome Sanctuary

4.97 out of 5 average rating, 193 reviews
Top guest favorite
Home in Wakefield

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

4.98 out of 5 average rating, 210 reviews
Top guest favorite
Cabin in Wentworth

Riverfront Cabin Mountain View, Fireplace, Hot tub

4.97 out of 5 average rating, 221 reviews

Family- and pet-friendly home rentals

Guest favorite
A modern two-story home is surrounded by green lawns and tall trees. It features a mix of white and dark exterior elements, with large windows allowing natural light. Soft outdoor lighting highlights the landscaped area, creating a serene evening ambiance.
Home in Thornton

Luxury Retreat in the Mountains! Gas Fireplace

4.91 out of 5 average rating, 103 reviews
Guest favorite
Cabin in Campton

Cozy Cottage w/ Mountain Views & Two Outdoor Decks

4.9 out of 5 average rating, 214 reviews
Top guest favorite
A red cabin with a sloped roof is situated among tall trees adorned with autumn leaves. The front porch features white railings and a welcoming wreath on the door. A grassy area surrounding the cabin extends into a natural wooded landscape.
Home in Thornton

The Little Red Retreat - No Adt. Cleaning Fee

4.99 out of 5 average rating, 132 reviews
Top guest favorite
A well-maintained outdoor area features a stone patio surrounded by colorful adirondack chairs in blue, green, purple, and pink. A circular fire pit sits at the center, with a scenic view of the tranquil water and lush greenery in the background.
Apartment in Laconia

Waterfront on Opechee

4.85 out of 5 average rating, 378 reviews
Top guest favorite
A covered porch offers a spacious outdoor setting with wooden rocking chairs and a bench. Scenic views of fall foliage and rolling mountains are visible in the background, providing a serene environment for relaxation.
Chalet in Franconia

Bear Ridge Lodge

4.95 out of 5 average rating, 354 reviews
Top guest favorite
A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.
Cabin in Conway

The Conscious Cabin | Getaways + Retreats

4.96 out of 5 average rating, 201 reviews
Guest favorite
The exterior of the cabin is framed by tall trees, showcasing a wooden facade and a covered porch. Two rocking chairs are positioned on the porch, while a large boulder and log stumps are visible in the grassy yard.
Home in Thornton

The Niche...crafted & forged

4.93 out of 5 average rating, 637 reviews
Guest favorite
A three-story lodge is nestled among lush greenery, featuring a spacious balcony with wooden railing. Natural stone leads to the entrance, framed by trees, emphasizing the serene woodland setting. Sunlight filters through the leaves, brightening the facade.
Home in Campton

Come in & Cozy up in Waterville Valley Estates

4.83 out of 5 average rating, 295 reviews

Family-friendly home rentals with a pool

Top guest favorite
The living area features a stone fireplace as a focal point, accompanied by a comfortable dark sofa and armchair. A wooden coffee table is centered on a patterned rug. A flat-screen TV is mounted on the wall, while decorative accents like a wall-mounted ladder and artwork complement the space.
Condo in Campton

The Alpine Oasis

4.91 out of 5 average rating, 338 reviews
Guest favorite
A cozy living area is illuminated by a lamp, featuring a comfortable sofa and armchair positioned around a coffee table. A television stands on a cabinet beside a stone fireplace. A dining table with wooden chairs is nearby, set against a floral window treatment.
Condo in Woodstock

Loon Mountain Area Rental - 2Br/2Ba

4.91 out of 5 average rating, 243 reviews
Guest favorite
A scenic view features a charming building with a green roof adjacent to a white steepled church. Fall foliage showcases vibrant orange, yellow, and red leaves surrounding the structures, creating a picturesque backdrop against a clear sky.
Home in Meredith

Walk to Downtown Meredith | Private Pool & Hot Tub

4.85 out of 5 average rating, 162 reviews
Top guest favorite
A modern kitchen is visible, featuring stainless steel appliances, including a refrigerator and stove. Dark cabinetry offers storage, while a dining table with four wooden chairs is positioned nearby. Natural light enters through a window, illuminating the marble floor.
Condo in Laconia

Million $ View of Lake Winni Flexible check in/out

4.91 out of 5 average rating, 399 reviews
Top guest favorite
A small red cabin with a green metal roof is surrounded by trees and rocks. Flower boxes are mounted under the windows, adding a touch of color. A patio area is visible nearby, featuring chairs and an umbrella for shade.
Tiny home in Thornton

Basecamp in the White mountains

4.98 out of 5 average rating, 259 reviews
Guest favorite
A spacious living area is depicted, featuring a soft sectional sofa oriented towards a light-colored area rug. A modern kitchen with white cabinetry and stainless steel appliances can be seen in the background. Natural light floods through sheer curtains, enhancing the inviting space.
Condo in Laconia

Great night sleep is our specialty!

4.88 out of 5 average rating, 121 reviews
Top guest favorite
A spacious living area features a large sectional sofa with cozy cushions, complemented by a wooden coffee table. A spiral staircase ascends to the upper level. Light flows through windows, illuminating the warm tones of the carpet and walls. A stone fireplace adds a focal point.
Apartment in Bartlett

Stunning 2BR with Mountain Views | Nordic Village

4.99 out of 5 average rating, 168 reviews
Guest favorite
A modern kitchen displays sleek cabinetry and a white countertop with three wooden stools positioned at the bar. Open shelving holds decorative items and kitchen essentials. Natural light enters through a window, while a microwave and dishwasher are conveniently integrated into the design.
Vacation home in Gilford

Marty'sBay-RetroCondo, Private Beach, Concert Path

4.93 out of 5 average rating, 322 reviews

When is the best time to visit Ashland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$66,308 GYDG$66,308 GYDG$59,614 GYDG$59,614 GYDG$65,471 GYDG$68,190 GYDG$72,583 GYDG$70,491 GYDG$60,033 GYDG$65,471 GYDG$62,752 GYDG$66,308 GYD
Avg. temp-5°C-4°C1°C7°C14°C19°C22°C21°C16°C10°C4°C-2°C

Destinations to explore