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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$16,732 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
The exterior of the home showcases a blend of traditional and modern architecture, featuring a welcoming front porch. A landscaped yard with green grass surrounds the structure, while trees offer natural privacy. The building's two sections are connected by a covered entryway.
Home in Holderness

Holderness Hideaway 3BR/2BA Home near Meredith

Holderness Hideaway is the quintessential New Hampshire retreat—perfect for families or friends seeking peaceful escapes. Set back from the road with plenty of space to relax and unwind. It’s minutes from downtown Holderness and only 10 minutes to Meredith and Lake Winnipesaukee. Spend days boating on the lakes, hiking nearby trails, or exploring the Squam Lakes Science Center. Evenings are made for games, s’mores, and cozy nights by the fire. Experience the best of lake life and mountain charm!

Indoor spacesFamilyCheck-in

4.97 out of 5 average rating, 39 reviews
Guest favorite
A cabin nestled among vibrant autumn foliage displays a charming exterior with a bright red roof. Surrounding trees showcase a mix of red, orange, and yellow leaves, highlighting the serene natural landscape. A well-maintained driveway leads to the welcoming entrance of the home.
Cabin in Holderness

Cotton Lake Cabin- Amazing Views of Squam & Mtains

Come enjoy amazing views in this uniquely peaceful and secluded hill-top cabin overlooking Squam Lake and surrounding mountains at the end of a dirt road with absolutely no neighbors in sight! A hiker paradise with your personal trail head right behind the cabin. You can walk down to the Lake in ~5 min and will have easy access to endless activities among which: - Ashland Beach on Little Squam (7-min drive) - Boat ramp and marina to rent a boat (~3-min) - All the Whites have to offer (~25min)

FamilyIndoor spacesDecor

4.96 out of 5 average rating, 46 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.

KitchenIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 72 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

KitchenFamilyWalkability

4.95 out of 5 average rating, 178 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

Indoor spacesKitchenBackyard

5.0 out of 5 average rating, 100 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.

Indoor spacesFamilyHot tub

4.98 out of 5 average rating, 332 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 spacesFamilyGetting around

5.0 out of 5 average rating, 53 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.

KitchenIndoor spacesAccess

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.

Indoor spacesFamilyQuiet

4.91 out of 5 average rating, 311 reviews
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

Welcome to the White Mountains! Enjoy winter skiing , direct access to snowmobiling, and explore the mountains and rivers, or golf at nearby Owl's Nest in the summer. Our brand new luxury home has been thoughtfully designed with guests in mind, featuring all of the comforts of home. Centrally located between Loon Mountain and Waterville Valley, the home is situated to serve as your gateway to year round recreation in the White Mountains. The amenities are endless!

KitchenFamilyAccuracy

4.92 out of 5 average rating, 101 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.

KitchenIndoor spacesParking

4.95 out of 5 average rating, 42 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.

FamilyKitchenLong stay

4.98 out of 5 average rating, 299 reviews

Popular amenities for Ashland family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
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

KitchenFamilyBathroom

4.9 out of 5 average rating, 104 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

KitchenFamilyAir conditioning

4.89 out of 5 average rating, 155 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

KitchenFamilyBathroom

4.91 out of 5 average rating, 124 reviews
Top guest favorite
Cabin in Barnstead

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

Indoor spacesFamilySkiing

4.95 out of 5 average rating, 272 reviews
Top guest favorite
Cabin in Wentworth

Riverfront Cabin Mountain View, Fireplace, Hot tub

Indoor spacesKitchenShared spaces

4.97 out of 5 average rating, 217 reviews
Top guest favorite
Townhouse in Lincoln

Loon Views · 3BR King + Bunkroom

FamilyKitchenAccess

5.0 out of 5 average rating, 146 reviews
Superhost
A cozy loft area features a comfortable seating arrangement with a plush chaise lounge, inviting relaxation. Natural light filters through a skylight, highlighting warm wooden beams and connecting to a private deck that offers scenic mountain views.
Cabin in Campton

The Golden Eagle - Mountain Lodge

KitchenIndoor spacesBackyard

4.83 out of 5 average rating, 157 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 spacesFamilyBathroom

4.97 out of 5 average rating, 164 reviews

Family- and pet-friendly home rentals

Superhost
A bright studio interior showcases a comfortable seating area with two sofas and a dining table surrounded by four chairs. Natural light floods the space through large circular and rectangular windows, highlighting a simple floral centerpiece on the table. Decorative elements are present throughout.
Home in Plymouth

Mountain River Spacious Country Stu

FamilyIndoor spacesComfort

4.8 out of 5 average rating, 764 reviews
Top guest favorite
Cabin in Campton

Stickney Hill Cottage

Indoor spacesKitchenCleanliness

5.0 out of 5 average rating, 208 reviews
Top guest favorite
A rustic wooden cabin is nestled among snow-covered trees, with a clear path leading to its entrance. An American flag is displayed by the window, and fallen leaves around the cabin contrast against the fresh snow.
Place to stay in Moultonborough

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

Indoor spacesKitchenView

4.97 out of 5 average rating, 182 reviews
Top guest favorite
A well-maintained lawn leads to a serene lake view, with a flagpole displaying an American flag. A covered boat dock and several trees line the water's edge, while a pet can be seen on the grass, contributing to the tranquil atmosphere.
Cottage in Moultonborough

The Lake house

FamilyIndoor spacesNearby

4.96 out of 5 average rating, 116 reviews
Guest favorite
Cabin in Campton

Cozy Cottage w/ Mountain Views & Two Outdoor Decks

FamilyKitchenValue

4.9 out of 5 average rating, 213 reviews
Guest favorite
Home in Holderness

Holderness getaway

KitchenFamilyHospitality

4.84 out of 5 average rating, 165 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

FamilyIndoor spacesGetting around

4.85 out of 5 average rating, 374 reviews
Top guest favorite
The exterior view of a two-story cottage showcases a modern design with light-colored siding and multiple windows. A welcoming front staircase leads to the entrance, complemented by landscaped grounds and stone details. Nearby, similar cottages form a cozy community atmosphere.
Home in Laconia

Fall Foliage HQ- The Cottage on Paugus Bay

FamilyIndoor spacesAccess

4.89 out of 5 average rating, 163 reviews

Family-friendly home rentals with a pool

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

KitchenFamilySkiing

4.83 out of 5 average rating, 292 reviews
Guest favorite
An aerial view captures a serene lakeside setting, featuring a sandy beach lined with lounge chairs. Several boats are docked along the shore, while trees and buildings provide a natural backdrop, creating an inviting space for outdoor relaxation and activities.
Condo in Gilford

Great Condo near Gunstock, Lake Access & Concerts

Indoor spacesFamilyHospitality

4.91 out of 5 average rating, 286 reviews
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

FamilyKitchenAmenities

4.91 out of 5 average rating, 332 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

Indoor spacesFamilyAmenities

4.98 out of 5 average rating, 256 reviews
Top guest favorite
An aerial view of the equine estate showcases a blend of green fields and autumn foliage. The main building, featuring a dark roof, is bordered by trees and leads to a well-maintained driveway. Nearby, two red barns complement the rural landscape.
Farm stay in Loudon

Unique Equine Estate w/an Indoor Pool & Hot Tub.

FamilyIndoor spacesCheckout

4.95 out of 5 average rating, 108 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

Indoor spacesKitchenCheck-in

4.91 out of 5 average rating, 396 reviews
Top guest favorite
Condo in Lincoln

Remodeled 1BR sleeps 6 | pool & hot tub | Loon

FamilyKitchenHospitality

4.96 out of 5 average rating, 285 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

FamilyIndoor spacesHiking

4.85 out of 5 average rating, 162 reviews

When is the best time to visit Ashland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$66,300 GYDG$66,300 GYDG$59,607 GYDG$59,607 GYDG$65,463 GYDG$68,182 GYDG$72,574 GYDG$70,482 GYDG$60,025 GYDG$65,463 GYDG$62,744 GYDG$66,300 GYD
Avg. temp-5°C-4°C1°C7°C14°C19°C22°C21°C16°C10°C4°C-2°C

Destinations to explore