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Pet-friendly holiday rentals in Ashland

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Ashland

  • Total holiday rentals

    Explore 40 holiday rentals in Ashland

  • Nightly prices starting at

    Ashland holiday rentals start at €62 per night before taxes and fees

  • Verified guest reviews

    Over 940 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Ashland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ashland rentals

  • 4.8 Average rating

    Ashland stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated pet-friendly home rentals in Ashland

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Campton

Cozy Cottage w/ Mountain Views & Two Outdoor Decks

Welcome to Notch View Cottage, where you can escape to a cozy retreat nestled in the White Mountains on 13 wooded acres. Take in breathtaking mountain views from both the upper and lower decks while the crackling outdoor fire-pit provides the perfect opportunity for roasting s'mores. Cook up a delicious meal on the gas and charcoal grill on the lower deck and enjoy dining al fresco in the fresh mountain air ✔ Stunning Mountain Views ✔ BBQ Grill ✔ Fire Pit ✔ Upper and Lower Deck Learn more below

WalkabilityPetsLaundry

4.9 out of 5 average rating, 214 reviews
Top guest favourite
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

Fern Hollow 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.

Outdoor spacesWalkabilityIndoor spaces

4.92 out of 5 average rating, 132 reviews
Top guest favourite
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.

PetsOutdoor spacesDecor

4.84 out of 5 average rating, 341 reviews
Top guest favourite
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.

Outdoor spacesPetsBathroom

4.99 out of 5 average rating, 337 reviews
Top guest favourite
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

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.

Outdoor spacesWalkabilityNearby

4.99 out of 5 average rating, 132 reviews
Top guest favourite
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

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Outdoor spacesPetsQuiet

4.96 out of 5 average rating, 201 reviews
Top guest favourite
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!

Outdoor spacesWalkabilityGetting around

5.0 out of 5 average rating, 215 reviews
Guest favourite
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.

PetsOutdoor spacesGrill

4.91 out of 5 average rating, 312 reviews
Top guest favourite
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

Newly built, chalet-style log home featured in both Cabin Living and Log Cabin Homes Magazines. Sweeping mountain and sunset views. Modern, Scandinavian decor. Generous front deck and covered porch for sunbathing, stargazing and outdoor dining in the summer and fall. Soaring stone fireplace makes for a warm, fully-appointed ski lodge in the winter months. 5 minutes from Cannon and 20 minutes from both Loon and Bretton Woods. Miles of National Forest trails out the back door.

Outdoor spacesWalkabilityComfort

4.95 out of 5 average rating, 354 reviews
Guest favourite
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 designer 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!

WalkabilityPetsHiking

4.91 out of 5 average rating, 103 reviews
Guest favourite
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

Welcome to the Niche, crafted and forged to preserve your memories. The many custom touches in this space echo our wish for your experience here: beautiful, unique, and unforgettable. As you relax under the covered patio, I hope you find the peaceful time away you're searching for. The Niche is a cozy return after your day of swimming, hiking, skiing, or other recreational fun here in the White Mountains. You’ll have no shortage of activities to occupy your stay.

WalkabilityPetsCheckout

4.93 out of 5 average rating, 637 reviews
Top guest favourite
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

Enjoy peace and tranquility along the shores of Winnipesaukee's Paugus Bay. This Brand New waterfront Cottage is one of the most popular in Lakes Region and is central to all the Lakes Region has to offer. Along the western tip of the lake, easy access to I-93. The community comes with a day dock and easy access to boating and other lake activities. Come back year after year. We love repeat guests and offer discounts for second stays!

WalkabilityPetsBeach

4.89 out of 5 average rating, 165 reviews

Popular amenities for Ashland pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Guest favourite
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

Outdoor spacesPetsWifi

4.83 out of 5 average rating, 295 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

PetsWalkabilityKitchen

4.88 out of 5 average rating, 105 reviews
Top guest favourite
The uniquely shaped house, adorned with shingles, is surrounded by lush greenery. Large windows reflect the vibrant foliage, allowing natural light to illuminate the structure. The natural stone wall complements the rustic aesthetic, creating a harmonious blend with the wooded landscape.
Home in Fairlee

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

Outdoor spacesWalkabilitySkiing

4.96 out of 5 average rating, 600 reviews
Guest favourite
An expansive wooden deck provides a welcoming space for relaxation, featuring multiple chairs and a table. A large umbrella offers shade, while the lake and trees are visible in the background, showcasing the natural surroundings and unobstructed views.
Home in Tuftonboro

20 Mile Bay - Tuftonboro - Lake View Pet friendly

WalkabilityOutdoor spacesTV

4.94 out of 5 average rating, 124 reviews
Top guest favourite
A dining area is seen through an open doorway, featuring a wooden table surrounded by six chairs. Warm lighting is provided by a chandelier above, while a bowl of flowers centers the table. A patterned rug lies beneath, and cabinetry is visible in the background.
Home in Hartford

Charming, Cozy Cape

WalkabilityOutdoor spacesSleep quality

4.98 out of 5 average rating, 179 reviews
Guest favourite
Home in Thornton

LogHome HotTub,Fire Pit! 3min to OwlsNest

PetsWalkabilityBiking

4.93 out of 5 average rating, 252 reviews
Guest favourite
Home in Holderness

Holderness getaway

Outdoor spacesPetsAccuracy

4.84 out of 5 average rating, 166 reviews
Top guest favourite
The hillside home is framed by trees, featuring a red exterior with white trim. A small deck with two red chairs is visible in front, offering a cozy outdoor space to relax among the greenery.
Home in Corinth

Dawnside - Green Mtns Home with White Mtns View

PetsOutdoor spacesTV

4.99 out of 5 average rating, 364 reviews

Pet-friendly home rentals with a pool

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

Outdoor spacesWalkabilityPool

4.83 out of 5 average rating, 158 reviews
Guest favourite
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

Outdoor spacesPetsHot tub

4.91 out of 5 average rating, 127 reviews
Guest favourite
Apartment in Laconia

Cozy Lake Condo | 15 Min to Gunstock Ski Area

WalkabilityOutdoor spacesGetting around

4.93 out of 5 average rating, 103 reviews
Guest favourite
A spacious open living area features wooden walls and a high ceiling with skylights. A comfortable sectional sofa is positioned around a coffee table, providing a cozy gathering spot. Large windows offer views of the wooded surroundings, while a dining area is visible in the background.
Cabin in Campton

The Bears Lair

PetsOutdoor spacesHeating

4.93 out of 5 average rating, 140 reviews
Guest favourite
A serene landscape features a vibrant sunset with shades of pink and purple reflecting on the surface of a lake. Mist envelops the mountains in the background, while a cozy building is nestled among lush greenery, creating a calm and peaceful setting.
Apartment in Waterville Valley

1BR PetFriendly Condo W/ Pool. Tennis, Golf nearby

PetsOutdoor spacesCleanliness

4.89 out of 5 average rating, 101 reviews
Top guest favourite
Place to stay in Shapleigh

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

PetsWalkabilityBack garden

5.0 out of 5 average rating, 145 reviews
Guest favourite
Cabin in Bartlett

Saco River Private Chalet: 2BR/2BA

PetsOutdoor spacesAir conditioning

4.97 out of 5 average rating, 132 reviews
Guest favourite
A cozy room features beige walls with subtle lines, accented by a large round mirror. A small kitchenette is equipped with a microwave and refrigerator. A spacious bed with red accents is arranged near bright windows, while a wooden dresser and a light-colored chair complete the space.
Flat in Conway

NoCo Village King/Jacuzzi

PetsWalkabilityAir conditioning

4.89 out of 5 average rating, 403 reviews

Private, pet-friendly home rentals

Guest favourite
The A-frame cabin is situated among tall trees, featuring a wooden exterior with multiple windows that allow for natural light. Illuminated from within, the front porch is adorned with potted flowers, creating a welcoming entrance against a moody sky.
Cabin in Rumney

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

PetsOutdoor spacesGrill

4.94 out of 5 average rating, 273 reviews
Top guest favourite
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

PetsWalkabilityIndoor spaces

4.97 out of 5 average rating, 189 reviews
Top guest favourite
A modern house with a sloped roof is surrounded by greenery. A spacious backyard features several teal chairs arranged around a fire pit, inviting relaxation. A white picket fence encloses the area, while a two-car garage is visible in the back.
Home in Meredith

Lovely home, across from lake, walk to Meredith

Outdoor spacesPetsParking

4.97 out of 5 average rating, 68 reviews
Top guest favourite
A private dock extends into a serene lake, surrounded by lush greenery and trees. Four adirondack chairs are arranged on the dock, facing calm waters reflecting the sky. A person stands with arms outstretched, enjoying the peaceful lakefront landscape.
Home in Meredith

New Home Discount! Lakefront|Dock|Fireplace|XBox

WalkabilityPetsHiking

4.95 out of 5 average rating, 44 reviews
Guest favourite
The exterior of a cozy cabin is depicted, featuring a welcoming porch with two adirondack chairs and a steps leading to the entrance. The structure is painted in a dark hue, surrounded by lush greenery and well-maintained landscaping that invites relaxation.
Cottage in Holderness

Cabin #4 "The Birch" with Lake View

PetsAccessHospitality

5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Campton

Stunning A-Frame | Hot Tub | Mtn View | Fire Pit

Outdoor spacesWalkabilityIndoor spaces

5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in Campton

The Preserve at RiverNest—Luxury Riverfront Hotel

Indoor spacesAccessComfort

5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Bristol

Lake cabin, private beach, ski 10 min

Outdoor spacesPetsKitchen

5.0 out of 5 average rating, 16 reviews

When is the best time to visit Ashland?

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Avg. price€216€250€250€250€264€284€287€266€243€252€207€210
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Destinations to explore