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Pet-friendly holiday rentals in Ashland

Find and book unique pet-friendly homes on Airbnb

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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Top guest favourite
An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.
Cabin in Stoddard
4.99 out of 5 average rating, 143 reviews

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Top guest favourite
A rustic log cabin is nestled among tall trees, surrounded by a serene landscape. The structure features a sloped roof and large windows, with a gentle slope leading to the entrance. Sunlight filters through the leaves, creating a warm and inviting atmosphere.
Cabin in Wentworth
4.97 out of 5 average rating, 195 reviews

Riverfront Cabin Mountain View, Fireplace, Hot tub

Welcome to Twinkle Pines Cabin @ Casa de Moraga, where laid back luxury meets the great outdoors. Decorated & designed for cozy hangouts, this true log home can host 6 guests & 1 dog! Direct access to Baker River & mountain views. Fish, swim, tie up & float all from our backyard. Private hot tub, screened porch, wood burning stove & game room 4 the kids! Polar caves, Rumney Rocks, Mt Cube & Moosilauke in 10mins. 35 mins 2 Ice Castles, Loon, Waterville, 18 mins 2 Plymouth, 10 mins 2 Tenney MTN

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
4.96 out of 5 average rating, 570 reviews

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

The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

Top guest favourite
A cozy living space is featured, showcasing two reclining chairs and a wooden coffee table. The room is complemented by a decorative area rug and a wall-mounted TV. A dining table with chairs is visible in the background, along with a kitchen area and a stove.
Cabin in Campton
4.99 out of 5 average rating, 163 reviews

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!

Top guest favourite
Cabin in Alexandria
4.98 out of 5 average rating, 195 reviews

Handcrafted A Frame near Newfound Lake and Hiking

Relax and recharge at Millmoon A-Frame Cabin just 2 hours from Boston - Exhale under the stars by the fire pit - Grill on the back deck w/ forest views - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Explore hiking, biking & snowshoeing nearby at Wellington and Cardigan Mountain State Parks & AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

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
4.94 out of 5 average rating, 255 reviews

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

The “Baker Rocks” A-Frame is a new, well-appointed, and sits amidst a tranquil setting of river and mountain views. Nestled in New Hampshire’s Lakes and White Mountains Regions, the property is centrally located to dozens of attractions and activities. The house is fully equipped for a cozy weekend stay or a long retreat. The onsite amenities include direct river access, gym, small farm, playground, lounge area, and nearly 80 acres to explore. Firewood for sale on site for $5/bundle.

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
4.94 out of 5 average rating, 579 reviews

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, in a private wooded setting, we 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.

Top guest favourite
Home in Whitefield
4.97 out of 5 average rating, 291 reviews

Lux Waterfront Cottage at FarAway Pond

Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). Luxurious Cottage on private pond with Hot Tub, outdoor fireplace, gas fire table & complimentary wine, a full kitchen, fine china, new shower, Jacuzzi bathtub, electric fireplaces, and two workspaces. 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

Top guest favourite
A spacious mountain retreat is framed by lush greenery and gardens, featuring multiple balconies and a large deck. It is positioned on a hillside, with stone walls and a manicured lawn leading up to the entrance. Woodlands provide a natural backdrop.
Home in Bristol
5 out of 5 average rating, 109 reviews

Newfound New Hampshire's Diamond on a Hilltop

This diamond on a hilltop is nestled on a mountain side in Bristol, NH over looking Newfound Lake w/ Cardigan Mtn. in the back drop. Newfound Lake Assoc. boasts of its reputation as one of the cleanest lakes in the world. Enjoy breathtaking views during the day & magnificent sunsets in the evening. The colorful gardens are surrounded by woodlands. Relax to the sound of the babbling brook. This peaceful place beckons you to slow your pace & nourish your soul.

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
4.88 out of 5 average rating, 136 reviews

The Cottage on Paugus Bay- Near I-93 and Skiing

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!

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
4.91 out of 5 average rating, 300 reviews

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. 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.

Guest favourite
A log cabin is seen nestled among snow-covered trees, showcasing its rustic charm. A gravel driveway leads to the entrance, flanked by piles of snow. Clear blue skies provide a bright backdrop, highlighting the cabin's inviting structure and wooden sign indicating Coolidge Cabin.
Cabin in Sandwich
4.93 out of 5 average rating, 188 reviews

Coolidge Cabin

Get away from it all at Coolidge Cabin! This 2 bedroom, sun filled, cozy, and privately located log cabin is situated on 13 acres. Rustic charm with all the modern amenities including full kitchen, jacuzzi tub, fire pit, fireplaces inside and outside, wrap around deck, etc. Spend time exploring nature right out the front door with 2 ponds and Squam Lake within walking distance. All well behaved pups are welcome.

Popular amenities for Ashland pet-friendly home rentals

When is the best time to visit Ashland?

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Avg. price$318 SGD$364 SGD$332 SGD$328 SGD$378 SGD$392 SGD$419 SGD$389 SGD$355 SGD$368 SGD$303 SGD$306 SGD
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Quick stats about holiday rentals that are pet-friendly in Ashland

  • Total holiday rentals

    Explore 50 holiday rentals in Ashland

  • Nightly prices starting at

    Ashland holiday rentals start at $128 SGD per night before taxes and fees

  • Verified guest reviews

    Over 960 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

    50 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!