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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Guest favourite

Cottage in Hartland

4.93 out of 5 average rating, 116 reviews

Adorable Dog Friendly Cottage w/FIOS

Bright and clean 2-story cottage on a shared 20-acre sanctuary. With a view of the hills, flanked by woods and open pastures, the cottage includes 2 bedrooms (1 up w/Queen, 1 down w/full bed, 1 bathroom (2nd floor - shower only), kitchen/living/dining area (2nd floor), and laundry. 10% off for guests using only one bedroom (cannot be combined with other discounts). See details in property description. Dog sitting & walks sometimes available - please inquire for rates & info ahead of time.

Top guest favourite

Home in Lebanon

4.96 out of 5 average rating, 252 reviews

Tranquility, Relaxation, Family, Romance

Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

Superhost

Home in Conway

4.83 out of 5 average rating, 315 reviews

Otter Ski/Walk to Village/Cozy 2 Bed/Hot Tub

Best location, directly in the village! Formerly the Otter Ski Club, restored with cozy, bedding & linens. Step to restaurants, North Conway CC, the Village green, scenic train station, coffee shops, shops, skating, & nightlife. I do prefer to book the entire house and only use the 2 bedroom lockoff to fill openings. Kayak the Saco, adventure parks, skiing, story land, hiking, etc. READ ABOUT THE SPACE- there could be other guests on the other side of the home. PETS NEED PRIOR APPROVAL

Superhost

Home in Antrim

4.81 out of 5 average rating, 125 reviews

Quiet House in the Woods

Relax with the whole family at this peaceful place to stay. - Gregg Lake 5 mins away (Swim, Volleyball, Swings, Boat Docks) - Great hiking trails (Monadnock & Miller State Park) - Ski in the winter (Crotched Mountain 20 mins away, Pats Peak 30 mins away) - Small town: Mom & Pop shops/restaurants, Antique stores - 2 Decks: Out door dining & sitting areas This is not an investment property, this is my home. Please be respectful of the property. Thank you! Hope you enjoy your stay!

Guest favourite

Flat in Bartlett

4.88 out of 5 average rating, 254 reviews

Attitash Retreat

Cozy spot for 4, plus your furry friend! (Must be 21 to check-in) Located less than a mile from Attitash Mountain Resort, this spot is home base for your next adventure. IF YOUR DOG IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights (max$100), that rabies vaccination records be provided at check in, and that your dog have access to a crate for times that you must leave him/her behind! One dog is permitted per room, thanks for understanding.

Guest favourite

Cabin in New Hampton

4.93 out of 5 average rating, 118 reviews

Jacuzzi Cabin~Firepit~Fenced yard~Riverview~

6 🛌 4 sleep sofas 🛋️ 2 full bathroom 🚽 Jacuzzi 🛁 Fully fenced yard 🌳 Outdoor Firepit 🔥 Indoor fireplace 🪵 Grill 🍖 Riverview with amazing views🌲 All linens provided 🐶 friendly ($fee applies) *Sorry no other type of animals* *Great coffee shops ☕️ , shopping, breweries and restaurants* Lots of lakes and hiking trails to explore! 🥾 Wellington State Park-15 min. Newfound Lake-15min. Weirs Beach-25 min. Gunstock-30 min. Ragged Mountain-15 min. Downtown Bristol 5 min.

Top guest favourite

Cottage in Gilmanton

4.96 out of 5 average rating, 112 reviews

Private Beach, Lake Front, Family Friendly Cottage

Our clean private sandy beach, with a gentle slope is perfect for all swimmers. Sawyer Lake is a fun community. Enjoy our fun lakefront cottage with the perfect layout. 15 min. to Gunstock, Weirs Beach & Tilton Outlets • Kids will want to stay downstairs with a walkout, Foosball table, board games, TV, and 2 gaming systems [XBox 360° & Wii] with games. • Adults relax in peace upstairs with 2 private bedrooms, living area, & wood burning fireplace. Ask about weekends.

Guest favourite

Flat in Whitefield

4.73 out of 5 average rating, 129 reviews

Turn of century guest house with mountain views

Pet friendly, history building, spacious private 2nd floor apartment with queen bedroom, large kitchen, living room, office area desk and chair, TV, wifi, kitchen, dishwasher, full bath/ tub, washer/ dryer. Come stay for a night or longer for fresh country air and mountain views. Enjoy the season, ski, hike, climb or laze around the fire at our local establishments. With the money you save at our place you can savor relaxing times without breaking the bank.

Top guest favourite

Home in Intervale

4.97 out of 5 average rating, 179 reviews

Spacious 3 level family friendly home.Dog friendly

Private home 3 Levels Sleeps 14 Plus! Large fire pit! Great for family gatherings! rustic weddings and celebrations. close to Cranmore, Story Land, Local Breweries, skiing & shopping. Amazing view of the Moat mountains Close to great local restaurants. Dishwasher, Wi-Fi PacMan Arcade, Washer/Dryer, Lg backyard, deck, BBQ grill Spacious Family Room! Full home generator! We are proud of our great reviews and as a host I look forward to hosting you. Dog friendly

Guest favourite

Cabin in Bridgton

4.94 out of 5 average rating, 254 reviews

Cozy Cabin, Close to everything

Charming Cabin located on a dead end road in a wooded setting. Walk to Long Lake for a swim or 15 minute drive to ski slopes, 30 miles to North Conway, 60 minutes to Portland or just walk the town of Bridgton to visit the restaurants and antique shops. If you like to snowmobile the (ITS) trail is 200 feet outside the back door. The Perfect vacation spot. The house has Wi-Fi (GIG Access) which is plenty of bandwidth for work or play. Please read House Rules

Guest favourite

Cabin in Plymouth

4.94 out of 5 average rating, 226 reviews

Brookside Log Cabin on Tenney Mountain

An adorable cabin to stay in while you ski at the newly re-born Tenney Mountain Ski Area, or spend the weekend snowmobiling through the many miles of trails which are accessible just across the street. Hiking and lake fun at nearby Newfound Lake; or just relax to the babbling brook off the covered back deck. Built by Tenney Mountain co-founder John French and used for many years as housing for ski patrol, a lot of good times have been had here.

Top guest favourite

Flat in Conway/Albany

4.95 out of 5 average rating, 221 reviews

Dog friendly, lower level apartment off the "Kanc"

The cabin is located off Kancamagus Hwy, one of the most scenic roads in the US. The outdoor activities are endless, from hiking, biking, snowshoeing, alpine/x country skiing , golfing, horseback riding and tons of shopping at the infamous "outlet stores" You’ll love the cabin because of it's rustic motif, quiet neighborhood, and fresh mountain air. The cabin is good for couples, solo adventurers, biz travelers, and furry friends .