Pet-friendly holiday rentals in Ossipee

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.

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

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.

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.

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.

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

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.

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 .

HotTub/5min to K-port, Pet friendly, @anchorunwind

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."