Pet-friendly vacation rentals in Ossipee

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Ossipee

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

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Guest favorite
A hot tub is positioned on a wooden deck, overlooking expansive views of rolling hills and a tranquil pond. The sky displays a blend of soft colors during sunset, creating a serene atmosphere. Nearby, outdoor chairs are visible, inviting relaxation.
Home in Harrison
4.89 out of 5 average rating, 340 reviews

Privacy, River, Pond, A frame Hot Tub EPIC Views,

14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Guest favorite
A moderate-sized home is positioned among snow-covered ground and surrounded by slender birch trees. The exterior features light yellow siding, with large windows allowing natural light. The roof is partially covered in snow, showcasing a sloping design.
Home in Gilford
4.88 out of 5 average rating, 219 reviews

Family Home Near the Mountains & Lake

Moderate size home, with three bedrooms (one king, one queen, one full) located in Gunstock Acres. The house is in walking distance near a number of small hiking trails and a short-driving distance to a number of more advanced trails, like Mount Major. The house is located 2.5 miles from Gunstock Mountain Resort with a number of family activities, 8 miles from Weirs Beach in Laconia and 13 miles from Meredith; all with a number of restaurants and fun family activities, including the ice castles.

Guest favorite
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
4.9 out of 5 average rating, 104 reviews

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.

Top guest favorite
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, 161 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!

Guest favorite
The living area features a blend of comfortable seating, including a dark brown recliner and a soft sofa. A wooden coffee table is centrally placed, adorned with decorative items. Natural light illuminates the space, complemented by neutral walls and subtle décor.
Home in Lebanon
4.95 out of 5 average rating, 315 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.

Top guest favorite
Cabin in Alexandria
4.98 out of 5 average rating, 191 reviews

Handcrafted A-Frame near Newfound Lake & Hiking

Unplug at Millmoon A-Frame Cabin just 2 hours from Boston - Recharge under the stars by the fire pit - Relax or 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.

Top guest favorite
A cozy interior features natural wood paneling and beams. Two upholstered chairs are positioned near a large window, allowing light to fill the space. A small bookshelf holds several books, while kitchenware is organized on a nearby shelf. A white stove complements the rustic setting.
Cabin in Bridgton
4.95 out of 5 average rating, 173 reviews

Writers Cabin in the Woods with Sauna!

Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Guest favorite
A deck area features two black chairs positioned around a circular fire pit. The space is surrounded by a white railing, offering expansive views of the distant mountains and trees, creating a serene setting for relaxation or gathering.
Home in Fryeburg
4.92 out of 5 average rating, 106 reviews

4BR near Skiing, Tubing, N Conway, White mtns

If you're looking to enjoy the Mt. Washington Valley and the White Mountains, then this is the place for you! Located just inside Maine, you'll be able to spread out in this tastefully furnished, cabin-style home. Whether you're here for watching the leaves change, skiing, or sitting back and enjoying the views, this house has it all! You're about 15 minutes to North Conway and Bridgton and an hour to Portland making this the perfect jumping off point for all your adventures!

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
4.95 out of 5 average rating, 108 reviews

The Lake house

Enjoy the southern exposure, a sugar sand walkout beach, an L-shaped dock, and classic Lake Winnipesaukee construction. The open concept includes a full kitchen and a living room. The spacious bathroom also includes a washer and dryer. It has one private bedroom, and a ships ladder guides you to a loft containing additional sleeping space, with a catwalk to a private balcony overlooking the lake. This property has a detached bunkhouse with two full-sized beds and a ¾ bath.

Guest favorite
The tiny home is set in a snowy wooded area, with its natural wood exterior complementing the surrounding environment. A fire pit and seating area are visible in front, surrounded by a blanket of snow, indicating a tranquil retreat in winter.
Tiny home in Biddeford
4.96 out of 5 average rating, 223 reviews

Tiny house near the beach!

Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.

Top guest favorite
Tall trees frame a serene pond, with calm waters reflecting the surrounding greenery. The landscape features gentle hills in the background, adding depth to the natural setting. Soft sunlight filters through the leaves, creating a peaceful ambiance by the water's edge.
Cottage in Waterford
4.99 out of 5 average rating, 169 reviews

Tall Pines Hideaway

Classic Maine cottage on Papoose Pond, nestled among the trees. Enjoy the peace and quiet of this small pond, whether reading a book, or paddling a kayak, canoe or paddleboard. All the equipment is waiting for you. Lots to explore in the area as well, being close to Bethel and Sunday River, Fryeburg, North Conway and the White Mountains. Enjoy the glow of the fire pit at night, or gather inside for games or a movie.

Top guest favorite
A stylish bathroom is showcased with wooden paneling, featuring a deep claw-foot tub and a round shower enclosure. Modern fixtures, a circular mirror, and decorative plants provide a fresh ambiance. A wooden bath tray rests on the tub, enhancing functionality and comfort.
Cabin in Newfield
4.96 out of 5 average rating, 165 reviews

The NEST Haven awaits you.

You found your ultimate relaxation spot, sandy beaches on Rock Haven Lake (only 800' from your front door) infrared Sauna (accessible through the secret door) , 3 person hot tub, outdoor (seasonal) shower, luscious king seize bed, 6' TIPI daybed, firepit, outdoor tipi swing, a balcony and deck to enjoy the peaceful neighborhood. Round shower and deep claw foot soaker tub. Enjoy, relax and let your soul ponder.

Popular amenities for Ossipee pet-friendly home rentals

When is the best time to visit Ossipee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$48,275 GYDG$48,275 GYDG$47,015 GYDG$47,015 GYDG$48,065 GYDG$53,312 GYDG$57,720 GYDG$68,844 GYDG$47,225 GYDG$49,954 GYDG$48,065 GYDG$51,003 GYD
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Quick stats about vacation rentals that are pet-friendly in Ossipee

  • Total vacation rentals

    Explore 70 vacation rentals in Ossipee

  • Nightly prices starting at

    Ossipee vacation rentals start at G$8,396 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,460 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Ossipee vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Ossipee rentals

  • 4.8 Average rating

    Ossipee stays are highly rated by guests—averaging 4.8 out of 5!