
Pet-friendly holiday 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.

Luxury Year-round Treehouse with private hot tub
Cliff House 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.

Mountain View Cabin • Private Sauna • Secluded
Wake up to a peaceful, private mountainside cottage designed for quiet escapes and relaxed stays. Tucked above Tamworth in a secluded setting, this cozy retreat offers total privacy, calming views, and a chance to truly unplug. After a day exploring the area, return to stillness, comfort, and the option to unwind in a traditional Finnish-style sauna. Note: Sauna use is optional and available for a one-time additional fee. Also Ideal for quiet midweek escapes, remote work, and unplugged stays.

Rustic Mountainside Chalet
Located on a wooded mountainside in the White Mountains & the Lakes Region of NH, close to hiking, 5 minutes to the rivers and 15 minutes to Lake Chocorua and Lake Ossipee for swimming/kayaking/tubing or just relax and enjoy the views of the mountains. Peaceful Chalet with one bedroom with one bunk bed unit with queen mattresses, and a large master bedroom loft with Cali King, kitchen, and 2 x bathrooms, a deep jetted tub. The basement is converted into an in-law’s suite where my parents live.

Pet-friendly cabin with hot tub and beach access!
Feel right at home in our open-concept year-round vacation gem within the Chocorua Ski and Beach community half a mile from the Moore’s pond. The cabin is nestled in the woods providing privacy. It boosts a double-sided fire-place and hot tub perfect for the cooler nights, a wraparound deck, as well as an enclosed porch. On the basement level, there is a pull-out couch, bedroom, TV, and full bathroom allowing for extra hang out and sleeping space. Follow us on insta: #sandypinestamworthnh

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.

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!

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

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.

"Cozy & Charming” Tabby's West Side, North Conway
A wonderful retreat with private entrance. Close to town, shopping, Echo Lake State Parks, hiking/biking trails & everything else the MWV has to offer. Avoid the in-town traffic! Tabby's West Side is a one-bedroom suite, in a renovated 1880s farmhouse, with a beautiful stream running through the property. Ideal for couples, solo adventurers and those looking for a great place to relax. Not your typical IKEA inspired Airbnb. We close for the winter season, and reopen in June.

Our Mountain Retreat – Lake Ossipee Access
Spacious 5 bedroom home with convenient lake access, just a short walk or 5-minute drive to beautiful Lake Ossipee. Enjoy easy proximity to King Pine Ski Area and a quick 25-minute drive to Conway, where you'll find outlet shopping, scenic hiking trails, and a variety of restaurants. This property features a large yard with a fire pit, and a hot tub for ultimate relaxation. The master bedroom includes a private deck—perfect for morning coffee or stargazing at night.

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

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
Pet-friendly house rentals

Lakefront XL Hot Tub Game Room SKI Snowmobile WiFi

Lakefront Getaway

Fish Tales Cabin

Warm Lakefront Log Cabin · Hot Tub · Game Room

The Ossipee Overlook | Spacious and Stunning Views

Tranquility, Relaxation, Family, Romance

Mountain view 3 bedroom.

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
Pet-friendly home rentals with a pool

White Mountains Hiking Dogs Storyland Family

Attitash Retreat

Spacious Condo-Attitash Ski-Storyland-Saco & More!

Nordic Village Resort | Highland Suite 2 Kings

Saco River Private Chalet: 2BR/2BA

Historic Schoolhouse c1866 Winter & Summer Dates

Spacious cabin in the heart of White Mountains

Steep Falls Escape, river & falls just steps away
Private, pet-friendly home rentals

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Baby Chocorua A Frame in the mountains sleeps 8

In the Trees - NH w/ Lake Access

The Tinker Bell on Ossipee Lake

Peaceful Ossipee Lake Cottage Private Beach/Dock

Spacious, renovated 2-bedroom home on golf course!

Relaxing hidden gem in Wolfeboro

Farmhouse Retreat, Dog Friendly w/ Snwmble access
When is the best time to visit Ossipee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 199 | € 199 | € 194 | € 194 | € 198 | € 220 | € 238 | € 284 | € 195 | € 206 | € 198 | € 211 |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about holiday rentals that are pet-friendly in Ossipee

Total holiday rentals
Explore 70 holiday rentals in Ossipee

Nightly prices starting at
Ossipee holiday rentals start at € 35 per night before taxes and fees

Verified guest reviews
Over 2,460 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Ossipee holiday rentals include wifi 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!
Destinations to explore
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- Beachfront rentals Ossipee
- Rentals with outdoor seating Ossipee
- Rentals with a kayak Ossipee
- Rentals with beach access Ossipee
- Cabin rentals Ossipee
- Cottage rentals Ossipee
- Family-friendly rentals Ossipee
- House rentals Ossipee
- Rentals with lake access Ossipee
- Rentals with a patio Ossipee
- Rentals with a firepit Ossipee
- Waterfront rentals Ossipee
- Rentals with a washing machine and dryer Ossipee
- Rentals with a fireplace Ossipee
- Pet-friendly rentals Carroll County
- Pet-friendly rentals New Hampshire
- Pet-friendly rentals United States
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Pats Peak Ski Area
- Weirs Beach
- Long Sands Beach
- Loon Mountain Resort
- Scarborough Beach
- York Harbor Beach
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Willard Beach
- Tenney Mountain Resort
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Gunstock Mountain Resort
- Franconia Notch State Park
- Gooch's Beach
- East End Beach
- Omni Mount Washington Resort




