Vacation rentals with outdoor seating in Ossipee

Find and book unique accommodations with outdoor seating on Airbnb

Top-rated accommodations with outdoor seating in Ossipee

Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Guest favourite
The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.
Home in Naples
4.99 out of 5 average rating, 170 reviews

LUX Designer Private Waterfront Hot Tub - Secluded

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Guest favourite
The cabin is set amidst tall trees, showcasing a modern exterior with dark wood tones. A wraparound deck is visible, accompanied by an entryway with steps leading to the front door. An American flag is affixed to the exterior, enhancing the tranquil woodland setting.
Home in Tamworth
4.92 out of 5 average rating, 168 reviews

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

Top guest favourite
A spacious living area is highlighted by hardwood floors and tall ceilings with exposed beams. Large windows allow natural light to fill the room, illuminating the comfortable seating, modern coffee table, and decorative lamps. A piece of wall art adds a touch of character.
Loft in Bridgton
4.94 out of 5 average rating, 692 reviews

Tap House Loft~Sunny & Spacious, Private Hot Tub

Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

Top guest favourite
A cozy cottage exterior is shown, featuring light-colored siding and a welcoming wooden entrance deck. Surrounding greenery enhances the tranquil setting, while a driveway leads to the property. The serene lake is visible in the background, surrounded by trees, inviting a peaceful retreat.
Cottage in Middleton
4.97 out of 5 average rating, 169 reviews

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Superhost
A view from water level shows a bright blue kayak in the foreground, with a forest of tall green trees surrounding a cabin in the background. The cabin features multiple windows that reflect the natural light and scenery.
Cottage in Parsonsfield
4.86 out of 5 average rating, 180 reviews

RiverPine Retreat - Clean & Bright Waterfront Home

Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.

Guest favourite
The exterior of the spacious home presents a blend of stone and siding, surrounded by lush greenery. A paved driveway leads to the entrance, while the colorful sunset casts a warm glow across the landscape.
Home in Freedom
4.9 out of 5 average rating, 112 reviews

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.

Top guest favourite
Home in Wakefield
4.98 out of 5 average rating, 197 reviews

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!

Top guest favourite
A historic multi-family home is seen from the street, featuring a classic yellow exterior and a prominent black roof. An American flag is displayed on the front porch, which is flanked by greenery. A white picket fence enhances the welcoming appearance of the property.
Apartment in Tamworth
4.9 out of 5 average rating, 182 reviews

The Village House

Welcome to our recently renovated home , built in the late 1890's in the heart of beautiful Tamworth Village, right on quiet Main st. A quick 5 minute walk to "downtown", Remick Farm and museum, Barnstormers summer theatre and The Other Bakery. Tamworth is home to many local hiking trails from easy walks to over 4000 foot summits. Great place in the winter with miles of free , groomed cross-country skiing and snowshoeing trails as well.

Top guest favourite
The image captures a serene lakeside view, showcasing gentle ripples on the water under a clear blue sky. Soft sandy beach stretches into the distance, framed by lush green trees and a distant mountain range. A small boat is visible on the water.
Home in Freedom
4.96 out of 5 average rating, 105 reviews

Kirkland Cottage (A ski and lake escape)

Welcome to Kirkland Cottage! Located a two minute drive from Ossipee Lake and near the White Mountains, we are a great base for all New Hampshire has to offer! Explore lakes, mountains, and hiking trails, while being just an hour from Portland and Portsmouth. Kirkland Cottage house is 9 minutes to King Pine Ski area, 30 minutes to Cranmore, and 25 minutes to North Conway, which has great shopping, skiing, hiking, and lots of restaurants.

Top guest favourite
Cabin in North Berwick
4.98 out of 5 average rating, 116 reviews

The Red Lake House

(LAKEFRONT PROPERTY) Located in a peaceful cove on Bauneg Beg Lake in North Berwick, Maine. The Red Lake House is the perfect place to relax and enjoy hot New England Summers and colorful Falls! Just a 30 minute drive to Wells Beach and 45 minutes from Portland! Your safety and comfort is our first priority so custom keyless entry codes, life jackets, and a Welcome Binder full of all the need to know info. is provided.

Top guest favourite
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.

Guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows. A mural of mountains and a lake provides a scenic backdrop. Natural light fills the room through a large window with sheer curtains, complemented by light wooden flooring and a textured area rug.
Cottage in Wakefield
4.93 out of 5 average rating, 210 reviews

Lake View Cottage / Fenced in Yard / Pet Friendly

Discover NH’s charm in our family-friendly cottage: Highlights: • Family and Pet-Friendly • Bright, recently renovated • Stunning lake views in a fantastic neighborhood Convenient Location: • Prime spot across from the lake • Use the boat launch for easy lake access Outdoor Adventures: • Ideal for fishing • Bring your own kayak or boat Winter Note: • Fenced yard may be inaccessible in winter.

Popular amenities for Ossipee outdoor seating rentals

When is the best time to visit Ossipee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$328 CAD$314 CAD$337 CAD$314 CAD$306 CAD$345 CAD$367 CAD$369 CAD$328 CAD$358 CAD$333 CAD$339 CAD
Avg. temp-5 °C-3 °C1 °C7 °C13 °C18 °C21 °C20 °C16 °C10 °C4 °C-1 °C

Quick stats about vacation rentals with outdoor seating in Ossipee

  • Total vacation rentals

    Explore 90 vacation rentals in Ossipee

  • Nightly prices starting at

    Ossipee vacation rentals start at $54 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,910 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 of Ossipee vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Ossipee rentals

  • 4.9 Average rating

    Ossipee stays are highly rated by guests—averaging 4.9 out of 5!