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Waterfront vacation rentals in Ossipee

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Ossipee

  • Total vacation rentals

    Explore 40 vacation rentals in Ossipee

  • Nightly prices starting at

    Ossipee vacation rentals start at €132 per night before taxes and fees

  • Verified guest reviews

    Over 1,580 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Ossipee vacation rentals include wi-fi 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!

Top-rated waterfront rentals in Ossipee

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

The Canopy 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.

4.91 out of 5 average rating, 604 reviews
Top guest favorite
The open-concept living area features a sleek gray sofa with decorative pillows and a spacious wooden dining table. Natural light floods the room through large windows, while a wall-mounted TV enhances the entertainment options. The warm wooden ceiling adds a cozy touch.
Cottage in Wakefield

Gorgeous Romantic Lakefront Getaway

Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

4.99 out of 5 average rating, 122 reviews
Top guest favorite
A modern two-story home is set amidst a wooded area, featuring a spacious outdoor seating arrangement with a picnic table and various chairs. A fire pit and grill are present, with the soft glow of twilight highlighting the inviting exterior.
Cottage in Acton

Eclectic Lakefront Cottage on Great East Lake

Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

4.99 out of 5 average rating, 187 reviews
Top guest favorite
Place to stay in Shapleigh

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

5.0 out of 5 average rating, 145 reviews
Superhost
A modern, dark-finished cabin is shown from the side, featuring large windows and a welcoming front porch. The surrounding area is wooded, with tall trees providing natural shade. A gravel driveway leads up to the cabin, enhancing its approachable charm.
Home in Wakefield

Pine River Pond

Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.

4.8 out of 5 average rating, 114 reviews
Guest favorite
Home in Naples

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!

4.98 out of 5 average rating, 200 reviews
Superhost
A wooden dock extends over the calm waters of Chocorua Lake, framed by lush greenery. Tall trees line the shore, and a mountain rises in the distance under a clear blue sky, creating a serene outdoor setting.
Home in Tamworth

Chocorua Lakefront HotTub,Fireplace, Swim,Hike,Ski

Chocorua Lake front house to enjoy friends & family! Hottub, ski, hike, kayak,fish,swim,fire pit & relax! Fantastic Winter Holiday Ski Vacation or Summer Getaway, Shopping &more. Near Tamworth Wedding venues. Renovated 3 bedroom on crystal clear Chocorua Lake near North Conway, NH. Beautiful in every season enjoy the best of New England Fall Foliage, Summer Lake, Winter or just relax by the fireplace ! Kayaks/dock onsite. Outdoor Hottub. **limited time offer $150/nt to add xtra cabin

4.82 out of 5 average rating, 128 reviews
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

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.

4.84 out of 5 average rating, 196 reviews
Top guest favorite
Home in Wakefield

Enjoy Fall Foliage at the Lake

Step out of the house and onto to a beautiful deck. From the deck to the water is just 30 feet of sandy beach! Located right on Pine River Pond, this 5-mile, 570 acre lake has crystal clear water. The gently sloping property makes it ideal for multi-generational families. Swim in the summer, ice fish in the winter or just get away from it all in the fabulous peace and quiet of New Hampshire. Note that June - August rentals are a minimum seven night stays Saturday - Saturday.

4.97 out of 5 average rating, 112 reviews
Top guest favorite
Home in Wakefield

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!

4.98 out of 5 average rating, 210 reviews
Superhost
Chalet in Madison

Pond-Side Chalet • Private Beach • Canoe & Kayak

"So close to the water's edge you could practically fish from the deck." That's what guests say about Idylweiss Chalet, our pond-side chalet in Eidelweiss Village, 15 minutes from North Conway. Mornings on the deck with the loons calling across Little Pea Porridge Pond. Afternoons on the private sandy beach with the canoe and kayak. Sleeps seven across three bedrooms and two full bathrooms. A short drive to Storyland, ski resorts, and the Kancamagus Highway.

4.79 out of 5 average rating, 153 reviews
Top guest favorite
The lakefront property is nestled among trees, showcasing a charming house with large windows and a deck. A private dock extends into the calm water, providing space for seating. A sandy beach area leads to the water's edge, creating a serene natural setting.
Home in Limerick

Waterfront, Wood stove & Private beach, Solo Stove

Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.

5.0 out of 5 average rating, 142 reviews

Popular amenities for Ossipee waterfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Top guest favorite
A well-maintained outdoor area features a stone patio surrounded by colorful adirondack chairs in blue, green, purple, and pink. A circular fire pit sits at the center, with a scenic view of the tranquil water and lush greenery in the background.
Apartment in Laconia

Waterfront on Opechee

4.85 out of 5 average rating, 378 reviews
Top guest favorite
Apartment in Brownfield

Stone Mountain Guest House 2nd Floor Apt.

4.92 out of 5 average rating, 125 reviews
Top guest favorite
Apartment in Arundel

Cape Arundel Cottage 1 mile to downtown KPT

4.98 out of 5 average rating, 391 reviews
Top guest favorite
The exterior of a two-story building is displayed, featuring a gray facade with white trim. A wooden deck wraps around the second floor, providing multiple seating options. Stairs lead to the upper deck, where a satellite dish is visible. The clear blue sky complements the autumn foliage.
Apartment in Kennebunkport

#2Marsh Views, Cozy quiet spot on river&preserve

4.99 out of 5 average rating, 123 reviews
Top guest favorite
A comfortable living area features a gray couch adorned with soft throw pillows. A wall-mounted television is positioned above a white storage unit, which displays decorative items. Natural light enters through sliding glass doors, which lead to a balcony.
Apartment in Lincoln

Cozy studio condo near Loon Mountain

4.96 out of 5 average rating, 224 reviews
Guest favorite
A compact kitchen area features wooden cabinetry and stainless steel appliances, including a refrigerator and stove. A dining table with four chairs is positioned next to the kitchen counter, creating a functional and inviting space for meals.
Apartment in Lincoln

Mountain View Condo with Loft

4.93 out of 5 average rating, 115 reviews
Top guest favorite
The exterior of a charming three-story Victorian house is showcased, featuring red trim and an American flag hanging. A spacious porch is visible, accompanied by comfortable seating. Lush greenery surrounds the property, enhancing the inviting atmosphere.
Apartment in Gorham

White Mountains Riverfront Studio

4.98 out of 5 average rating, 266 reviews
Guest favorite
Apartment in Lincoln

Double loft sleeps 8 | river view | pool & hot tub

4.91 out of 5 average rating, 135 reviews

Waterfront house rentals

Top guest favorite
The exterior view of a two-story cottage showcases a modern design with light-colored siding and multiple windows. A welcoming front staircase leads to the entrance, complemented by landscaped grounds and stone details. Nearby, similar cottages form a cozy community atmosphere.
Home in Laconia

Fall Foliage HQ- The Cottage on Paugus Bay

4.89 out of 5 average rating, 165 reviews
Top guest favorite
Home in Oxford

The Modern Lakehouse

5.0 out of 5 average rating, 248 reviews
Top guest favorite
A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.
Home in Bridgton

Wren Cabin + Wood fired Sauna

4.98 out of 5 average rating, 202 reviews
Top guest favorite
Home in Limerick

Lakefront Getaway

4.93 out of 5 average rating, 150 reviews
Top guest favorite
Home in Conway

Conway Farmhouse on Saco River

4.98 out of 5 average rating, 192 reviews
Top guest favorite
Two wooden chairs are situated on a dock overlooking a calm pond surrounded by dense trees. The water reflects the sky and greenery, creating a serene backdrop. A sense of tranquility is conveyed through the peaceful atmosphere of the natural setting.
Home in Oxford

Mirror Pond Cottage

4.92 out of 5 average rating, 150 reviews
Top guest favorite
The exterior of a modern oceanfront home is captured, showcasing a two-story structure with light gray siding and a charming front entrance. Lush landscaping and a paved driveway enhance the appeal. Panoramic views of the beach and ocean are visible in the background.
Home in Old Orchard Beach

Unique and Stunning Beachfront property Greygoose

4.92 out of 5 average rating, 189 reviews
Top guest favorite
Home in Wakefield

Cozy Lakefront Log Cabin•Year Round Family Retreat

5.0 out of 5 average rating, 27 reviews

Waterfront condo rentals

Top guest favorite
A historic Victorian house features a multi-toned exterior with a distinctive turret. Multiple decks provide seating areas, while the well-maintained grounds include white picnic tables and colorful landscaping. Large windows offer views of the surrounding area, creating a welcoming presence at the waterfront.
Condo in Wolfeboro

Elegant condo on the water in downtown Wolfeboro!

4.98 out of 5 average rating, 261 reviews
Top guest favorite
The studio condo features a view of Lake Winnisquam through large windows. A spacious bed is situated near the entrance, alongside a comfortable seating area. Light is provided by overhead ceiling fans, and a television is mounted on the wall, adding to the convenience of the space.
Condo in Tilton

Lake Winnisquam Condo

4.94 out of 5 average rating, 104 reviews
Superhost
Condo in Woodstock

Luxury Studio White Mtns Jacuzzi Pool Pond River

4.92 out of 5 average rating, 423 reviews
Top guest favorite
An open living area features a high wooden ceiling and light-colored walls. Two sofas and two leather chairs are arranged around a wooden coffee table. A Foosball table is visible in the background, along with a stairwell leading to the upper level.
Condo in Bartlett

Fall nights are booking fast! Cozy fireplace!

4.98 out of 5 average rating, 155 reviews
Top guest favorite
Condo in Old Orchard Beach

Luxury Beach Front Condo! Prime Location!

4.92 out of 5 average rating, 515 reviews
Top guest favorite
A cozy studio apartment is presented with a spacious bed covered in a plaid blanket. A dining table with wooden chairs is positioned nearby, alongside a small kitchenette area. Bright curtains frame the sliding doors, leading to a balcony with views of the surrounding greenery.
Condo in Lincoln

Riverside studio for 2 | Loon view balcony & pool

4.97 out of 5 average rating, 203 reviews
Top guest favorite
The studio condo features a spacious layout with a comfortable sofa, a welcoming bed, and a rustic wooden island. Natural light filters through large windows adorned with brown curtains, offering views of greenery. A television is mounted on the wall opposite the bed.
Condo in Lincoln

Fresh mountain air and views of Loon Mountain

4.94 out of 5 average rating, 337 reviews
Guest favorite
The image displays a cozy studio featuring a king-size bed, a gas fireplace, and a well-equipped kitchen area with modern appliances. A view of the indoor pool and hot tubs is highlighted, alongside a welcoming sign for Attitash Mountain, showcasing proximity to ski activities.
Condo in Bartlett

Cozy Fireplaced Mountain King Suite w/Hot Tubs & P

4.88 out of 5 average rating, 256 reviews

Destinations to explore