
Beachfront holiday rental in Ossipee
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Ossipee

Total holiday rentals
Explore 20 holiday rentals in Ossipee

Nightly prices starting at
Ossipee holiday rentals start at $258Β NZD per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Ossipee holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Ossipee rentals

4.9 Average rating
Ossipee stays are highly rated by guestsβaveraging 4.9 out of 5!
Top-rated beachfront accommodation in Ossipee
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

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.
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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.
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Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly
This romantic & family-friendly lakefront chalet comes with a private beach, hot tub, kayaks & stunning views and is packed with amenities. Itβs a serene home base to explore some of the best New England towns and is in the heart of the Lakes Region. Swim, kayak, bike a scenic trail, fish, hike, explore historic towns, farms & food scene, or simply grill with a view & play board games. We have poured our heart into making this a romantic yet very kid-friendly retreat (kids gear included).
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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 retreatβcome recharge!
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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.
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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.
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Pond-Side Chalet β’ Private Beach β’ 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.
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Elegant condo on the water in downtown Wolfeboro!
Often described as Wolfeboro's favorite house, this historic Victorian sits right downtown Wolfeboro and on the water looking across to the town docks, Brewster Academy and Wolfeboro Bay. This two-story unit, occupying the second and third floors, has a beautiful porch overlooking the bay and is located by the famous Yum Yum Shop. Walk to most places in town or just sit on your porch or the Adirondack chairs beside the lake. Hard to beat our location.
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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 itβs amazing location, you will make lasting memories in this one of a kind experience.
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Cozy Wolfeboro Getaway | Lake, Ski & Fireplace
Welcome to Lake a Dream - your cozy, family-friendly Wolfeboro getaway in EVERY season! Enjoy our neighborhood beach just a 5-minute walk away or explore charming downtown Wolfeboro, only 5 minutes from the cottage. Winter is just as magical! Ski at Wolfeboroβs hidden gem, Abenaki Ski Area, skate, snowshoe or simply cozy up by the fireplace with hot cocoa & family games. Looking for a bigger mountain day? Gunstock & King Pine are nearby too!
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Riverside|Sauna|Hot tub|Pizza Oven|Dogs
Step into riverside magic at this upscale retreat. With a king room, queen room, and kid-friendly bunk nook, this dreamy escape features a wood-fired sauna, hot tub, luxe SMEG appliances, a pizza oven, herb garden, gas fireplace, fire pit, espresso bar, outdoor ping pong, and a spa-like bath with double shower. Dog-friendly and unforgettableβthis place isnβt just a stay, itβs a story. Miss it, and youβll wonder what couldβve been.
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Lovely cottage on Sunrise Lake, Middleton, NH.
A lovely lake-front cottage with a private beach on quaint Sunrise Lake! The house has a great view overlooking the water. Enjoy a beautiful morning view of the sun rising onto the lake with a cup of coffee or tea, grilling a tasty dinner on the deck, and toasting marshmallows in the fire pit for dessert. We also provide a double kayak so you can explore the mile-long lake from the easy launch point in front of the house.
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Popular amenities for Ossipee beachfront rentals
Pet-friendly beachfront home rentals

Lakefront Getaway
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Unique beach house on Long Sand Beach!
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Blue Breeze - Private lakefront w/ Hot Tub
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Lakefront summer getaway for 6
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Epsom Lakefrnt Escape~Dock~Grill~Firepit-Woodstove
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Family Retreat: Beach, Big Yard, Dogs Welcome
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Sebago Lake Waterfront Studio
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Ocean Views/Huge Porch/Sleeps 12/Walk to Beach
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Beachfront home rentals with a pool

ML home w beach, great views, hot tub, Pool/gym!
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Views of Lake and Mountain
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Hickory Lodge Resort 2 Pools & HotTub Main Street
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Blue Moose Cabin: Lakefront in White Mountains
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Beautiful 2b/2b Riverfront Loon Condo
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Steps to Wells Beach + Pool | Coastal Retreat
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2 BR Lakefront/Walk to NH Pavilion/BEACH AND VIEWS
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Lake Winnipesaukee Townhouse at Samoset
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Private beachfront home rentals

The Modern Lakehouse
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Edgewater Retreat - Lakefront w/Sauna & EV Charger
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Waterfront Gem walkable to Restaurants!
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Peaceful Ossipee Lake Cottage Private Beach/Dock
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Fall Lakefront Luxe I Cozy I Bonfire I Hot Tub
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NEW Beautiful Lakefront Home! 500ft of Waterfront!
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Lakefront Beauty with Private Beach
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Modern Lake House| Private beach| Near White Mtns
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Destinations to explore
- New YorkΒ Holiday rentals
- MontrealΒ Holiday rentals
- BostonΒ Holiday rentals
- Quebec CityΒ Holiday rentals
- Jersey CityΒ Holiday rentals
- PortlandΒ Holiday rentals
- NewarkΒ Holiday rentals
- Mont-TremblantΒ Holiday rentals
- ProvidenceΒ Holiday rentals
- SalemΒ Holiday rentals
- NewportΒ Holiday rentals
- York CountyΒ Holiday rentals
- Rentals with beach accessΒ Ossipee
- Cabin rentalsΒ Ossipee
- Rentals with lake accessΒ Ossipee
- Rentals with a kayakΒ Ossipee
- Cottage rentalsΒ Ossipee
- Waterfront rentalsΒ Ossipee
- Pet-friendly rentalsΒ Ossipee
- Family-friendly rentalsΒ Ossipee
- House rentalsΒ Ossipee
- Beachfront rentalsΒ Carroll County
- Beachfront rentalsΒ New Hampshire
- Beachfront rentalsΒ United States
- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Short Sands Beach
- Loon Mountain Resort
- Willard Beach
- Pats Peak Ski Area
- York Harbor Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Mount Washington Cog Railway
- Gooch's Beach
- Cranmore Mountain Resort
- East End Beach
- Hills Beach
- Fortunes Rocks Beach
- Tenney Mountain Resort
- Franconia Notch State Park





