
Beachfront holiday rental in Ossipee
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Top-rated beachfront accommodation in Ossipee
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

LUX Designer Private Waterfront
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.

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.

White Mtns Waterfront Chalet w/ Private Beach
This charming chalet is nestled on the edge of Little Pea Porridge Pond in the enchanting village of Eidelweiss, an alpine oasis just a short drive from Mt Washington Valley. Enjoy campfires on a private sandy beach; Fishing, swimming and boating in the warmer months; Snowmobiling, skiing and ice-skating in the Winter season. Nearby attractions incl. King Pine, Cranmore and Attitash Ski Resorts; N Conway Village; Kancamaugus Highway, Hiking Trials, Waterfalls, shopping and gourmet restaurants.

Getaway to the Lake. Just 30’ from the water.
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. Best fall foliage in New Hampshire can be found right on Pine River Pond and the adjacent roadways.

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views
This romantic & family friendly lakefront chalet comes with a private beach, hot tub, camp fire, and stunning views. It’s a serene home base to explore everything the Lakes Region has to offer. Mid Apr-Oct we also provide kayaks and paddle board. Enjoy the beach, swim, kayak, bike, fish, hike, or explore quintessential New England towns and food scene. Or simply dine with a view and play board games. We have poured our hearts into making this place romantic yet practical for families. Enjoy!

Blue Breeze - Private lakefront w/ Hot Tub
This huge lakeside house is a great experience for all of your friends and family to enjoy all the New Hampshire lakes region has to offer. There is incredible nature all around! Some of our favorites nearby: 11min to a nearby brewery 12min to a great breakfast spot 14min to a farm stand and pick-your-own produce 17min to a nearby winery 21min to Hannafords grocery store 22min to Alton Bay 25min to Wolfeboro 29min to Mt. Major with views of Winnipesaukee 38min to Gunstock mountain for skiing

Gorgeous Waterfront Condo with Lake Access & Views
This beautiful lakeside retreat is a 2 bedroom/2 bath condo 11 miles (15 mins) from Gunstock Mountain, w/ privacy, picturesque views of Lake Winnisquam and many amenities --a fireplace, open living/dining area and fully equipped kitchen. Relax on the deck, watch passing boats or just appreciate the beautiful mountain views. All the Lakes region fun is nearby, 20 minutes from Laconia and Weirs Beach, outlet shopping and New Hampshire’s famous hiking trails. . Book your lakeside getaway today!

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.

Lake Winnie Cozy Cottage Getaway
Welcome to Lake a Dream… Here is your chance for a fun filled family vaca on Lake Winnie in the summer or a cozy couples getaway in the winter! With just a quick 3 minute walk you can enjoy some sunshine & sand on the beach! Or a 5 minute drive into downtown Wolfeboro to experience it’s charm; waterfront dining, ice cream, shops, cafés & more! For winter stays, cozy up by the fireplace with a cup of hot cocoa & some fun family games! The cottage is not far from Gunstock & Kingpine.

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.

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 unforgettable—this place isn’t just a stay, it’s a story. Miss it, and you’ll wonder what could’ve been.

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.
Popular amenities for Ossipee beachfront rentals
Pet-friendly beachfront home rentals

Whispering Pines: a Family Retreat on the Saco

Family & Pet Friendly, Lakefront Home

Lakefront-Dock-Grill-Firepit-Wood Stove

Peaceful Ossipee Lake Cottage Private Beach/Dock

Lake Winnipesaukee House with Slip, Kayaks, Views!

The Loon Nest, Waterfront Lake House, Wood Hot Tub

Private Beach, Lake Front, Family Friendly Cottage

NEW Beautiful Lakefront Home! 500ft of Waterfront!
Beachfront home rentals with a pool

Lake Winnipesaukee Townhouse at Samoset

Locke Lake Waterfront Escape

2 BR Condo Beachfront Walk to NH Pavilion

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

It's foliage season!

Sleeps 6, 2 Bath, Large Private Deck, Beach & Pool

Deer Park Condo

Relaxing Beachside Condo with Pool at Wells Beach
Private beachfront home rentals

Lakeside camp near North Conway

Lakefront cottage 20 min from N. Conway

Riverfront House w/ Rooftop Deck! Dog Friendly!

Little Cottage - Private Waterfront

Log Cabin sleeps 8 located on shore of Long Lake

Beautiful, private, lake front, flat, sandy beach.

Tall Pines Lakeside Cottage

Hideaway Pond
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 $152 AUD per night before taxes and fees

Verified guest reviews
Over 800 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

4.8 Average rating
Ossipee stays are highly rated by guests—averaging 4.8 out of 5!
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- Cottage rentals Ossipee
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- Pet-friendly rentals Ossipee
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- Beachfront rentals Carroll County
- Beachfront rentals New Hampshire
- Beachfront rentals United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Story Land
- Scarborough Beach
- York Harbor Beach
- Weirs Beach
- Attitash Mountain Resort
- Long Sands Beach
- Loon Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Pats Peak Ski Area
- Diana's Baths
- East End Beach
- Dunegrass Golf Club
- Omni Mount Washington Resort
- Funtown Splashtown USA
- Tenney Mountain Resort
- Willard Beach
- Cannon Mountain Ski Resort
- Parsons Beach
- King Pine Ski Area