
Beachfront holiday rentals in Ossipee
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals 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.

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views
This romantic & family friendly lakefront chalet offers a hot tub, breathtaking views & is close to Gunstock skiing. It’s a serene home base to explore charming New England towns. Enjoy sledding, skiing, snow tubing, cozy restaurants, frozen lake fun & gondola rides at Gunstock. Or cozy up at home to enjoy the hot tub, cooking with a view, board games & movies by the fireplace. We have poured our heart into making this a romantic retreat but also one that’s very kid-friendly (kids gear included)

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.

Romantic Winter Getaway with Mountain Views
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.

Lake Winnipesaukee House with Slip, Kayaks, Views!
Come build memories at this beautiful lake front house with its own dedicated deep water slip (across the street), a large deck on the water with diving board, and another deck attached to the house. A sandy public beach , restaurants, and Mt Washington boat stop are only steps away. This well-kept house has an open concept, fully applianced modern kitchen, a 55" smart 4K Roku TV, 1 gig fiber internet/wi-fi, a jacuzzi in one of the bathrooms, grill*, all the comforts of home, and so much more.

Lake Winnie Cozy Cottage Getaway
Welcome to Lake a Dream… your spot 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 from the property 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!

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.

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, 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. Book now and get 10% OFF for weekly or longer stays!

Lakefront-Dock-Grill-Firepit-Wood Stove
Welcome to waterfront living! Our home is the perfect spot for a peaceful and relaxing family getaway. We offer the ideal combination of modern amenities and rustic charm. Our home comes with a fully-loaded kitchen, fast WiFi, a cozy wood stove and plenty of sleeping space for up to 6 guests in the main house. Enjoy breathtaking views of the lake from the large deck while you grill dinner or take advantage of our dock and enjoy a morning of fishing.

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.

Drakes Island Beach Front Breathtaking Property !
Ocean views from Kennebunkport to Cape Neddick and a gorgeous half mile sandy beach right outside your door! Watch the sunrise and the sunset over the sandy Drakes Island shores. Enjoy daily walks on the beach or take a walk on the peaceful trails nearby alongside the Rachel Carson Wildlife Refuge & Laudholm Farm, and go to town for restaurants, arcades and more fun. It doesn’t get better than this !

Jackson Winter Wonderland - Wildcat/Attitash
Nestled in the picturesque town of Jackson, this charming log cabin offers a one-of-a-kind getaway experience. Surrounded by the stunning White Mountains and situated alongside the Ellis River with a refreshing swimming hole, this property is the ultimate retreat for those seeking tranquility and natural beauty. Located between Wildcat + Attitash for the perfect ski vacation.
Popular amenities for beachfront rentals in Ossipee
Pet-friendly beachfront home rentals

Whispering Pines: a Family Retreat on the Saco

Elegant condo on the water in downtown Wolfeboro!

Luxury Lake House | Hot Tub | Ski & Shop in Conway

Lovely cottage on Sunrise Lake, Middleton, NH.

Peaceful Ossipee Lake Cottage Private Beach/Dock

Lakefront Cottage!

Log Cabin sleeps 8 located on shore of Long Lake

The Loon Nest, Waterfront Lake House, Wood Hot Tub
Beachfront home rentals with a pool

Lake Winnipesaukee Townhouse at Samoset

Locke Lake Ski & Swim

2 BR Condo Beachfront Walk to NH Pavilion

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

Winter is here with plenty to do in Gilford!

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

Deer Park Condo

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

Stunning Beachfront Home: Spectacular Ocean Views

Pine River Pond

Family & Pet Friendly, Lakefront Home

Riverview: Bauneg Beg Lake Home

The Crowes Nest on Sokokis Lake

Hermit Lake Winter Retreat: Ski, Skate & Game Room

Dreamland | Luxe Waterfront Villa, Hot tub + Sauna

Tall Pines Lakeside Cottage
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 € 85 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 & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 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
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Rentals with beach access Ossipee
- Cabin rentals Ossipee
- Rentals with a kayak Ossipee
- Cottage rentals Ossipee
- Rentals with a firepit Ossipee
- Rentals with a patio Ossipee
- Rentals with a washing machine and dryer Ossipee
- Family-friendly rentals Ossipee
- House rentals Ossipee
- Waterfront rentals Ossipee
- Rentals with lake access Ossipee
- Pet-friendly rentals Ossipee
- Rentals with outdoor seating Ossipee
- Rentals with a fireplace Ossipee
- 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
- Long Sands Beach
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- Pats Peak Ski Area
- Franconia Notch State Park
- East End Beach
- Tenney Mountain Resort
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Dunegrass Golf Club
- Willard Beach
- Funtown Splashtown USA
- Cannon Mountain Ski Resort
- Short Sands Beach
- Gooch's Beach




