
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.

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.

Oceanfront Condo with Awesome Views
Wake up to a full ocean view on a seven mile sandy beach! Enjoy this one bedroom condo's great views, private balcony, and fully furnished decorated living space, along with a full kitchen with dishwasher, and even including a washer and dryer! Walk to everything downtown Old Orchard Beach has to offer: Amusement park, restaurants, clubs, shopping, and the famous Pier. Downstairs is a bar/restaurant that features live bands seven days a week in summer. Enjoy the summer fireworks every Thursday!

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

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!

Newly Renovated | Farm Stay | Near Portsmouth!
Welcome to the Brown House at Emery Farm. This recently renovated charming cedar shake farmhouse is situated on 130 picturesque acres, on the oldest family farm in America. If you’re looking for a quintessential New England farm stay experience that offers a quiet peaceful stay, this is the place! • 3 bd | 3 bath | sleeps 6 • Private, quiet, picturesque • Located on a working farm • 2 min walk to Emery Farm Market & Café • 10 min to Portsmouth • Surrounded by nature • EV charger

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!

Downtown Wolfeboro condo on Winnipesaukee w/Dock!
It's one thing to be right downtown in beautiful Wolfeboro, but add being right on the water w/your own porch, as you look over Wolfeboro Bay. Always something beautiful in front of you. This was my personal unit for a couple of years. It's fully equipped with a brand new bathroom lrg. tile shower, full kitchen, 55" UHD TV, Hi-Speed Internet, new Split System AC is comfy & quiet & a lrg. sectional couch that'll sleep-2 very comfortably. Lake living at its finest.

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.

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 !

The Barn at Crescent Lake
Welcome to Wolfeboro, New Hampshire! Our barn is located just outside of downtown Wolfeboro, filled with multiple shops and eateries! Our home is on Crescent Lake, with private beach access and a dock with a boat slips if needed. The home is located off of Wolfeboro's Cotton Valley Rail tail, a peaceful walking path that begins in downtown and passes through several towns!
Popular amenities for beachfront rentals in Ossipee
Pet-friendly beachfront home rentals

Whispering Pines: a Family Retreat on the Saco

Lakefront | Hot Tub | Game Room | 1PM Check-In!

Winnisquam Cabin with shared beach, dock available

Family & Pet Friendly, Lakefront Home

Deja Blue~Guest Beach House

Lakefront House - Less than 12 miles to Gunstock

Sunset Haven - Little Sebago Lake

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

Lake Winnipesaukee Townhouse at Samoset

Lake Beach House at Poland Spring Resort

2 BR Condo Beachfront Walk to NH Pavilion

Winter is here with plenty to do in Gilford!

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM

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

Deer Park Condo

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

Eagles Landing with Hot Tub, Boat Slip @ Braun Bay

Cozy cape in the Heart of Ogunquit Center

4 Season Cozy log Cabin/Lake/fire pit/game room/

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

Loon Lodge : Spacious Lakeside Suite

Stunning Views, Renovated Beach Cottage~Maine

Peaceful and Rustic Lakeside Cabin

🌟Winni Cottage beach, dock, kayaks, SUP & more! 🌈🍸
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 € 67 per night before taxes and fees

Verified guest reviews
Over 840 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
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- Cottage rentals Ossipee
- Rentals with a firepit Ossipee
- Pet-friendly rentals Ossipee
- Rentals with a kayak Ossipee
- Family-friendly rentals Ossipee
- House rentals Ossipee
- Rentals with a patio Ossipee
- Rentals with beach access Ossipee
- Cabin rentals Ossipee
- Rentals with lake access Ossipee
- Rentals with a fireplace Ossipee
- Rentals with outdoor seating Ossipee
- Waterfront rentals Ossipee
- Rentals with a washing machine and dryer Ossipee
- Beachfront rentals Carroll County
- Beachfront rentals New Hampshire
- Beachfront rentals United States
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Scarborough Beach
- Pats Peak Ski Area
- Long Sands Beach
- Loon Mountain Resort
- York Harbor Beach
- Weirs Beach
- Mount Washington Cog Railway
- Tenney Mountain Resort
- Cranmore Mountain Resort
- King Pine Ski Area
- Franconia Notch State Park
- East End Beach
- Willard Beach
- Omni Mount Washington Resort
- Short Sands Beach
- Gooch's Beach
- Diana's Baths
- Cannon Mountain Ski Resort




