
Holiday rentals with beach access in Ossipee
Find and book unique rentals with beach access on Airbnb
Top-rated rentals with beach access in Ossipee
Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Perfect Family Getaway On Lake Ossipee
Our 10 year old home has four bedrooms three baths, theater room, gas fireplace, bar outdoor fire pit, open concept kitchen, nestled in a mountain landscape. Beautiful private beach with a playground, picnic area and boat launch only a short walk away. Tennis courts and a basketball court centrally located within the community. Boat rentals available on the lake. Multiple ski areas close by. Easy access to local and state snowmobile trails and the lake for ice fishing right out of the driveway.

NewBuilt/HotTub/Great Location-4 min Kennebunkport
Follow us on IG @anchorunwind. Welcome to Mama Bear's House! Perfect girlfriends' getaway or to celebrate a special someone. Sit back and relax in our brand new and fully equipped stylish home just 5 minutes away from Kennebunkport's Dock Square. Spend time reading and sipping a fresh grounded coffee on our cozy egg chair, looking in our peaceful backyard while the sunset closes another memorable chapter of your vacation. Enjoy the firepit with hot cocoa and s'mores or fall for a cornhole game!

Cozy Cabin*HOT TUB*20 min. North Conway*Dogs Ok
The LV Chalet is located less than 30min to popular North Conway, N.H./15 min to Historic Fryeburg, Maine. The Chalet is ideal for couples, friends & families to relax! In the Summer, enjoy beach access to Lower Kimball Lake, nearby Saco River and year round hiking trails. In the winter, the Chalet is situated between ski mountains: Cranmore Mountain & Pleasant Mountain. There’s also close access to Snowmobile trails. Whatever your vacation interests are; the area boasts it all! No partying pls

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!

Tranquility, Relaxation, Family, Romance
Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

4BR near Skiing, Tubing, N Conway, White mtns
If you're looking to enjoy the Mt. Washington Valley and the White Mountains, then this is the place for you! Located just inside Maine, you'll be able to spread out in this tastefully furnished, cabin-style home. Whether you're here for watching the leaves change, skiing, or sitting back and enjoying the views, this house has it all! You're about 15 minutes to North Conway and Bridgton and an hour to Portland making this the perfect jumping off point for all your adventures!

Kennebunk Landing: The way life should be!
Charming farmhouse apartment in the heart of historic Kennebunk Landing. This private space centrally located with an easy 2 miles to Dock Square- KPT, local beaches and Main St. Bring your kayak, canoe or paddle board and put them into the Kennebunk River 100 yards behind the house. You can paddle all the way to the ocean. Easy drive to Old Orchard Beach (FUN!) or Portland (YUM!) or stay local for great lobster, amazing ice cream, beaches, shops, hiking and much more!

Our Mountain Retreat – Lake Ossipee Access
Spacious 5 bedroom home with convenient lake access, just a short walk or 5-minute drive to beautiful Lake Ossipee. Enjoy easy proximity to King Pine Ski Area and a quick 25-minute drive to Conway, where you'll find outlet shopping, scenic hiking trails, and a variety of restaurants. This property features a large yard with a fire pit, and a hot tub for ultimate relaxation. The master bedroom includes a private deck—perfect for morning coffee or stargazing at night.

Kirkland Cottage (A ski and lake escape)
Welcome to Kirkland Cottage! Located a two minute drive from Ossipee Lake and near the White Mountains, we are a great base for all New Hampshire has to offer! Explore lakes, mountains, and hiking trails, while being just an hour from Portland and Portsmouth. Kirkland Cottage house is 9 minutes to King Pine Ski area, 30 minutes to Cranmore, and 25 minutes to North Conway, which has great shopping, skiing, hiking, and lots of restaurants.
Popular amenities for rentals with beach access in Ossipee
Apartment rentals with beach access

History Steps from the Beach

Welcome to Old Orchard Beach

Blissful Beachside Retreat on Old Orchard Beach

Attitash Retreat

Cute 1-Bedroom apartment in the woods by the sea

Steps to downtown Meredith & Lake Winnipesaukee

Pretty & Peaceful….close to Lake Winni!

ArtBnb in Saco
House rentals with beach access

Lakefront XL Hot Tub Game Room SKI Snowmobile WiFi

The Cottage on Paugus Bay- Near I-93 and Skiing

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Private lake access, cozy retreat, skiing, shops

Basecamp - Province Lake

Dreamy Mountain Views w/ Hot Tub + Wood Stove

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

The Cozy Green Cabin | Wolfeboro, NH
Apartment rentals with beach access

Luxury Beach Front Condo! Prime Location!

Luxury Suite Jacuzzi Pool White Mtns. River Front

Oceanfront Condo with Awesome Views

White Mountain Resort Pool/HotTub Shuttle to Loon

AttitashResort! 1-flr, studio, secure check-in

Relaxing Beachside Condo with Pool at Wells Beach

Cozy, clean, 2nd floor condo in Conway, NH!

Gorgeous Waterfront Condo with Lake Access & Views
When is the best time to visit Ossipee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $308 SGD | $290 SGD | $286 SGD | $286 SGD | $293 SGD | $330 SGD | $358 SGD | $358 SGD | $317 SGD | $341 SGD | $293 SGD | $311 SGD |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about holiday rentals with beach access in Ossipee

Total holiday rentals
Explore 70 holiday rentals in Ossipee

Nightly prices starting at
Ossipee holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 2,320 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Ossipee holiday rentals include wifi 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island 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
- Beachfront rentals Ossipee
- Rentals with outdoor seating Ossipee
- Rentals with lake access Ossipee
- Rentals with a firepit Ossipee
- Rentals with a kayak Ossipee
- Rentals with a patio Ossipee
- Family-friendly rentals Ossipee
- House rentals Ossipee
- Cottage rentals Ossipee
- Waterfront rentals Ossipee
- Pet-friendly rentals Ossipee
- Cabin rentals Ossipee
- Rentals with a washing machine and dryer Ossipee
- Rentals with a fireplace Ossipee
- Rentals with beach access Carroll County
- Rentals with beach access New Hampshire
- Rentals with beach access United States
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Pats Peak Ski Area
- Weirs Beach
- Loon Mountain Resort
- Long Sands Beach
- Scarborough Beach
- York Harbor Beach
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Willard Beach
- King Pine Ski Area
- Short Sands Beach
- Franconia Notch State Park
- Cape Neddick Beach
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Gooch's Beach
- East End Beach




