Ossipee Vacation Rentals from ￥19,854: Search Short-Term Rentals

Q: What's the top vacation rental in Ossipee?

The Lakeside On North Long : You might want to consider this vacation rental near Ossipee, which is located on a lake and has a fireplace, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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Vacation Rentals in Ossipee

Enjoy a cozy cabin stay with a spacious deck, chimney, and multiple windows.

"Great way to spend the weekend. "

Escape to a secluded cabin surrounded by tall pine trees, offering a simple, peaceful retreat in nature.

"A great get away destination"

Relax in a serene outdoor space with a view of the calm lake, surrounded by lush greenery and trees.

"We had a great stay and hope to book again!"

Situated in a wooded area, this cabin features a small porch with a bench and table.

"Fantastic time to relax and enjoy some perfect weather. The property is really well laid out and the pontoon boat makes for a full lake experience. "

Relax on the lakeside patio with Adirondack chairs and a spot for outdoor dining.

"We thoroughly enjoyed our stay at this adorable and impeccably maintained cabin."

Enjoy a serene view of the sea from the comfort of your room, featuring large windows and a patio with outdoor seating.

"Stayed for a Bachelorette weekend and loved it!"

Relax in a cozy cabin with a spacious living area, kitchen, and dining space, perfect for meals and gatherings.

"We were looking for a place for our family of 10 to get together for the holidays. This ended up being the perfect place. Everything about the place was fantastic! Location, lake view, fire pit, deck, great room, bedrooms. "

A dog enjoys the serene surroundings of our property amidst lush greenery and a nearby wooden structure.

"We had a nice relaxing weekend. The cabin was clean and cozy. Nice property, would like to come back in the summer."

Enjoy cooking in this well-equipped kitchen with a large island, stainless steel appliances, and wooden cabinetry.

"This house offers a quiet Northwoods feeling that's right near top resorts, beautiful lakes and great restaurants. There's nothing more you can wish for in a quiet getaway. We could relax by the fire pit or go out for live music at a local bar within minutes of the property. We'd come back!"

Enjoy cooking in this well-equipped kitchen with a central island, oven, and refrigerator.

"Cozy little cabin with everything we needed. Very clean with all the amenities listed along with comfy beds. It was a peaceful snowy weekend and would be fun to return in the Summer. "

￥46,902 total

includes taxes & fees

Jul 27 - Jul 28

Cozy cabin-style accommodation with a dining area, kitchenette, and seating area.

"Beautiful property with everything we needed. Highly recommend!"

Surrounded by forest views, this lodge features a patio with seating and a fire pit.

"This place was great! Marvelous cabin, we really loved the space for kids, nice kitchen and the fireplace. "

Enjoy casual dining at the kitchen island with four stools.

"We really enjoyed our stay. The property owner was excellent with communication."

Cozy cabin surrounded by lush greenery and a large tree, featuring a front porch and a driveway for easy access.

"Wonderful home, great location, would stay again if in the area for sure!"

Escape to a serene wooded retreat with a two-story house, expansive windows, and a cozy outdoor seating area featuring a fire pit and Adirondack chairs.

"Pinecone Cottage is a well appointed property! Our family had a wonderful time playing outside and spending family time together playing games inside as well. "

Equipped with a stainless steel range hood, microwave, double oven, and dishwasher, this kitchen offers a convenient cooking space.

Relax in a serene lakeside setting with Adirondack chairs and a paved walkway leading to the water.

"Excellent price"

￥54,727 total

includes taxes & fees

Aug 3 - Aug 4

Relax in this spacious room with a high ceiling and large window, featuring a wooden table, sofa, and ottoman.

"Wonderful lakeside cabin with huge yard perfect for all the yard games! Kelly and Luke were great host who answered all of our questions. We added the optional pontoon rental and had the best day on the lake! "

Relax on a serene beach with a bench for unwinding, surrounded by a natural frame of trees.

"Clean, spacious, spent most my time in the 3 season porch….Cabin has gull lake on one side and round lake in the other…I was able to catch great sunset and sunrise!!"

￥137,140 total

includes taxes & fees

Jul 31 - Aug 1

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Top Ossipee Hotel Reviews

Pine Peaks Lodge & Suites

10/10 Excellent

"We had a very comfortable room with a jacuzzi. The bed was beyond comfortable and we used the jacuzzi every day of our stay. Great area with cute shops and bar/restaurants. We would definitely stay here again."

Country Inn Deerwood

6/10 Okay

"We were in town for a family reunion.The room was comfortable, bed was good not too soft or hard. Continental breakfast could have been better. The pancake machine didn't work. All that was available was donuts, toast, yogurt and cereal and coffee. Would like to have seen some oatmeal packets, tea bags and maybe hard boiled eggs. The pool was also closed for maintenance."

Ruttger's Bay Lake Resort

10/10 Excellent

"We had a great time! The property and lake were gorgeous, the staff was exceedingly helpful and friendly. They had fantastic amenities! The condo was nice, very spacious, but a little run down. The screens were damaged, so the mosquitos came in at night, and I would recommend additional plates, silverware and perhaps salt/pepper in the units with full kitchens. I would definitely go back!"

Aug 2 night openings! Private Beach, Game Room and Gull Chain

10/10 Excellent

"We enjoyed our time at this cabin. We had two adults, two teens, and two elementary aged kids in the cabin, and it was just enough room for our family of 6. Everything was very clean, the beds were comfortable, and we liked that neighboring cabins were spaced well and not crazy close. The beach area was the highlight. The lake was clean, sandy, shallow, and perfect for swimming, kayaking, and playing in the sand. The cabin was well stocked, and we enjoyed the ping pong and foosball tables on the rainy days. We rented a pontoon and decided to have it delivered on the Lake Edna side, which was nice because it was more of a relaxing atmosphere and not super busy. We all liked seeing a pair of loons on the lake. Nisswa was a cute town, too, and downtown was really close by with cute shops and great scones from Stonehouse Coffee. Thanks for a great stay! "

Find out more about Ossipee

Search for holiday rentals in Ossipee on Expedia! You can easily find your home rentals, villas, holiday apartments in Ossipee using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Ossipee?

Yes, you can find vacation rentals close to popular attractions in Ossipee, or you can select a more secluded option if you'd like a relaxing place to stay. Ossipee is known for its lake views.

What's the top vacation rental in Ossipee?

The Lakeside On North Long: You might want to consider this vacation rental near Ossipee, which is located on a lake and has a fireplace, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Ossipee?

Choose from 9 Expedia vacation rentals in Ossipee for a memorable vacation.

What can I see and do in Ossipee?

Lake Edward and Mississippi River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Bass Lake and Upper Mission Lake.

What are vacation rentals like in Ossipee?

Vacation rentals are private accommodations you can book for several days or longer in Ossipee. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.

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Ossipee Vacation Rentals

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Vacation Rentals in Ossipee

Minnesota Cabin w/ Deck & Private Beach

Nature Link Resort

Aug 2 night openings! Private Beach, Lily Pad & Game Room!

Vintage Cabin on Beautiful Lake O'brien - Includes Pontoon Boat

PONTOON BOAT INCLUDED early May thru early October. Quaint cabin on Sibley Lake.

Stunning 4 Bedroom Lake Home close to everything!!

Beautiful 5-bedroom house in Enchanting Crosslake -Pontoon Incl with 7 day stay!

River Cabin on the Pine River- Adult only

Beautiful New Home On Private Lake Across From Gull Lake And Other Local Spots!

ENJOY this New Construction! Private! Rustic! Mollie Lake Cabin! No SMOKING/PETS

Waterfront Pequot Lakes Cabin: Fire Pit + Views!

Modern Rustic Cabin-Includes Pontoon Boat & Sunsets on Fantastic Lakeside Porch!

Private Beach, Beautiful Lake Home, Fishing, Recreation - Everything You Need!

Eagle Pines: Rare, Beautiful North Shore of Gull Lake

Newly Constructed Lakeside Cottage-Heavenly Porch-2 Fireplaces-Includes Pontoon!

The Lakeside On North Long

NEW 3-bedroom cabin in beautiful Emily, MN. Located right on the trails!

The Point - On Gull Lake

Lakeside Bliss: Serene Crosby/Crosslake Retreat

Last Minute Availability!! Lakeside Cabin Retreat Gull Lake

Top Ossipee Hotel Reviews

Pine Peaks Lodge & Suites

Country Inn & Suites by Radisson, Baxter, MN

Country Inn Deerwood

Nisswa Inn and Suites

The Lodge at Brainerd Lakes, Trademark Collection by Wyndham

Holiday Inn Express Hotel & Suites Brainerd-Baxter by IHG

Ruttger's Bay Lake Resort

Aug 2 night openings! Private Beach, Game Room and Gull Chain

Baymont by Wyndham Baxter/Brainerd Area

Find out more about Ossipee

Frequently asked questions