Holiday Rentals in Ossipee

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Holiday Rentals in Ossipee

Great Swimming, Amazing Yard, Games, Lily Pad, Water Toys & More!

2.0 star property
10.0 out of 10, Exceptional, (6)
"Very nice cabin on the lake with lots of things for the kids to play with and enjoy. The kitchen was well equipped. Bedding was clean and comfy. Bathrooms were clean and well stocked too."
Great Swimming, Amazing Yard, Games, Lily Pad, Water Toys & More!

Nature Link Resort

3.0 star property
9.8 out of 10, Exceptional, (51)
"A great get away destination"
Nature Link Resort

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

9.8 out of 10, Exceptional, (40)
"We had a great stay and hope to book again!"
The price is €513
includes taxes & fees
23 Jul - 24 Jul
Aug 2 night openings! Private Beach, Lily Pad & Game Room!

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

10.0 out of 10, Exceptional, (161)
"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. "
Vintage Cabin on Beautiful Lake O'brien - Includes Pontoon Boat

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

10.0 out of 10, Exceptional, (168)
"We stayed over Christmas and it was a perfect getaway with great views! Quiet/peaceful neighborhood. The fireplace was super cozy and they had even stocked us up with plenty of firewood for our week there. Very responsive and easy to work with. Will have to come back and check it out during the summer!"
PONTOON BOAT INCLUDED early May thru early October. Quaint cabin on Sibley Lake.

Stunning 4 Bedroom Lake Home close to everything!!

9.8 out of 10, Exceptional, (47)
"Stayed for a Bachelorette weekend and loved it!"
Stunning 4 Bedroom Lake Home close to everything!!

River Cabin on the Pine River- Adult only

9.8 out of 10, Exceptional, (100)
"We had a nice relaxing weekend. The cabin was clean and cozy. Nice property, would like to come back in the summer."
River Cabin on the Pine River- Adult only

Fish on Rice Lake: Waterfront Brainerd Cabin

9.0 out of 10, Wonderful, (88)
"Enjoyable and relaxing weekend getaway. Our second visit here. Will be back! "
Fish on Rice Lake: Waterfront Brainerd Cabin

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

10.0 out of 10, Exceptional, (220)
"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. "
The price is €282
includes taxes & fees
23 Jul - 24 Jul
ENJOY this New Construction! Private! Rustic! Mollie Lake Cabin! No SMOKING/PETS

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

10.0 out of 10, Exceptional, (131)
"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!"
Beautiful New Home On Private Lake Across From Gull Lake And Other Local Spots!

Waterfront Pequot Lakes Cabin: Fire Pit + Views!

10.0 out of 10, Exceptional, (18)
"Beautiful property with everything we needed. Highly recommend!"
Waterfront Pequot Lakes Cabin: Fire Pit + Views!

Classic Minnesota Cabin on Beautiful Lake O'Brien - Includes Pontoon Boat

10.0 out of 10, Exceptional, (308)
"Book it. Super charming and comfy. "
Classic Minnesota Cabin on Beautiful Lake O'Brien - Includes Pontoon Boat

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

9.8 out of 10, Exceptional, (31)
"We really enjoyed our stay. The property owner was excellent with communication."
Private Beach, Beautiful Lake Home, Fishing, Recreation - Everything You Need!

Beautiful experience on Gull Lake.

8.4 out of 10, Very good, (5)
"The RV was so cute and comfy. We stayed in the yurt which was sheer luxury. We did lots of swimming and floating around the dock. We made some great food but it was nice having to option of restaurants close by when we felt lazy."
Beautiful experience on Gull Lake.

The Point - On Gull Lake

2.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent price"
The price is €362
includes taxes & fees
26 Jul - 27 Jul
The Point - On Gull Lake

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

10.0 out of 10, Exceptional, (4)
"Great location, beautiful home, all amenities were included. Would definitely recommend to friends and family."
NEW 3-bedroom cabin in beautiful Emily, MN. Located right on the trails!

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

10.0 out of 10, Exceptional, (157)
"This place was great! Marvelous cabin, we really loved the space for kids, nice kitchen and the fireplace. "
Modern Rustic Cabin-Includes Pontoon Boat & Sunsets on Fantastic Lakeside Porch!

The Point on Gull Lake – Unit 4: 2BR Family Escape w/ Dock & Garage

9.0 out of 10, Wonderful, (12)
"Was great place to stay for a week for fishing tourney! "
The Point on Gull Lake – Unit 4: 2BR Family Escape w/ Dock & Garage

Eagle Pines: Rare, Beautiful North Shore of Gull Lake

9.0 out of 10, Wonderful, (42)
"Wonderful home, great location, would stay again if in the area for sure!"
Eagle Pines: Rare, Beautiful North Shore of Gull Lake

3-bedroom cabin + adjacent 5-bedroom log cabin on Rush Lake.

6.0 out of 10, (1)
"Rush lake is a beautiful spot, nice large property. Lots of space in house, nice to have the separate bunk house (no electricity out there though, so battery operated fans might be a good idea). Docks are nice, not a good swimming spot but that is common on these lakes, several good sandy places to boat to. At the time of our rental, there was minimal furniture (the listing pictures were not representative). For example, the dining room table was a small round table for 4. One sofa in living...
3-bedroom cabin + adjacent 5-bedroom log cabin on Rush Lake.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ossipee Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Ossipee?

Yes, there are holiday rentals close to the most popular sights in Ossipee, or you can select a more secluded option if you're looking for a relaxing stay. Ossipee is known for its lake views.

What are some of the best holiday rentals that Ossipee has to offer?

Great Swimming, Amazing Yard, Games, Lily Pad, Water Toys & More!: This highly rated holiday home rental in Ossipee is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Ossipee?

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

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 holiday rentals like in Ossipee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ossipee. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family gatherings.