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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 45 Resorts in Ossipee with updated reviews, rates, and availability.

Grand View Lodge
Property grounds

Grand View Lodge

3.5 star property
9.2 out of 10, Wonderful, (773)
"Beautiful property, love the pool"
The price is AED 437
AED 507 total
includes taxes & fees
15 May - 16 May
Grand View Lodge
Causeway on Gull
Family Cabin, 2 Bedrooms | Bed sheets

Causeway on Gull

2.0 star property
6.8 out of 10, (3)
"Property is getting old and dated Furnishing in unit definitely need updating "
Causeway on Gull
Ruttger's Bay Lake Resort
Exterior detail

Ruttger's Bay Lake Resort

3.0 star property
8.4 out of 10, Very Good, (324)
"It was a bummer pool was closed did not know it until we check in"
The price is AED 298
AED 345 total
includes taxes & fees
21 May - 22 May
Ruttger's Bay Lake Resort
The Lodges at Breezy Point
Exclusive Townhome, 2 Bedrooms | Terrace/patio

The Lodges at Breezy Point

2.5 star property
6.6 out of 10, (7)
"The check in was very odd. There was no notification in the reservation that we had to go to a business office to pick up keys. The address provided was for the actual unit and the business office was several blocks away. It was not in the resort neighborhood that contained the condo. The condo was nice but it had snowed and no one attempted to clean off the front walk and stairs, that were very slippery. Also, there were two vehicles parked in from of the garage, making it difficult to park in...
The Lodges at Breezy Point
Maddens On Gull Lake
Exterior

Maddens On Gull Lake

4.0 star property
9.4 out of 10, Exceptional, (187)
"Awesome!! Still trying to absorb it all! "
The price is AED 492
AED 529 total
includes taxes & fees
18 May - 19 May
Maddens On Gull Lake
Ace Gull Lake Location w/ Cornhole sand area perfect for game night
Outdoor dining

Ace Gull Lake Location w/ Cornhole sand area perfect for game night

9.6 out of 10, Exceptional, (28)
"We stayed here for a weekend in January, it was excellent! Very clean, convenient, and they went above and beyond to make us feel welcome."
The price is AED 450
AED 715 total
includes taxes & fees
14 May - 15 May
Ace Gull Lake Location w/ Cornhole sand area perfect for game night
Spacious Open Home Perfect For a Large Family Vacation
Property grounds

Spacious Open Home Perfect For a Large Family Vacation

9.8 out of 10, Exceptional, (23)
"This was a wonderful place to stay. Parkings a little tight, but in the big scheme of things that means nothing. Will definitely stay again"
The price is AED 942
AED 1,326 total
includes taxes & fees
14 May - 15 May
Spacious Open Home Perfect For a Large Family Vacation
Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Exterior

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Lakefront Escape with Rustic Charm & Modern Comfort - Bear Cottage
Outdoor pool, a heated pool

Lakefront Escape with Rustic Charm & Modern Comfort - Bear Cottage

Lakefront Escape with Rustic Charm & Modern Comfort - Bear Cottage
New 4-Bedroom, 2-Bath Cabin on 2,400-Acre Bay Lake – Brainerd’s Best-Kept Secret
Interior

New 4-Bedroom, 2-Bath Cabin on 2,400-Acre Bay Lake – Brainerd’s Best-Kept Secret

New 4-Bedroom, 2-Bath Cabin on 2,400-Acre Bay Lake – Brainerd’s Best-Kept Secret
Sit back and relax in our "Lily Pad" cabin
Outdoor dining

Sit back and relax in our "Lily Pad" cabin

10.0 out of 10, Exceptional, (17)
"Nice people, beautiful place."
Sit back and relax in our "Lily Pad" cabin
Breezy Point Resort Prime Week Rental August 12- 19, 2023
Interior

Breezy Point Resort Prime Week Rental August 12- 19, 2023

Breezy Point Resort Prime Week Rental August 12- 19, 2023
Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Exterior

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Exterior

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Gardenview Home w/ Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Exterior

Gardenview Home w/ Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More

Gardenview Home w/ Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Exterior

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Exterior

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Exterior

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Exterior

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More

Lakeview Home with Dock on the Whitefish Chain, Outdoor Pool, Pickleball & More
Lakefront Home on the Whitefish Chain - Outdoor Pool, Pickleball Courts and More
Outdoor pool, a heated pool

Lakefront Home on the Whitefish Chain - Outdoor Pool, Pickleball Courts and More

Lakefront Home on the Whitefish Chain - Outdoor Pool, Pickleball Courts and More
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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Other property types in Ossipee

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

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"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!
Lake House with amazing park like setting!!
Fridge, microwave, oven, stovetop

Lake House with amazing park like setting!!

9.8 out of 10, Exceptional, (23)
"The size and accommodations between the house and outdoor property made this a great stay for everyone to enjoy time together or off on their own. The owner was wonderful to work with from start to finish. We would stay here again."
Lake House with amazing park like setting!!
Cozy Lakefront Family Getaway: Beach & Game Room
Outdoor dining

Cozy Lakefront Family Getaway: Beach & Game Room

10.0 out of 10, Exceptional, (4)
"We loved the cabin! It was such a nice place to rest, cook and go cross country skiing. Such a beautiful area to visit."
The price is AED 478
AED 1,467 total
includes taxes & fees
14 May - 15 May
Cozy Lakefront Family Getaway: Beach & Game Room
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.

Frequently asked questions

What is Ossipee like for a resort vacation?
You deserve a getaway, and a resort is the ideal place to treat yourself to the services and amenities you need for a relaxing stay in Ossipee. One of the comfortable resorts in the surrounding area might be just what you’re searching for, whether you’re hoping for great restaurants on site, shopping possibilities, or activities for the kids.
What's the best resort in Ossipee?
Our top-rated resorts near Ossipee: Ruttger’s Bay Lake Resort - Beach resort. 14.9 mi (24 km) from Ossipee. Features 2 restaurants, 2 bars, and a golf course. Grand View Lodge - Beach resort. 9.1 mi (14.6 km) from Ossipee. Has 7 restaurants, 2 indoor pools, and a golf course. The Lodges at Breezy Point - Golf resort. 6 mi (9.6 km) from Ossipee. Enjoy the 2 indoor pools, a marina, and children’s pool. Maddens On Gull Lake - Family-friendly resort, 5-minute walk from Gull Lake. 14.8 mi (23.9 km) from Ossipee. Amenities include 2 outdoor pools, 6 restaurants, and 2 indoor pools. Causeway on Gull - 10.2 mi (16.4 km) from Ossipee. Access to a marina, a sauna, and a fitness center.
What can I do in Ossipee?
Mississippi River, Lake Edward, and Bass Lake are a few of the interesting sights to visit. Upper Mission Lake and Lower Mission Lake are a few additional attractions in the area that you might like.
What's the weather like in Ossipee?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 18°F. The snowiest months in Ossipee are March, April, January, and December, with each month seeing an average of 6 inches of snowfall.
What's the best way to get to and around Ossipee?
Fly into Brainerd, MN (BRD-Brainerd Lakes Regional), which is located 9.6 mi (15.4 km) from the city center. If you’d like to explore around the area, consider renting a car to take in more sights.