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Compare 73 Cottages in Ossipee with updated reviews, rates, and availability.

6000 Sq Feet w/Year Around Indoor Pool-King Beds

9.4 out of 10, Exceptional, (58)
"The house is perfect for a large group and kids. The pool water is warm and it’s nice the pool is in a separate area with a lock for safety. Every room has a bathroom which is also nice. We enjoyed our stay! "
The price is AED 2,300
AED 5,547 total
includes taxes & fees
13 Mar - 14 Mar
6000 Sq Feet w/Year Around Indoor Pool-King Beds

North Pine Cottage #1

10.0 out of 10, Exceptional, (49)
"This was an absolutely beautiful and extremely clean lake home. Several family rooms and two floors to spread out in. Awesome large kitchen with plenty of nice dishes, pots and pans, and seating. King bed in master bedroom not a queen as stated in website, and this was nice! Nice front loader washer and dryer. Please note the dock shown in the website picture is for the home next door. "
North Pine Cottage #1

Mahnomen Cottage: Hike, Bike, Fish, & Relax only 2 hrs north of the Twin Cities!

10.0 out of 10, Exceptional, (13)
"Our stay was just what we needed for our family reunion weekend in Garrison! The property had a beautiful country setting with lots of room for our dog ti explore and run. The house itself had all we needed and was very cutely decorated in authentic retro styling. Thank you for a great weekend getaway!!"
Mahnomen Cottage: Hike, Bike, Fish, & Relax only 2 hrs north of the Twin Cities!

Pet-friendly Cottage: 8 Mi to Paul Bunyan Land!

3.0 star property
Pet-friendly Cottage: 8 Mi to Paul Bunyan Land!

CHARMING DOWNTOWN BRAINERD COTTAGE – 3BR, 1.5BA Retreat!

CHARMING DOWNTOWN BRAINERD COTTAGE – 3BR, 1.5BA Retreat!

Escape to Birch Narrows Cottage on The Whitefish Chain/Includes Guest Cabin

10.0 out of 10, Exceptional, (36)
"The property is setup well for multiple families or a large group can stay. With there being 3 bedrooms in the house and the 3 season bunk room as well. It worked out great for our three families staying there. There’s plenty to do with being on the lake and the surrounding area."
Escape to Birch Narrows Cottage on The Whitefish Chain/Includes Guest Cabin

Secluded - Cottage - Fire Pit- 5 Acres

9.6 out of 10, Exceptional, (21)
"It's close to everything yet serene and secluded. It was a great experience. Very comfortable beds, well stocked kitchen. Book it, you won't regret it."
Secluded - Cottage - Fire Pit- 5 Acres

MTB Heritage Parkside Cottage

10.0 out of 10, Exceptional, (13)
"So thankful for the ability to use the lake and biking around Crosby. Great for our family!!"
MTB Heritage Parkside Cottage

Cozy Crosby Cottage

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great property and hostess had over and above amenities in the house. Perfect for our biking fall getaway for the whole family"
Cozy Crosby Cottage

Pet-friendly Breezy Point Cabin: 1 Mi to Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Adorable cozy cabin! Fully equipped with everything we needed for a fun weekend!"
Pet-friendly Breezy Point Cabin: 1 Mi to Beach!

Quaint Ironton Getaway w/ Fire Pit, Gas Grill!

3.0 star property
Quaint Ironton Getaway w/ Fire Pit, Gas Grill!

Lakefront Brainerd Cabin w/ Fireplace!

3.0 star property
Lakefront Brainerd Cabin w/ Fireplace!

Cozy 3 Bedroom Cottage 2 Blocks From Lake, Firepit, Boat and Snowmobile Parking

9.0 out of 10, Wonderful, (19)
"The driveway accommodated trailers and the house was clean. The neighbor's 4 dogs did bark a fair amount but we were out on the lake most of daylight hours so it wasn't a problem."
Cozy 3 Bedroom Cottage 2 Blocks From Lake, Firepit, Boat and Snowmobile Parking

Family boating cottage on Whitefish Chain of Lakes

10.0 out of 10, Exceptional, (13)
"This is a great property to stay at especially for a family. It was just my family who stayed here, but it could work for two families. Everything is as advertised. It has all the things you would ever need plus some. Even the shower had a nice "hotel style" soap, shampoo, and conditioner dispenser which was a really nice touch. They even have a beach down by the lake which we played at every day. Our only complaint would be that the cleaning company they use does a horrible job. The...
Family boating cottage on Whitefish Chain of Lakes

Cape Cod Meets Up North in this Gull Lake Retreat

10.0 out of 10, Exceptional, (27)
"The property is exactly as advertised. The home is very nicely decorated and well equipped. Located in a central spot on Gull Lake with great fishing close by. We would definitely return."
Cape Cod Meets Up North in this Gull Lake Retreat

Loon Lake Lodge' w/ Dock, Sauna & Hot Tub!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice place. Very clean and great location on lake."
Loon Lake Lodge' w/ Dock, Sauna & Hot Tub!

Lakefront Brainerd Cabin - Great Rice Lake Fishing

3.0 star property
8.0 out of 10, Very Good, (1)
"We had a very peaceful, serene stay. The pan fishing from the dock was great and the sunsets were amazing. The grounds outside would benefit from trimming overgrownn shrubs and irradicating poison ivy. We'd be concerned about the poison ivy if we had children or a dog with us. The management was friendly and helpful. We were concerned about access as it is not easily accessable for loading and unloading and were allowed to get closer to do so."
Lakefront Brainerd Cabin - Great Rice Lake Fishing

Breezy Point Cabin w/ Fire Pit - Walk to Lake

3.0 star property
10.0 out of 10, Exceptional, (1)
"A lovely, nearly new cabin with every comfort. It was very comfortable for us (four adults and a toddler). Communications and instructions ahead of our visit were excellent and timely. We had a wonderful stay. "
Breezy Point Cabin w/ Fire Pit - Walk to Lake

Family Friendly - Flat Sandy Beach - Next to Paul Bunyan Trail

10.0 out of 10, Exceptional, (95)
"We stayed At the Hubert Hideaway because a family member was getting married at The Catalyst. We couldn’t have asked for a better location, more equipped, cabin, and awesome view!"
Family Friendly - Flat Sandy Beach - Next to Paul Bunyan Trail

Pet-friendly Outing Getaway w/ Lake Access!

3.0 star property
Pet-friendly Outing Getaway w/ Lake Access!
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

Mission Lake home with dock and sandy bottom

10.0 out of 10, Exceptional, (4)
"This was a great place on a nice quiet lake. The house was clean and just like the pictures. "
Mission Lake home with dock and sandy bottom

Lake House with amazing park like setting!!

9.8 out of 10, Exceptional, (23)
"Last minute decision to get family together over the Labor Day holiday when I found this beautiful home large enough to fit us all. Plus was they allow our furry family members to be with us. Can’t say enough how fun the home & property are. "
Lake House with amazing park like setting!!

Cuyuna Lakes Stay

3.0 star property
9.2 out of 10, Wonderful, (45)
"Great and relaxing. Really enjoyed it. "
The price is AED 413
AED 443 total
includes taxes & fees
24 Feb - 25 Feb
Cuyuna Lakes Stay
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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