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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 265 Vacation Homes in Ossipee with updated reviews, rates, and availability.

Stunning Cabin on Crooked Lake, MN
2 bedrooms, free WiFi, bed sheets

Stunning Cabin on Crooked Lake, MN

10.0 out of 10, Exceptional, (32)
"Very nice, clean and quiet. Easy to find. We had a wonderful visit and looking forward to staying here again."
Stunning Cabin on Crooked Lake, MN
Comfortable and cozy getaway in the heart of Crosslake
2 bedrooms, iron/ironing board, travel crib, free WiFi

Comfortable and cozy getaway in the heart of Crosslake

9.8 out of 10, Exceptional, (49)
"We had an amazing time ice fishing on Mills Lake and Leech Lake, and this property was the perfect fit for our needs. The home was clean, cozy, and beautifully decorated. We highly recommend it to anyone looking for a great place to stay in the area. Five stars and a big thumbs up from us!"
Comfortable and cozy getaway in the heart of Crosslake
Deacon's Lodge Golf: Overlooking Pelican Lake - Breezy Point
Smart TV, fireplace, stereo

Deacon's Lodge Golf: Overlooking Pelican Lake - Breezy Point

9.0 out of 10, Wonderful, (166)
"Beautiful place beautiful property. Stayed in the middle of winter on a -10 degree day and this place couldn’t not have suited us better. Each room is beautiful and the whole house is perfect for groups. Don’t hesitate to book here "
Deacon's Lodge Golf: Overlooking Pelican Lake - Breezy Point
Modern Nisswa Escape w/ Deck: Walk to Gull Lake!
Interior

Modern Nisswa Escape w/ Deck: Walk to Gull Lake!

8.8 out of 10, Excellent, (13)
"Lots of space and storage. There is room to all be together or have privacy. Very clean except the grill could have used a little cleaning. Would definitely stay there again."
Modern Nisswa Escape w/ Deck: Walk to Gull Lake!
Quiet and peaceful cottage in Crosslake
Property grounds

Quiet and peaceful cottage in Crosslake

10.0 out of 10, Exceptional, (64)
"Verna was great to work with, the cottage was clean and comfortable. The fireplace was a bonus on a chilly New Years Eve. Would definitely stay there again. "
Quiet and peaceful cottage in Crosslake
Lake Home on the North side of Rush Lake, Faces South With A beautiful View!
Fitness facility

Lake Home on the North side of Rush Lake, Faces South With A beautiful View!

10.0 out of 10, Exceptional, (31)
"As advertised this was a beautiful lake cabin/property on the north side of Rush Lake. Great accommodations, awesome lake views, perfect location and a lot of fun. We booked for a family gathering and were not disappointed. This cabin has everything. I strongly recommend this place. The new pontoon right at the end of the dock was a huge bonus.Thanks to our host for answering all our questions quickly. "
Lake Home on the North side of Rush Lake, Faces South With A beautiful View!
Newly renovated home in the heart of Crosby
Fridge, microwave, oven, stovetop

Newly renovated home in the heart of Crosby

9.2 out of 10, Wonderful, (7)
"We really enjoyed our stay. Great location to town and the bike trails and the house had everything we needed."
Newly renovated home in the heart of Crosby
Hike, Fish & Boat: Waterfront Home in Brainerd!
TV, books

Hike, Fish & Boat: Waterfront Home in Brainerd!

8.6 out of 10, Excellent, (38)
"It was a cozy lake space with plenty of space to be together and space to do things in multiple rooms. "
Hike, Fish & Boat: Waterfront Home in Brainerd!
Log Cabin in the Woods. Sauna. Wood Fireplace. Pet Friendly.
Property grounds

Log Cabin in the Woods. Sauna. Wood Fireplace. Pet Friendly.

10.0 out of 10, Exceptional, (41)
"It was wonderful! So cozy and perfect for a weekend getaway! "
Log Cabin in the Woods. Sauna. Wood Fireplace. Pet Friendly.
Areabella’s cabin
Smart TV

Areabella’s cabin

9.6 out of 10, Exceptional, (4)
"Very nice house, it is definitely roomy and the beds were amazing. "
Areabella’s cabin
VELVET SPRINGS Farmhouse on 6 Acres/300 Feet of Private Lakeshore (free pontoon
Pet-friendly

VELVET SPRINGS Farmhouse on 6 Acres/300 Feet of Private Lakeshore (free pontoon

9.8 out of 10, Exceptional, (98)
"We had the best time here! It perfectly slept 4 couples, my niece and our dogs. We had a great time hanging out in the beautiful yard, swimming in the lake and catching fish off the dock. It was also awesome how close it was to so many great spots in crosslake. Larry was easy to communicate with as well. Definitely recommend!"
VELVET SPRINGS Farmhouse on 6 Acres/300 Feet of Private Lakeshore (free pontoon
Waterfront Gull Lake w/ Dock: Family Friendly!
Fridge, microwave, stovetop, dishwasher

Waterfront Gull Lake w/ Dock: Family Friendly!

9.2 out of 10, Wonderful, (20)
"We had a girls weekend and the house worked perfect. Very clean and spacious for big groups. Loved the deck and being right on the lake. "
Waterfront Gull Lake w/ Dock: Family Friendly!
Idyllwood Pines at the Whitefish Chain
Fridge, microwave, oven, stovetop

Idyllwood Pines at the Whitefish Chain

10.0 out of 10, Exceptional, (2)
"This place was perfect for a little winter getaway! Can't wait to go back with the family! "
Idyllwood Pines at the Whitefish Chain
Courtside Cabin-Indoor Sports|Theatre|Hot Tub|
Exterior

Courtside Cabin-Indoor Sports|Theatre|Hot Tub|

9.8 out of 10, Exceptional, (8)
"We had the best time staying here! The property owners were very friendly and made our experience easy! The cabin was stocked with all essentials you could need and appreciated the quick responses from them. We will definitely be staying here again!"
Courtside Cabin-Indoor Sports|Theatre|Hot Tub|
Welcome to Bearfeet Retreat on Adney Lake - Crosby Minnesota
Terrace/patio

Welcome to Bearfeet Retreat on Adney Lake - Crosby Minnesota

10.0 out of 10, Exceptional, (130)
"We enjoyed a wonderful long weekend at this cabin, our third time here. The hosts are great and the home is lovely! "
Welcome to Bearfeet Retreat on Adney Lake - Crosby Minnesota
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!!
One of the few Pet-Friendly accommodations in Brainerd - Love Lake Hacienda
Exterior

One of the few Pet-Friendly accommodations in Brainerd - Love Lake Hacienda

10.0 out of 10, Exceptional, (21)
"We were looking for a property to bring our 4 college kids/teens and our two small dogs to get away after the holidays and really enjoyed this space! Host was easy to communicate with and the home was well stocked with basics. The location was great, we explored the Nisswa area one day and the Crosby/Cuyuna another.the"
One of the few Pet-Friendly accommodations in Brainerd - Love Lake Hacienda
Life Is Good Lodge lakefront, private beach between Brainerd & Nisswa, game room
On the beach, sun loungers, beach towels

Life Is Good Lodge lakefront, private beach between Brainerd & Nisswa, game room

10.0 out of 10, Exceptional, (17)
"Great location. Kids loved the sandy beach."
The price is AED 1,653
AED 3,150 total
includes taxes & fees
11 May - 12 May
Life Is Good Lodge lakefront, private beach between Brainerd & Nisswa, game room
Your Gateway to Fun. Nisswa is the perfect getaway!
Exterior

Your Gateway to Fun. Nisswa is the perfect getaway!

10.0 out of 10, Exceptional, (11)
"We enjoyed our stay! A great host!"
Your Gateway to Fun. Nisswa is the perfect getaway!
Amazing Home, Water Toys, Incredible Deck, View, Game Room on Great Fishing Lake
Property grounds

Amazing Home, Water Toys, Incredible Deck, View, Game Room on Great Fishing Lake

9.8 out of 10, Exceptional, (24)
"Amazing house with a beautiful view. Highly recomend"
Amazing Home, Water Toys, Incredible Deck, View, Game Room on Great Fishing 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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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!
Nature Link Resort
Sequoia Cabin Residences | Premium bedding, pillowtop beds, blackout drapes, free WiFi

Nature Link Resort

3.0 star property
9.8 out of 10, Exceptional, (48)
"What a beautiful resort. I can’t say enough wonderful things about our stay here. I will dream about this place!!"
The price is AED 637
AED 739 total
includes taxes & fees
15 May - 16 May
Nature Link Resort
Cuyuna Lakes Stay
Down comforters, blackout drapes, free WiFi, bed sheets

Cuyuna Lakes Stay

3.0 star property
9.2 out of 10, Wonderful, (45)
"Provided clean affordable lodging."
The price is AED 413
AED 443 total
includes taxes & fees
12 May - 13 May
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.