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Compare 216 Vacation Homes in Ossipee with updated reviews, rates, and availability.

Waterfront Gull Lake w/ Dock: Family Friendly!
Nisswa Vacation Rental | 5BR | 3BA | 3,300 Sq Ft | 3 Steps to Enter

Waterfront Gull Lake w/ Dock: Family Friendly!

9.0 out of 10, Wonderful, (18)
"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!
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, (122)
"My wife and I just needed a comfortable place to stay while doing some survey work in the area. Big deal for us is that the photos and descriptions are an accurate depiction of the property and they were. We were looking for a nice out-of-the-way cabin with a Lakeview and it lived up to expectations. Owners were very helpful when we had a couple hiccups trying to check in in the dark. Very responsive. Thx"
Welcome to Bearfeet Retreat on Adney Lake - Crosby Minnesota
Private Retreat on 33 Acres with 1400 ft Lakeshore
Exterior

Private Retreat on 33 Acres with 1400 ft Lakeshore

10.0 out of 10, Exceptional, (27)
"The property was beautiful. We had a great couple day getaway retreat. Of the properties we have stayed at the last couple years, this was our favorite. "
Private Retreat on 33 Acres with 1400 ft Lakeshore
Deacon's Lodge Golf: Overlooking Pelican Lake - Breezy Point

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

9.0 out of 10, Wonderful, (158)
"The perfect house for our crew to stay while working in the area. They stayed here before and will likely stay here again in the future. Spacious enough for everyone and a relaxing place to come 'home' to after work each day. "
Deacon's Lodge Golf: Overlooking Pelican Lake - Breezy Point
One of the few Pet-Friendly accommodations in Brainerd - Love Lake Hacienda
Fall Colors

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

10.0 out of 10, Exceptional, (18)
"We planned this getaway in the area to enjoy the full Fall color peak in Nisswa. This was a glorious weekend full of vibrate and beautiful colors. The neighborhood was so calm and quiet. We enjoyed plenty of walks in the neighborhoods. The house had so much more space than we anticipated. And there was nothing lacking in the kitchen! It was wonderful! "
One of the few Pet-Friendly accommodations in Brainerd - Love Lake Hacienda
Life Is Good Lodge lakefront, private beach between Brainerd & Nisswa, game room
New 7 person hot tub!

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

10.0 out of 10, Exceptional, (12)
"Place was amazing, plenty of place to sleep, nice room for ping pong and pool and to hangout as a group and a hot tub to wind down. Made an excellent bachelor party for a sober groom!"
The price is SAR 1,503
SAR 2,966 total
includes taxes & fees
5 Jan - 6 January 2025
Life Is Good Lodge lakefront, private beach between Brainerd & Nisswa, game room
Amazing Lakefront Property - Sleeps 13!
Lakeside Campfire

Amazing Lakefront Property - Sleeps 13!

10.0 out of 10, Exceptional, (7)
"House is great for a getaway! There is lots of room for everyone to spread out! The house was very clean and had the basic supplies needed for the weekend. Owners were very easy to contact and let us use lots of outdoor items such as paddle boat, kayak, games, chairs, etc. Would highly recommend! We hope to go again!"
Amazing Lakefront Property - Sleeps 13!
Waterfront Cabin w/Bunkhouse on Whitefish Chain!
Exterior

Waterfront Cabin w/Bunkhouse on Whitefish Chain!

2.0 star property
10.0 out of 10, Exceptional, (6)
"We had an amazing experience at Harlow Point. Our visit was prompted by a family wedding up north, and this location truly exceeded our expectations. With four bedrooms available, everyone enjoyed their own private space, while the kids comfortably stayed in the much larger than expected bunkhouse. The water views surrounding the property added to the charm along with a great deck and campfire area. The kitchen is well-equipped, boasting all the necessary appliances plus two outdoor cooking...
Waterfront Cabin w/Bunkhouse on Whitefish Chain!
New house just completed! Prime location in quaint resort town of Breezy Point!
Open kitchen/living room/dining area

New house just completed! Prime location in quaint resort town of Breezy Point!

10.0 out of 10, Exceptional, (13)
"This house was perfect for our group. The communication was great with the owners and the house was so well stocked with so many things. The game room was awesome that created a friendly competition to get the highest score on Mrs. PacMan! We would definitely book this house again. "
New house just completed! Prime location in quaint resort town of Breezy Point!
5 Bedrooms, Movie Theater, Game Room, Water Toys, Beach, With Great Location!

5 Bedrooms, Movie Theater, Game Room, Water Toys, Beach, With Great Location!

9.8 out of 10, Exceptional, (57)
"We got this VRBO to house 8 people for a curling weekend. Place was clean and had plenty of space for all of us!"
5 Bedrooms, Movie Theater, Game Room, Water Toys, Beach, With Great Location!
Merrifield Vacation Rental w/ Dock & River Access
Merrifield Vacation Rental | 2BR | 2BA | 1,550 Sq Ft | 1 Minor Step to Enter

Merrifield Vacation Rental w/ Dock & River Access

9.8 out of 10, Exceptional, (15)
"Very relaxing and very comfortable! Could have used more Glasses!"
Merrifield Vacation Rental w/ Dock & River Access
For Large gatherings in the heart of Crosslake MN
Exterior

For Large gatherings in the heart of Crosslake MN

9.8 out of 10, Exceptional, (37)
"Awesome time and perfect spot for our group"
For Large gatherings in the heart of Crosslake MN
Chalet-Style Architectural Home on Star Lake - Crosslake

Chalet-Style Architectural Home on Star Lake - Crosslake

10.0 out of 10, Exceptional, (61)
"Had a peaceful "
The price is SAR 800
SAR 2,114 total
includes taxes & fees
24 Dec - 25 Dec
Chalet-Style Architectural Home on Star Lake - Crosslake
Peaceful and Cozy Modern Lakehouse Cabin on 4 acres
3481c815-5aea-4ca2-a0d9-eff3f4bc2a73

Peaceful and Cozy Modern Lakehouse Cabin on 4 acres

10.0 out of 10, Exceptional, (18)
"Everything was as described! Very relaxing and beautiful location. Great communication! Will definitely stay there again!"
Peaceful and Cozy Modern Lakehouse Cabin on 4 acres
Comfortable and cozy getaway in the heart of Crosslake
Big kitchen with everything you need to prepare your meals.

Comfortable and cozy getaway in the heart of Crosslake

9.8 out of 10, Exceptional, (43)
"Nice place. Easy to find. Sufficient for what we needed for a small family get-a-way at Thanksgiving. "
Comfortable and cozy getaway in the heart of Crosslake
Spacious Waterfront Home in Brainerd Near Dwtn!
Brainerd Vacation Rental | 4BR | 2BA | 3,000 Sq Ft

Spacious Waterfront Home in Brainerd Near Dwtn!

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. "
Spacious Waterfront Home in Brainerd Near Dwtn!
Up North Majestic Pines Retreat Lodge on Mary Lake, Emily MN
Exterior

Up North Majestic Pines Retreat Lodge on Mary Lake, Emily MN

9.4 out of 10, Exceptional, (130)
"There is something for everyone here! We had kids from just 5 months old to 15 years old. The younger kids loved all the toys and paying in the loft. And the older kids loved being able to have their own space in the basement. "
Up North Majestic Pines Retreat Lodge on Mary Lake, Emily MN
Shoreview On North Long
Three bedroom home with two bedroom guest house on North Long.

Shoreview On North Long

9.8 out of 10, Exceptional, (6)
"Would be an amazing place to stay in the summer. The guest house is very cold in winter- had to sleep on the couch in the main house it was so cold (so I'd not plan on those two extra bedrooms / 1 bathroom in the winter time for space.) Fabulous place for summer, however. "
Shoreview On North Long
NEW DESIGN~Snow on Chain of Lakes~Kings~Game Room
Property grounds

NEW DESIGN~Snow on Chain of Lakes~Kings~Game Room

9.4 out of 10, Exceptional, (34)
"10 of us enjoyed staying here with plenty of room to move around. We had adequate kitchen supplies and fine bedroom accommodations. The house needs some work and some upgrading, but we were glad to have the room for our card games and so forth."
The price is SAR 1,555
SAR 3,981 total
includes taxes & fees
8 Jan - 9 January 2025
NEW DESIGN~Snow on Chain of Lakes~Kings~Game Room
Private Peninsula With 3,000 Feet Of Lakeshore In The Heart Of Lake Country!
View from the private, gravel drive leading up to our asphalt roundabout.

Private Peninsula With 3,000 Feet Of Lakeshore In The Heart Of Lake Country!

9.8 out of 10, Exceptional, (71)
"We love the property. Nice beach for kids and great yard that is secluded. It is a quiet get away! We enjoy being close to Nisswa also! We will go back!"
Private Peninsula With 3,000 Feet Of Lakeshore In The Heart Of Lake Country!
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

Minnesota Cabin w/ Deck & Private Beach
Merrifield Vacation Rental | 2BR | 2BA | 1,400 Sq Ft | Half Step Required

Minnesota Cabin w/ Deck & Private Beach

9.4 out of 10, Exceptional, (20)
"Really nice lot down to the lake. Enjoyed our stay. Would only recommend adding a railing at the interior stair and replacing some of the deck boards that are rotting. Overall really nice place to stay. "
Minnesota Cabin w/ Deck & Private Beach
Quiet, Cozy Lake Cottage North of Brainerd, Merrifield, Great Getaway!
Lakeside of cabin

Quiet, Cozy Lake Cottage North of Brainerd, Merrifield, Great Getaway!

10.0 out of 10, Exceptional, (91)
"We stayed at Pine Cone Cottage for a much needed getaway. It was perfect! Sandy was very accommodating and friendly. The cottage was very clean and had everything we needed. Sitting by the water, watching water fowl was so relaxing. Seeing the northern lights was a plus! We would definitely stay again!"
Quiet, Cozy Lake Cottage North of Brainerd, Merrifield, Great Getaway!
Lake House with amazing park like setting!!
Living room / Kitchen

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!!
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.