Vacation rentals in Ossawinnamakee Lake

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Top-rated vacation rentals in Ossawinnamakee Lake

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Guest favorite

Apartment in Crosslake

4.88 out of 5 average rating, 224 reviews

The Shed: Comfortable & Convenient to Everything!

We call this place "The Shed". It is part of a commercial building that we have transformed into a comfortable & cozy getaway! The name of the game is convenience! We are right on snowmobile trail, close to bike trails, close to fishing & boating on the lake, close to golf, shopping, lots of restaurants & all of the wedding venues! There is room to park your sleds, boats or trailers! Spend the day enjoying all that Crosslake has to offer then come home to cozy up to a nice warm fireplace!

Jan 1 – 8

R1,508 ZAR per night

Guest favorite

Treehouse in Crosslake

4.97 out of 5 average rating, 148 reviews

Up North Cabin in the Trees! Perfect getaway.

Great Up North cabin in a serene and peaceful setting. We call this the Treetop Cabin...Located roughly between Zorbaz and Moonlite Bay. The open floor plan on the main level features a great room/kitchen/living room with a fireplace, and primary bedroom. The loft has has 2 Queen beds. It's extremely close to everything that Crosslake has to offer. The cabin includes Wi-Fi, a Roku and two HD tvs. There is full kitchen with stainless steel appliances, wood floors, and forced air and heat and a/c.

Jan 15 – 22

R4,027 ZAR per night

Guest favorite

Cottage in Pequot Lakes

4.94 out of 5 average rating, 264 reviews

Private Cottage w/Queen Bed + Lakes, golfing, etc.

Beautiful, cozy cottage located on owner's property. Surrounded by lakes (however not on one), world-class golf, towering pine trees and amazing restaurants and shopping. You will have the cottage to yourself. There is a private bedroom with a queen bed, also a full bath. The living room sofa pulls out to sleep two more. We are walking distance to Pequot Lakes, and just a 10 minute drive to Breezy Point or Nisswa for an amazing shopping experience. We welcome friendly, fully vetted dogs.

Mar 20 – 27

R1,524 ZAR per night

Guest favorite

Cabin in Ironton

4.93 out of 5 average rating, 109 reviews

A Cozy Place to Unwind After Shredding the Trails!

Welcome to Cuyuna Country! Cuyuna Bunkhouse is a cozy little retreat situated on 1.5-acres amid the beautiful Cuyuna Iron Range. This 768 sq ft, fully remodeled, boutique-style bunkhouse is your perfect gateway to the Northwoods. Whether you're here to enjoy the 70+ miles of singletrack, take in the peaceful scenery, visit antique shops and more, we've got you covered. Follow @cuyunabunkhouse on Insta for additional content. We look forward to hosting you in one of our favorite places in MN!

Sep 28 – Oct 5

R2,607 ZAR per night

Guest favorite

Cabin in Pequot Lakes

4.96 out of 5 average rating, 45 reviews

Spacious cabin with deck/dock/beach/flat yard/golf

Summer dates available! August 26- 29 **10 person sauna coming this fall** Newly updated, Winnamakee Shores offers 5 generous bedrooms, 4 bathrooms and a large kitchen perfect for family/friend gatherings. The lakehome has 100 feet of level sandy beach and provides kayaks, water trampoline, paddleboard, shuffle board, ping pong, & yard games to keep everyone entertained. The community has golf courses, restaurants, & shopping. Also a great winter escape with ice fishing & snowmobiling!

Sep 11 – 18

R9,160 ZAR per night

Guest favorite

Cabin in Pequot Lakes

5.0 out of 5 average rating, 8 reviews

Summer Lake Cabin|Boathouse |Dock|Firepit

Enjoy the Brainerd Lakes Area and up north living in this beautiful cabin on Lake Ossawinnamakee! Located on the South shore of Ossie, this northwoods lake cabin is close to all of Breezy Point's amenities; Whitebirch Golf Course, Breezy Point Hockey Arena, Breezy Point Resort, Pelican Public Beach Access, Breezy Point Park, and more! Stay in Breezy Point and enjoy MN lake life. AMENITIES + FEATURES: • 2 full bathrooms • Large kitchen with island • Lakeside dining area • Gas fireplace • Lower

Nov 19 – 26

R9,125 ZAR per night

Guest favorite

Cabin in Crosslake

4.99 out of 5 average rating, 208 reviews

Cozy and Peaceful Little Pine River Retreat

Great Up North cabin in a serene and peaceful setting nestled among the trees along Little Pine River. Some have said they feel as though they’re in a treehouse. Two kayaks and a few tubes are available for guests to use, or sit in a chair in the river and cool off. Enjoy the views and sounds of the river and wildlife while sitting by the fire pit, on the cozy deck or in one of the 2 screened in porches. If you feel like being more social, Crosslake is only about a 5 mile drive.

Jan 1 – 8

R3,249 ZAR per night

Guest favorite

Cabin in Ironton

4.95 out of 5 average rating, 191 reviews

Cuyuna Lake Cabin. Bike trails, SUPs and Serenity

This is a 24 X 40 foot knotty pine cabin with a very open floor plan. It sleeps a family of 4-6 nicely. It is located on great fishing lake that connects to the mighty Mississippi. It is in the heart of the Cuyuna State Park Area and all of the bike trails! A very peaceful UPNORTH location with breathtaking sunsets. The loons will hypnotize you with their calls. I travel a lot and make this cabin available when I am away. There are some kayaks and SUP's available, too!

Sep 11 – 18

R2,451 ZAR per night

Guest favorite

Home in Pequot Lakes

4.94 out of 5 average rating, 18 reviews

Chalet-Style Home on Star Lake - Crosslake

Above & Beyond Homes | RE/MAX Results - Crosslake: Professionally managed 3BR/3BA chalet-style architectural home on Star Lake. Enjoy fishing, boating, and a peaceful retreat. Minutes from Crosslake, Breezy Point, and Pequot Lakes. Boat/pontoon rentals available. Above & Beyond Homes | RE/MAX Results 35287 County Road 3, Crosslake, MN 56442 Licensed broker in MN. Each office independently owned and operated. Equal housing opportunity member and advocate.

May 17 – 24

R3,950 ZAR per night

Guest favorite

Cabin in Crosslake

5.0 out of 5 average rating, 40 reviews

Summer oasis w/NEW HOT TUB views of Fawn Lake!

Escape to Border Point Lodge in Crosslake, MN! Enjoy picturesque views of serene Fawn Lake from our cabin, complete with a hot tub overlooking the water. With kayaks, SUPs, yard games, and a pontoon for rent, there's adventure for everyone. Inside, find board games, DVDs, and ample space to unwind. Relax or explore – your getaway awaits! Pontoon available for rent from Memorial Day-Labor Day (depending on the weather) **Firewood is not provided!**

Mar 30 – Apr 6

R8,135 ZAR per night

Guest favorite

Cottage in Deerwood

4.93 out of 5 average rating, 166 reviews

Quiet Lake Cottage and Cuyuna Mountain Bike Trails

Charming cottage located in the heart of Minnesota’s Up North vacationland! A relaxing retreat on one acre wooded lot, quiet 80 acre lake with no public access. Get out on the lake for a paddle with the canoe or kayak or fish from the dock, catch and release is best. Year round fun, abundant wildlife, and vivid starry skies. Located ten miles from Cuyuna Country State Recreation's excellent single track mountain bike trails and many other lakes.

Dec 30 – Jan 6

R2,692 ZAR per night

Guest favorite

Cabin in Merrifield

4.98 out of 5 average rating, 174 reviews

Cozy Modern Cabin- Loon Overlook

Escape to this unique getaway and enjoy views of Bass Lake and a small pond that surrounds the property. This modern cabin sits up high on a hill and overlooks the water. Surrounded by nature, you will get a true sense of serenity. Inside, the space comfortably sleeps 3 with one private queen bedroom and a daybed in the main area. We have a firepit, chairs, and a BBQ grill for guest use. Kick back and relax in this calm, stylish space.

Mar 11 – 18

R2,875 ZAR per night