Vacation rentals in Ossawinnamakee Lake

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Ossawinnamakee Lake

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

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 27 – Feb 3

ﺩ.ﺇ289 per night

Guest favorite

Treehouse in Crosslake

4.97 out of 5 average rating, 147 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.

Sep 20 – 27

ﺩ.ﺇ820 per night

Guest favorite

Cabin in Fifty Lakes

5.0 out of 5 average rating, 73 reviews

Cozy two bedroom cottage with indoor fireplace.

Come get away to our peaceful home centrally located in Crosslake MN. It is a perfect location to enjoy all that Crosslake has to offer. This home features two king size beds. The cottage includes wifi and a 55" smart tv. There is a full kitchen with stainless steel appliances. The property is surrounded by large pine trees and lots of privacy. This property is located on Ox Lake which is private. The property has 12 acres. It is a short six block walk to Manhattan Beach Lodge for dining.

Nov 10 – 17

ﺩ.ﺇ600 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.

Feb 10 – 17

ﺩ.ﺇ292 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!

Jan 29 – Feb 5

ﺩ.ﺇ1,852 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 7 – 14

ﺩ.ﺇ1,746 per night

Guest favorite

Cottage in Pequot Lakes

5.0 out of 5 average rating, 23 reviews

Family boating cottage on Whitefish Chain of Lakes

Welcome to the simple beauty of Minnesota lake life! Sip a sunrise coffee on your lake-view deck and watch the fog lift from the water. Paddle the pristine waters of Bertha Lake on the provided kayaks and SUPs. Or rent a boat from Bertha BoatWorks just around the corner. With a sandy stretch of beach and a dock for casting a line, you can enjoy MN’s Whitefish Chain of Lakes without leaving your backyard. After a sunny day of lake activities, close the day with s’mores around the fire pit!

Dec 2 – 9

ﺩ.ﺇ921 per night

Guest favorite

Guesthouse in Pequot Lakes

4.88 out of 5 average rating, 171 reviews

Pelican Lake Guest Cabin Tiki Beach Bar 🌴 🍍 🍹

"Casa Pelicano” is a 1 BR/1 BA Private Studio Guest Suite 1 mile from Breezy Point Resort on Pelican Cozy, Comfortable, Clean BRING YOUR BOAT! Amenities: Private Patio, Sand Beach/Dock, Paddle Board, Gas Grill, Beach Bar, Palapa, Palm Tree, Loungers, Hammock, Fire Pit/Wood, Roku Smart TV, DVD, CD player, Microwave, Fridge/Freezer, Keurig Coffee, AC, WIFI, Yard Games Area: Breezy Point Resort 1 Mile, Golf, Fish, Gooseberry Island Sand Bar, Boat Rentals, Restaurants/Bars, Shopping, Shuttle

Sep 6 – 13

ﺩ.ﺇ675 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 7 – 14

ﺩ.ﺇ622 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!

Apr 19 – 26

ﺩ.ﺇ395 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.

Apr 24 – May 1

ﺩ.ﺇ322 per night

Guest favorite

Cabin in Merrifield

4.98 out of 5 average rating, 173 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.

Oct 12 – 19

ﺩ.ﺇ585 per night