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!

Oct 26 – Nov 2

G$17,385 GYD 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.

Jul 16 – 23

G$51,974 GYD per night

Guest favorite

Cottage in Pequot Lakes

4.94 out of 5 average rating, 266 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.

Nov 20 – 27

G$16,568 GYD per night

Guest favorite

Cabin in Ironton

4.93 out of 5 average rating, 110 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 9 – 16

G$29,789 GYD 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!

Apr 23 – 30

G$104,636 GYD 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

Aug 26 – Sep 2

G$149,434 GYD per night

Guest favorite

Cabin in Brainerd

4.88 out of 5 average rating, 72 reviews

Secluded - Fire Pit- 5 Acres - 300mbps internet

Solitude! Just over two hours from the cities this cabin is just far enough away to truly feel up north. Only 10 miles from Baxter, 20 miles from Crosby but a thousand miles from the rat race. This property is set on a secluded 5 acre plot that will provide ample opportunity to connect with nature. Relax and enjoy the solitude! Less than 10 miles away from Brainerd International Speedway and only 2.3 miles away from the Paul Bunyan Trail. Tv has a Roku streaming device and >300mbps internet

Apr 5 – 12

G$20,002 GYD per night

Guest favorite

Home in Breezy Point

5.0 out of 5 average rating, 33 reviews

*Hot Tub* Breezy Point Resort - Private & Tranquil

Unbeatable relaxation! You will be staying within walking distance of Pelican Lake, golf courses, the city park, and restaurants. Prefer staying in? Enjoy the fully fenced backyard with a hot tub, perfect for privacy and relaxation. The kitchen is well stocked for all of your cooking needs. This home checks all the boxes: convenient, clean, and comfortable. We're confident you will love your stay in the heart of Breezy Point! 2 bedrooms - 960 sq ft No cleaning fees, minimal checkout list.

Sep 23 – 30

G$54,708 GYD 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 28 – Feb 4

G$35,324 GYD per night

Guest favorite

Cabin in Backus

4.83 out of 5 average rating, 54 reviews

Quiet Lake cabin with a great view

Enjoy the peaceful lake life in this 2 bedroom, 1 bath cabin on serene Lindsey Lake near Backus, MN. Completely furnished with gas grill, private dock, boatlift, 2 kayaks and canoe. A small fishing boat and motor is available to rent. View the awesome sunsets and listen to the loons from multiple decks. Lindsey is a good fishing lake but does not have good beach shoreline. However, a nice swimming beach is 1.7 miles away on nearby lake. One well behaved pet is allowed.

Aug 28 – Sep 4

G$26,990 GYD 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!**

Apr 15 – 22

G$96,352 GYD per night

Guest favorite

Cabin in Merrifield

4.98 out of 5 average rating, 176 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 19 – 26

G$33,266 GYD per night