Holiday rentals in Brainerd

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Top-rated holiday rentals in Brainerd

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Guest favourite

Flat 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!

26 Oct – 2 Nov

$113 SGD per night

Guest favourite

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.

20–27 Nov

$108 SGD per night

Guest favourite

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!

9–16 Sep

$194 SGD per night

Guest favourite

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

5–12 Apr

$130 SGD per night

Guest favourite

Cottage in Brainerd

4.98 out of 5 average rating, 366 reviews

Adventure Studio

The Adventure Studio is like stepping into a treehouse that boasts stunning views and a cozy relaxing deck overlooking 200' of shoreline on a great fishing lake. Inside enjoy views from two full walls of windows, a skylight and vaulted ceilings. Well appointed kitchen for a several day stay. A fire pit, pedal boat, paddleboards, wooded acreage, a mile long nature hiking, biking trail and access to other adventures. All on a quiet tree lined road, perfect for peaceful strolls at sunset.

26 Oct – 2 Nov

$506 SGD per night

Guest favourite

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.

28 Jan – 4 Feb

$230 SGD per night

Guest favourite

Cottage in Nisswa

4.91 out of 5 average rating, 152 reviews

Private Lake Cottage - Gull Lake chain

Charming one bedroom / one bath private cottage that is nestled up to the shore line of Lake Margaret, one of seven lakes on the Gull Lake chain. This a perfect get away while safety and social distancing is still of heightened importance. We'll ensure the cottage is very clean and professionally sanitized to its highest standards. The interior is super cozy, completely finished in knotty pine. It's the perfect romantic get away, or the perfect place to "distance".

3–10 Feb

$316 SGD per night

Guest favourite

Cabin in Nisswa

4.86 out of 5 average rating, 167 reviews

Cozy Lake Cabin in Nisswa

Comfortable year-around cabin nestled next to Clark Lake. The property sits on the water's edge surrounded by Norway pines. It is within walking and biking distance to Downtown Nisswa via the Paul Bunyan trail. Enjoy great fishing and boating (2 kayaks and a canoe available for use) opportunities. Full Kitchen, outdoor grilling, fire pit, dock, and washer and dryer unit. Downtown Nisswa is close by and has unique shops and fun places to eat and relax.

18–25 May

$250 SGD per night

Guest favourite

Cabin in Upsala

4.92 out of 5 average rating, 675 reviews

Treehouse (LOTR) Stargazer Skycabin

Our LOTR themed treehouse has been described as a "love letter to Tolkien himself." We have been featured on PBS and WJON radio. Joan and I live on the acreage, about 200 ft. from the Wizard's Cottage and very far from the treehouse, which is located on the back part of the acreage. It has a fenced-in portion that makes up the Shire Garden. Down the hill is our nod to Mordor. Feel free to visit and dare to open the "Mor Do(o)r." Diversity is welcome.

29 Nov – 6 Dec

$265 SGD per night

Guest favourite

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.

11–18 Sep

$191 SGD per night

Guest favourite

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.

19–26 Oct

$217 SGD per night

Guest favourite

Guest house in Pequot Lakes

4.91 out of 5 average rating, 11 reviews

A lil Peace of Heaven

Cozy cabin located in a peaceful setting with views and access to Lake Ossawinnamakee. Great for a quiet get away. Close to many ATV/Side by Side and snowmobile trails. Only minutes from the Whitefish Chain. You will find many great restaurants nearby if you don't feel like cooking or stay in and make your own meal we have a full kitchen for you!

15–22 Oct

$194 SGD per night