Vacation rentals in Chikaming Township

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Top-rated vacation rentals in Chikaming Township

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

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Guest favourite

Apartment in Sawyer

4.97 out of 5 average rating, 270 reviews

Ozzie’s Hideaway-Smack between Three Oaks & Sawyer

This entirely redone, adorable apartment features automotive themed collectibles and vintage finds, black & white photos, car part art & furniture. Custom made pillowcases and duvet covers portray the ultimate road trip. Play the license plate game you played riding in the backseat as a kid, with our collection of license plates. The boomerang countertops welcome you in a fully equipped kitchen, an outdoor patio, grill and fire pit will help you create lasting memories of your next road trip.

Aug. 2 – 9

$228 CAD per night

Guest favourite

Home in Lakeside

4.96 out of 5 average rating, 157 reviews

Adorable couples escape with year-round hot tub!

3 NIGHT MIN JUNE 15 - END OF AUG! ADORABLE HOME IN LAKESIDE WAS RECENTLY REHABBED & OFFERS A SUPER CLEAN AND MODERN FEEL IN THE HEART OF HARBOR COUNTRY. GUEST HAVE ACCESS TO PRIVATE BEACH WHICH IS A 7 MIN WALK AWAY - NO CROWDED BEACHES! YEAR ROUND HOT TUB, A SUPER COMFY KING SIZE BED AND ONE PULL-OUT COUCH FOR 4 GUEST (MAX). FIREPIT SUPPLIED WITH WOOD, AN OUTDOOR PATIO AND WEBER GRILL COMPLETE THIS LOFT LIKE HOME. FULLY STOCKED KITCHEN, HIGH DEF TV, STREAM MUSIC, ETC! YOU WILL LOVE IT!

Mar. 13 – 20

$383 CAD per night

Guest favourite

Home in Three Oaks

4.98 out of 5 average rating, 104 reviews

Casa Gitana - Boutique Style Stay in Three Oaks

Casa Gitana is a Boutique style stay in the quaint town of Three Oaks, MI. Just a short drive to the pristine beaches of Lake Michigan and walking distance to downtown, our home offers an eclectic & contemporary feel that is perfect for a relaxing getaway any time of the year. We personally manage & oversee the home before every stay, & take pride in putting thought & intention into every detail. We want our guests to feel at home, and most importantly enjoy a comfortable and relaxing stay. :)

May 1 – 8

$262 CAD per night

Guest favourite

Home in Lakeside

4.99 out of 5 average rating, 101 reviews

Lakeside Retreat Nestled Among the Trees

Welcome to our cozy 'Tree House,' nestled among the trees in Lakeside, Michigan! Our renovated cottage is located 90 minutes from Chicago in the heart of all that Harbor Country has to offer. Our bright, open home features high end finishes, luxury mattresses and comfortable seating. Nature-inspired hues invite you in, making relaxation a top priority! Generous outdoor spaces include a large deck with ample dining space, rocking chairs, and two outdoor fire pits for s'mores under the stars.

Oct. 5 – 12

$637 CAD per night

Guest favourite

Home in Three Oaks

4.96 out of 5 average rating, 146 reviews

The Walnut House, Michigan Woods Retreat

Beautifully designed home, surrounded by trees. 5 minutes drive from the white sandy beaches of Lake Michigan, and conveniently close to historic Three Oaks downtown: Journeyman whiskey distillery, Acorn Theater, Froehlich's bakery and deli, Patellie's pizza and more. The home has beautiful large windows in every room and bedroom. It is well stocked with books, thoughtfully appointed rooms that are perfect for a quiet escape, family retreat, and home base for exploring the areas activities.

Jan. 11 – 18

$794 CAD per night

Guest favourite

Guesthouse in New Buffalo

4.98 out of 5 average rating, 695 reviews

"Tiny House" Guest House Under the Oak Trees

"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

May 21 – 28

$197 CAD per night

Guest favourite

Home in Harbert

4.98 out of 5 average rating, 147 reviews

Entertain, Play & Relax in Harbert w/ Hot Tub

Welcome to Harbert in Harbor Country! The House on the Prairie is tucked away in a quiet location in Harbert, yet minutes from the beaches, dunes, breweries, wineries and all the Harbor Country attractions. The house features tons of amenities and is packed full of games, toys, books and activities for all ages. Enjoy the back yard amenities with a hot tub, firepit, hammock & deck! Even includes a tree house, sandpit and trampoline for the kids! Hot Tub Open All Year.

Nov. 12 – 19

$409 CAD per night

Guest favourite

Bungalow in Sawyer

4.99 out of 5 average rating, 156 reviews

The Harbert Bungalow-Hot Tub-Walk to Beach

Welcome to the Harbert Bungalow! Our newly renovated private guest house is located along the Red Arrow Bike path; just a 1 mile walk/bike to Harbert Beach and directly across the street from the Harbert Community Park. Enjoy all Harbor Country has to offer while staying in your own cozy bungalow with a tropical-inspired interior and private luxury outdoor space. Guest will have access to a private gated patio and parking right in front of the house for two vehicles.

Aug. 28 – Sep. 4

$589 CAD per night

Guest favourite

Guesthouse in Sawyer

4.92 out of 5 average rating, 150 reviews

Heron's Rest hideaway close to beaches, breweries

Privacy on 11 acres of conservancy-protected land including woods, two ponds, and a river. Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Fish on site. Kayak, bike, hike nearby. Ideal for nature lovers. Separated from our home by breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible.

Jul. 13 – 20

$212 CAD per night

Guest favourite

Cottage in Sawyer

4.93 out of 5 average rating, 208 reviews

Northwind Llama retreat “Chicken coop”

Enjoy your farm style experience- Llamas, chicken’s, dog’s and cats! 400 sq. ft. "Efficiency Suite" Revel and Relax . Rest in the queen memory foam bed complete with custom Upstate bedding. The open space living area has ample seating, desk, and full- size fridge for your libation. Private bathroom with stand up shower with exclusive Robert Jeffrey products. Your family pet is welcome! Please add your pet to rsvp !

Jan. 1 – 8

$224 CAD per night

Guest favourite

Guesthouse in New Buffalo

4.95 out of 5 average rating, 352 reviews

Rainbows End 🌈 Puryear

Discover the tranquility of a charming cottage nestled on a 20-acre farm, surrounded by nature with walking trails that end up at the South Branch of the Galien River. Unwind on the patio with a cozy fire pit and enjoy all the amenities you'll need for a perfect getaway. Just 10 minutes away from the beautiful shores of Lake Michigan and only 3 miles from Four Winds Casino. Experience the peaceful countryside retreat—book now!

Mar. 25 – Apr. 1

$200 CAD per night

Guest favourite

Cottage in Lakeside

4.99 out of 5 average rating, 101 reviews

Pebble Path Cottage - Less than a block to beach!

Charming vacation home in Harbor Country, only 75 miles from Chicago. The cottage is less than a block from a wide, sandy private association beach where you can walk for miles, swim, or relax on the shore. It is perfectly situated to visit local farm stands, wineries, breweries, restaurants, & state parks. No smoking and no pets, please. Checkout our sister cottage next door - Morning Dove Cottage

May 18 – 25

$448 CAD per night