
Cottage vacation rentals in Three Oaks
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Nightly prices starting at
Three Oaks vacation rentals start at $237 CAD per night before taxes and fees

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Over 500 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Three Oaks rentals

4.8 Average rating
Three Oaks stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated cottage rentals in Three Oaks
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Cheerful Stevensville cottage, GREAT LOCATION!
Right in the prettiest area of Stevensville, Glenlord Cottage is an ideal location for your Southwest Michigan stay. Down the road you will find Glenlord Beach Park, a beautiful Lake Michigan overlook. Around the corner, an award-winning bakery. In Stevensville with its variety of restaurants, beaches, and shops, Glenlord Cottage is also within easy reach of many SW Michigan attractions and is well placed for visits to wineries, golf courses, and downtown St. Joseph with its shops and festivals.

The Cottage of Harbor Country - Close to it all!
Welcome to your very own Cottage in Harbor Country! The perfect weekend getaway from Chicago, our cottage is close to Warren Dunes and just a 15-20 minute walk to Lake Michigan. Renovated and beautifully appointed, it blends vintage charm with modern updates! Enjoy morning coffee on the new deck or screened-in porch, take a dip in the new hot tub, or cozy up next to the wood-burning fireplace. Enjoy the perfect place to relax, hike, go antiquing, wine-tasting, and make memories with loved ones!

The Happy Cozy-Pets Welcome, Fire Pit, Privacy
If relaxing in nature in a calm and cozy home is what you're seeking, you'll find it here! It's been designed to make you feel at peace and comfortable inside while providing several outdoor spaces for you to enjoy the sights, sounds, and smells of nature. The open floor plan and large dining table create a grand gathering space for everybody to be together and create the memories that matter most. Feel free to safely start a campfire outside or in the fireplace indoors. It's all here for you!

The Birdhouse – quiet luxury, walk everywhere
The Birdhouse is on a quiet wooded ravine steps from restaurants, shopping and a lovely 0.7 mile walk to the beach. This home hosts 4 guests only, including infants. Enjoy a screened-in porch with views to the woods, an outdoor eating area with grill, lovely terrace with firepit and laundry room. Bedrooms are cozy and comfortable. The bathroom features a luxurious rain shower with hand shower for junior guests. To allow our cleaning crew time to prepare, we're unable to offer early check-ins.

Camp Wanderlust-Cozy lodge-20 minute walk to beach
A place to wander with the ones whose company you enjoy. Enjoy a cozy getaway, in our quiet cottage. 10 minute walk from shops and brewery and restaurants of Union Pier. 10 minute walk to Winery Tasting. 20 minute walk to Townline Beach. Union Pier is the perfect beach town in the heart of harbor country, enjoy exploring this magical region or maybe just kick back and build a fire and enjoy the space. 1914 a colony of Chicago bohemians, vacationed at the "Camp's Cottages" at Union Pier.

"The Pines" in Union Pier: Year-round getaway
Under towering pine trees that feel more like the Northwoods, you're in the heart of Harbor Country. About 1.25 miles from the shore, minutes from New Buffalo & Three Oaks. Updated cabin-style home offers rustic feel with luxury comforts & highspeed WiFi, and great indoor & outdoor space. Garage plus additional parking. Enjoy the area's beaches, restaurants, outdoor activities, breweries & wineries. Southwest Michigan at it's best! Please see policies for pets & children in house rules.

1930’s Cozy Cottage in the Woods.Walk to the beach
Come fall in love with Michiana Shores, we promise you'll love the peace and quiet. Our charming cottage sits back tucked away, nestled among pine trees and twinkle lights. Roast marshmallows while sitting around the fire with 6 modern adirondack chairs, take a stroll to the beach, ride bikes, BBQ, watch the sunset along lakeshore drive. Play tennis or pickle at the local park. 10 minute walk to the beach. Far away enough to relax yet close enough to new Buffalo, Union Pier or Long Beach

Blue Haven Lake Cottage
Relax at our lake cottage retreat, near vibrant downtown of New Buffalo, MI, in a quiet and peaceful private wooded setting. Close to many local attractions and beaches! Walk or bike, to restaurants, boutiques, coffee shops and ice cream parlors. Four Winds Casino is only 5 minutes drive. Harbor Country wineries & breweries, trails, farmers markets, are all within a few minutes. Easy access to nearby beach towns and beautiful Warren Dunes. Ideal space for families, girl trips or couples!

Michiana Cottage
Michiana Shores, Indiana Entire cottage - 4 guests Nestled in nature, Michiana Cottage offers a totally updated home with great amenities, including a hot tub. Quiet and peaceful,you can unwind with a book on the deck; stroll a nature trail; play pickle ball, tennis or horse shoes. A 10 minute walk finds you at the beach. Hungry? Stop 50 Pizza is just down the street. A short drive takes you to Washington Park and Zoo, outlet shopping, restaurants and casinos. Permit 2020-02

Beach Bird Cottage- 5min walk to the lake! 3BR/1BA
Dear friends, Welcome to Beach Bird Cottage, situated on a quiet street with other vintage cottages in the heart of Union Pier. It is an easy 5-minute walk to an association beach. The cottage has many updates, including a new kitchen, bathroom, washer/dryer, outdoor shower and a wood stove. The master and second bedroom each have queen-size beds and the children's bedroom has two twin beds. Enjoy an early swim before breakfast or have an evening beach picnic under the sunset.

Hot tub open year round in modern/rustic cottage!
Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 3 bikes! So close to boutiques, coffee shops and cute restaurants!

Designer Cottage Relax Pool Beach & Spa—Windjammer
Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, community pool, private hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax and unwind in this luxurious updated getaway with plenty of sun filled space for all to enjoy year-round. Professional Wolf stove for the chefs. Book your stay today! Create lasting memories!
Popular amenities for Three Oaks cottage rentals
Cottage rentals with a hot tub

Charming Cottage on the Lake

Get your beach on - MaconoCottage is summer

Hampton House, w/HOT TUB, 4 minutes Beach access

The Lemonade Cottage, New Buffalo. Walk to beach!

Hot tub! Blue Bird Cottage of Harbor Country!

Beach Bliss | Pet Friendly W/Hot Tub Near Lake MI

J’s Beach House: Hot Tub & short walk to beach!

Blueberry Fields/ House and Retreat
Pet-friendly cottage rentals

Rosie’s Cottage close to Warren Dunes (w pool)

Comfortable, charming vintage 2 bed/1 bth cottage

Cozy Cottage - Newly Renovated

Lakeside Getaway

Vintage Romance Finds Cozy Charm at Depot Cottage

New Buffalo retreat - Perfect year-round getaway!

Twin Cottage B- Walk to Beach & Town!

Peach Beach Cottage at Simonton Lake! 2 Bed/1 Bath
Private cottage rentals

The Pines Cottage on Birchwood

Hudson lake Cottage: Notre Dame, New Buff, Amazon

Modern Michigan Cottage

The White Cottage Home

Clear Lake Cottage

Charming Union Pier cottage in the woods

Catch The Last Rays Of Summer @ Birchwood Cottage!

Steps to the Beach! Screened in Porch & Firepit!
Destinations to explore
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- Warren Dunes State Park
- Indiana Dunes State Park
- University of Notre Dame
- Beachwalk Vacation Rentals
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- New Buffalo Public Beach
- South Beach
- Grand Mere State Park
- Van Buren State Park
- Shady Creek Winery
- Weko Beach
- Jean Klock Park
- Silver Beach Park
- Woodlands Course at Whittaker
- Four Winds Casino
- Dablon Winery and Vineyards
- Four Winds Casino
- Studebaker National Museum
- Promontory Point
- Four Winds Field
- Howard Park
- South Shore Cultural Center





