
Cottage vacation rentals in Union Pier
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Top-rated cottage rentals in Union Pier
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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, private resort-style neighborhood pool, private hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax & 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!
4.97 out of 5 average rating, 250 reviews
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!
4.97 out of 5 average rating, 144 reviews
New Buffalo retreat - Perfect year-round getaway!
Located in the heart of New Buffalo and walking distance to everything, this recently remodeled cottage is the perfect place for an escape. With an open kitchen/porch concept, leading out to a massive natural wood deck, your entry to a huge fenced in corner lot, there is no shortage of space for any summer activity or just to get back to a quieter, more relaxing pace. In winter months New Buffalo is just as charming with fewer visitors and plenty of opportunities to explore the area. CR23-0048
4.98 out of 5 average rating, 241 reviews
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.
4.99 out of 5 average rating, 314 reviews
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.
4.9 out of 5 average rating, 201 reviews
"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.
4.98 out of 5 average rating, 272 reviews
Steps to the Beach! Screened in Porch & Firepit!
Experience the ultimate Harbor Country getaway! Just a 90-second stroll to a public beach access and under 5 minutes to another, this location is unbeatable. Spend your day soaking up the sun, kayaking, paddle-boarding, antiquing, golfing, or climbing majestic dunes. Discover endless local breweries, wineries, and top-rated restaurants. Unwind in the evening on the spacious screened-in porch or by the cozy firepit. Your perfect retreat awaits - adventure and relaxation all in one!
4.93 out of 5 average rating, 412 reviews
Twin Cottage A- Walk to Beach & Town!
Twin Cottage A is your home for convenience & comfort! 2 blocks from town shopping & restaurants, Church Brewing Co. around the corner, an artisanal cocktail lounge up the block and only 3700 feet to the beach! You'll have a private, fenced in backyard for the kids and/or dogs. gas grill, outdoor dining & a fire pit stocked with wood. Check out Cottage B as well for a complete look at our reviews. *Stays 28 days or longer require weekly cleaning fee added after inquiry or request
4.95 out of 5 average rating, 460 reviews
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!
4.97 out of 5 average rating, 198 reviews
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.
4.98 out of 5 average rating, 166 reviews
J’s Beach House: Hot Tub & short walk to beach!
J's Beach House is < a 5 minute walk to the beach! My cottage is equipped with a private hot tub and fireplace. Enjoy the walkable town or jump in your car for a quick drive to any Harbor Country activity! Potential for rental with adjacent cottage "Riley's Retreat". *Please inquire about our other Airbnb cottage near downtown Union Pier. This cottage is a 2-bedroom plus kids loft, screen porch, hot tub, fire pit, plus walking distance to Townline Beach!
4.95 out of 5 average rating, 367 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
4.98 out of 5 average rating, 131 reviewsPopular amenities for Union Pier cottage rentals
Lakefront cottage rentals

Cheerful Sister Lakes 4 BDR Lake Hse w/ Hot tub.
4.98 out of 5 average rating, 109 reviews
Lake House 11 miles from Notre Dame
4.98 out of 5 average rating, 133 reviews
Indian Lake Hideaway
5.0 out of 5 average rating, 93 reviews
Pine Lake water side Beach House
4.96 out of 5 average rating, 96 reviews
Lake Shore Cottage at Stone Lake-Serenity
5.0 out of 5 average rating, 22 reviews
Pontoon Included *5/1/26-10/12/26* MI Getaway
4.96 out of 5 average rating, 25 reviews
Huge Luxury Cottage on All-sports Lake
4.94 out of 5 average rating, 17 reviews
Sister Lakes A-Frame: Private Beach, Dock & Kayaks
4.86 out of 5 average rating, 114 reviewsCottage rentals with a hot tub

Michiana Cottage
4.95 out of 5 average rating, 109 reviews
The Dacha • Hot Tub, Family-and-Dog-Friendly House
4.99 out of 5 average rating, 132 reviews
Hot tub! Blue Bird Cottage of Harbor Country!
4.86 out of 5 average rating, 177 reviews
2-min Walk to Lake MI • Hot Tub + Sauna
5.0 out of 5 average rating, 75 reviews
Heated Pool & Pvt Hot Tub
5.0 out of 5 average rating, 50 reviews
Union Pier Home With Hot Tub
4.76 out of 5 average rating, 74 reviews
Dog-Friendly Farmhouse • 1 Acre •Hot Tub • Lake MI
4.96 out of 5 average rating, 77 reviews
Sprawling Retreat w/ Private Beach Access!
4.98 out of 5 average rating, 51 reviewsPet-friendly cottage rentals

Sawyer Cottage:New Airbnb Fees;Same Price to Guest
4.9 out of 5 average rating, 476 reviews
Cottage with Character
4.85 out of 5 average rating, 364 reviews
Northwind Llama retreat “Chicken coop”
4.92 out of 5 average rating, 301 reviews
The Happy Cozy-Pets Welcome, Fire Pit, Privacy
4.92 out of 5 average rating, 209 reviews
Cozy Sawyer Beach Cottage- Walk to Warren Dunes
4.9 out of 5 average rating, 281 reviews
Comfortable, charming vintage 2 bed/1 bth cottage
4.98 out of 5 average rating, 100 reviews
Vintage Romance Finds Cozy Charm at Depot Cottage
4.85 out of 5 average rating, 134 reviews
Perfect ND Location! Corner of ND Ave & Angela Blv
4.78 out of 5 average rating, 113 reviewsDestinations to explore
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- Soldier Field
- Lincoln Park
- Grant Park
- Warren Dunes State Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Chicago
- The Field Museum
- Shedd Aquarium
- University of Notre Dame
- Guaranteed Rate Field
- Lincoln Park Zoo
- Beachwalk Vacation Rentals
- Washington Park Zoo
- Chicago Theatre
- University of Illinois At Chicago
- Oak Street Beach
- Museum of Science and Industry
- Silver Beach Carousel
- Wintrust Arena
- Potato Creek State Park
- Chicago History Museum





