
Cottage vacation rentals in Pine Lake
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Top-rated cottage rentals in Pine Lake
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The Pines Cottage on Birchwood
The Pines Cottage on Birchwood is a cozy 2 bedroom 1 bathroom cottage with separate TV room perfect for a relaxing visit in Michiana Shores, IN. Walk to the private beaches at Stop 38 and Stop 41. Rear deck and front porch for quiet mornings with coffee or evening beverage. Situated .7 mile (10 min walk) from the lake & beach at Stop 38 and Stop 41, 6 minute drive to New Buffalo and Michigan City-it's perfect for a getaway to Harbor Country. Visit local breweries, wineries, and so much 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!

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

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.

2026 Dates Now Open @ The Birchwood Cottage!
Time is now to hurry & book your 2026 dates @ THE ONE & ONLY BIRCHWOOD COTTAGE IN MICHIANA SHORES...where only good things happen & memories are made! Reviews tell our story & we are constantly upgrading to enhance your experience. It is a slice of heaven just 75 minutes from downtown Chicago be it for glorious summer beach days, long walks or napping on the screen potch. Once settled in this cozy cottage, you have everything you need on the property and in the area for a perfect vacation!

Dune Escape to the Lake Michigan lakeshore!
A beautifully renovated 1920’s farm house located on a quiet dead end street in the heart of southwest Michigan’s wine country and just outside of Warren Dunes State Park. Nearby you will find wineries, microbreweries and restaurants. Warren Dunes State park offers 3 miles of picturesque Lake Michigan beach with 6 miles of hiking trails winding through beautiful dune woodland, located just 2 minutes from the house. Come explore small town charm or have a quiet visit catching up with friends.

Neon Dunes Vista Beachfront Cottage
Neon Dunes Cottage is a one bedroom romantic getaway. A newly renovated cottage with new kitchen, modern appliances and new bathroom all in a bright airy home. It is located in Indiana Dunes National Park/Miller Beach. Only 1.5 blocks to the beach, you can hike trails nearby and come back to relax in a unique, comfortable setting with ambiance and charm. It's perfect for summer/holidays. Wifi, onsite parking and self check in, allow you to enjoy our wonderful home in privacy and peace.

Midcentury Cottage 3bd IN Dunes Natl Park, Lake MI
If you're looking for a laid-back [aka not fancy] getaway, this is it. The Midcentury Miller Cottage features 3bd, 1ba, and has the perfect blend of updates and original midcentury modern details that will make you swoon. Home feels private and faces a wooded dune. Beach and restaurants are a 9-min walk away. More restaurants, beaches and hiking are a short car drive away. Take time at Miller Cottage to unwind, reconnect and explore. Located in the 61st National Park, Indiana Dunes.

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!

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 4 bikes! So close to boutiques, coffee shops and cute restaurants!
Popular amenities for Pine Lake cottage rentals
Cottage rentals with a hot tub

Hot Tub, Fire Pit | Jungle Gym | Near Warren Dunes

Get your beach on - MaconoCottage is summer

Harbor Country Michigan Hide-Away

SYLVIA's CHARMING & RELAXING COTTAGE

Blueberry Fields/ House and Retreat

Michiana Cottage

Cozy Oasis by Lake MI&Dunes Hot Tub near Sawyer

Fun Beach House, Pool, Spa, Steps to Lake Michigan
Pet-friendly cottage rentals

Northwind Llama retreat “Chicken coop”

Bright & Warm by Warren Dunes Maple St Beach House

Dog-Friendly Farmhouse | 1+Acre near Lake Michigan

The Koi Cottage - Union Pier- Dog Friendly!

Vintage Romance Finds Cozy Charm at Depot Cottage

"The Pines" in Union Pier: Year-round getaway

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

Camp Wanderlust-Cozy lodge-20 minute walk to beach
Private cottage rentals

Koontz Lake Indiana Cozy Cottage (Lakeview)

Charming Cottage in Miller Beach

2 updated Cottages for one price close to beach

Miller Beach Cozy Cottage with indoor fireplace

Australian Style Cottage Unwind / Reset Recharge

Modern Michigan Cottage

Beachwalk’s Cozy Cottage - Farmhouse decor

The Rail House, Lakeside MI
Destinations to explore
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- Lincoln Park
- Millennium Park
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Shedd Aquarium
- Warren Dunes State Park
- Guaranteed Rate Field
- The Field Museum
- University of Notre Dame
- Lincoln Park Zoo
- Oak Street Beach
- Willis Tower
- Washington Park Zoo
- University of Chicago
- Silver Beach Carousel
- Potato Creek State Park
- Chicago Cultural Center
- Indiana Dunes State Park
- Chicago History Museum
- Adler Planetarium
- DuSable Black History Museum and Education Center




