
Cottage vacation rentals in Pine Lake
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Pine Lake
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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.

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!

Escape to The Sunshine Cottage of Harbor Country!
Cozy up at The Sunshine Cottage of Harbor Country. Surrounded by award-winning beaches, state parks, wineries, and breweries this location boasts endless activities within a short walk, bike, and drive. With a large backyard and extended porch deck, the cottage offers outdoor fun and entertaining all summer long, or retreat for a cozy winter getaway. The cottage is in close proximity to Lake Michigan and Grand Mere State park - sand dunes, hiking trails, and nature adventures all seasons.

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.

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!

The Wildwood Cottage, private lake access
New for summer 2023, private lake access across the street on Little Crooked Lake! Peaceful, 2-bedroom cottage in the heart of Sister Lakes, Michigan. Fully renovated in 2021, this cottage features a large deck overlooking trees and a partial view of Little Crooked Lake. Eat-in kitchen, Weber charcoal grill, Adirondack chairs, and patio dining for 6. Walking distance to The Strand and Sister Lakes Brewing Company. 17 miles to Lake Michigan and 30 miles to Notre Dame.

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!
Popular amenities for Pine Lake cottage rentals
Cottage rentals with a hot tub

The Cottage of Harbor Country - Close to it all!

Charming Cottage - Hot Tub, Sauna, Large Yard

Harbor Country Michigan Hide-Away

Union Pier Home With Hot Tub

SYLVIA's CHARMING & RELAXING COTTAGE

Quaint Cottage: guests rave clean; cozy; quality

Cheerful Sister Lakes 4 BDR Lake Hse w/ Hot tub.

Designer Cottage Relax Pool Beach & Spa—Windjammer
Pet-friendly cottage rentals

Northwind Llama retreat 'Loft Cottage'

Midcentury Cottage 3bd IN Dunes Natl Park, Lake MI

The Koi Cottage - Union Pier- Dog Friendly!

Vintage Romance Finds Cozy Charm at Depot Cottage

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

Lake Michigan Cottage Retreat

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

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

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

2 updated Cottages for one price close to beach

Steps to Beach | Cozy Grand Beach Cottage

Cozy 2 bedroom cottage steps from Lake Michigan

Australian Style Cottage Unwind / Reset Recharge

Modern Michigan Cottage

Beachwalk’s Cozy Cottage - Farmhouse decor

Charming Union Pier cottage in the woods
Destinations to explore
- Chicago Vacation rentals
- Northeast Ohio Vacation rentals
- Platteville Vacation rentals
- Downtown Chicago Vacation rentals
- Indianapolis Vacation rentals
- Southern Indiana Vacation rentals
- Detroit Vacation rentals
- Columbus Vacation rentals
- St. Louis Vacation rentals
- Louisville Vacation rentals
- Cleveland Vacation rentals
- Cincinnati Vacation rentals
- Lincoln Park
- Millennium Park
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Soldier Field
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Warren Dunes State Park
- 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
- Adler Planetarium
- Chicago History Museum
- Indiana Dunes State Park
- Chicago River Walk
- DuSable Museum of African American History




