
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.

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!

B's Retreat: Hot Tub & 10-min walk to Beach!
B's Retreat is a 1940's 700 sq ft cottage on a quiet dead-end street. It is 1 block from downtown UP! B's is sandwiched between rentals and vacation homes, so perfect for a family of 4 or 1-2 couples/friends looking to unwind. B's best attributes are the vaulted ceilings, wide-plank pine floors, bonus kids loft, hot tub, fire pit & the 23-foot wide screened in porch! B's is a .4-mile / 10-minute walk down Townline Rd. to the public beach. Parking is available at beach for early birds!

Country home, nature, by Culver, central to lakes
Central to Michiana, spacious & serene, plan to relax in the country! Wildlife rambles through the yard, stars shine bright at night. Walk the large property or curl up with a laptop or book; you can relax and unwind for an hour or days-your choice! Enjoy a meal in or venture out to sample local offerings minutes away. Bring a bike- lots of country roads to explore! Like fishing? The area has a dozen small to large lakes. Let this home flex as your home base for exploring or peaceful R&R.

Grab Last Open August Days @ Birchwood Cottage!
You can still grab coveted August beach 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!

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.

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 Lake Escape -Cozy Lakefront Cottage Valparaiso
Escape the everyday with a relaxing stay at this cozy cottage located on Flint Lake! Hot tub, pontoon boat, fire pit, gas fireplace, tv, lake front, canoe, kayak, sauna, grill and more. This charming property is lake front with a small 50ft beach area and dock. Use of 2018 Sylvan pontoon boat, canoe, and kayak are included. You will love the lake life. Please note the pontoon boat is only available in season from May 1st to October 1st.

Flint Lake Cottage.
This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking the channel that leads to Flint Lake. - Pet free -May not be appropriate for people with mobility issues. - Earth friendly cleaning products - Private beach & park access - Easy access to city center & university - One hour from downtown Chicago - National Lakeshore and Dunes State Park nearby - Wood fireplaces (winter only!)

Lakewood Cottage on Winona Lake
Modern and light filled lakefront cottage on beautiful Winona Lake. Great views from the lakefront dining area. You walk in the front door and you feel surrounded by the water. Quiet neighborhood is great for biking and walks. You can access the Greenway trail a mile away which takes you to the Village of Winona. Check out our custom video on youtube, just copy and paste the below code into the youtube search bar. AMErvK41MSo
Popular amenities for Pine Lake cottage rentals
Cottage rentals with a hot tub

2-min Walk to Lake MI • Hot Tub + Sauna

SYLVIA's CHARMING & RELAXING COTTAGE

Cottage Escape cozy getaway for two, Clean, Quiet

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

Designer Cottage Relax Pool Beach & Spa—Windjammer

Heated Pool, Hot Tub, Walk to Beach/ Markets

Michiana Cottage

Cozy Oasis by Lake MI&Dunes Hot Tub near Sawyer
Pet-friendly cottage rentals

Lakeside Getaway

Midcentury Cottage 3bd IN Dunes Natl Park, Lake MI

Vintage Romance Finds Cozy Charm at Depot Cottage

New Buffalo retreat - Perfect year-round getaway!

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

Twin Cottage B- Walk to Beach & Town!

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

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

Private Beach Home on Hudson Lake New Carlisle

Koontz Lake Indiana Cozy Cottage (Lakeview)

Blueberry Hill ~ walk to the beach

Australian Style Cottage Unwind / Reset Recharge

Charming Union Pier cottage in the woods

Explore! Imagine! Unwind. Make memories.

Lake Michigan Cottage Retreat

Private Woodland Oasis Near Notre Dame & Lake MI
Destinations to explore
- Chicago Vacation rentals
- Northeast Ohio Vacation rentals
- Platteville Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- Louisville Vacation rentals
- Detroit Vacation rentals
- Southern Indiana Vacation rentals
- Columbus Vacation rentals
- St. Louis Vacation rentals
- Cleveland Vacation rentals
- Cincinnati Vacation rentals
- Lincoln Park
- Millennium Park
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Warren Dunes State Park
- Shedd Aquarium
- The Field Museum
- University of Notre Dame
- Guaranteed Rate Field
- Lincoln Park Zoo
- University of Chicago
- Oak Street Beach
- Museum of Science and Industry
- Washington Park Zoo
- Willis Tower
- Indiana Dunes State Park
- Silver Beach Carousel
- Potato Creek State Park
- Chicago History Museum
- Chicago Cultural Center
- Auditorium Theatre





