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Cottage vacation rentals in Pine Lake

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Top-rated cottage rentals in Pine Lake

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Top guest favorite

A cozy cottage is nestled among lush green ferns and trees, with vibrant flowering shrubs nearby. The structure features a gabled roof and large windows, providing a glimpse of the welcoming interior. A picket fence frames the scene, adding charm to the natural surroundings.

Cottage in Michiana Shores

4.98 out of 5 average rating, 132 reviews

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.

A spacious backyard features a stone fire pit surrounded by four wooden chairs, set against a backdrop of lush green grass and towering trees. In the distance, the cottage's large windows are visible, alongside a wooden gazebo. The scene invites relaxation and outdoor gatherings.

Cottage in Stevensville

4.94 out of 5 average rating, 154 reviews

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.

A spiral staircase leads to an upper level, positioned beside a spacious kitchen island with seating for three. Recessed lighting and unique pendant lights illuminate the area, while a comfortable leather sofa is placed against a wall adorned with soft beach-themed artwork.

Cottage in Michiana Shores

4.96 out of 5 average rating, 168 reviews

Prime Summer Days Still Open @ Birchwood Cottage!

Now only 2 night minimum stays in prime June, July & August dates on Lake Michigan's best beaches, THE BIRCHWOOD COTTAGE IN MICHIANA SHORES...where only good things happen & memories are made...is calling. Reviews tell our story & we are constantly upgrading to enhance you experience. We offer a slice of heaven just 75 minutes from downtown Chicago. Once settled in this cozy cottage you are just a short walk or even quicker bike ride to 5 beaches & everything you need is provided. BOOK IT NOW!

A cozy outdoor seating area features two wicker chairs and a matching table, set against a stone patio. Bright turquoise cushions add a pop of color. The entrance to the cottage is visible, framed by greenery and a decorative wall piece beside the window.

Cottage in Union Pier

4.9 out of 5 average rating, 145 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.

Cottage in Harbert

4.97 out of 5 average rating, 133 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 4 bikes! So close to boutiques, coffee shops and cute restaurants!

A wooden stairway leads down to the water's edge, framed by lush trees and a serene view of Little Crooked Lake. The clear sky reflects softly on the calm water, enhancing the peaceful surroundings.

Cottage in Dowagiac

4.96 out of 5 average rating, 113 reviews

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.

Top guest favorite

Cottage in Union Pier

4.96 out of 5 average rating, 200 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, pool, 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 and create lasting memories!

A serene Koi pond surrounded by lush greenery is depicted, with vibrant fish swimming gracefully beneath the water's surface. Water lilies float on the pond, and a small waterfall gently cascades into the pool, creating a tranquil setting in the private yard.

Cottage in Union Pier

4.81 out of 5 average rating, 227 reviews

The Koi Cottage - Union Pier- Dog Friendly!

Charming cottage on a large fenced private yard that overlooks our large Koi pond. Relax to the sounds of the waterfall while sitting in our three/season enclosed porch. Or hang out on the outdoor deck Spend the evenings dining on the outdoor deck and chilling by the large fire-pit. Our large grassy yard is great for kids and dogs to play! We are less than a mile from the beach!

A circle of Adirondack chairs surrounds a central fire pit, positioned on gravel. Potted plants and flowers add greenery, while a backdrop of trees and a storage shed enhance the natural setting of the outdoor space.

Cottage in Three Oaks

4.91 out of 5 average rating, 112 reviews

Private, Sun-filled Union Pier Cottage

Sunny, private cottage set on a half-acre facing woodlands. Quick drive to everything - beaches, hiking, restaurants, wineries, breweries, etc. High-speed internet available and desk with two monitors. Please be advised: reservation requests from first-time AIRBNB renters will be declined. You must have rented through AIRBNB in the past and received a high rating.

Large windows provide a scenic view of Flint Lake and a deck area featuring an umbrella and lounge chairs. Soft sunlight filters through the trees, illuminating a cozy seating area adorned with floral cushions.

Cottage in Valparaiso

4.93 out of 5 average rating, 412 reviews

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.

A charming yellow cottage is framed by a white picket fence and greenery. An American flag decorates the front, while a welcoming pathway leads to the entrance. Large windows with shutters provide light to the interior, complemented by a modest porch and seating.

Cottage in New Buffalo

4.95 out of 5 average rating, 149 reviews

The Lemonade Cottage, New Buffalo. Walk to beach!

You'll fall in love with this cute and inviting cottage. From the white picket fence to the updated kitchen and bath...you won't be disappointed. Enjoy the beautifully secluded back yard with hot tub, gazebo, grill and fire pit. Walking distance to downtown, shops, bars, restaurants, beach, marina, brewery, Redamaks, StrayDog and much more.

Top guest favorite

A spacious screened-in porch features a colorful rainbow hammock and a patterned lounge chair. A wooden table dominates the area, surrounded by natural light through large windows. The floor is tiled, and string lights add ambiance, complementing the fresh greenery visible outside.

Cottage in Sawyer

4.9 out of 5 average rating, 430 reviews

New open June dates—Harbor Country Sawyer Cottage

Doze off in a rainbow hammock in a breezy screened porch. There's a timeless cottage feel among the timber floors, whitewashed rafters, and homespun throws. Books and music galore, including a record collection and vintage Dylan poster. ALSO: please see Cottage Coronavirus Protocol for guest peace of mind. AND: 300 mbps WIFI.

Vacation rentals for every style

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Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Pine Lake cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

The outdoor hot tub is surrounded by a wooden deck, providing an inviting space for relaxation. A cover is partially placed over the tub, and foliage in varying shades of green and pink enhances the natural setting.

Cottage in Lakeside

4.62 out of 5 average rating, 77 reviews

Cozy Cottage Steps to Beach, Pool, Hot Tub & More

Top guest favorite

A spacious wooden deck is lined with sturdy, light-colored Adirondack chairs facing the lush green backyard. Tall windows allow ample natural light, while an American flag adds a touch of character. Planters with greenery enhance the inviting outdoor space.

Cottage in Union Pier

5 out of 5 average rating, 18 reviews

Charming Cottage - Hot Tub, Sauna, Large Yard

An outdoor seating area features several wooden Adirondack chairs arranged in a circular formation on a green lawn. The two-story house is partially visible in the background, surrounded by trees, with large windows reflecting the natural surroundings.

Cottage in New Buffalo

4.89 out of 5 average rating, 47 reviews

The Great Escape: Blocks From Your Private Beach

Cottage in New Buffalo

4.96 out of 5 average rating, 104 reviews

Casa Playa New House in Union Pier w/ Private Spa

An inviting cottage exterior features a wooden fence and a screened porch. Surrounding greenery showcases tall grasses and autumn foliage, creating an appealing atmosphere. A chimney and part of the roof can be seen, indicating the cozy interior space.

Cottage in Union Pier

4.95 out of 5 average rating, 301 reviews

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

A view of a lush garden area is presented, featuring vibrant flowers and greenery. Comfortable seating is visible in the background, inviting relaxation. Nature's tranquility is evident with soft textures of grass and foliage surrounding the space.

Cottage in Three Oaks

4.87 out of 5 average rating, 185 reviews

Blueberry Fields/ House and Retreat

A modern kitchen features white cabinetry and a large island with four metal stools. A stainless steel stove and refrigerator are positioned alongside open shelving displaying simple decor. Natural light enters through a window, highlighting the white tile backsplash and the artwork of a cow on the wall.

Cottage in New Buffalo

4.94 out of 5 average rating, 164 reviews

Perfect Get Away - Private Hot Tub - Lots of Room

Top guest favorite

A private hot tub sits on a wooden deck, surrounded by lush greenery. Nearby, a cozy sitting area features Adirondack chairs and a hammock, creating a relaxing outdoor space. The setting is enhanced by sunlight filtering through the trees.

Cottage in Union Pier

4.94 out of 5 average rating, 72 reviews

Union Pier, 3 bedroom +loft, 2 bath, hot tub

Pet-friendly cottage rentals

The exterior of the barn showcases a vibrant red facade adorned with greenery. Large overhanging vines and trees frame the entrance, creating a welcoming atmosphere. A paved area leads to the barn, with side windows visible on the left. This setting hints at a rustic charm.

Cottage in Sawyer

4.87 out of 5 average rating, 186 reviews

Northwind Llama retreat 'Loft Cottage'

A sunlit porch features large windows allowing natural light to fill the space. A cozy seating area is positioned to one side, with a colorful area rug and pillows enhancing comfort. A hanging macramé chair adds a unique touch to the inviting atmosphere.

Cottage in Three Oaks

4.89 out of 5 average rating, 35 reviews

Cozy Cottage - Newly Renovated

A charming white cottage is framed by lush greenery, featuring a welcoming pathway lined with diverse plants. The entrance is accentuated by a screened door, and large windows invite natural light, creating a bright and airy atmosphere.

Cottage in Union Pier

4.84 out of 5 average rating, 44 reviews

Elephant Walk- Cottage 5

Top guest favorite

Cottage in New Buffalo

4.98 out of 5 average rating, 190 reviews

New Buffalo retreat - Perfect year-round getaway!

Top guest favorite

A cabin-style home is nestled among tall pine trees, featuring a large facade with distinctive tall windows that allow natural light to flood the interior. Colorful chairs are positioned on the screened porch, surrounded by well-maintained greenery and flower beds.

Cottage in Union Pier

4.98 out of 5 average rating, 220 reviews

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

Cottage in Michigan City

4.83 out of 5 average rating, 145 reviews

DKM Cottage - 15 minute walk to Lake Michigan

Top guest favorite

A spacious backyard includes a circular stone path, adorned with pebble landscaping. Comfortable chairs provide seating near a fire pit, surrounded by lush green grass and tall shrubs. A storage shed is visible in the background, enclosed by a wooden fence for privacy.

Cottage in New Buffalo

4.94 out of 5 average rating, 372 reviews

Twin Cottage A- Walk to Beach & Town!

A spacious fenced-in yard is shown with lush green grass and a wooden deck visible in the foreground. A hammock is positioned between two trees, providing a relaxing area. Surrounding shrubs and a wooden fence contribute to the tranquil outdoor setting.

Cottage in Three Oaks

4.88 out of 5 average rating, 306 reviews

Cottage with Character

Private cottage rentals

A spacious great room features vaulted pine ceilings and a stone fireplace as the focal point. Light filters through the windows adorned with wooden blinds. Comfortable seating includes a large sofa and an armchair, complementing the warm, neutral tones of the space.

Cottage in Michigan City

5 out of 5 average rating, 20 reviews

Bright Scandinavian-style cottage w/ private yard

A serene lakeside view showcases calm waters reflecting the surrounding greenery. A line of swans glides gracefully across the lake. Soft sandy beach areas are visible in the foreground, framed by overhanging branches from nearby trees.

Cottage in Walkerton

4.83 out of 5 average rating, 24 reviews

Koontz Lake Indiana Cozy Cottage (Lakeview)

Cottage in Michiana

4.86 out of 5 average rating, 71 reviews

BeachyBu Cottage

A wooden dock extends over the calm surface of Cable Lake, surrounded by lush greenery. The water reflects sunlight, creating a shimmering effect. Two benches are positioned along the dock, inviting relaxation while enjoying the scenic view.

Cottage in Dowagiac

4.94 out of 5 average rating, 17 reviews

Newly renovated Sister Lakes 3BR Cottage

The cottage exterior features a spacious deck with outdoor seating, complemented by colorful umbrellas. A gas grill is situated beside the deck, and several water sports equipment items are arranged on the grass, indicating activities available for guests.

Cottage in Niles

4.95 out of 5 average rating, 57 reviews

Barron Lake front Cottage. Notre Dame Nearby!

Top guest favorite

A tranquil sandy beach stretches along the shoreline, framed by gentle waves of Lake Michigan. Footprints can be seen on the soft sand, and the clear blue sky merges seamlessly with the expansive water. The lush tree line can be faintly discerned in the distance.

Cottage in Lakeside

4.97 out of 5 average rating, 32 reviews

Cozy Lake House with Bonus Guest Cottage!

A charming cottage is framed by trees, showcasing a bright exterior with large windows. Outdoor seating is visible, including cushioned chairs and a bench, complemented by potted plants and colorful flowers, creating an inviting space for relaxation.

Cottage in Michigan City

4.74 out of 5 average rating, 105 reviews

Bright Beach-Community/Winter Wonderland Cottage

A view from the porch features green grass and neatly trimmed shrubs, leading towards a pathway. Across the grassy area, several cottages are visible, surrounded by trees. The distant lake can be seen, framed by the landscape.

Cottage in New Carlisle

4.88 out of 5 average rating, 92 reviews

Gram's cottage: Convenient to ND, New Buff & AWS

Destinations to explore