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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 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!

With only a three night minimum stay in prime June, July & August 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, 144 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, 132 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!

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!

The cottage exterior, framed by trees, features a charming pergola with string lights. Several Adirondack chairs are positioned near the lush green lawn, inviting relaxation. A cozy hammock hangs nearby, enhancing the outdoor experience, along with a visible firepit area perfect for gathering.

Cottage in Goshen

4.95 out of 5 average rating, 512 reviews

Cozy, Quiet Cottage with so much Character! Clean!

This charming, semi-private cottage, set in a quiet country location is perfect for your next getaway. Small kitchenette with sink, fridge and microwave provides you with kitchen basics. PLEASE NOTE: there is no stove/oven in this room. Bathroom is equipped with all the necessities plus extras like a two person shower with rain fall shower head. Outside is a 2-3 person hot tub along with a beautiful pergola with string lights and adirondack chairs.

Top guest favorite

A welcoming entrance is surrounded by vibrant flowers in shades of pink, complemented by lush greenery. A stone pathway leads to the front door, which is framed by blooming plants, creating an inviting and colorful ambiance.

Cottage in Three Oaks

4.97 out of 5 average rating, 261 reviews

Lily’s Cottage, steps from Journeyman and Acorn!

Lily’s Cottage - Three Oaks, Michigan. Just steps to Journeyman Distillery and all other village sites including: Acorn Theater, Featherbone Factory Mercantile, Vickers Theater, Staymaker, Galleries, Shops, Antiques, Dewey Cannon Park, Bike Rentals, Nelson's Saloon, Drier's Meats, Froelich's and more! We are a no contact self check in rental. We are local and available by phone, text or airbnb email if needed during your stay.

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, 411 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, 429 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

Top guest favorite

A spacious living area features large French doors that open to a deck. A neutral-toned sofa is adorned with decorative pillows, while a wooden coffee table sits in front. An inviting armchair and framed artwork complement the warm, natural lighting filtering in.

Cottage in Three Oaks

4.98 out of 5 average rating, 60 reviews

The Cottage of Harbor Country - Close to it all!

Cottage in New Buffalo

4.96 out of 5 average rating, 104 reviews

Casa Playa New House in Union Pier w/ Private Spa

Top guest favorite

A private wooden deck features a spacious hot tub with steps for easy access. Soft outdoor lighting creates a cozy ambiance, illuminating nearby trees and the charming cottage structure visible in the background. Green foliage enhances the serene setting.

Cottage in Gary

4.95 out of 5 average rating, 65 reviews

SYLVIA's CHARMING & RELAXING COTTAGE

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, 300 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

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

Top guest favorite

The cottage entrance features a welcoming porch with two white adirondack chairs flanking a vibrant blue door. Lush greenery surrounds the space, and potted plants add a touch of color. The steps lead up to the main entrance under a charming overhang.

Cottage in Michiana Shores

4.95 out of 5 average rating, 85 reviews

Michiana Cottage

An outdoor patio area features a covered seating arrangement with wooden tables and chairs. Lush greenery surrounds the space, providing a serene atmosphere. A hot tub is conveniently located nearby, inviting relaxation under the covered breezeway.

Cottage in Harbert

4.93 out of 5 average rating, 45 reviews

Cozy Oasis by Lake MI&Dunes Hot Tub near Sawyer

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

A series of five large French doors with black frames opens to a warm, inviting interior. Soft lighting is visible through the glass, illuminating the adjoining living space. Two chairs are positioned on the wooden deck, providing a comfortable spot to enjoy the serene backyard view.

Cottage in Sawyer

4.97 out of 5 average rating, 104 reviews

Family friendly new house in woods /great for kids

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!

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

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

An aerial view captures a spacious property featuring a newly updated home surrounded by lush greenery. The yard is marked by winding paths and open grassy areas. Several seating spots are visible, alongside native prairie landscaping under a canopy of trees.

Cottage in Three Oaks

4.93 out of 5 average rating, 41 reviews

Modern Michigan Cottage

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