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Cottage vacation rentals in Grand Beach

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Top-rated cottage rentals in Grand Beach

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Top guest favorite

The cottage is softly illuminated in the evening, nestled among lush greenery. A welcoming entryway with decorative lighting is visible, leading to the front porch. The surrounding trees contribute to a tranquil atmosphere, highlighting the cozy presence of the home amid nature.

Cottage in Michiana Shores

4.99 out of 5 average rating, 135 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.

Cottage in Valparaiso

4.88 out of 5 average rating, 549 reviews

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 a that leads to Flint lLake.The lake can be acce - Pet free - 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 - Local breweries & award winning restaurants - Biking & hiking trails near by - Wood fire places to enjoy in cold weather only

Cottage in Michiana Shores

4.97 out of 5 average rating, 172 reviews

Prime Summer Days Still Open @ Birchwood Cottage!

Just a few open nights remain in prime June, July & August-a spit to 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!

Top guest favorite

A wooden ladder leads to a cozy kids' loft, highlighted by warm tones of natural wood. Adjacent to the ladder, a surfboard-shaped wall mirror adds a playful touch to the room, contrasting against the light grey wall.

Cottage in Union Pier

4.97 out of 5 average rating, 269 reviews

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!

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, 224 reviews

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

Under towering pine trees that feel more like the Northwoods, you're in the heart of Harbor Country. About 1.25 miles from the shore, minutes from New Buffalo & Three Oaks. Newly updated cabin-style home offers rustic feel with luxury comforts & highspeed WiFi, and great indoor & outdoor space. Garage plus add'l parking. Enjoy the area's beaches, restaurants, outdoor activities, breweries & wineries. Southwest Michigan at it's best! Please see policies for pets & children in house rules.

Cottage in Union Pier

4.9 out of 5 average rating, 153 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.

Top guest favorite

Cottage in Michiana Shores

4.98 out of 5 average rating, 102 reviews

1930’s Cozy Cottage in the Woods.Walk to the beach

Come fall in love with Michiana Shores, we promise you'll love the peace and quiet. Our charming cottage sits back tucked away, nestled among pine trees and twinkle lights. Roast marshmallows while sitting around the fire with 6 modern adirondack chairs, take a stroll to the beach, ride bikes, BBQ, watch the sunset along lakeshore drive. Play tennis or pickle at the local park. 10 minute walk to the beach. Far away enough to relax yet close enough to new Buffalo, Union Pier or Long Beach

Top guest favorite

Cottage in Gary

4.95 out of 5 average rating, 177 reviews

Neon Dunes Vista Beachfront Cottage

Neon Dunes Cottage is perfect for a 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.

A sandy beach is visible with rolling waves gently lapping at the shore. Tall grass sways in the breeze alongside a wooden staircase leading down to the beach. The water features calming hues of blue and green under a clear sky.

Cottage in Union Pier

4.93 out of 5 average rating, 344 reviews

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!

A circular firepit area surrounded by four Adirondack chairs is depicted, featuring a stone border and a decorative barrel. Lush grass and tall ornamental grasses enhance the outdoor setting, while a stack of firewood adds to the rustic charm. A clear blue sky with scattered clouds completes the scene.

Cottage in Sawyer

4.97 out of 5 average rating, 140 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

A sandy beach scene is depicted, featuring a blue slide and play structure accompanied by a small lighthouse in the background. A clear blue sky extends above, and gently rolling sand dunes are visible in the distance, enhancing the serene coastal atmosphere.

Cottage in New Buffalo

4.97 out of 5 average rating, 438 reviews

Twin Cottage B- Walk to Beach & Town!

Twin Cottage B is your home for convenience & comfort! 2 blocks from town shopping & restaurants, Church Brewing Co. around the corner, an artisanal cocktail lounge up the block and only 3700 feet to the beach! You'll have a private, fenced in backyard for the kids and/or dogs. Gas grill, outdoor dining & a fire pit stocked with wood. Check out Cottage A as well for a complete look at our reviews. *Stays 28 days or longer require weekly cleaning fee included in monthly price

Cottage in Michigan City

4.83 out of 5 average rating, 145 reviews

DKM Cottage - 15 minute walk to Lake Michigan

The DKM Cottage is located in quiet wooded Michiana Shores, short walk to beautiful beaches, shopping outlet mall, entertainment, great restaurants, wineries & breweries. WiFi & TV, board games throughout the cottage. In the summer time kayaks (weather permitting) and paddle boards will be there 4 U to get the most of your vacation. Golf courses minutes away. Make sure you check out our GUIDEBOOK with our favorite place to eat and visit just minutes away HIGH SPEED WIFI

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Kick off your hiking boots at these rustic lodgings

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Stylish accommodations and amenities

Popular amenities for Grand Beach cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

The exterior of the cottage is shown, featuring a yellow siding with large windows that provide ample natural light. A small wooden deck is visible in front, furnished with a grill and seating. Well-maintained green shrubs and grass surround the property.

Cottage in Decatur

4.89 out of 5 average rating, 124 reviews

Charming Cottage on the Lake

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 Harbert

4.99 out of 5 average rating, 69 reviews

The Cottage of Harbor Country - Close to it all!

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, 151 reviews

The Lemonade Cottage, New Buffalo. Walk to beach!

A well-maintained single-story home is seen alongside a spacious driveway leading to a two-car garage. The home features a charming front porch and neatly landscaped yard, with green grass surrounding the property and trees lining the background.

Cottage in Benton Harbor

4.9 out of 5 average rating, 216 reviews

Cottage near Hagar Beach Pet friendly with Hot tub

The charming cottage is nestled among trees, featuring a metal roof and wooden exterior. A small covered porch with sheer curtains surrounds the hot tub, while a pergola with string lights stands nearby, accompanied by adirondack chairs and a neatly arranged firewood stack.

Cottage in Goshen

4.95 out of 5 average rating, 521 reviews

Cozy, Quiet Cottage with so much Character! Clean!

An outdoor area is shown featuring a hot tub positioned on a wooden deck. The red exterior of the cottage contrasts with the surrounding green grass and wooden fencing. A glass door leads into the main structure, enhancing the inviting rural charm.

Cottage in Benton Harbor

4.86 out of 5 average rating, 166 reviews

Hot tub! Red Tin Cottage of Harbor Country!

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 Sawyer

4.87 out of 5 average rating, 186 reviews

Blueberry Fields/ House and Retreat

Top guest favorite

A charming cottage is positioned near the water, with a gentle sunset illuminating the scene. The exterior features light-colored siding and large windows. Adjacent greenery provides a serene backdrop, while the pathway leads toward the lake, enhancing accessibility and scenic views.

Cottage in Coloma

4.95 out of 5 average rating, 185 reviews

Lake View Cottage

Pet-friendly cottage rentals

The cottage exterior showcases a welcoming entrance with a stone staircase leading up to a covered porch. Large windows allow natural light to fill the space. Lush greenery and flower beds surround the frontage, providing a serene setting.

Cottage in Michigan City

5 out of 5 average rating, 21 reviews

Bright Scandinavian-style cottage w/ private yard

Top guest favorite

A quaint front porch is featured, highlighted by rocking chairs and decorative elements. An American flag gently waves, with colorful flowers and greenery framing the steps, creating a welcoming entryway to the vintage cottage.

Cottage in Three Oaks

4.97 out of 5 average rating, 72 reviews

Comfortable, charming vintage 2 bed/1 bth cottage

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, 190 reviews

Northwind Llama retreat 'Loft Cottage'

A cozy living area features a gray sofa adorned with patterned cushions, complemented by a pair of leather chairs. Natural light floods through large windows, illuminating the hardwood floor. A coffee table sits at the center, while a flat-screen TV is mounted on the wall.

Cottage in Sawyer

4.93 out of 5 average rating, 217 reviews

Bright Designer Warren Dunes Maple St Beach House

The exterior of the cottage is shown, featuring a mix of siding in varying shades of gray. Two potted plants in black containers frame the entrance, while a porch with a railing adds a welcoming touch. Lush greenery surrounds the property, enhancing the inviting appearance.

Cottage in Union Pier

4.81 out of 5 average rating, 230 reviews

The Koi Cottage - Union Pier- Dog Friendly!

Cottage in Dowagiac

4.86 out of 5 average rating, 102 reviews

Vintage Romance Finds Cozy Charm at Depot Cottage

Top guest favorite

A spacious wooden deck is adorned with soft string lights overhead, creating a cozy ambiance. Two comfortable chairs and a small table are positioned for relaxation. A potted plant with bright yellow flowers adds a touch of color to the inviting outdoor space.

Cottage in New Buffalo

4.98 out of 5 average rating, 192 reviews

New Buffalo retreat - Perfect year-round getaway!

The open-concept living and dining area features a comfortable couch and a wooden dining table surrounded by chairs. Large windows provide natural light, while a neutral-colored rug grounds the space. A wall-mounted cabinet adds functional storage, enhancing the inviting ambiance.

Cottage in Michiana Shores

4.95 out of 5 average rating, 44 reviews

Lake Michigan Cottage Retreat

Private cottage rentals

A serene beach scene is presented, featuring a white lighthouse near a sandy shore. The calm blue waters extend toward the horizon, under a bright sky dotted with soft clouds. Grassy dunes frame the foreground, enhancing the picturesque coastal setting.

Cottage in New Buffalo

4.87 out of 5 average rating, 54 reviews

Beach & Downtown Getaway | Game Room Outdoor Oasis

Top guest favorite

A lakeside view of the two-story home with dark exterior walls, situated along a gravel pathway. A deck with seating overlooks the water, revealing a serene landscape that includes trees and a small dock for watercraft.

Cottage in New Carlisle

4.97 out of 5 average rating, 37 reviews

Family Friendly Private Beach Home New Carlisle

Cottage in New Buffalo

4.95 out of 5 average rating, 58 reviews

Dog-Friendly Farmhouse | 1+Acre near Lake Michigan

A spacious outdoor deck is shown with comfortable seating arrangements, including two woven chairs and a round coffee table. A large area rug adds a pop of color, while expansive glass doors provide views of the lake and allow natural light to fill the area.

Cottage in Decatur

4.91 out of 5 average rating, 74 reviews

Lakefront A-Frame - Beach, Kayaks & Pontoon Rental

The spacious eat-in kitchen features a large wooden table surrounded by upholstered chairs, ideal for gatherings. A modern kitchen with stainless steel appliances is visible in the background. Natural light enters from multiple windows, and a telescope is positioned near the wall.

Cottage in Three Oaks

4.93 out of 5 average rating, 42 reviews

Modern Michigan Cottage

Views of the tranquil lake are captured, revealing endless blue waters meeting the sky, with lush green dunes in the foreground. A sandy path leads from the beach, inviting exploration of the serene coastal landscape.

Cottage in Union Pier

4.69 out of 5 average rating, 70 reviews

Union Pier Cottage Close To Beach & Downtown!

Top guest favorite

Cottage in New Buffalo

4.96 out of 5 average rating, 76 reviews

Blue Haven Lake Cottage

A serene beach scene captures soft, sandy shores leading to calm turquoise waters. Gentle waves lap at the edge, while a clear blue sky dotted with wispy clouds stretches overhead, creating a peaceful atmosphere.

Cottage in Bridgman

4.95 out of 5 average rating, 44 reviews

Cheerful 2 bedroom cottage with vintage vibes!

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