Cottage holiday rentals in Shorewood-Tower Hills-Harbert

4.93 out of 5 average rating, 230 reviews

A cozy living room is featured with a soft beige sofa and an armchair in navy blue. A light rug with earthy tones is placed under a white coffee table, which holds magazines. A fireplace is surrounded by decorative mirrors, enhancing the welcoming environment.

Cottage in Stevensville

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.

FamilyLocationLaundry

4.98 out of 5 average rating, 136 reviews

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

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!

FamilyLocationHiking

A spacious screened porch features comfortable seating options arranged on a patterned rug. Ambient lighting creates a cozy atmosphere, with views of the surrounding greenery through the large windows. A ceiling fan hangs above, providing a refreshing breeze in this inviting outdoor space.

4.97 out of 5 average rating, 137 reviews

Dune Escape to the Lake Michigan lakeshore!

A beautifully renovated 1920’s farm house located on a quiet dead end street in the heart of southwest Michigan’s wine country and just outside of Warren Dunes State Park. Nearby you will find wineries, microbreweries and restaurants. Warren Dunes State park offers 3 miles of picturesque Lake Michigan beach with 6 miles of hiking trails winding through beautiful dune woodland, located just 2 minutes from the house. Come explore small town charm or have a quiet visit catching up with friends.

LocationFamilyBackyard

Superhost

Cottage in Stevensville

4.89 out of 5 average rating, 160 reviews

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.

LocationFamilyLaundry

Cottage in Michiana Shores

A charming cottage is nestled among tall pine trees, partially obscured by greenery. The natural surroundings create a tranquil setting, while the rustic stone chimney adds character to the cozy structure.

4.98 out of 5 average rating, 127 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

FamilyValueParking

4.97 out of 5 average rating, 192 reviews

A spacious screened-in porch is adorned with comfortable seating and decorative pillows. Large windows allow natural light to fill the area, while a decorative table at the center holds a selection of refreshments. The serene view of the surrounding landscape enhances the inviting ambiance.

Cottage in Harbert

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 3 bikes! So close to boutiques, coffee shops and cute restaurants!

LocationFamilyHiking

A spacious wooden deck includes a hot tub surrounded by lush greenery, providing a serene outdoor setting. A white dining table with chairs allows for meals outside, while a large blue umbrella offers shade. The scene is complemented by a simple decorative plant centerpiece.

4.99 out of 5 average rating, 128 reviews

The Dacha • Hot Tub, Family-and-Dog-Friendly House

A four-minute walk to town and a quick drive to everything Harbor Country has to offer! "Dacha" is the Ukrainian word for a country house where the whole family gathers. Relax in a hot tub facing the woods, watch your kids play from the deck, enjoy coffee and sunrise on the front porch, have a glass of wine on the screened-in back porch, roast s’mores at the fire pit, read quietly in one of our reading nooks - these are only some of your options when you stay at The Dacha.

ValueFamilyGetting around

An open living space is presented, featuring a light grey sectional sofa adorned with blue accent pillows. A round coffee table sits at the center, while a small dining area with two chairs is visible. The modern kitchen showcases white cabinetry and stainless steel appliances.

4.94 out of 5 average rating, 106 reviews

Tiny Cottage | Beach | Hike | Grill | Firepit

Tucked back in the woods, at the end of a dead-end road, you’ll find this newly rehabbed tiny cottage. 5-minutes from Lake Michigan beaches and right outside Warren Dune State Park, this tiny house is central to all that Harbor Country has to offer. Enjoy relaxing on the rear deck or spending afternoons at the lake, breweries or wineries just minutes away. A small but mighty 400 square feet of perfect city getaway. Ideal for 2 guests comfortable in cozy quarters.

LocationValueQuiet

4.89 out of 5 average rating, 624 reviews

A rustic cottage is nestled among lush greenery, featuring a stone path that leads to the entrance. The home, with blue shutters and a welcoming porch, is framed by a flowering tree and various plants, creating a peaceful setting.

Cottage in Valparaiso

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!)

ValueFamilyHeating

A screened-in porch features a spacious seating area with a sectional sofa adorned in various cushions. A dining table occupies the center, surrounded by a pleasant view of the landscaped yard, including wildflowers and trees in the background.

4.99 out of 5 average rating, 101 reviews

Sunflower Cottage: Relax near Warren Dunes

Stylishly renovated, this quiet cottage is located 1.5 miles from the entry to Warren Dunes State Park and minutes to restaurants and shops. Sunflower Cottage offers a place to unwind while having modern amenities like a fully equipped kitchen, high-speed WiFi, Smart TV, keyless entry, free laundry, outdoor shower and modern furnishings. Sunflower Cottage occupancy is limited to 4 including infants.

ValueLocationParking

4.98 out of 5 average rating, 127 reviews

A cottage exterior is showcased with blue siding and a welcoming porch. Lush greenery and colorful flowers surround the home, adding to its appeal. Large windows offer ample natural light, while trees enhance the privacy of the property.

Cottage in Lakeside

Pebble Path Cottage - Less than a block to beach!

Charming vacation home in Harbor Country, only 75 miles from Chicago. The cottage is less than a block from a wide, sandy private association beach where you can walk for miles, swim, or relax on the shore. It is perfectly situated to visit local farm stands, wineries, breweries, restaurants, & state parks. No smoking and no pets, please. Checkout our sister cottage next door - Morning Dove Cottage

LocationFamilyAccess

An inviting living area features a plush blue sectional sofa with light-colored cushions. Natural light fills the space, highlighting a cozy rug beneath. In the background, an open layout leads to a bright dining area and a well-equipped kitchen, adorned with vintage decor.