Harbor Country vacation rentals

4.95 out of 5 average rating, 335 reviews

Cabin in Union Pier

McComb's Cabin, Union Pier, MI

Giant trees welcome you down the drive back to the cabin in the woods. The cabin, along with my house and a small cottage reside on the 2 1/2 acre property. A contemporary cabin of steel and pine with vaulted ceiling and sky lights. Open living space, inviting queen size bed, luxury rain shower, full kitchen but no stove. A wood burning fireplace- fall through end of March and outside fire pit. Public beach a 5 minute drive away. Couples check out the cabin for anniversaries & special days.

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.

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!

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.

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.

Tiny home in New Carlisle

A charming cabin exterior is highlighted with warm wood tones and soft string lights. A small porch features a bench and decorative potted plants, while the surrounding green grass creates an inviting outdoor space. The sky reflects a soft twilight hue.

4.99 out of 5 average rating, 156 reviews

Cozy Cabin 2.0 Mins from Michigan’s Harbor Country

Immerse yourself in nature inside this charming cabin featuring all of the necessary amenities, including a queen-sized bed, kitchen basics, fire pit, grill, and deck. Surrounded by 40 acres of woodlands, this cabin offers a quiet retreat while being only twenty minutes from Michigan's Harbor Country. Relax inside with a book or head out to enjoy golden sand dunes, art and antiques, locally-sourced food, hiking trails, and over twenty wineries along the windy, tree-lined Red Arrow Highway.

4.96 out of 5 average rating, 450 reviews

Barn in Michigan City

The Black Pearl Great Escape Spa & Art Shop

Check out our website! thegreatescapespah.com The Black 🖤 Pearl is perfect for a Special Occasion for the Evening. Book a Couples Massage @ 3p.m. & Check into your Spa Suite @ 4 p.m. Kick your feet Up & Order in.... Or Dine Out~ This quaint property is located in a woodsy setting 5 minutes from Lake Michigan. The keyless entry door to The Black Pearl is located on the East wall of The Great Escape. Upon entry the Black Pearl door will be directly in front of you. Mini Luxury awaits!

4.97 out of 5 average rating, 239 reviews

A retro living area features a curved beige sofa paired with a rust-colored armchair. A floor lamp provides lighting, and a framed wall art piece is displayed nearby. A wooden table holds colorful items, while a soft area rug adds comfort to the space.

Apartment in New Buffalo

Peach by the Beach! Retro Apt Close to Downtown

The Peach by the Beach is a one-bedroom retro apartment that sleeps two people. It's a two-minute walk to downtown New Buffalo and a ten-minute walk to the beach! It is close to the beach, restaurants, shopping, and all kinds of fun! This location is perfect for couples, singles, and business travelers. It is the perfect getaway from the hustle and bustle of daily life. This location includes free wifi, coffee, beach towels and chairs, a record player, two arcade games, and a full kitchen!

4.95 out of 5 average rating, 173 reviews

An outdoor area features a gravel surface surrounded by manicured shrubbery. Two wooden benches and a circular fire pit are positioned among the seating area. A wooden trellis provides shade, while a green lawn area is visible in the background under a bright blue sky.

Home in New Buffalo

Steps to Beach & Starbucks! Private Yard, Firepit!

Walk to Starbucks! Walk to beach, restaurants, shops, ice cream, grocery! 2 queen bed 2 bath home is perfect to enjoy fenced yard, grill, fire pit, & yard games offered. Take a few days to explore wineries/breweries, art galle, antique stores, kayaking, casinos and more! Live bands Fridays/Saturdays until 2 am Memorial Weekend to Fall at Casey's (behind property). Noise machines in each bdrm. Pet fee $100, 2 dogs MAX. Exterior areas have video/audio cameras w/ live feeds. Wp#bcnbwmech

Guesthouse in New Buffalo

A serene view of a wooden bridge crossing over a calm stream is set against a backdrop of lush green trees. The still water reflects the surrounding foliage, enhancing the tranquility of the natural scene.

4.98 out of 5 average rating, 838 reviews

"Tiny House" Guest House - No Cleaning Fee

"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

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.

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!

4.94 out of 5 average rating, 125 reviews

Home in Union Pier

cozy new buffalo cabin, hot tub, 14m walk to beach

Kick back and relax in this calm, and cozy stylish space , Brand new home . Full of windows to gaze into the forest , very private. This is the guest home behind main home . Heated polished concrete floors and a screen porch highlight the experience along with the hot tub and ultra private setting of home . 3 large bedrooms, large great room and kitchen , dinning upscale gathering area . Small train tracks next door , it runs 3-5 times a day ( usually short train ).

4.96 out of 5 average rating, 229 reviews

A cozy outdoor seating area features bright orange chairs arranged around a firepit, set against a backdrop of lush green trees. The well-maintained gravel surface provides a welcoming atmosphere for relaxation and social gatherings.

Home in Lakeside

Couples alert! PVT beach access, hot tub, firepit!

ADORABLE HOME IN LAKESIDE WAS RECENTLY REHABBED & OFFERS A SUPER CLEAN AND MODERN FEEL IN THE HEART OF HARBOR COUNTRY. GUEST HAVE ACCESS TO PRIVATE BEACH WHICH IS A 7 MIN WALK AWAY - NO CROWDED BEACHES! YEAR ROUND HOT TUB, A SUPER COMFY KING SIZE BED AND ONE PULL-OUT COUCH FOR 4 GUEST (MAX). FIREPIT SUPPLIED WITH WOOD, AN OUTDOOR PATIO AND WEBER GRILL COMPLETE THIS LOFT LIKE HOME. FULLY STOCKED KITCHEN, HIGH DEF TV, STREAM MUSIC, ETC! YOU WILL LOVE IT!

Guesthouse in New Buffalo

A quaint cottage is surrounded by a lush landscape, with sunlight filtering through a large tree. A stone patio features lounge chairs and vibrant plants, inviting relaxation in a serene outdoor setting. The soft morning light enhances the peaceful ambiance of the countryside.

4.97 out of 5 average rating, 590 reviews

Rainbows End 🌈 Plensa

Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

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Popular amenities for Harbor Country vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Harbor Country

4.99 out of 5 average rating, 76 reviews

A sandy beach stretches along the shore of Lake Michigan, with gentle waves lapping at the edge. Lush green trees line the background, while several individuals stroll along the water's edge, enjoying the serene ambiance during sunset.

Cottage in Lakeside

Morning Dove Cottage - Less than a block to beach!

CarolRating, 5 stars10 months ago

We thoroughly enjoyed our 3 nights in this lovely cottage. The kitchen was well stocked with everything you’d need to cook and serve meals. The bed and other furniture were very comfortable. The screened porch was a relaxing place for meals and reading. The home was full of natural light due to an abundance of windows and a skylight.

4.96 out of 5 average rating, 50 reviews

A framed painting of a yellow pear is displayed on a wooden shelf. To the right, a vase filled with mixed flowers adds a touch of nature. A simple ceramic mug is positioned to the left, complementing the arrangement.

Home in Union Pier

The Luna Cottages - Unit 3 - Private Beach Access!

WendyRating, 5 stars1 month ago

Me and my pup stayed here for a quick peaceful weekend getaway and it was the best experience we could ever ask for! The place was super clean and just like described and the sunset at the private beach was so beautiful. Alyese was super friendly and helpful and was quick to respond if I ever had questions! I would 100% visit this cute place again with Bruno! 🥹

5 out of 5 average rating, 23 reviews

Charming Cottage - Hot Tub, Sauna, Large Yard

CarinaRating, 5 stars3 days ago

We loved our stay at Ashley and Bobby’s! The yard was great for our dogs and the beach, sauna and hot tub were great for us. Perfect spot for a peaceful week away. Bobby and Ashley were extremely accommodating and responsive to any needs. They have a beautiful home and I hope we can return!!

Superhost

A wooden staircase leads down through a gently sloping path surrounded by trees, reaching the sandy beach. The tranquil waters of Lake Michigan can be seen in the distance under a clear blue sky.

Guesthouse in New Buffalo

4.86 out of 5 average rating, 21 reviews

Blue Laguna Cottage I Private Beach I Riverfront

TressaRating, 5 stars1 week ago

Very nice home and surrounding area, and very active community. The loft is fun for kids. The host reached out daily. Easy walk to the beach with our dog. The boat rental w/ captain was fun, and got a little tour of the shoreline. Awesome quality of food at the local restaurants!

Superhost

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.

4.69 out of 5 average rating, 70 reviews

Union Pier Cottage Close To Beach & Downtown!

SusanRating, 5 stars9 months ago

This is a very cute, well-designed place to stay. The screened in porch is a great feature!

5 out of 5 average rating, 41 reviews

A spacious living area features floor-to-ceiling windows that provide unobstructed views of the beach and ocean. Comfortable seating arrangements are complemented by a wooden dining table. A modern light fixture and a ceiling fan add to the bright, airy atmosphere.

Home in Union Pier

Modern Beachfront Home With Hot Tub , The Nest

JoRating, 5 stars4 months ago

This space is absolutely lovely! Spacious views of Lake Michigan, beautiful appointments throughout the house, uncluttered living areas, comfy bed, well equipped kitchen, all within a short driving distance to restaurants/shopping. We've always wanted to stay right on the beach during winter -- Lake Michigan and this BnB did not disappoint! Our stay was a peaceful retreat all thanks to a gracious & accommodating host and owner.

4.97 out of 5 average rating, 32 reviews

A circular fire pit is surrounded by six dark wooden Adirondack chairs, set on a gravel area. Tall trees provide shade, and a spacious cottage is visible in the background, featuring a mix of stone and wood siding.

Cottage in New Buffalo

Sprawling Retreat w/ Private Beach Access!

CookieRating, 5 stars6 months ago

I had my family of 17 up to MI for this past Thanksgiving. I own a home about 100 yards from Monika’s and half my family stayed there. It was incredibly convenient and my family loved the house! Coffee in the sunroom, hot tubbing and hanging at the fire pit with a roaring fire. Heaven!!