House holiday rentals in Benton Harbor

Four wooden chairs are positioned on a deck overlooking Lake Michigan. The sun is rising in the sky, creating a shimmering reflection on the water's surface. Trees frame the scene, adding a touch of greenery to the picturesque view.

4.98 out of 5 average rating, 223 reviews

Lake Michigan Views | Mins. to St. Joe | Hot tub

🌊 Spectacular Lake Michigan views 🌅 Deck overlooking Lake Michigan 🔥 Year-round, private hot tub 🌞 Beach necessitates included 📍 Minutes to downtown St. Joe & Silver Beach 🏖️ 5 Lake Michigan beaches within 5 miles 🌳 Private, quiet setting with outdoor seating ✨ Magical fire pit space ⛳️ Near Harbor Shores Golf Course 🛏️ King bed ♾️ Infinity gaming table ⭐️ Top rated home in St. Joe ☕️ Complimentary coffee & tea- Keurig duo 🧑‍🍳 Fully stocked kitchen ⚡️ High speed internet 🧺 Washer

4.96 out of 5 average rating, 302 reviews

A modern kitchen is visible, featuring white cabinetry and stainless steel appliances. The living area includes a comfortable couch and a round table with a decorative runner. Natural light fills the space, highlighting the open layout and ceiling beams.

Home in Lakeside

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

ADORABLE LAKESIDE COTTAGE W/YEAR-ROUND HOT TUB AND A GUEST FAVORITE - ACCESS TO SEMI-PRIVATE LAKE MICHIGAN BEACH SHARED BY JUST 10 HOMES SO IT'S NEVER CROWDED! BEACH ACCESS GATE IS 7 MIN WALK FROM COTTAGE. LOFT LIKE HOME IS SUPER CLEAN WITH VERY COMFY KING SIZE BED AND ONE PULL-OUT COUCH FOR 4 GUEST (MAX). FIREPIT SUPPLIED WITH WOOD, AN OUTDOOR PATIO AND WEBER GRILL - YOU WILL LOVE IT! Bike/walking path out front and just 10 mins to New Buffalo, Whistle Stop, coffee - just steps away!! HURRY!

4.85 out of 5 average rating, 128 reviews

A welcoming porch is featured, showcasing a comfortable seating area with a navy blue cushion sofa and two matching chairs. Lush greenery surrounds the entrance, and natural light illuminates the space through large windows.

Home in Saint Joseph

Silver Beach 2bd -1 block to downtown State Street

The historic McNeil House is located on State Street just one block from Downtown restaurants, shops, and the Bluff. You won't find a better or more convenient location when visiting this beautiful city! We're offering smaller groups an opportunity to stay in our historic home by renting the main floor that sleeps up to five guests. The upstairs will not be rented during your stay, so you'll have the house to yourself but won't have access to the upstairs. Only available during the off season.

4.95 out of 5 average rating, 133 reviews

Home in Buchanan

-The District 5 Schoolhouse-

The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

A cozy living area features a plush gray sectional sofa with blue accent pillows, paired with a round coffee table on a soft area rug. Natural light enters through two windows adorned with dark curtains, and a television is mounted on the wall opposite a wooden media console.

4.92 out of 5 average rating, 135 reviews

The Hanger Hideout | Airplane Mode

Welcome to our charming retreat nestled in the heart of Southwest Michigan! Our cozy home is located just a stone throw away from the shores of Lake Michigan, offering sunsets and serene beach strolls. Golf courses are near in distance, while wine tasters can savor the region's renowned vineyards and enjoy delightful wine tastings. With a perfect blend of natural beauty, outdoor adventures, and culinary delights, our Airbnb is the idyllic haven for your unforgettable Southwest Michigan getaway.

4.95 out of 5 average rating, 101 reviews

A charming cottage is surrounded by a lush green lawn, featuring white Adirondack chairs positioned around a fire pit. The cottage, with its blue exterior, has multiple windows that invite natural light. Trees dot the landscape, creating a serene, secluded environment.

Home in Coloma

Dog-Friendly Lake-View Cottage Near Wineries

Less than 2 hrs from Chicago & a short walk to Little Paw Paw Lake, enjoy the charming vibes of our quaint and completely private cottage. With a stunning view of the lake, indoor/outdoor fire areas, and a serene yard, our home is perfect for a weekend away, a Michigan staycation, or even as an overflow home when visiting family. Our cottage exudes old charm with its rustic hardwood floors and cabin-like porch, yet it has the right amount of modernity with high-speed WiFi and newer appliances.

4.93 out of 5 average rating, 129 reviews

Home in Stevensville

Key Lime House Harbor Country! Location/Walkable!

Welcome to The Key Lime House of Harbor Country! Beautifully decorated and featuring an ornate staircase, original woodwork and stained-glass windows, this charming 1900s home combines original character and updates throughout for style and comfort. Walkable to the darling town of Stevensville and USA Today's #1 Beer Garden- Watermark Brewery! The home sits on half an acre providing a peaceful retreat after a day of play and within minutes of award winning beaches, restaurants and attractions!

5 out of 5 average rating, 110 reviews

The exterior of a two-story home is visible, featuring a welcoming front entrance. A large tree provides shade, with a swing hanging from one of its sturdy branches. Ferns line the landscape, creating a natural border around the property, complemented by a well-maintained lawn.

Home in Saint Joseph

4 Bedroom home w/pool in St. Joseph

This home is all about having fun with the family. Open concept kitchen, living room & dining room. Deck off the dining for eating al fresco. Family room & game room area with large screen TV, Nintendo switch, game table with lots of board games & a dart board. Walkout to the pool (unheated) and fire pit area for fun in the sun and evening campfires to roast marshmallows. Outdoor games include bag toss, ladder ball, ring toss. Home is five miles to Silver Beach and downtown Saint Joseph.

4.99 out of 5 average rating, 125 reviews

A charming cottage sits nestled among trees, featuring light green siding and a welcoming front porch. A gravel pathway leads to the entrance, with a detached garage visible to the left, all surrounded by lush greenery.

Home in Stevensville

Secluded Lake Escape w/ Hot Tub!

Get away to our cozy Michigan home! A peaceful retreat that is perfect for relaxing while being just minutes away from the most beautiful beaches Michigan has to offer! Our secluded location surrounded by woods is the perfect backdrop for unwinding in the hot tub after a day at the beach or fun touring wineries, hiking, fishing and shopping nearby. Our family-friendly space sleeps up to 5 guests with a fully equipped kitchen, outdoor patio, grill, fire pit, Netflix, games and more!

Superhost

4.84 out of 5 average rating, 101 reviews

Serenity House on the River

Serenity House is an adult only retreat as it is on the bluff and no child safety equipment in place. This is A place to be serene". Escape the hustle & bustle of the city to this gorgeous, mid century modern, retreat on the river. Built in the 1950s, this midcentury modern beauty boasts 3300SQ ft, fireplace, pool table, four season room, outdoor hot tub overlooking the river, fire-pit and the property is just minutes away from the beach, downtown, restaurants, & other attractions.

4.98 out of 5 average rating, 139 reviews

LakeMichigan•Beach•Hot Tub•Sauna•Amazing Views

Welcome to Spyglass! If you are looking for a perfect place for that a visit to Lake Michigan any time of year, then The Spyglass has you coved. Whether you’re there for couple's retreat, family vacation or girlfriend’s weekend this gorgeous Lake front property with private beach has it all. Being located not too far off the beaten path, only 5 minuets to downtown St. Joseph the Spyglass is a perfect landing zone for all the nearby activities Southwest Michigan has to offer.

A ranch-style house is presented, featuring a welcoming front porch with two chairs. Colorful flowerpots and vibrant blooms adorn the entrance, complemented by a neat lawn. The exterior showcases a blend of subtle hues, highlighting the inviting atmosphere of the home.