House holiday rentals in Benton Harbor

4.97 out of 5 average rating, 185 reviews

Lake Michigan Views • Private Hot Tub • King Bed

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

4.83 out of 5 average rating, 113 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.

A spacious living area showcases a light-colored sectional sofa adorned with plush pillows. Large windows allow natural light to fill the room, revealing wooden flooring and eye-catching artwork on the walls. A dining table is visible in the background, complemented by a minimalist plant.

4.98 out of 5 average rating, 311 reviews

House of Zen: Peaceful Modern Cabin on Tryon Farm

The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, and close to Indiana Dunes National Park, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum stay during summer, but open up 2 night stays 1-2 weeks before if possible.

4.99 out of 5 average rating, 140 reviews

A two-story cabin exhibits a charming exterior with dark blue siding and white trim. A spacious deck wraps around the upper level, leading down to a well-kept grassy yard. Steps are visible, framed by mature trees, providing a peaceful outdoor environment.

Home in Coloma

Hot tub & sauna, pet friendly, 1/2m to Hagar Beach

Peaceful, newly renovated 1930’s cabin walkable (1/2 mile) to Hagar Beach in the heart of SWMI. This pet-friendly home has a cozy feel with an outdoor hot tub, sauna, & fully-furnished spaces perfect for a relaxing getaway, remote work, or staycation home base while you explore the lake, bike trails, breweries, & eateries. Enjoy a quiet, off-the-beaten path stay close to everything Lake Michigan offers featuring a stocked kitchen, cozy reading nook & desk, and outdoor dining & fire pit.

5 out of 5 average rating, 139 reviews

A bright living area features a comfortable gray sofa adorned with decorative pillows, paired with a light brown armchair. Large windows provide views of lush greenery, while a striped rug anchors the space. A coffee table with a bowl sits at the center, enhancing the cozy atmosphere.

Home in Sawyer

The treehouse at Warren Dunes

Looking for the perfect Harbor Country getaway? We've got you covered! Just 90 miles from Chicago and adjacent to Warren Dunes State Park, this beautifully remodeled home hidden in the trees is the perfect escape. With accommodations up to 6 on four levels of living space, you'll enjoy an indoor/outdoor living experience like no other. Conveniently just 200 yards from the beach with walking path access at the end of the street and easy access to all the activities this area has to offer.

4.98 out of 5 average rating, 311 reviews

A spacious living area is featured with a warm-toned sofa and two light gray chairs. Natural light floods in through multiple windows, highlighting the wooden beam ceiling. A small dining table and well-equipped kitchen are visible, creating an inviting atmosphere for relaxation.

Home in Vandalia

Hot tub, Couples, Scenic, Wildlife, Birds, Private

Escape to a private Creekside retreat where country charm meets romance. Perfect for couples seeking peace and connection, this cozy getaway offers quiet moments, the soothing sounds of nature--all in a beautifully secluded setting. Relax in the hot tub under a star filled sky, enjoy a meal, book, or game in our screened in gazebo. Enjoy watching our feathered friends at the bird feeder right outside your door. Unwind, reconnect, and experience the simple luxury of country serenity.

4.86 out of 5 average rating, 185 reviews

The cottage features a welcoming facade with blue shutters and a vibrant red front door. A decorative flag is displayed on the porch railing, surrounded by neatly manicured greenery and blooming flowers, contributing to the inviting outdoor space.

Home in Stevensville

Cheerful 3BR 2BA Country Cottage Near Attractions

Your family will be close to everything when you stay at this centrally-located place. We have sought to equip our home to a high standard and to anticipate your needs by providing all the things you might want for a relaxing stay. There are games in the back yard that will interest all ages. Close to beaches, wineries, Four Winds Casino, cross country ski, South Bend football, South Haven and many other locations. We also provide a pass to Silver Beach and all other county parks.

4.98 out of 5 average rating, 240 reviews

An inviting hot tub is positioned outdoors, surrounded by lush greenery. A wooden privacy screen adds to the tranquility, while an outdoor shower with modern fixtures is nearby. The patio area is designed for relaxation, creating a soothing space for unwinding.

Home in South Haven

Hot Tub & Private Beach Access | Family Friendly

5 min walk to Private Beach 10 min drive to Downtown South Haven 18 min drive to Downtown Saugatuck This beautiful 3 bedroom home in an exclusive community is the perfect getaway for family or friends. You can bask in your own little piece of paradise on Lake Michigan’s beautiful coastline. Every room is designed for luxury & comfort. It’s just minutes from the beach and downtown attractions - shops, restaurants, and nightlife. Experience South Haven With Us & Learn More Below!

A modern two-story home constructed from wood is nestled among trees in a wooded area. Large windows allow natural light to brighten the interior. A deck is visible at the back, surrounded by a carpet of fallen leaves and greenery.

4.96 out of 5 average rating, 417 reviews

Dunefarmhouse Modern Country Escape

Experience nature and design in an unforgettable way! This thoughtfully curated home is located within a unique green community surrounded by 200+ acres of woods, prairies and meadows - yet minutes to the beach, great restaurants, wineries and activities in harbor country. A unique and immerse art experience awaits every guest. Dunefarmhouse was featured in TimeOut magazine in 2019-2020, as a "Top 10 Airbnb rental in the Midwest" and part of "Perfect Midwest Getaways."

4.96 out of 5 average rating, 265 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 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!

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.

4.87 out of 5 average rating, 125 reviews

2 mins from beach/monthly stays available

1200 sq ft ranch style house w 2 bedrooms, 1 bath. Main bedroom has 1 queen size bed, 2nd bedroom has twin size bunk beds w twin size rollaway bed which enables a total of 5 guests. Appliances available for use are stackable washer/dryer, fridge, stove, over the range microwave, and dishwasher. Newer propane grill is available for use. *bunk bed will be difficult for older individuals due to lower bunk being low.

A single-story house is presented with a gray exterior and white trim. A welcoming front porch features seating and flower arrangements. The surrounding property is characterized by a large grassy area and trees, creating a peaceful setting.

4.92 out of 5 average rating, 232 reviews

The QT

Cozy country retreat. Whether you are visiting to explore Lake Michigan beaches (15 minutes away), the Lake Michigan Shore Wine Trail, the Makers Trail, or if you are invited to a wedding at the Blue Dress Barn (5 minute walk) or Sundance Studios (1 mile) this is the place for you! Fall asleep under the stars (skylight) in our brand new king size bed and wake up to a cup of coffee in a cheerful kitchen.

Popular amenities for house rentals in Benton Harbor

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 142 reviews

A private pool area is framed by a white fence, featuring a clear blue pool surrounded by lounge chairs. Lush greenery and a large tree provide shade, while the serene view of Lake Chapin and distant trees is visible in the background.

Home in Berrien Springs

Lake House Retreat on the water

The exterior of a multi-level house is depicted, featuring a combination of siding and stone accents. Large windows are present, along with balconies on the upper levels. A paved driveway leads to a garage, surrounded by greenery and a clear blue sky.

4.92 out of 5 average rating, 115 reviews

Beautiful home in Beachwalk/Notre Dame weekends

Superhost

A secluded in-ground pool is surrounded by lush greenery and landscaped gardens. Several lounge chairs are arranged near the pool, which reflects the sky above. Flowering plants and shrubs frame the scene, creating a peaceful outdoor retreat.

Home in South Haven

4.83 out of 5 average rating, 185 reviews

Experience Nature-Charming Cottage

The charming two-story home features a wide front porch with ample seating and decorative lighting. White railings and a wooden design enhance its appeal. Flanking trees provide some greenery, and the entryway is welcoming with its open doors and stylish decor.

4.96 out of 5 average rating, 185 reviews

5 Bedroom Luxury Home In Heart of Beachwalk Resort

4.94 out of 5 average rating, 166 reviews

A private hot tub is set in a wooden enclosure, surrounded by a serene natural landscape. Steps lead up to the hot tub, offering easy access. Two white Adirondack chairs are positioned nearby, inviting relaxation in the peaceful outdoor setting.

Home in Union Pier

Winter & Holiday Couples getaway Pvt Hot tub

4.98 out of 5 average rating, 148 reviews

A private in-ground swimming pool is surrounded by lush green grass and tall trees, offering a serene outdoor setting. Sun loungers are positioned nearby, with an umbrella providing shade. A colorful inflatable unicorn floats on the water, inviting relaxation in the sunny atmosphere.

Home in Douglas

Rustic Mid Century Pool Oasis. Steps from town!

Superhost

A stone pathway leads through lush greenery and colorful flowerbeds toward a light-filled, glass-fronted structure. Towering trees create a natural canopy, enhancing the serene atmosphere of the garden setting.

Home in Three Oaks

4.88 out of 5 average rating, 135 reviews

Experience Fall Beauty & Harbor Country Charm!

4.97 out of 5 average rating, 229 reviews

A modern ranch-style home is surrounded by lush greenery and manicured landscaping. The exterior features a combination of grey siding and a welcoming front porch. A paved driveway leads to the entrance, framed by trees and shrubs, creating a serene wooded environment.

Home in Fennville

FennWoods - A Modern, Wooded Retreat

Weekly house rentals

4.83 out of 5 average rating, 353 reviews

A multi-level house is set on a grassy area, featuring a stairway leading to a deck adorned with flower pots. Vibrant red canopies provide shade, and bicycles are stationed nearby, creating an inviting environment. The exterior showcases a mix of wooden and painted surfaces.

Home in Chesterton

South Shore Studio Apartment {National Park}

5 out of 5 average rating, 14 reviews

NEW! Sprawling Home - Lake Michigan Views -3BR/2BA

The exterior of the home features a welcoming front porch with white railing and steps leading up to the main entrance. Lush green landscaping surrounds the property, with flowering plants visible to the side. A clear sky and soft clouds provide a serene backdrop.

5 out of 5 average rating, 14 reviews

Beaches & Bunkers | King Bed | Nintendo Switch

The eight-person hot tub features bubbling water with a view of Lake Michigan in the background. The surrounding area includes wooden loungers facing the water, providing a relaxing atmosphere to enjoy the tranquil scenery.

5 out of 5 average rating, 47 reviews

Updated-Private Beach-Lake Views-Hot Tub-Fire Pit

The front exterior of the home is framed by lush green grass and trees. Large windows provide an unobstructed view of the lake, while a stone facade adds character. A shaded entryway leads into the spacious retreat, embodying a serene, welcoming presence.

4.95 out of 5 average rating, 63 reviews

Retro Beach Home on Lake MI

The exterior of a two-story home is framed by well-maintained landscaping. A welcoming porch, complete with steps leading to the front door, is supported by white railing. Adjacent seating areas are visible on the porch and in the yard, surrounded by small trees.

4.97 out of 5 average rating, 39 reviews

Welcome to the Shore Thing!

4.99 out of 5 average rating, 152 reviews

A modern kitchen features a central island with seating for two. The cabinetry showcases warm wood tones, while white subway tiles create a clean backsplash. Light streams in through nearby windows, illuminating the space, which is equipped with stainless steel appliances and a stylish chandelier.

Home in New Buffalo

Captain's Quarters - Walk to Downtown New Buffalo!

The dining area features a large wooden table surrounded by comfortable seating, illuminated by a modern pendant light. Nearby, the hot tub area is visible through large glass doors, nestled among lush greenery, providing a tranquil outdoor experience.

4.98 out of 5 average rating, 127 reviews

Beach! Hot Tub! New Buffalo! Firepit! King Bed!

Private house rentals

Superhost

A five-person hot tub is positioned on a wooden deck, surrounded by tall trees. The bubbling water reflects light, while a glimpse of the river can be seen through the branches. The serene outdoor space features a railing that enhances safety.

4.84 out of 5 average rating, 94 reviews

Serenity House on the River

4.97 out of 5 average rating, 31 reviews

Evergreen Lodge

5 out of 5 average rating, 97 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!

5 out of 5 average rating, 31 reviews

A cozy fire pit surrounded by dark wooden Adirondack chairs is set on a stone patio. Behind the fire pit, a barrel sauna stands among the trees, offering a rustic touch to the serene outdoor space.

Home in Covert

Hot Tub | Sauna | Walk 2 Lake | Firepit | Wet Bar

4.9 out of 5 average rating, 63 reviews

A charming cottage exterior is surrounded by lush greenery, with a spacious front porch featuring seating. Large windows allow natural light to fill the interior. A well-maintained lawn offers a comfortable space for relaxation, while a garage is visible in the background.

Home in Coloma

Cottage minutes from Lake Michigan, wineries +more

4.97 out of 5 average rating, 95 reviews

Home in Buchanan

-The District 5 Schoolhouse-

An updated kitchen is featured, showcasing a central island with seating for four. Light blue cabinetry complements stainless steel appliances, including a microwave and stove. A neutral countertop extends across the kitchen area, and light enters through multiple windows, illuminating the space.

5 out of 5 average rating, 27 reviews

The Delaware

A modern kitchen is equipped with stainless steel appliances, including a refrigerator and an oven. Light cabinetry complements dark countertops, and ample natural light filters through multiple windows, creating a bright cooking space. A microwave is positioned on the counter for convenience.