House vacation rentals in Benton Harbor

The beach at The Windover features soft, sandy shores with gentle waves lapping at the water's edge. The cottage, showcasing a modern design, stands nearby with large windows and a welcoming porch. A seating area adorned with a candle and flowers offers a perfect spot to relax.

4.99 out of 5 average rating, 172 reviews

Private Beach/Lake Michigan/Panoramic View/Hot Tub

Welcome The Windover! • Private Beach • Panoramic Lake Michigan Views • Hot Tub and Outdoor Shower •Expansive Yard /Outside Activities • 4 minutes to downtown St. Joseph, The Benton Harbor Arts District, and Harbor Shores • Centrally located Close to 6 additional Local Beaches Fine and Casual Dining World Class Golfing Wineries Breweries Nature Parks and Trails Mountain Bike Trail Park 1/4 from Property Curious Kids Museum Compass Fountain Silver Beach Carousel St. Joseph Lighthouse

A bright living area is furnished with a green velvet sofa and a wooden coffee table, complemented by two yellow chairs. Large windows allow natural light to fill the space, highlighting the dark hardwood flooring and decorative plants.

4.97 out of 5 average rating, 124 reviews

Lavish Lakeside Historic Downtown Home-Beach 1.5mi

This historic 2,000 sqft home will surely impress with its undeniable charm, character, comfort & convenient location. Walk across the street to Watermark Brewing, Red Coach Donuts, or The Solarium. 4 person arcade with 100's of games. High-speed WiFi with ALL streaming platforms. Full laundry & kitchen with everything you need to feed an army. Sip coffee on the porch swing or catch up around the fire pit. Relax after a long day at the beach/winery. Spacious private yard with parking galore.

4.98 out of 5 average rating, 306 reviews

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.

Home in Michigan City

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, 134 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.

4.93 out of 5 average rating, 136 reviews

A welcoming front porch features four white columns and decorative pots with greenery. Two seating areas are provided: a pair of black rockers on one side and a cozy seating arrangement on the other. A patterned mat enhances the entrance's appeal.

Home in Berrien Springs

Entire House in Berrien Springs

In the heart of Berrien Springs! Walking distance to the local library, downtown for restaurants & shops, and only 1 mile from Andrews University. Great location within a 30-minute drive; Notre Dame, Warren Dunes State Park, downtown St Joseph, Harbor Shores Golf Club, and many local wineries and farmers' markets. Pet-friendly, just make sure to ADD the pet fee when booking. This is a NO SMOKING property, which includes inside and outside the property too. Please read the house rules.

5 out of 5 average rating, 138 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.

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.

4.87 out of 5 average rating, 183 reviews

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.

A year-round hot tub is set against a backdrop of lush greenery, with gentle water jets creating a soothing ambiance. String lights cast a warm glow above, complementing the evening sky as it transitions to dusk. Comfortable seating is arranged nearby for relaxation.

4.97 out of 5 average rating, 180 reviews

Lake MI views: King bed: Mins to St. Joe: Hot tub

🤩 Spectacular Lake Michigan views 🌅 Deck overlooking Lake Michigan 🔥 Year-round hot tub 📍 Minutes to downtown St. Joe ✨ Magical fire pit space 🏖️ 5 Lake Michigan beaches within 5 miles 🌞 Beach necessitates included 🍷 Close to The Lakeshore Wine Trail 🏓 Ping pong table ⭐️ Top rated home in St. Joe ⛳️ Near Harbor Shores Golf Course 🧑‍🍳 Fully stocked kitchen ☕️ Keurig Duo w/ complementary k-cups ⚡️ High speed internet 👶 Highchair & portable crib 🧺 Washer & dryer

4.96 out of 5 average rating, 415 reviews

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.

Home in Michigan City

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, 258 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!

4.99 out of 5 average rating, 298 reviews

A cozy sleeping area features a spacious bed with layered bedding in neutral and warm tones. A comfortable chair sits nearby, complemented by a small wooden footstool. Natural light filters through the window, illuminating the textured wall and wooden beams above.

Home in Vandalia

Hot tub, Couples, Fire Pit, Wood Supplied, Private

*Nestled on 70 acres of farm land on the banks of Christiana creek *Hot Tub…..towels provided *Perfect for two *Fully stocked kitchen *Firepit wood provided *King sized bed with plenty of bedding *Work space *Gazebo with electric *Games and puzzles *Bird feeder lots of birds *Wild life, deer, geese, ducks, coon, cranes *Cows and chickens *Star gazing *45 mins from Shipshewana, Notre Dame, and Lake Michigan *Forgot something? We got you covered

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, 123 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.

Popular amenities for Benton Harbor house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 138 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 with a Pool

4.95 out of 5 average rating, 105 reviews

An outdoor firepit area is surrounded by teal-colored Adirondack chairs, creating a cozy space for gathering. The house features multiple windows illuminated at dusk, highlighting its charming architecture, while trees provide a natural backdrop, enhancing the outdoor setting.

Home in New Buffalo

NB Getaway w/HotTub,Pool,BBQ & Priv Screening Room

4.94 out of 5 average rating, 164 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

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

Harbor Country Charm w Heated Pool Open Til 10/12!

Superhost

The exterior of a two-story house features a light brown facade with dark red shutters framing the windows. A white front door, accented with a decorative arch, leads to a small staircase. The landscaped yard includes a path and greenery, creating an inviting entrance.

Home in South Bend

4.74 out of 5 average rating, 100 reviews

Year Round Hot Tub, Outdoor Pool, 3 Bedroom & Bar

4.97 out of 5 average rating, 227 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

4.97 out of 5 average rating, 104 reviews

An enclosed indoor pool area features a large, clear swimming pool surrounded by spacious tile flooring. Illuminated by natural light from the ceiling, several lounge chairs are positioned at the poolside, providing a relaxing atmosphere for guests.

Home in South Haven

The Northern Anchor: Your Perfect Getaway!

4.97 out of 5 average rating, 135 reviews

A private, heated pool is surrounded by a spacious patio, furnished with multiple lounge chairs. The two-story home features a balcony overlooking the pool area, with lush greenery framing the serene outdoor setting.

Home in South Haven

Private Pool 5 Minutes From Lake Michigan

Weekly house rentals

A bright living area features a patterned rug beneath a round coffee table, surrounded by a floral sofa and two striped armchairs. Large windows allow natural light, while a ceiling fan adds comfort. The adjoining kitchen and dining space are visible, enhancing the open layout.

4.99 out of 5 average rating, 67 reviews

N Shore Bungalow-close to beaches, wineries, golf

A spacious living area features high vaulted ceilings and natural wood paneling. Large windows allow natural light to illuminate the room. A stone fireplace serves as the focal point, complemented by a mounted television. Comfortable blue sofas and a dining table enhance the inviting atmosphere.

4.89 out of 5 average rating, 28 reviews

Cozy cabin for two w/hot tub

Superhost

A comfortable gray sofa is positioned against a soft blue wall, adorned with four decorative pillows. A rustic wooden coffee table sits in front, featuring a round basket with seasonal decor and a remote control, while two framed black-and-white photographs hang above.

4.83 out of 5 average rating, 93 reviews

Nestled in History

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.

5 out of 5 average rating, 93 reviews

Secluded Lake Escape w/ Hot Tub!

5 out of 5 average rating, 23 reviews

Home in Covert

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

A cozy bedroom is presented with a wooden headboard and layered bedding. Decorative pillows in blue tones add texture. A painting of a serene beach scene hangs above the bed, complemented by an anchor-shaped wall decor. A bedside lamp offers soft lighting.

4.94 out of 5 average rating, 71 reviews

Cozy & pet friendly cottage great for a family

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, 41 reviews

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

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, 37 reviews

Welcome to the Shore Thing!

Private house rentals

4.93 out of 5 average rating, 28 reviews

A cozy living area features a brown leather sofa adorned with light-colored cushions. An elegant archway leads to the dining area, where natural light floods in through large windows. Wooden beams and a unique light fixture add warmth to the space.

Home in New Buffalo

Steps to Downtown New Buffalo!

5 out of 5 average rating, 14 reviews

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

4.94 out of 5 average rating, 33 reviews

A collage of images features the welcoming exterior of the cottage with blue siding and a metal roof. A detailed map of Paw Paw Lake is displayed. Scenic views showcase lush greenery along the shoreline and a serene body of water, perfect for leisure activities.

Home in Coloma

Herons Nest Cottage - #2 Erie | Lake Access!

5 out of 5 average rating, 21 reviews

A cozy living room showcases a comfortable gray sofa paired with a stylish armchair. A soft area rug enhances the space, while windows allow natural light to fill the area. Decorative nautical artwork adorns the walls, contributing to a relaxed ambiance.

Home in Shipshewana

Lake Front Cottage | Kayaks | Game Table Fun

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, 11 reviews

Beaches & Bunkers | King Bed | Nintendo Switch

5 out of 5 average rating, 26 reviews

A cozy living room area is displayed, featuring a gray sofa and two chairs with light-colored cushions and floral patterns. A tall standing lamp illuminates the space beside a leafy plant, while sunlight streams in through nearby windows, creating a bright and inviting ambiance.

Home in Coloma

Renovated Home 1 Minute to Lake

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 single-story home is presented with a light grey exterior and a welcoming front porch. A well-maintained lawn surrounds the property, complemented by tall trees and shrubbery. A driveway leads to a garage on the right side, contributing to a tidy appearance.