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Benton Harbor vacation rentals

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Top-rated vacation rentals in Benton Harbor

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Tiny home in Coloma

4.83 out of 5 average rating, 115 reviews

-Shingle Diggins Cottage-

Enjoy whimsical luxury in quaint cottage. Steeped in the History of charming Coloma once called Shingle Diggins in the early 1800's for the wooden shingles manufactured in the area. Cozy comfort with everything you need. Nestled in the heart of the stunning Great Lakes Region, Southwest Michigan Wine Trail, and the Fruit Belt. Full kitchen, 100% linen sheets, fully enclosed private backyard for fur babies, easy access to lakes, beaches, dining, wineries, breweries, outdoor adventures, and more.

Guest suite in Berrien Springs

4.98 out of 5 average rating, 259 reviews

BrightWood House

We offer a private and comfortable unit in lovely south west Michigan. Location convenient to the heart of Michigan wine country, and several beaches and only 3 miles to Andrews University. Also 20-25 minute drive from the South Bend. The 900 s.f. downstairs apt. is completely separated (by locked doors) from the rest of the house and comes with a full bath and kitchen. Enjoy the peaceful forest views. We didn’t need a pandemic to do full disinfecting between guests. Always have. :)

Sep 19 – 26

Barn in Michigan City

4.96 out of 5 average rating, 342 reviews

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!

Feb 23 – Mar 2

Condo in St. Joseph

4.9 out of 5 average rating, 115 reviews

*Luxury condo on water in St Joseph, 2 queen beds*

Modern and beautiful condo on the river going into the mouth of Lake Michigan near Silver Beach. Immediately next door to Clementine’s restaurant and within walking distance to many shops, bars, downtown, and the beach. Right next to Pier 33 Marina and docks and water rentals. You can eat, drink, fish, shop, and enjoy the beautiful scenery all at one spot! The condo also has a rooftop for corn hole games, a grill, and tanning. Silver beach/the pier is literally a short walk away!

Feb 16 – 23

Guesthouse in New Buffalo

4.98 out of 5 average rating, 695 reviews

"Tiny House" Guest House Under the Oak Trees

"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.

May 21 – 28

Home in Benton Harbor

4.99 out of 5 average rating, 124 reviews

Lake Michigan Private Beach Panoramic View Hot Tub

Welcome to the Beach Cottage at The Windover! • Panoramic views of Lake Michigan • Private Beach • Hot Tub • 4 minutes to downtown St. Joseph, The Benton Harbor Arts District, and Harbor Shores • Centrally located attractions: Close to 6 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 and Pier

Dec 31 – Jan 7

Loft in Shipshewana

4.98 out of 5 average rating, 104 reviews

Hidden Country Hide-A-Way

Come relax in our cozy, modern country, studio apartment. It is equipt with a fully stocked kitchenette, private bathroom, comfortable living space, large screen tv and office work space. Enjoy some of the most picturesque landscape Northern Indiana has to offer. We are just a 10 min walk from Stone Lake and have kayak rentals available upon request. We are conveniently located 8 miles from Shipshewana and Middlebury, IN and just a 40 minute drive from Notre Dame.

Feb 27 – Mar 6

Guesthouse in New Buffalo

4.96 out of 5 average rating, 471 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!

Jan 23 – 30

Guesthouse in Sawyer

4.92 out of 5 average rating, 150 reviews

Heron's Rest hideaway close to beaches, breweries

Privacy on 11 acres of conservancy-protected land including woods, two ponds, and a river. Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Fish on site. Kayak, bike, hike nearby. Ideal for nature lovers. Separated from our home by breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible.

May 30 – Jun 6

Home in Benton Harbor

4.93 out of 5 average rating, 163 reviews

The QT

Newly remodeled 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.

Sep 15 – 22

Home in Benton Harbor

4.99 out of 5 average rating, 104 reviews

Lake Michigan Views | Hot Tub | 4mi to St. Joe

🤩 Spectacular Lake Michigan views 🔥Year-round hot tub 🌅 Deck overlooking Lake Michigan 🏖️ 5 Lake Michigan beaches within 5 miles 📍 Minutes to downtown St. Joe ✨ Magical fire pit space ⛳️ Near Harbor Shores Golf Course 🌞 Beach necessitates included 🏓 Ping pong table 🍷 Close to The Lakeshore Wine Trail 🧑‍🍳 Fully stocked kitchen ☕️ Keurig Duo ⚡️ High speed internet 🚗 90 mins from Chicago

Dec 5 – 12

Cabin in Benton Harbor

4.99 out of 5 average rating, 238 reviews

Charming Cabin-Private Beach & Golf

Why the rave reviews? This cabin is a unique and charming 2 bedroom retreat that sits atop a hill and is surrounded by elegantly sculpted terrain of Harbor Shores golf course and walking trails. The private beach on Lake Michigan is steps away. It is located in a quiet neighborhood and is close to family fun activities in St. Joe/Benton Harbor, fantastic restaurants, wine tasting, art galleries and quaint shops.

Oct 17 – 24

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Benton Harbor vacation rentals

Laptop-friendly workspace

Stay near Benton Harbor's top sights

Jean Klock Park43 locals recommend

The Inn At Harbor Shores4 locals recommend

Walmart Supercenter6 locals recommend

Meijer13 locals recommend

Clementines Too17 locals recommend

La Perla Produce Inc9 locals recommend

Other great vacation rentals in Benton Harbor

Guesthouse in Benton Harbor

4.94 out of 5 average rating, 151 reviews

Cozy Green Cottage with Private Beach

Feb 12 – 19

Guesthouse in Stevensville

4.98 out of 5 average rating, 276 reviews

Red Barn Lodge

Apr 9 – 16

Loft in Benton Harbor

4.91 out of 5 average rating, 299 reviews

Urban Loft in Arts District

Jul 1 – 8

Apartment in Mishawaka

4.96 out of 5 average rating, 383 reviews

Private Entrance Guest Suite on the River

Oct 2 – 9

Farm stay in Sawyer

4.98 out of 5 average rating, 339 reviews

Your SW Michigan Modern Farmhouse Cottage Awaits

Sep 18 – 25

Cottage in Bangor

4.94 out of 5 average rating, 162 reviews

Van Auken Lake cottage rental

Oct 15 – 22

Home in Michigan City

4.94 out of 5 average rating, 411 reviews

Sugar Babe Beach Retreat with Hot Tub!

Oct 27 – Nov 3

Cottage in Sawyer

4.93 out of 5 average rating, 208 reviews

Northwind Llama retreat “Chicken coop”

Mar 19 – 26

Other great vacation rentals in Benton Harbor

Apartment in South Haven

4.97 out of 5 average rating, 343 reviews

Guest Apartment at a Flower Farm

Nov 14 – 21

Home in Vandalia

4.99 out of 5 average rating, 152 reviews

Couples, Hygge, Tranquil, Wildlife, Quiet, Private

Dec 6 – 13

Home in Benton Harbor

4.97 out of 5 average rating, 34 reviews

Nestled in History

Mar 13 – 20

Cottage in Coloma

4.9 out of 5 average rating, 41 reviews

3 bed 1 bath Lake Michigan Wine Trail

Nov 12 – 19

Vacation home in Berrien Springs

4.87 out of 5 average rating, 54 reviews

Charming nest near AU/ND, lake beaches & wineries

Sep 26 – Oct 3

Farm stay in Benton Harbor

4.92 out of 5 average rating, 25 reviews

2Bd Farmstay Near St Joe Kids & Pets Welcome

Apr 10 – 17

Barn in Stevensville

4.99 out of 5 average rating, 87 reviews

The Blue Barn - A cozy country getaway!

Feb 7 – 14

Guesthouse in Bridgman

4.92 out of 5 average rating, 95 reviews

The Hideaway Loft, a lovely 1 bedroom apartment.

Apr 14 – 21

Quick stats about vacation rentals in Benton Harbor

Total rentals
90 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
4.3K reviews
Nightly prices starting at
$50 before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Benton Harbor?
Yes! Work meets play with ease at over 50 vacation rentals in Benton Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Benton Harbor?
Four-legged friends are welcome in Benton Harbor. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Benton Harbor?
Experience the best of Benton Harbor with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Benton Harbor vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Benton Harbor, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Benton Harbor have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Benton Harbor. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Benton Harbor have a gym?
Absolutely! We offer over 10 house rentals with a gym in Benton Harbor. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Benton Harbor have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Benton Harbor. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Benton Harbor have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Benton Harbor. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Benton Harbor?
Benton Harbor has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Benton Harbor?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with self check-in, over 20 homes with a bbq area, over 50 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore