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Holiday rentals in St. Joseph

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Top-rated holiday rentals in St. Joseph

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

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Tiny home in Coloma

4.82 out of 5 average rating, 142 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 favourite

Loft in Benton Harbor

4.92 out of 5 average rating, 310 reviews

Urban Loft in Arts District

Stunning upstairs loft features exposed brick walls, local art, and a cozy modern feel in downtown Benton Harbor. 1 br, 1.5 baths, features beautiful KitchenAid appliances, dual-head shower with river rock, and skylights throughout. Need to work while you're here? Melt into our new Herman Miller Embody chair and get to it. ** During stays from May 18 - Aug 18, our friendly cat Nomi will be on site. She’s easy - just set out a can of food in the AM and one in the PM (all supplies provided). **

Guest favourite

Home in Benton Harbor

4.99 out of 5 average rating, 126 reviews

Lake Michigan Private Beach/Panoramic View/Hot Tub

Welcome The Windover! • Panoramic views of Lake Michigan • Hot Tub and Outdoor Shower •Expansion Yard and outside Activities • 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

Guest favourite

Guest suite in Berrien Springs

4.98 out of 5 average rating, 268 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. :)

Guest favourite

Rental unit in South Haven

4.97 out of 5 average rating, 367 reviews

Guest Apartment at a Flower Farm

Join us for a relaxing stay on our ten acre homestead and flower farm, nestled just off the Lake Michigan Shoreline with easy access to beaches, breweries, wineries, golf courses, farmers markets, antique shops, nature preserves and more. Our guest suite is a fully finished apartment located in our barn with private access through an exterior door. Enjoy our peaceful setting as your base for exploring nearby lake shore communities including South Haven (5 mi.) and Saugatuck (10 mi.).

Guest favourite

Apartment in St. Joseph

4.91 out of 5 average rating, 129 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!

Guest favourite

Guest house in Sawyer

4.89 out of 5 average rating, 101 reviews

Lola's Pine Tree Cottage

Lola's Pine Tree Cottage is a uniquely perfect old-school Michigan Beach cottage, with modern amenities! Enjoy the quiet of 1.5 acre of combined yard and forest (with friendly deer and wills turkeys!); walk to the beach; snuggle in front of the fire! A perfect hideaway, fall, winter, spring, or summer! Close to all the charms and amenities of Sawyer, Three Oaks, Union Pier, New Buffalo, and St. Joes. Excellent writing retreat, we’ve been told, and a sweet spot for a romantic getaway!

Guest favourite

Guest house in New Buffalo

4.98 out of 5 average rating, 730 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.

Guest favourite

Barn in Stevensville

4.99 out of 5 average rating, 104 reviews

The Blue Barn - A cozy country getaway!

Welcome to “Blue Barn” vacation home, a country retreat located between beautiful St. Joseph beaches and several Baroda wineries. A welcoming, open floor plan makes it easy for your group to spend time together. Enjoy the crisp white bedding, fully stocked coffee and wine bar, and private fire pit to unwind with friends and family. Grand Mere State Park, Weko Beach, and several local breweries are all just a short drive from this ideally located property.

Guest favourite

Guest house in Sawyer

4.92 out of 5 average rating, 158 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.

Guest favourite

Home in Benton Harbor

4.92 out of 5 average rating, 184 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.

Guest favourite

Guest suite in Benton Harbor

4.98 out of 5 average rating, 219 reviews

The Gingerbread House, respite in the woods.

Spring is here and the daffodils are beautiful! If you are looking for a zen like place to get away for a few days, the Gingerbread House is perfect. Guests have separate and private apartment (with Smart Lock) on bottom floor of home with private patio overlooking huge ravine. Our home is surrounded by over 20 acres of woods, yet we are only minutes from grocery, restaurants, golfing and beaches.

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Popular amenities for St. Joseph holiday rentals

Free parking on premises

Air conditioning

Stay near St. Joseph's top sights

Silver Beach County Park20 locals recommend

Silver Beach140 locals recommend

The Inn At Harbor Shores4 locals recommend

Silver Beach Pizza135 locals recommend

The Boulevard Inn & Bistro9 locals recommend

Clementines Too17 locals recommend

Other great holiday rentals in St. Joseph

Guest favourite

Holiday home in Berrien Springs

4.86 out of 5 average rating, 65 reviews

Charming nest near AU/ND, lake beaches & wineries

Cottage in Sawyer

4.79 out of 5 average rating, 216 reviews

Northwind Llama retreat “Red Barn”

Guest favourite

Serviced apartment in New Buffalo

5 out of 5 average rating, 23 reviews

Charming 1BR/1BA Retreat with private beach access

Guest favourite

Rental unit in St. Joseph

4.95 out of 5 average rating, 19 reviews

Broad Street Boat House

Guest favourite

Home in Stevensville

5 out of 5 average rating, 33 reviews

Secluded Lake Escape w/ Hot Tub!

Guest favourite

Home in St. Joseph

5 out of 5 average rating, 12 reviews

Brand new St Joseph Resort House with POOL

Guest favourite

Home in St. Joseph

5 out of 5 average rating, 12 reviews

Harbor Shores House with Bunk Beds and Pool!

Guest favourite

Apartment in Michigan City

4.92 out of 5 average rating, 13 reviews

Beach Condo I Steps From Lake Mich

Quick stats about holiday rentals in St. Joseph

Total rentals
100 properties
Nightly prices starting at
$81 SGD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
20 properties have a pool

Destinations to explore