Holiday rentals in South Haven

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Top-rated holiday rentals in South Haven

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Guest favourite

Cottage in Pullman

4.82 out of 5 average rating, 260 reviews

Herrington Cottage

Come and relax at our private lake cottage on a half acre of land on Lower Scott Lake, only 20 minutes from South Haven and Saugatuck. Our rustic cottage has two bedrooms, full bath (shower only), fully equipped kitchen, and a relaxing living room with great views of Lower Scott Lake. Relax on the new screened in porch or deck with a good book and a glass of wine from one of Southwest Michigan's local vineyards. Enjoy the local shops, art galleries, breweries, restaurants, golfing, and beaches.

Superhost

Tiny home in Coloma

4.81 out of 5 average rating, 170 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

Apartment in South Haven

4.94 out of 5 average rating, 176 reviews

Airy loft condo in the heart of South Haven

Welcome to the perfect beach retreat! You will be steps away from the shops, restaurants, and activities in downtown South Haven, & just a 10 minute walk from South Beach. Our bright & airy second floor condo has a balcony overlooking shops below, comfortable living room, fully stocked kitchen, full bath on main level, & spiral stairs leading to the loft bedroom area with queen bed. The living room futon folds out to a full size bed. All you need to enjoy your time on the Lake Michigan shore!

Guest favourite

Farm stay in Vandalia

5 out of 5 average rating, 126 reviews

Grain Bin, HotTub, LUXE, Private, Wildlife, Firepi

This grain bin will take your breath away! Designed in a way for you to find pause, to connect with nature and connect with one’s self & loved ones. Every moment here is an invitation to slow down. Nestled on our 70 acre farm, this place sits beside a picturesque creek surrounded by towering trees. Enjoy the hot tub, rest by the fire, soak in the freestanding tub, birdwatch, grill out, cook a meal together, or hike the property. Create lasting memories with loved ones during your stay.

Superhost

Cabin in Grand Junction

4.88 out of 5 average rating, 523 reviews

Postcard Cabins Barber Creek - Chicago

An easy drive from the city, Postcard Cabins, formerly Getaway, is the ultimate way to experience the great outdoors. Nestled across acres of private woodlands, our tiny cabins have everything you need (AC/Heat, en-suite bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you disconnect from the everyday. As part of your stay, you'll receive a complimentary allocation of provisions, like s’mores, coffee and more.*

Guest favourite

Rental unit in South Haven

4.97 out of 5 average rating, 116 reviews

Captain's Loft in the heart of South Haven

Located in the heart of downtown South Haven! We are steps from Lake Michigan, South Beach, the Black River, Restaurants & Shopping. Recently updated with new sofa, queen bed & fresh beach vibe! An upstairs unit, its 25 steps to a perfect getaway that is close to everything that downtown South Haven has to offer! Private access to a rooftop deck with showstopper views of the river & marina. 1-bedroom with a private entrance from the sidewalk, a small kitchen, bathroom, and living room.

Superhost

Apartment in South Haven

4.84 out of 5 average rating, 157 reviews

Rustic Glamhouse

Explore the beach, farmers market and wine tastings! Enjoy this charming upstairs apartment that encompasses a mix of chic rustic, modern decor and the atmosphere of home. You’ll have the entire place all to yourself. 1.1 miles from the heart of South Haven and South Beach on Lake Michigan, this is a perfect place if you are looking for beach time and a place to relax. This apartment is a 2 bedroom, 1 bath and can sleep up to 6 people. There is 1 king, 1 full, 1 twin, a daybed and a couch.

Guest favourite

Rental unit in South Haven

4.97 out of 5 average rating, 387 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

Home in South Haven

4.99 out of 5 average rating, 143 reviews

Family Friendly | Hot Tub | Private Beach Access

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!

Guest favourite

Apartment in South Haven

4.96 out of 5 average rating, 234 reviews

Six On The Beach

Brilliantly decorated, very clean accommodations and centrally located in the heart of South Haven's sugar sand beaches, dining, and shopping. This exceptional condo features a fully stocked kitchen with stemware, plates and cooking utensils. Washer and dryer included. This location has it all, within a matter of steps, there are unique boutiques along the shopping district, numerous Restaurants and South Beach, everything this lakeside community has to offer is right there.

Guest favourite

Guest house in New Buffalo

4.96 out of 5 average rating, 533 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!

Guest favourite

Cabin in Middlebury

4.99 out of 5 average rating, 259 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.