Holiday rentals in South Bend

4.94 out of 5 average rating, 159 reviews

Cottage in Stevensville

Cheerful Stevensville cottage, GREAT LOCATION!

Right in the prettiest area of Stevensville, Glenlord Cottage is an ideal location for your Southwest Michigan stay. Down the road you will find Glenlord Beach Park, a beautiful Lake Michigan overlook. Around the corner, an award-winning bakery. In Stevensville with its variety of restaurants, beaches, and shops, Glenlord Cottage is also within easy reach of many SW Michigan attractions and is well placed for visits to wineries, golf courses, and downtown St. Joseph with its shops and festivals.

4.98 out of 5 average rating, 526 reviews

Home in Goshen

The Villa Goshen (Exclusive Use/All Guest Spaces)

An unforgettable stay awaits! Spectacular waterfront views from the home and guest deck, with outstanding amenities and accommodations, this is The Villa Goshen. Booking allows exclusive use of all guest bedrooms, common spaces on the main & upper floors, and the wooden guest deck area off the kitchen. No parties unless pre-approved. Hosts live on site in a separate basement apartment. Easy access to Notre Dame (45 min), Middlebury (20 min), Nappanee (20 min), and 25 to Shipshewana (25 min).

Superhost

4.89 out of 5 average rating, 105 reviews

The Lucky Charm House -Walk to it all! Cute, cute

Cute as can be, super comfy, 3 blocks to downtown 3 Oaks. Walk to Acorn Theatre, Journeyman & shopping in an eclectic quintessential small town 90 mins from Chgo. Hike local trails, beach it up at Warren Dunes State Pk, bike ride country roads -Explore Harbor Country. Wonderful dining, brew pubs and wineries to explore. Open living space w/large DR. Primary BR +bth w/shower. 2nd BR w/full bed +single bunk. Large back porch +fenced yard. 2 large TV’s, Wifi/cable. Daybed front porch.

4.98 out of 5 average rating, 135 reviews

1 Block to Journeyman - Dog Friendly/Patio/Firepit

Our newly built (2022) home is located just 1 block to Journeyman Distillery and the quaint downtown of 3 Oaks. Our home has been thoughtfully designed to create a serene and memorable stay for our guests. Eclectic shops, restaurants, and galleries are a short walk away. Drive to local beaches in less than 15 minutes. Spend your day exploring Harbor Country - wineries, breweries, hiking, biking, golf, beaches, blueberry picking, antiquing, and so much more. 3 Oaks is at the center of it all!

4.97 out of 5 average rating, 183 reviews

Home in Niles

Riverwalk Retreat on Main, fully updated Victorian

Beautiful 5 bedroom, 2 bath Victorian home in the heart of Niles, MI Recently remodeled with queen bedroom on main floor! 2 blocks from Riverwalk park All bedrooms and living room/game room have mounted flat screen smart tvs Private back yard with fire pit and corn hole, front and back porch 3-min. walking distance over the river to charming restaurants and shops on Main Street 10 miles from University of Notre Dame, and nearby wineries and breweries 30 min. to St. Joseph and New Buffalo, MI

4.92 out of 5 average rating, 132 reviews

Cottage in Stevensville

Escape to The Sunshine Cottage of Harbor Country!

Cozy up at The Sunshine Cottage of Harbor Country. Surrounded by award-winning beaches, state parks, wineries, and breweries this location boasts endless activities within a short walk, bike, and drive. With a large backyard and extended porch deck, the cottage offers outdoor fun and entertaining all summer long, or retreat for a cozy winter getaway. The cottage is in close proximity to Lake Michigan and Grand Mere State park - sand dunes, hiking trails, and nature adventures all seasons.

4.94 out of 5 average rating, 118 reviews

Home in Stevensville

Clean, dog & budget-friendly--great for families!

Clean single-family home w/3 bedrooms, 2 bathrooms, 2 living spaces, full kitchen and cooking/eating essentials. Quiet neighborhood, 1 mile from Lincoln Township Beach (Lake Michigan), 8 miles to Silver Beach and Lions Park Beach in St. Joseph, MI, 8 miles to Warren Dunes State Park and Beach, in the heart of wine/beer country. A small gas grill and firepit + wood, and chairs and a patio table on back patio. Owner lives next door and will be available to answer questions about the area.

Tiny home in New Carlisle

4.99 out of 5 average rating, 149 reviews

Cozy Cabin 2.0 Mins from Michigan’s Harbor Country

Immerse yourself in nature inside this charming cabin featuring all of the necessary amenities, including a queen-sized bed, kitchen basics, fire pit, grill, and deck. Surrounded by 40 acres of woodlands, this cabin offers a quiet retreat while being only twenty minutes from Michigan's Harbor Country. Relax inside with a book or head out to enjoy golden sand dunes, art and antiques, locally-sourced food, hiking trails, and over twenty wineries along the windy, tree-lined Red Arrow Highway.

4.9 out of 5 average rating, 242 reviews

Cottage in Sawyer

Sawyer Beach Cottage walk to Warren Dunes

Beautiful renovated beach cottage on a quiet tree-lined street. Private comfortable home perfect for a winter weekend away! Enjoy the best of Pure Michigan, 2 mi from Sawyer & 0.5 mi to Warren Dunes State Park. Plenty of outdoor space to play, skylights to soak up the natural light and central to wineries, restaurants and the Dunes. Grab local farm fresh produce, s’mores for the firepit and a local natural wine to sip as you watch the sun set from the huge back deck and large backyard.

4.99 out of 5 average rating, 100 reviews

2 blocks to Journeyman, 12 mins to Beach, King Bed

Highlights: ✔ Designer rehab in 2022 ✔ Sleeps 8 ✔ Outdoor firepit ✔ Relaxing back porch ✔ 5 min walk to Journeyman ✔ Easy 5-10 min walk to Three Oaks dining + shopping ✔ 8 min to wine tastings ✔ 10 min to New Buffalo, Union Pier, Sawyer ✔ 12 min to beach ✔ Gas BBQ grill ✔ Smart TVs & board games ✔ King bed in main bedroom ✔ Fabulous front foyer for wedding photos ✔ EV charger ✔ Luxury custom-designed home ✔ 3 vehicle parking ✔ Computer workstation ✔ High speed wifi ✔ Fully stocked

4.95 out of 5 average rating, 166 reviews

Home in Sawyer

Darling Home + Hot Tub by Warren Dunes + Wine Bar

Cozy up to this darling get-away right next to the cutest wine bar in the midwest (Out There) and just a short walk to Warren Dunes State Park and the beach. This family-friendly home is ready for you to explore all the treasures of Southwest MI: biking, hiking, beaching, and more. Then come back "home" to this newly remodeled house for playing games, firepit, and dipping in the hot tub. 3 bedrooms + small office, 2 full baths, a great room, eat-in kitchen, and big backyard.