Holiday rentals in South Haven

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Top-rated holiday rentals in South Haven

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

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Top guest favourite
The open living area showcases a cozy seating arrangement with a brown sofa and modern chairs. A ceiling fan hangs above, and the space is illuminated by warm light from the nearby kitchen. A large TV is mounted on the wall opposite the seating area.
Home in Porter
4.96 out of 5 average rating, 126 reviews

Dunes Homestead - Near Dunes + Lake + Dog Friendly

Welcome to "The Dunes Homestead". Where all pets are welcome! Right in-between The Dunes National Park and downtown Chesterton, you will be close to everything when you stay at this centrally located home. Artfully crafted, this charismatic, dog themed home greets you with all new furniture, a front porch, big yard, and focuses the design around your "man's best friend"! Less than 10 minutes to the Dunes and beaches or head 5 minutes to downtown for food, drinks and plenty of small-town fun. 😁

Top guest favourite
A welcoming living area is presented, featuring a light grey sectional sofa paired with plush armchairs. A dark coffee table sits at the center, complemented by a textured area rug. Natural light filters through the nearby window, adding warmth to the space.
Home in Portage
4.95 out of 5 average rating, 298 reviews

Newly Renovated with Finished Basement

This beautiful house is located near Lake Michigan in Northwest Indiana, less than 10 minutes from the expressway and toll road. There is a stainless steel kitchen, spa bathroom, finished basement and bar with sleeping capacity to accommodate two families. This is a smart home with Ring db, lights and thermostat controlled by your voice. We are less than an hour drive from downtown Chicago, and there are many great beaches nearby. Shopping and great dining options are also within a close drive.

Superhost
A spacious log cabin is surrounded by lush greenery, featuring a large front deck and multiple large windows. The roof has a classic gable design, and the exterior is clad in dark wood, providing a rustic charm. The lawn is well-kept, enhancing the cabin's inviting presence.
Cabin in Portage
4.89 out of 5 average rating, 149 reviews

Cozy Log Cabin Near Indiana Dunes & Lake Michigan!

Less than 10 minutes from Indiana Dunes National Park and Lake Michigan, our beautiful log cabin sits on 2 acres while still being in the heart of Portage! Our large front deck overlooks state land giving a beautiful, private view out of our large windows. Our cozy cabin has 3 bedrooms and 3.5 bathrooms with fun, thoughtful touches for your family including video game consoles, movies, books, a LOT of games, a pool/ping pong table, 2 fire pits, and more! Age limit: 25+ years old Sorry no pets

Top guest favourite
Home in Miller
4.96 out of 5 average rating, 108 reviews

New sauna, steps from beach and National Park

Perfect for family or friends to relax and enjoy Indiana’s Dunes National Park! The Holliday House is a 2022 custom built home with lake views and a beach path just STEPS from the front door! This 2000 sq ft open concept design features 3 bedrooms and 3 bathrooms, 16’ ceilings, open great room with beautiful indoor/outdoor kitchen, custom dining seating for 8, and loft hammock. Hosts live next door and are easily available if needed! Everything is on the 1st floor except for the 3rd bedroom.

Guest favourite
An open living space features vaulted wooden ceilings and large floor-to-ceiling windows, providing views of Lake Michigan. A cozy fireplace is situated against a stone wall, and a dining area is highlighted by a round table surrounded by four chairs.
Home in Miller
4.98 out of 5 average rating, 44 reviews

Beachfront-Lake Michigan- Indiana Dunes

🌊 Stunning Lakefront Getaway in Miller Beach | Sleeps 10 | Indiana Dunes National Park Welcome to your dream lakefront escape! This thoughtfully curated mid-century modern home is nestled within the boundaries of Indiana Dunes National Park, offering breathtaking views of Lake Michigan, the relaxing sound of the waves, and a peaceful setting that’s ideal for making lasting family memories. 🛏️ 5 Bedrooms | 7 Beds | Sleeps 10 🛁 3 Full Bathrooms 🧺 Washer/Dryer 🏖️ Access to A Secluded Beach

Superhost
A spacious living area features a large flat-screen TV mounted on the wall. Comfortable gray sofas with vibrant red accent pillows are arranged around a marble coffee table. Natural light brightens the space, which includes a glimpse of the dining area and staircase in the background.
Home in Chesterton
4.8 out of 5 average rating, 104 reviews

Roomy Retreat–Family&Friends|2 King Beds|Game Room

🏡Welcome to Your No-Train-Noise, Pet-Friendly Stay in Chesterton! Property Highlights: 🛏️4 Bedrooms | 🛁 3 Bathrooms | 🛋️ 3 Living Areas with Smart TVs 🍸Bar in the Basement 🍽️Outdoor Dining 🚶‍♂️Minutes from historic Chesterton Downtown 🌲 4 miles to Indiana Dunes National Park & the beach 🍳 Fully Stocked Kitchen 👶 High Chair & Crib included Get ready for endless adventures along the sandy shores and tree-lined trails of Indiana Dunes. Enjoy every moment of your stay

Top guest favourite
Flat in Portage
5.0 out of 5 average rating, 34 reviews

Trailside Retreat

Welcome to Trailside Retreat, your ideal getaway. Our spacious, open-concept 1,000 square ft. apartment located behind the main house/ attached to garage,has complete privacy. It has two bedrooms—one with a king-size bed, another with two full beds. It includes a fully equipped kitchen with open dining area. And the living room area is perfect for game nights, movie marathons or a romantic dinner for two. Enjoy your private patio and beautifully landscaped yard.

Guest favourite
Guest house in Valparaiso
4.93 out of 5 average rating, 30 reviews

The Ambrose Suite - Guesthouse in Valparaiso

Stay at the historic Elmer Wolf House, also known as the Wolf Manor, built in 1890. This luxe suite features pristine antique furnishings with refined elegance on 4.8 peaceful acres with gardens, birdwatching, and multiple outdoor spaces. Enjoy hammocks, fire pit, and a stone picnic area. Just 6 miles to downtown Valparaiso and 15 minutes to the Dunes National Park. Private entrance, carriage house parking, full kitchen, queen bedroom, bath, and laundry.

Top guest favourite
A rustic cottage is nestled among lush greenery, featuring a stone path that leads to the entrance. The home, with blue shutters and a welcoming porch, is framed by a flowering tree and various plants, creating a peaceful setting.
Cottage in Valparaiso
4.89 out of 5 average rating, 631 reviews

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking the channel that leads to Flint Lake. - Pet free -May not be appropriate for people with mobility issues. - Earth friendly cleaning products - Private beach & park access - Easy access to city center & university - One hour from downtown Chicago - National Lakeshore and Dunes State Park nearby - Wood fireplaces (winter only!)

Top guest favourite
A clear, geodesic dome is set on a paved patio surrounded by a grassy area and decorative plants. The backdrop features a tranquil lake and lush trees, illuminated by a colorful sunset sky.
Guest suite in Valparaiso
4.98 out of 5 average rating, 175 reviews

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Cozy up under the twinkling lights of your own geodesic dome, then soak away the day in the hot tub just steps away. This lakeside retreat is made for couples craving a slow, quiet escape: private dome, hot tub, fire pit, kayaks, and a 20 minute drive to Indiana Dunes National Park. Your private backyard opens onto Long Lake, with public access for kayaking and swimming a short walk away (the dock next door belongs to our neighbors).

Top guest favourite
Barn in Valparaiso
5.0 out of 5 average rating, 242 reviews

The Good Farm: Barn BnB on 44 acres near Lake Mich

Escape to BarnBnB, a charming barn apartment on 44 acres just 15 minutes from Lake Michigan beaches and Indiana Dunes National Park. 🐓🌳 Perfect for families or groups (up to 6 guests), this peaceful retreat blends modern comforts with farm life—free-range chickens, firepit evenings, and trails included. Relax in nature or explore nearby Valparaiso, Chesterton, and Michigan City for the perfect mix of adventure and tranquility.

Guest favourite
Home in Chesterton
4.95 out of 5 average rating, 21 reviews

The Tower Haus | Dune Trails + Hot Tub

Welcome to a stylish 3-bedroom retreat where modern design meets cozy comfort, perfect for couples, families, and small groups. Just minutes from the trails of Indiana Dunes National Park and the beaches of Lake Michigan. Unwind in the private hot tub, enjoy movie nights, fast Wi-Fi, a coffee bar, and WFH space. Located near charming Chesterton with easy access to Chicago, ideal for relaxing escapes year-round.

Popular amenities for South Haven holiday rentals