Vacation rentals in Chain-O-Lakes

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Top-rated vacation rentals in Chain-O-Lakes

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

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Top guest favorite

Cottage in New Buffalo

4.96 out of 5 average rating, 183 reviews

Voted #1 Family Getaway In SW MI for 2019-2024

NicoleRating, 5 stars7 months ago

Great property for two families with small kids! The listing has everything you need, including pack and plays & a highchair. Dana was super responsive and laid out easy instructions + local recommendations. S’mores on our last night was a big hit!

Top guest favorite

A cabin-style home is nestled among tall pine trees, featuring a large facade with distinctive tall windows that allow natural light to flood the interior. Colorful chairs are positioned on the screened porch, surrounded by well-maintained greenery and flower beds.

Cottage in Union Pier

4.98 out of 5 average rating, 220 reviews

"The Pines" in Union Pier: Year-round getaway

VictoriaRating, 5 stars3 weeks ago

I have been renting Airbnb for years and hands down John’s house was the best house I have ever stayed at. The beds were incredible ( please tell me where you got your pillows and bedding). There was lovely screened porch and great room. Every amenity was available. It was a very special weekend and we had a front row view of many deer in the area. Thank you for being such a great host. We will be back !

Superhost

Apartment in New Buffalo

4.92 out of 5 average rating, 25 reviews

Charming 2BR/2BA Cottage with Full Kitchen & Patio

TaliaRating, 5 stars1 month ago

Really enjoyed the cottage for our family of four. The place is walking distance to the beach and a local playground. We enjoyed staying in nature but being able to drive to New Buffalo for restaurants or other things. Highly recommend for a weekend getaway.

Guest favorite

A spa hot tub sits on a grassy area, designed for relaxation. Surrounding the tub is lush greenery, offering a sense of privacy. The hot tub features a smooth blue surface with built-in jets, inviting for a peaceful soak after outdoor activities.

Home in Three Oaks

4.82 out of 5 average rating, 96 reviews

Three Oaks Creek House Perfect

BenRating, 5 stars4 months ago

I will call it "Mary Poppins", practically perfect in every way. If you are looking for a quite scenic vacation spot, this is it. Their are obviously things that could have been better, but we got exactly what we wanted, no notes, no issues, no problems.

Guest favorite

A cozy living room is presented, featuring a light-colored sectional sofa adorned with a green and floral throw. A natural wood coffee table sits centrally, complemented by a round pouf. Bright curtains with floral patterns frame a large window, allowing ample natural light.

Home in Stevensville

5 out of 5 average rating, 13 reviews

Cozy Bluebird Cott. w/ Hot Tub!

AliceRating, 5 stars3 weeks ago

We had a relaxing time at the cottage. Host was very helpful and responsive. Space has a simple elegance to it. Home is in a quiet area, close to a view of Lake Michigan and close to hiking at Grand Mere State Park. We love the area! Really enjoyed the hot tub!

Guest favorite

The cottage is nestled among trees beside a serene lake, with soft lighting reflecting on the water. Various boats are anchored nearby, and colorful outdoor seating is positioned on the lawn, creating a tranquil setting for relaxation and enjoyment.

Cottage in Three Rivers

4.97 out of 5 average rating, 88 reviews

A hideaway retreat on a private lake for relaxing.

MindyRating, 5 stars8 months ago

Our family of 5 had a great stay at Gary’s place. The lake, the pontoon, paddle boards and pedal boat were used daily. It is private and quiet. There are plenty of life vests and even some large inner tubes you can take out on the water. The floating dock and lily pad were covered in goose poop while we were there so we didn’t use them. The house was comfortable and had more amenities than most air BNBs we’ve stayed at. Our favorite spot (besides being on the water) was drinking coffee and reading on the covered porch! Would recommend to families!!

Guest favorite

A sunset over Lake Michigan is captured through silhouetted trees. The sun's reflection glimmers on the water, creating a serene atmosphere. The peaceful scene is framed by a wooden railing, emphasizing the natural beauty of the lakeside setting.

Apartment in Michigan City

4.94 out of 5 average rating, 136 reviews

Charming apartment in Arts District

MariaRating, 5 stars8 months ago

We've stayed here before. It's always really clean and nice. The towels are super soft, and the pillows and linens are awesome. You're right across from the outlet mall, and a farmers market type store across the other way. There's a cute little ice cream shop on the corner. You're close to the beach and the zoo. It's just a nice place to rest and reset. I highly recommend it.

Top guest favorite

The exterior of the cabin is framed by lush greenery, showcasing rustic wooden siding with bright red window shutters. A cozy seating area with white Adirondack chairs is positioned near the entrance, complemented by a decorative trellis and vibrant flower beds along a curved path.

Cabin in Benton Harbor

4.99 out of 5 average rating, 267 reviews

Charming Cabin-Private Beach & Golf

EmilyRating, 5 stars6 months ago

I brought my four kids age 2-16 for some special time at the lake, dunes, and St Joseph. We really enjoyed the home, it was very comfortable, clean and tastefully decorated… comfy beds, well stocked but not cluttered kitchen, and my little ones absolutely loved the children’s bedroom. The private beach is an easy walk and it’s beautiful. Kristi had great recommendations and is the most gracious and hospitable host.

Guest favorite

A circle of Adirondack chairs surrounds a central fire pit, positioned on gravel. Potted plants and flowers add greenery, while a backdrop of trees and a storage shed enhance the natural setting of the outdoor space.

Cottage in Three Oaks

4.91 out of 5 average rating, 112 reviews

Private, Sun-filled Union Pier Cottage

WhitneyRating, 5 stars6 months ago

Highly recommend staying at Ken’s place! He was a great host, always responsive and more than happy to provide us with local recommendations. The place was clean and looked exactly as described. It was the perfect place for a mom’s weekend getaway!

Vacation rentals for every style

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Popular amenities for Chain-O-Lakes vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Chain-O-Lakes

Guest favorite

A bright and functional kitchen features teal cabinets and modern stainless-steel appliances. A white countertop provides ample workspace, while dishes and utensils rest on open shelves. Dining seating for four is available at a small wooden table, enhancing the kitchen’s welcoming atmosphere.

Home in Michigan City

4.86 out of 5 average rating, 28 reviews

"Sip, Sun & Fun: The Perfect Girls Beach Getaway!"

JennaRating, 5 stars8 months ago

My friends and I had a wonderful stay! The house is super cute and is close to the beach, shops, restaurants , the grocery store, and more! We were out of a few things but they responded immediately and dropped it off asap! We would definitely come back! Thank you!

Guest favorite

A circular arrangement of colorful Adirondack chairs is set in a lush green lawn. The seating area is shaded by surrounding trees, creating a relaxed outdoor space for gatherings. A small table is positioned at the center, enhancing the inviting atmosphere.

Home in Berrien Springs

4.95 out of 5 average rating, 123 reviews

Great Living Too

MichelleRating, 5 stars2 months ago

I cannot say enough about how clean the house was. Wonderful space for everyone. Kitchen table was large enough for my group to play games at and the basement space was large enough for everyone too! If we are back in the area we would stay here again!

Superhost

A welcoming outdoor area features string lights overhead, illuminating a paved path. A set of patio chairs surrounds a table, while additional seating is provided by adirondack chairs. The well-lit space invites relaxation and social gatherings in the evening.

Home in Saint Joseph

5 out of 5 average rating, 3 reviews

Rhain Rentals 3 Bed in St. Joe

AshleyRating, 5 stars19 months ago

We very much enjoyed our stay at this rental! It the perfect size and location to all of the shops downtown and very accessible to the beach. The host was very responsive and so helpful with our stay. Highly recommend for a lovely weekend getaway!

Guest favorite

An inground swimming pool features clear, blue water surrounded by a spacious deck area. Several lounge chairs are arranged alongside the pool, and pool floats are visible in the water. A secure fence encloses the area, providing safety and privacy.

Home in Michigan City

4.92 out of 5 average rating, 64 reviews

Home near the lake with an inground pool

FreddieRating, 5 stars2 months ago

Clean house and will definitely book again for our needs. Very comfortable with everything.

Top guest favorite

The exterior of the estate is showcased, featuring a dark-colored building nestled among greenery. Tall trees frame the house, with clear skies visible above. Lush foliage complements the natural surroundings, providing a serene outdoor setting.

Vacation home in Baroda

4.94 out of 5 average rating, 17 reviews

Location location

GabrielRating, 5 stars1 month ago

I don’t think the pictures do this house any justice. House is tremendously big. Lots of space for large families. The views? Amazing. With the vineyard next door and the woods surrounding it, it was a great view. Very ample parking. Easy to find and close to the highway. There’s plenty of wineries near the house. Also grocery stores for any quick essentials. Back to the house. Very clean and big kitchen. Has everything you need from plates to cups. The living room is big. Tv is huge to keep the kids entertained. It was a little chilly so we stayed inside. But the deck looks really new and big with a girl. The backyard was huge. Rooms were big with nice beds and clean as well. All bathrooms were super clean and big. Basement had an entire other living area with rooms as well. Pool table kept everyone entertained. Dining room had a nice table for the large family dinners. In conclusion, I will definitely love to book this for the summer. You won’t regret it.

Top guest favorite

Cottage in Union Pier

4.96 out of 5 average rating, 201 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

HilaryRating, 5 stars2 weeks ago

Beautiful house, very well thought out for guests. Host and Co-Host were absolutely wonderful through the whole process. Lots to do in the area. Would highly recommend!

Guest favorite