Three Oaks vacation rentals

The image captures a serene beach scene at sunset, with soft sand and gentle waves. Tall grasses frame the foreground, leading the eye toward the calm water reflecting the warm hues of the setting sun and a lighthouse silhouette in the distance.

4.9 out of 5 average rating, 371 reviews

Best Deal In Michigan City 1.3 miles to Beach

Quiet for a well deserved nights rest. Plenty of space for 4-8 guests indoors and out. Short drive to the Washington Park beach & zoo Walking distance to south shore train for a quick ride into the heart of Chicago. Less than a mile from uptown arts center and district Short drive to The National Lakeshore, that has great beaches, hiking, and biking trails! Have a day in the sun, and come back to relax, in a quiet backyard patio area equipped with grill & night lighting... Must be 24 to book

4.98 out of 5 average rating, 220 reviews

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

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

Under towering pine trees that feel more like the Northwoods, you're in the heart of Harbor Country. About 1.25 miles from the shore, minutes from New Buffalo & Three Oaks. Newly updated cabin-style home offers rustic feel with luxury comforts & highspeed WiFi, and great indoor & outdoor space. Garage plus add'l parking. Enjoy the area's beaches, restaurants, outdoor activities, breweries & wineries. Southwest Michigan at it's best! Please see policies for pets & children in house rules.

4.82 out of 5 average rating, 96 reviews

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

Three Oaks Creek House Perfect

3BR, 2 bath contemporary house on Spring Creek--a spawning waterway and spectacular architectural screenhouse (4th BR) at water's edge. Open floorplan, stone fireplace, gourmet kitchen and 4000CDs for spontaneous entertaining. Tempur-Pedic King master BR/office suite with lots of storage and large desk Queen 2nd BR w/standing desk, dresser, books. Full 3d BR w/ 3/4ba en-suite. Wi-fi throughout, Roku, DirecTV with HBO. Spectacular privacy, quiet and tons of specialty ameneties!

5 out of 5 average rating, 110 reviews

Home in Grand Beach

Superhost, hot tub, golf cart, fire pit, large!

Newly renovated 5 bed, 2 bath home in the quaint village of Grand Beach. Golf cart included with rental (in season - May thru mid-Nov). Home is situated on a large lot, high on a sand dune that overlooks the 6th fairway and park area. Enjoy two large decks and year-round eight person hot tub. The property is very private, on secluded street and fully stocked for a great stay. It's a great place to enjoy some down time in an idyllic village in the heart of Michigan's "Harbor Country."

5 out of 5 average rating, 13 reviews

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

Cozy Bluebird Cott. w/ Hot Tub!

Escape to our cozy retreat in Stevensville, MI, just minutes from Glenlord Beach Park and Lake Michigan’s stunning views. Enjoy local shops, award-winning bakeries, wineries, and golf courses nearby. Relax in the hot tub, unwind by the fire pit, or enjoy a movie night with Netflix. Our family-friendly home sleeps 5, featuring a fully equipped kitchen, outdoor deck and games. Perfect for a peaceful getaway or exploring Southwest Michigan’s best attractions. Book your stay today!

A serene view of the beach extends to the horizon, where gentle waves meet the sandy shore. Lush greenery frames the foreground, leading to a tranquil expanse of water under a partly cloudy sky.

4.89 out of 5 average rating, 113 reviews

Roomy and Private Getaway for Families & Friends

Perfect for Gatherings, Families, Birthdays, Group Outings: Enjoyment & Tranquility in Nature. Nestled on two acres of picturesque land, the property boasts a fully-equipped six-bedroom house. Conveniently located within a 5-minute drive to popular attractions such as the beach, casino, and outlet mall. Formerly a church, the house has been transformed into an inviting Airbnb rental, featuring a renovated interior, fire pit, gazebo, and many amenities.

Apartment in Michigan City

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.

4.94 out of 5 average rating, 136 reviews

Charming apartment in Arts District

Walk to outlet mall, art galleries, parks, restaurants, and Lake Michigan beach. Walk or drive to casino. This is a 2nd-story apartment in Michigan City's historic homes. A full 1,400 sq ft of space! Fully appointed, clean and beautifully decorated. Newly renovated kitchen and bath. WIFI. Access to beautiful back yard patio and deck. Great proximity to attractions. Great for couples, solo adventurers, and families with children.

4.99 out of 5 average rating, 267 reviews

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

Charming Cabin-Private Beach & Golf

Why the rave reviews? This cabin is a unique and charming 2 bedroom retreat that sits atop a hill and is surrounded by elegantly sculpted terrain of Harbor Shores golf course and walking trails. The private beach on Lake Michigan is steps away. It is located in a quiet neighborhood and is close to family fun activities in St. Joe/Benton Harbor, fantastic restaurants, wine tasting, art galleries and quaint shops.

4.98 out of 5 average rating, 136 reviews

An outdoor patio area is depicted, featuring a fire pit surrounded by four chairs. A picnic table is positioned nearby on a cement surface, complemented by grassy patches and trees in the background, creating a serene rural setting.

Home in Benton Harbor

Country home near 6 beaches and Harbor Shores Golf

Convenient and close to the following attractions: Harbor Shores Golf Club - 4.9 mi Silver Beach County Park - 7.2 mi Tiscornia Park Beach - 7.0 mi Roadside Park Beach - 5.5 mi Rocky Gap Beach - 4.9 mi Hagar Park Beach - 3.0 mi Riverside Kayak Park - 2.0 mi Opening Fall 2019 Third Coast Paddling - Kayak Rental, Paw Paw River - 5.9 mi Whirlpool Corporation Headquarters - 3.5 mi

4.91 out of 5 average rating, 112 reviews

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

Private, Sun-filled Union Pier Cottage

Sunny, private cottage set on a half-acre facing woodlands. Quick drive to everything - beaches, hiking, restaurants, wineries, breweries, etc. High-speed internet available and desk with two monitors. Please be advised: reservation requests from first-time AIRBNB renters will be declined. You must have rented through AIRBNB in the past and received a high rating.

4.92 out of 5 average rating, 104 reviews

A spacious screened-in porch is presented, featuring a wooden floor and exposed beams overhead. Large windows on three sides allow natural light to flow in, offering views of the surrounding neighborhood. Two wicker chairs and a small table are arranged for relaxation.

Townhouse in New Buffalo

Downtown NB! Walk Everywhere! Huge screened porch

If you want to be in middle of everything with ample off street parking walking distance to everything you’ve found it! This is a two story two bedroom two bathroom recently remodeled unit. Perfect for 2-6 Primary has a Queen Twin over twin guest Twin over full guest Full size pull out couch in main level. Recently remodeled 2 Large flat screen tv

4.95 out of 5 average rating, 149 reviews

A charming yellow cottage is framed by a white picket fence and greenery. An American flag decorates the front, while a welcoming pathway leads to the entrance. Large windows with shutters provide light to the interior, complemented by a modest porch and seating.

Cottage in New Buffalo

The Lemonade Cottage, New Buffalo. Walk to beach!

You'll fall in love with this cute and inviting cottage. From the white picket fence to the updated kitchen and bath...you won't be disappointed. Enjoy the beautifully secluded back yard with hot tub, gazebo, grill and fire pit. Walking distance to downtown, shops, bars, restaurants, beach, marina, brewery, Redamaks, StrayDog and much more.

0 of 0 items showing

What guests are saying

Blocks To Beach Golf Tennis Park & Lake MI Sunsets

4.81 out of 5 average rating, 16 reviews9 months ago

Great location in adorable Grand Beach! A true old school Beach house perfect for our extended family. Just steps to the beach and a short drive to New Buffalo. We loved it and will be back. Chris was super responsive when we had questions and an issue with the door lock.

Cottage in Grand Beach

What guests are saying

Luxury Cottage with pool; summer will book fast

4.95 out of 5 average rating, 39 reviews6 months ago

Loved the house. It was comfortable and very spacious. Very nicely decorated. Walked to the beach and restaurants nearby. Great grocery store in walking distance. Would definitely rent this house again. Stayed there with two three couples and each of us had a nice bedroom and bathroom.

Cottage in New Buffalo

What guests are saying

Lakefront/Best Views/Paddleboards/Fire-Pit/Kayak

4.9 out of 5 average rating, 68 reviews8 months ago

Had a wonderful time staying at Dunetop Escape! The owners were very nice and responsive. Very knowledgeable about the area and made some awesome recommendations. The house was spotless and very accommodating. The house has a lot of usable space and even more sleeping areas! Loved that they made beach days so easy as they had everything you may ever need. Will absolutely be looking to book this location again and look forward to exploring more of Michigan City.

Home in Michigan City

What guests are saying

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

4.92 out of 5 average rating, 25 reviews3 weeks 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.

Apartment in New Buffalo

What guests are saying

Luxury Relaxing Stay 1mile from Notre Dame

4.96 out of 5 average rating, 24 reviews1 month ago

My family of three had a great stay. Our daughter had a hockey tournament at the Compton ice arena and Stephanie was so helpful. We even thought we’d have to extend our stay, so a bit of back and forth communication. She was there to help if we needed to stay longer or cut our time short. Loved her support. From when I booked the house to when I checked out. The house is adorable. Great attention to detail with their AirBnb. Every little detail was thought of which made our stay that much more enjoyable. Would 100% be back.

Home in South Bend

1 of 12 pages

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Three Oaks vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Three Oaks's top sights

Journeyman Distillery250 locals recommend

Froehlich's Kitchen & Pantry98 locals recommend

The Acorn85 locals recommend

Vickers Theatre70 locals recommend

Patellie's49 locals recommend

Viola Cafe29 locals recommend

Three Oaks house rentals

4.95 out of 5 average rating, 123 reviews

A spacious living area is presented with a comfortable gray sofa adorned with decorative pillows. Two accent chairs in a blue pattern complement a dark coffee table, while a computer desk is positioned nearby. Soft lighting is provided by recessed lights, and windows are dressed in sheer white curtains.

Home in Berrien Springs

Great Living Too

A private backyard features a stone fire pit surrounded by red cushioned seating. A dining table with chairs sits under a patio umbrella, and a gas grill is positioned nearby. Lush green grass and trees provide a natural backdrop.

4.89 out of 5 average rating, 114 reviews

Walk to ND/Eddy Street, ProCleaned/Comfy/Updated

4.81 out of 5 average rating, 394 reviews

The kitchen showcases a stainless steel stove and microwave, complemented by open shelving. A dining area with six metal chairs is positioned near the entrance to the living room, which features a sofa and a wall-mounted television.

Home in New Buffalo

Sq Toe's Last Resort:Pet-Friendly*Fenced* GameRoom

Two patterned armchairs with vibrant yellow and blue throw pillows are positioned near a window. A small round table with a decorative plant sits between the chairs. A plush area rug with a geometric design complements the seating arrangement, contributing to a cozy atmosphere.

4.86 out of 5 average rating, 166 reviews

Irish Retreat

A historic house features a stone and siding exterior with a covered front porch. The entrance is framed by columns, and a pathway leads to the front door. Windows with a decorative upper design provide natural light to the interior.

5 out of 5 average rating, 4 reviews

Long-Term Spacious House for Rent

A spacious living area is highlighted by a large sectional sofa and a modern ceiling fan. Natural light enters through large windows, illuminating a decorative fireplace. A dartboard is mounted on the wall, and a small table is positioned nearby, enhancing the inviting space.

4.88 out of 5 average rating, 153 reviews

3BR w/sauna, tanning bed, hot tub 3.9 miles fromND

A large sectional couch in rich brown leather occupies the living area, accompanied by a matching ottoman. The warm wood flooring complements light gray walls, while ample natural light enters through nearby windows, enhancing the spacious layout featuring a dining area in the background.

4.97 out of 5 average rating, 37 reviews

Sleeps 15, 7 bedrooms, 4 baths, 2 kitchens

4.88 out of 5 average rating, 134 reviews

Home in Union Pier

Barn & Beach Guest house New Buffalo/Union Pier

Show all

Other great vacation rentals in Three Oaks

The exterior view reveals a two-story home with a light blue facade and a vibrant red front door. Outdoor verandas are present on both levels, adorned with hanging plants. A well-maintained garden surrounds the home, featuring various greenery and flowers, and offers a welcoming entry.

5 out of 5 average rating, 4 reviews

Lake Life Livin’- Beach House

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.

4.86 out of 5 average rating, 28 reviews

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

4.79 out of 5 average rating, 106 reviews

An inviting backyard features a central fire pit surrounded by several metal chairs. The bi-level house is visible in the background, with large windows reflecting the evening light. A hot tub is seen nearby, framed by trees and a spacious lawn.

Apartment in Bridgman

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours

4.9 out of 5 average rating, 49 reviews

A fire pit surrounded by two chairs is positioned on a grassy area near the lake. A wooden dock extends into the calm water, with colorful trees lining the shore visible in the background under a clear blue sky. The scene reflects a serene lakeside atmosphere.

Cottage in Dowagiac

Stylish Lakehouse, Sandy Beach Includes lux Boat!

5 out of 5 average rating, 3 reviews

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

Rhain Rentals 3 Bed in St. Joe

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.

4.92 out of 5 average rating, 64 reviews

Home near the lake with an inground pool

4.94 out of 5 average rating, 17 reviews

The exterior of the estate is showcased, featuring a combination of natural stone and dark siding. Large glass windows enhance the entryway, framed by a geometric roofline. Lush greenery surrounds the property, with tall trees and well-maintained shrubs providing a serene ambiance.

Vacation home in Baroda

Location location