Three Oaks Vacation Rentals

Compare 5 vacation rentals.
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USA > Michigan > Three Oaks

Make Three Oaks your next getaway

Just five miles from the shores of Lake Michigan, our Three Oaks vacation rentals offer a perfect escape to Michigan’s Harbor Country. 

Explore Three Oaks house rentals, and more

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House rentals

View 5 House rentals

Popular amenities for Three Oaks vacation rentals

Popular
Dog-friendly Hot tub Internet
Lilly Bell Villa
2 Bedroom | 1 Bath | Sleeps 8

Lilly Bell Villa - Three Oaks, MI

$252 avg / night
(excludes fees and taxes)
5.0 (2)
The Nook
2 Bedroom | 1 Bath | Sleeps 6 (4 Adults Max)

The Nook - Three Oaks, MI

$147 avg / night
(excludes fees and taxes)
4.21 (14)
Three Oaks Escape
4 Bedroom | 2.5 Bath | Sleeps 8

Three Oaks Escape - Three Oaks, MI

$449 avg / night
(excludes fees and taxes)
4.33 (3)
Three Oaks Retreat
3 Bedroom | 2 Bath | Sleeps 10 (8 Adults Max)

Three Oaks Retreat - Three Oaks, MI

$337 avg / night
(excludes fees and taxes)
4.65 (26)
La Colita
3 Bedroom | 2.5 Bath | Sleeps 8 (6 Adults Max)

La Colita - Three Oaks, MI

$513 avg / night
(excludes fees and taxes)
3.87 (15)

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Recent Three Oaks guest reviews

The cottage was super cute and cozy, we enjoyed our stay!
Suzanne P. | Jun 2025
House has a newly remodeled kitchen and sun room with 3-way view of surrounding forest perfect for birdwatching. House is a short drive to Three Oaks and Union Pier.
Betsy F. | Jun 2025
It's a cute place and very convenient, not terribly far from New Buffalo and Michigan City. Very quiet neighborhood with lots of nature. They did a good job with the kitchen and there were a lot of convenient amenities. Much more so than one would get at a hotel.
Michael F. | Jun 2025
Three Oaks vacation rental FAQ

Yes, 26 of our Three Oaks homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 72 of our Three Oaks vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Three Oaks vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Three Oaks team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Three Oaks, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Of the towns that comprise Harbor Country, Three Oaks is the easternmost and is known as the area’s arts and culture center. Catch a special screening at the fine arts cinema, or a play at the Acorn Theater. A number of art galleries pepper the quaint streets, offering special events and exhibitions.

If you’re visiting in June, the village hosts the largest Flag Day celebration in the U.S. Attendees can enjoy a parade, 5K fun run or walk, giant barbecue, and more.

Experience the authentic small-town charm of Michigan’s Harbor Country. Book one of our Three Oaks cabin rentals and start planning your next Lake Michigan getaway.

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