Three Oaks Vacation Rentals

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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.

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House rentals

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Explore more vacation rental amenities in Three Oaks

Pool | Electric vehicle charger | Lake view | Water view | Waterfront | A/C | Fireplace | Washer/dryer | Balcony | Bikes

Three Oaks vacation rentals for every getaway

Popular

Dog-friendly Hot tub Internet

2 Bed | 1 Bath | Sleeps 6 (4 Adults Max)

The Nook - Three Oaks, MI

$147 avg / night
(excludes fees and taxes)

Three Oaks Retreat

3 Bed | 2 Bath | Sleeps 10 (8 Adults Max)

Three Oaks Retreat - Three Oaks, MI

$391 avg / night
(excludes fees and taxes)

Lilly Bell Villa

2 Bed | 1 Bath | Sleeps 8

Lilly Bell Villa - Three Oaks, MI

$307 avg / night
(excludes fees and taxes)

Three Oaks Escape

4 Bed | 2.5 Bath | Sleeps 8

Three Oaks Escape - Three Oaks, MI

$486 avg / night
(excludes fees and taxes)

3 Bed | 2.5 Bath | Sleeps 8 (6 Adults Max)

La Colita - Three Oaks, MI

$705 avg / night
(excludes fees and taxes)

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Recent Three Oaks vacation rental reviews

I really enjoyed my stay at the Three Oaks Retreat. The home is charming, peaceful, and well-situated for a relaxing getaway. The outdoor hot tub and indoor jacuzzi were wonderful touches, and the property itself has a lot of character. I appreciated how comfortable and inviting the space felt overall. There were just a few things future guests might want to be aware of. The front steps were covered in leaves during my stay and, with the rainy weather, they were a little slippery. A quick sweep between guests would help make arrivals and departures feel a bit safer. I also noticed that the upstairs layout—three beds in an open room and a bathroom with sheer coverings on the glass doors—might feel a little less private for families or groups, though it was perfectly fine for me as a solo traveler. The hot tub and indoor jacuzzi were great amenities, but filling the indoor tub did use most of the hot water for a while. Not a big issue for one person, but something larger groups may want to plan around. And with the strong winds one evening, some of the outdoor furniture cushions tended to blow around, so securing them a bit more might be helpful. Check-in was smooth overall, but I did arrive early and wasn’t able to check in before the listed time. The home was ready, so it would have been nice to be able to settle in a little sooner, but I understand policies vary depending on coordination with the homeowner and cleaning schedule. Despite these small things, I genuinely had a wonderful stay. The property is beautiful, the atmosphere is serene, and it made for a great retreat. I would absolutely stay here again and would recommend it to others looking for a peaceful escape in the area.

ROBERT, K. | Nov 2025

Lovely little house in a quiet neighborhood. Loved the updated kitchen and bathroom! Downtown was in walking distance and made for nice stroll. Nice little place to stay on a quick getaway!

Brian H. | Sep 2025

Adorable cottage. Private lot with a great backyard. Park-like. Fantastic location close to new Buffalo, cherry Beach, and Warren dunes State Park, which are all worthwhile.

Josh A. | Sep 2025

Three Oaks Frequently Asked Questions

Yes. 64 of our Three Oaks vacation rentals have internet access, so you can stay connected throughout your trip.

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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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Three Oaks, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.

24/7 support

Easy check-in

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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