House - Rating 4.6 (29)

The Fourth Oak


Bedroom 3 bedrooms
Bathroom 2 baths
Half Bathroom 1 half baths
Guests 8 guests
Pets Allowed Pets Allowed

  • Location: Three Oaks
  • State: Michigan

Book your Stay by May 25th and enjoy $100 off your visit with code FREEGAS. It’s our way of helping cover the trip, so you can focus on lakeside mornings, small-town strolls, and making the most of a well-deserved vacation. Drive an EV? Pocket the savings and rent one of our fabulous homes equipped with its own EV charger

Good for Stays May 1- December 31st, 2026. Must be Booked by 5/25/26.

Promo Code: FREEGAS

*Offer valid on new reservations ONLY, booked May 1–May 25, 2026, for stay dates through December 31, 2026. NO Blackout Dates, but may not be combined with any other discount or offer. Discount applies to rental rate only. Some homes may not be eligible; please check individual property listings for availability and eligibility.

*Offer expires 05/25/2026 and you must book your vacation between 05/01/2026 and 12/31/2026.


Description Description
Summary
Located just steps from Journeyman Distillery, The Fourth Oak offers the perfect spot for those looking to enjoy the vibrant atmosphere of Three Oaks. With the distillery’s craft cocktails and the cozy Staymaker Restaurant just a short walk away, your days can start and end with great local drinks, food, and live music. After exploring the distillery or shopping downtown, return to your home base to unwind, grill in the backyard, or relax on the porch as the evening settles in.
The Space
Upon walking in the front door, the charming coziness of the spacious living room invites you into a relaxing vacation atmosphere. With lots of comfortable seating options—including some vintage antique chairs—a gas fireplace, and a flat-screen TV, it’s a popular gathering spot. But then, so is the large, deluxe kitchen island, where drinks, snacks, and good conversation can be shared day or night. The island also has a built-in stovetop for preparing scrumptious vacation meals. The fully equipped kitchen has high-end appliances and is stocked with all the essentials to help with your and your guests' cooking needs. The welcoming dining room features a table that seats 8, and it can also be used as a work-station with excellent Wi-Fi throughout the house.

All of the super-comfortable rooms use top-quality bedding and linens to ensure a sound sleep and sweet dreams. Each room is stylishly decorated, with an emphasis on plush coziness. The living room has a sofa bed, so the total number of guests' sleeping options is eight.

MAIN FLOOR
Bedroom 1: 1 Queen bed with ensuite bathroom
Living Room: Sofa bed

2ND FLOOR

Bedroom 2: 1 Queen bed
Bedroom 3: Twin bunk beds

The first-floor ensuite bathroom is highlighted by twin vanity sinks and an awesome clawfoot soaker tub-shower combo with a Rain Shower head. The upstairs full bathroom has a stylish walk-in tiled shower. There’s also a washer-dryer combo for any of your laundering needs.

The huge lawn in the backyard will greet you and your guests—kids love it, too—and the gas barbecue grill can help you make mouthwatering meals to tickle your taste buds! There’s also a back porch, accessible from the kitchen, where you can chill to your heart’s content. Three quick notes to mention: the backyard is not fenced in, but this vacation rental is pet-friendly—just let us know about your 4-legged friend when you’re booking. You and your guests have full access to the house and yard, except for the basement and garage.

Just a stone’s throw from the gorgeous shores of Lake Michigan, the super-charming village of Three Oaks is a superb vacation destination. Downtown Three Oaks offers great restaurants, cafes, tasty bakeries, and stylish boutiques. You’ll also be able to explore nearby parks, a farmers’ market, brewpubs, the popular Journeyman Distillery, and the much-heralded Acorn Theater, a Midwestern hub for the performing arts, featuring local and regional performers and renowned national and international artists. Our guests have raved about the natural beauty of nearby Warren Woods State Park, with its lush and well-maintained hiking trails and extraordinary birdwatching opportunities. Plus, there’s Granor Farm, a local organic farm that sells produce, serves meals, and offers a variety of educational opportunities. Being a historic town, Three Oaks also has the Vickers Theater, a showcase for nearly a century of high-quality cinema.

Another advantage of staying at The Fourth Oak is being quite near the many popular restaurants, galleries, and boutique shops of downtown New Buffalo, as well as several majestic, crystal-sand Lake Michigan beaches! Plus, you can enjoy the many activities afforded by being a short drive from the region’s largest recreational harbor— including boat and other watercraft rentals, fishing expeditions, day or evening cruises, and all sorts of woodland, lake, and riverside parks with hiking and biking trails galore. Lest we forget to mention, the stunning Warren Dunes State Park is close by, with its 2,000 acres of amazing sand dunes, beachfront, wetland trails, and extraordinary birdwatching! You and your guests might also relish visiting New Buffalo’s Oselka Park, which has baseball fields, playground equipment, and tennis courts. And for even more variety, nearby Union Pier also has a number of great restaurants, coffee shops, and breakfast spots. Plus, being so centrally located, there are plenty of nearby fun activities to keep you busy during your vacation, including:

• Local wineries
• Art galleries
• Antique shops
• Golf courses
…and more!
Other Things to Note
To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process.

All guests are required to review and sign Juniper Holiday + Home's Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation.

The minimum age to rent this home is 25.

We welcome up to 2 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking. 

Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding.

Location Location

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Amenities 54 Amenities
  • BBQ grill
  • Body soap
  • Ceiling fan
  • Cleaning before checkout
  • Cleaning products
  • Coffee
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Essentials
  • Extra pillows and blankets
  • Free parking on street
  • Indoor fireplace
  • Iron
  • Laptop friendly workspace
  • MI
  • Patio or balcony
  • Pets allowed
  • Portable fans
  • Room-darkening shades
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • TV
  • Wireless Internet
Car/Vehicle
  • Garage
Family
  • High Chair
Home Features
  • Air Conditioning
  • Bathtub
  • Dryer
  • Heating
  • Hot Water
  • Kitchen
  • Stair Gates
  • Washer
Home Safety
  • Carbon Monoxide Detector
  • Fire Extinguisher
  • First Aid Kit
  • Smoke Detector
Kitchen
  • Baking Sheet
  • Blender
  • Dining table
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine Glasses
Onsite Entertainment
  • Board Games
Property Features
  • Garden or Backyard
  • Private Entrance
Toiletries & Cleaning Supplies
  • Bed Linens
  • Conditioner
  • Hair Dryer
  • Shampoo

Reviews Rating 4.6 (29) Reviews
Rating 5
This place is great! It couldn’t be closer to Joureyman which was the reason for booking, I didn’t realize how close until we got there and I couldn’t have been happier. It was also dog friendly which made it even better!The home is spacious and can definitely fit 3-4 couples fine. I will say there is a lot of furniture in the home making it a bit cluttered but obviously needed if you have a larger group staying. The porch was a favorite spot as well as the kitchen.Will definitely book again for our next visit
Susan C. - Posted: 10/22/2025
Rating 5
This place is great! It couldn’t be closer to Joureyman which was the reason for booking, I didn’t realize how close until we got there and I couldn’t have been happier. It was also dog friendly which made it even better!The home is spacious and can definitely fit 3-4 couples fine. I will say there is a lot of furniture in the home making it a bit cluttered but obviously needed if you have a larger group staying. The porch was a favorite spot as well as the kitchen.Will definitely book again for our next visit
Susan C. - Posted: 10/22/2025
We're happy to hear you're pleased and appreciate you sharing this!
Juniper Holiday and Home staff
Rating 3
This is a hard review to write because there a lot of really good things about this property. I'll start with the location, which really is outstanding. Steps to everything in Three Oaks, Journeyman distillery at the end of the driveway, and a quick drive to New Buffalo, Union Pier, Sawyer, beaches, and wineries. Communication was also great. Third party manager was always quick to respond and did come across as genuine, professional, and service oriented.Unfortunately, there were a LOT of calls because there were multiple issues in a 4 day stay, First checkin - the original door code didn't work, nor the second, nor the third. We were stranded outside for nearly an hour in 90 degree weather waiting to get in.Once inside, the property was generally OK, some obvious wear and tear on furniture, etc, nothing terrible but certainly not a "luxury rental" as advertised.Wifi never worked during our stay despite multiple calls, we had to use coffee shop wifi the whole trip. Worst, one bed had clearly clearly not been cleaned between visits, with obvious hairs and stains on the sheets. We had to wash all the sheets ourselves before sleeping.Again, managers responded to every concern but never fully resolved any in the time we were there. My hope is that this is a new property and these issues are worked out in time, but for now it was overall a very disappointing stay.
Scott W. - Posted: 7/22/2025
Rating 1
This company has a long way to go before you should trust them. I have vacation rentals. I know how this SHOULD work. We were going to be the first renters at this home. A month before check in emailed to make sure everything was good to go. They assured me we de all set and there was no issues. Never heard another thing. 40 hours from check in I received a text that my reservation was canceled. No call. No solution. Just a cancellation. It took me two hours to get someone on the phone and I was told house was rental ready yet. Even tho a month earlier I was told we’d be fine. I’m sure they knew a week earlier but ignored the situation. Ended up spending 4 hours on the phone with VRBO to get this resolved (they found another home for us) as Juniper claimed they couldn’t do anything for me. Junioet is a rookie operation. I don’t recommend working with them as a renter or owner.
Bob G. - Posted: 7/15/2024
Rating 5
Second Stay
This is the second time we have stayed here. Makes you feel like you’re at home. Will definitely go back again.
Andrea - Posted: 1/14/2023
Rating 5
Cute and Comfortable
Such a cute and comfortable place to stay, and we loved being so close to the Journeyman Distillery!
Marci - Posted: 1/21/2023
Rating 4
Cozy and Perfect For Winter Weekend
The Fourth Oak was cozy, pet friendly and walking distance from restaurants and shopping in Three Oaks. The fireplace in the living room is nice to warm things up on a cold winter weekend. The beds were comfortable. Antique furniture is visually appealing throughout the home, but lacks comfort for four adults to settle in for a couple of movies on a cold Sunday afternoon or sit and visit over morning coffee. The water is very hard, and though we appreciated and followed the quick fix guidance in the guest information book for clearing calcification from the faucets and shower heads, they were all due for much more in-depth maintenance. The Fourth Oak was a nice place for four adults and two dogs to stay while visiting family who were staying a few blocks away.
Heidi - Posted: 1/28/2023
Rating 5
Perfect Relaxation and Restore
This was the perfect place for us to relax, connect, and restore. The pictures are accurate and the location perfect — close to restaurants and shops. We are appreciative of the host’s responsiveness, clear directions, and more importantly, providing a beautiful space for us to unwind.
Daphne - Posted: 2/11/2023
Rating 5
Spacious and Well Equipped
A great stay - spacious and well equipped. Location was even quieter than expected - we would stay again!
Jaime - Posted: 2/25/2023
Rating 5
Great Place To Stay
Awesome place right next to the distillery! Great place to stay if you are attending an event there. Ryan was quick and responsive. My only critic of the house was a lot of the furniture matches the house decor but wasn’t the most comfortable. However, we loved the porch and the cute downtown you can walk to in less than 5 min. Highly recommend!
Katherine - Posted: 5/1/2023
Rating 5
Everything We Needed
We had a great time! The Airbnb was perfect for us as we attended my son’s wedding on Lake Michigan. It was close to everything. The house was super cute and had everything we needed. It was also nice to walk to dinner right behind the house.
Debbie - Posted: 5/13/2023
Rating 5
Great Hosts
Ryan was a great host and his home is in a great location.
Rachel - Posted: 5/20/2023
Rating 5
Would Highly Recommend
Really nice spot in a cool area. Close New Buffalo and Lake Michigan. Would highly recommend!!
Ryan - Posted: 5/27/2023
Rating 5
Loved The Space
We had a great time. Loved the space! Easy to walk everywhere and close to so many lovely places.
Stephanie - Posted: 6/3/2023
Rating 5
Exactly As Described
This property was exactly as described. It was a perfect location to our favorite restaurants and activities. Everything is clean and the home was old and quaint with all the modern conveniences. We definitely plan to stay there again
Leslie - Posted: 6/7/2023
Rating 5
Had A Great Experience
We had a great experience! The house was as described and really lovely! It’s a perfect location and ideal for our group of 8!
Elisabeth - Posted: 6/10/2023
Rating 5
Close to Distillery
This place was incredible! So cute and well decorated! Very comfortable! And we loved how close it was to the distillery!
Hannah - Posted: 6/17/2023
Rating 5
Clean Cozy Home
We very much enjoyed our stay in this clean, cozy home. Small, local restaurants and shops were within in walking distance and beaches were a short drive away.
Megan - Posted: 6/24/2023
Rating 5
Wonderful Master Bath
Loved the house and the location. Wonderful master bath and our son loved having the 2nd floor to himself. Looking forward to returning soon.
Stephanie - Posted: 7/15/2023
Rating 5
Better Than The Photos
The establishment was better than the photos.
James - Posted: 7/29/2023
Rating 5
The House Was Perfect
The house was a perfect location to the distilleries. The home was comfortable with fans and air conditioning. My sister and I were very happy with the house. We were able to cook a nice meal for our family. We love the shower on the first floor. There were plenty of towels, blankets, toilet papers and all the necessities a house should have. Thank you Ryan!
Kelly - Posted: 9/23/2023
Rating 5
Well Decorated
This cute home is so well decorated. We love the antique feeling. Everything is well cleaned & fully stocked kitchen utensils. Bed are comfortable! In walking distance to town & especially Journeyman’s Distillery. We would love to visit again!
Jodi - Posted: 9/30/2023
Rating 5
The Home Was Beautiful.
Our stay was great! The home was beautiful. So well maintained and absolutely spotless. The cleanest Airbnb I’ve stayed at. Ryan had very clear checkin and checkout instructions, easy to locate and the location is perfect! Its walking distance to everything in downtown Three Oaks. Highly recommend!
Kate - Posted: 10/7/2023
Rating 4
Fantastic Location
The location is fantastic. Walk to downtown for restaurants, 1 minute walk to Journeyman Distillery (the tour and tasting are great). Drivable to hikes, u-pick farms, other cute nearby towns. The home itself was great for 2 adults and 3 teens. While near the main street, it was not too loud. The pictures due it justice, though it was not as light inside as the pictures show. The bathrooms were all updated. As others reviewers note, the furniture was a bit older, so if your goal is to have everyone sit in the living room and watch TV, this may be more difficult. Also, only one bedroom has a TV, so if that matters, be aware. It didn't matter to us. Ryan was a great host; responsive when we needed him, but not intrusive.
Barrett - Posted: 10/14/2023
Rating 5
Place Was Perfect
This place was perfect in so many ways: extremely clean, spacious yet inviting, and private yet walking distance to anything you would want to do. The house had a cozy lake house feel, and everyone staying here (males and females alike) loved every minute. On top of all that, Ryan is a wonderful host and a great communicator. If you are contemplating a place in Three Oaks, look no further. You found the best choice
Kurt S - Posted: 10/28/2023
Rating 4
This Is The Place
Location Location Location! If you have an event at Journeyman Distillery and need 3 bedrooms 2 and halfs baths. This is the place. It is a updated rustic home. That is adjacent to the Distillery.
Brian - Posted: 11/11/2023
Rating 5
Felt Right At Home
My bandmates and I stayed at Ryan's place over the Thanksgiving weekend while playing shows at the nearby Acorn Theater. Spending the holiday away from one's family is rough, but the house made us all feel right at home. We were able to prepare a full Thanksgiving meal in the well-appointed kitchen. The host was super attentive and helpful, granting us an earlier check-in time so we could get settled before setting up at the theater. We are hopeful that we'll be able to book the house again for any future shows we have in the area.
Cheryl - Posted: 11/26/2023
Rating 5
Beautiful home in the heart of Three Oaks
We had an amazing stay at The Fourth Oak! We've stayed at several places in Three Oaks and this home was by far our favorite. Beautiful home, clean, great amenities, great communication with the host and easy check in & out. Can't beat the location and pet friendly was a huge plus for us. We will definitely book again!
Jeffrey - Posted: 7/9/2024
Thank you Jeffrey! We are thrilled to hear that you enjoyed our property on your trip and look forward to hosting you again!
Juniper Holiday and Home staff
Rating 5
We had an amazing stay at The Fourth Oak! We've stayed at several places in Three Oaks and this home was by far our favorite. Beautiful home, clean, great amenities, great communication with the host and easy check in & out. Can't beat the location and pet friendly was a huge plus for us. We will definitely book again!
Jeffrey D. - Posted: 7/9/2024
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