
Vacation rentals in Three Oaks
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Top-rated vacation rentals in Three Oaks
Guests agree: these stays are highly rated for location, cleanliness, and more.

McComb's Cabin, Union Pier, MI
Giant trees welcome you down the drive back to the cabin in the woods. The cabin, along with my house and a small cottage reside on the 2 1/2 acre property. A contemporary cabin of steel and pine with vaulted ceiling and sky lights. Open living space, inviting queen size bed, luxury rain shower, full kitchen but no stove. A wood burning fireplace- fall through end of March and outside fire pit. Public beach a 5 minute drive away. Couples check out the cabin for anniversaries & special days.

Casa Gitana - Boutique Style Stay in Three Oaks
Casa Gitana is a Boutique style stay in the quaint town of Three Oaks, MI. Just a short drive to the pristine beaches of Lake Michigan and walking distance to downtown, our home offers an eclectic & contemporary feel that is perfect for a relaxing getaway any time of the year. We personally manage & oversee the home before every stay, & take pride in putting thought & intention into every detail. We want our guests to feel at home, and most importantly enjoy a comfortable and relaxing stay. :)

1 Block to Journeyman - Dog Friendly/Patio/Firepit
Our newly built (2022) home is located just 1 block to Journeyman Distillery and the quaint downtown of 3 Oaks. Our home has been thoughtfully designed to create a serene and memorable stay for our guests. Eclectic shops, restaurants, and galleries are a short walk away. Drive to local beaches in less than 15 minutes. Spend your day exploring Harbor Country - wineries, breweries, hiking, biking, golf, beaches, blueberry picking, antiquing, and so much more. 3 Oaks is at the center of it all!

Private Entrance Guest Suite on the River
Stay in our studio apartment suite with private exterior door entrance. Hosts live in the rest of the house. From the backyard you can fish, kayak/canoe, paddle board, enjoy a bonfire, grill, and relax by the river. There's a king memory foam bed, sleeper sofa, and 49" TV. Remote work friendly with spacious workspace desk, fast WIFI, and coffee. The closet has a mini food prep area with mini fridge and microwave, and grill out on back patio. It's a quick 15 min drive to Notre Dame.

"Tiny House" Guest House - No Cleaning Fee
"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

2 blocks to Journeyman, 12 mins to Beach, King Bed
Highlights: ✔ Designer rehab in 2022 ✔ Sleeps 8 ✔ Outdoor firepit ✔ Relaxing back porch ✔ 5 min walk to Journeyman ✔ Easy 5-10 min walk to Three Oaks dining + shopping ✔ 8 min to wine tastings ✔ 10 min to New Buffalo, Union Pier, Sawyer ✔ 12 min to beach ✔ Gas BBQ grill ✔ Smart TVs & board games ✔ King bed in main bedroom ✔ Fabulous front foyer for wedding photos ✔ EV charger ✔ Luxury custom-designed home ✔ 3 vehicle parking ✔ Computer workstation ✔ High speed wifi ✔ Fully stocked

Hot tub! In the heart of Three Oaks!
Enjoy the splendor of Michigan's Harbor Country! Our updated home is 1 block from the main street (Elm)& walkable to everything! Enjoy specialty boutiques,antiques, restaurants, bakeries, & event venues including Journeyman Distillery, Acorn (music venue) & Vickers Theater. It’s a short 10 minute drive to Lake Michigan! The friendly village of Three Oaks is the perfect place to kick back, relax, & enjoy small town living! The movie Prancer was filmed here! airbnb.com/h/7linden

Heron's Rest Hideaway, nature lovers' dream
Privacy on 11 acres of conservancy-protected land including two small lakes, river access , woods. Rowboat available. Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Kayak, bike, hike nearby. Separated from our home by a breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible. Limit of 4 guests.

Couples alert! PVT beach access, hot tub, firepit!
ADORABLE HOME IN LAKESIDE WAS RECENTLY REHABBED & OFFERS A SUPER CLEAN AND MODERN FEEL IN THE HEART OF HARBOR COUNTRY. GUEST HAVE ACCESS TO PRIVATE BEACH WHICH IS A 7 MIN WALK AWAY - NO CROWDED BEACHES! YEAR ROUND HOT TUB, A SUPER COMFY KING SIZE BED AND ONE PULL-OUT COUCH FOR 4 GUEST (MAX). FIREPIT SUPPLIED WITH WOOD, AN OUTDOOR PATIO AND WEBER GRILL COMPLETE THIS LOFT LIKE HOME. FULLY STOCKED KITCHEN, HIGH DEF TV, STREAM MUSIC, ETC! YOU WILL LOVE IT!

Rainbows End 🌈 Plensa
Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

Dog Friendly Downtown Three Oaks Cottage! Fenced!
Just a short walk to charming downtown Three Oaks, home of the famous Journeyman’s Distillery and all the shops and eateries Three Oaks has to offer. It is also a quick drive to the beautiful beaches at Warren Dunes State Park and New Buffalo. This cheerful home has queen beds and a fully stocked kitchen. Plus a huge fenced-in back yard, so bring the kids or the dogs and know they are safe while you relax in the three-season room or on the outdoor deck!

Sycamore Cottage - Hot Tub - Steps to Downtown 2BR
Explore the wonders of Michigan's Harbor Country while staying in our relaxing private home, The Sycamore Cottage. A few minutes walk to charming shops, restaurants, and event venues including Journeyman Distillery, The Acorn Theater, and The Social Club in Three Oaks. Three Oaks is just a ten minute drive from the beautiful beaches of Lake Michigan and thirty-five minutes to Notre Dame. Enjoy the small town lifestyle and find your own moment to getaway.
Popular amenities for Three Oaks vacation rentals
Stay near Three Oaks's top sights
Three Oaks house rentals

Great Yard, HOT TUB, Steps from Downtown

Three Oaks Creek House Perfect

Aunt Betty's Lakeside Abode, Hot Tub Steam Shower

Secluded Garden New Buffalo/Lakeside MI

The Sycamore Guesthouse, Across from Journeyman.

Pure Michiana - Rustic & Cozy - near the stateline

Beautiful beach bungalow with hiking and hot tub!

Wandering Soul Cabin
Other great vacation rentals in Three Oaks

The Cottage of Harbor Country - Close to it all!

Just Updated in Lakeside | Pool + Hot Tub + Porch!

Cozy cabin for two w/hot tub

Cozy Luxury Bungalow w/ Hot Tub, EV Charger

Charming gallery loft in downtown Three Oaks, MI

The Loft at the Acorn Theater

-The District 5 Schoolhouse-

Happy Acres: Modern Luxury Country Farmhouse
When is the best time to visit Three Oaks?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,290 ZAR | R3,122 ZAR | R3,037 ZAR | R3,071 ZAR | R3,375 ZAR | R4,168 ZAR | R4,320 ZAR | R4,219 ZAR | R3,679 ZAR | R3,358 ZAR | R3,290 ZAR | R3,257 ZAR |
| Avg. temp | -4°C | -3°C | 3°C | 9°C | 15°C | 20°C | 22°C | 22°C | 18°C | 11°C | 4°C | -1°C |
Frequently Asked Questions
Do house rentals in Three Oaks have wifi?
Absolutely! We offer over 40 house rentals with wifi in Three Oaks. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Three Oaks have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Three Oaks. Enjoy a tailored experience with all the comforts you desire.
Are there house rentals with a dedicated workspace in Three Oaks?
Yes! Work meets play with ease at over 20 house rentals in Three Oaks featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Three Oaks have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Three Oaks. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Three Oaks?
Experience the best of Three Oaks with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly house rentals in Three Oaks?
Four-legged friends are welcome in Three Oaks. Choose from more than 10 house rentals for guests traveling with pets.
Are there family-friendly house rentals in Three Oaks?
Three Oaks has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Three Oaks?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 40 homes with wifi, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Three Oaks

Total vacation rentals
Explore 70 vacation rentals in Three Oaks

Nightly prices starting at
Three Oaks vacation rentals start at R1,350 ZAR per night before taxes and fees

Verified guest reviews
Over 4,290 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Three Oaks vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Three Oaks rentals

4.9 Average rating
Three Oaks stays are highly rated by guests—averaging 4.9 out of 5!
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- Cottage rentals Three Oaks
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- University of Notre Dame
- Warren Dunes State Park
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- Tippecanoe River State Park
- Deep River Waterpark
- Woodlands Course at Whittaker
- Culver Academies Golf Course
- Point O' Woods Golf & Country Club
- Promontory Point
- The Dunes Club
- Lost Dunes Golf Club
- Elcona Country Club
- South Bend Country Club
- Warren Golf Course
- Kennedy Water Park
- Dablon Winery and Vineyards
- Shady Creek Winery
- 12 Corners Vineyards




