Vacation rentals in Three Oaks Township

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Top-rated vacation rentals in Three Oaks Township

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Guest favorite

Cabin in Rolling Prairie

4.87 out of 5 average rating, 135 reviews

3+ acres of Privacy, Pup heaven!7 minutes 3~Oaks!

Hello! we are 10 minutes to Three Oaks, Mi. This town is divine and very fun~ restaurants, galleries, Journeyman Distillery, Antiquing & Warren Dunes (epic hiking, dog-beaching-as private or social as you like). My artsy, sunny and cozy home welcomes you! We back up to over 3 + acres of private woods, a fresh spring fed brook and seconds from some of the best biking roads in the midwest! My place is VERY private yet 10 minutes to 3 Oaks for an evening of fun, live music & shows @ The Acorn! .

Nov 7 – 14

ﺩ.ﺇ555 per night

Guest favorite

Guest suite in Berrien Springs

4.98 out of 5 average rating, 259 reviews

BrightWood House

We offer a private and comfortable unit in lovely south west Michigan. Location convenient to the heart of Michigan wine country, and several beaches and only 3 miles to Andrews University. Also 20-25 minute drive from the South Bend. The 900 s.f. downstairs apt. is completely separated (by locked doors) from the rest of the house and comes with a full bath and kitchen. Enjoy the peaceful forest views. We didn’t need a pandemic to do full disinfecting between guests. Always have. :)

Sep 18 – 25

ﺩ.ﺇ401 per night

Guest favorite

Home in Three Oaks

4.98 out of 5 average rating, 104 reviews

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. :)

May 1 – 8

ﺩ.ﺇ583 per night

Guest favorite

Guest suite in Three Oaks

4.98 out of 5 average rating, 159 reviews

The Pink Garden: In town, mod w/ amenities, yard

You'll be enchanted by this quiet town in Harbor Country! One-night stays welcome! We're a 3 minute walk to the main strip w/: • Journeyman Distillery ft. The Acorn Theater • Vickers Theater • Antique stores • Coffee shop, bakery • Food/drink • Art Galleries & a 10-20 minute drive to: • Beaches • Nature preserves • Farm stands and markets • Wineries, breweries, dispensaries • Casino We await you w/: • Fully loaded kitchen • Laundry • Fast WiFi • Smart TV • Bonfire pit • Fenced backyard

Nov 13 – 20

ﺩ.ﺇ487 per night

Guest favorite

Barn in Michigan City

4.96 out of 5 average rating, 342 reviews

The Black Pearl Great Escape Spa & Art Shop

Check out our website! thegreatescapespah.com The Black 🖤 Pearl is perfect for a Special Occasion for the Evening. Book a Couples Massage @ 3p.m. & Check into your Spa Suite @ 4 p.m. Kick your feet Up & Order in.... Or Dine Out~ This quaint property is located in a woodsy setting 5 minutes from Lake Michigan. The keyless entry door to The Black Pearl is located on the East wall of The Great Escape. Upon entry the Black Pearl door will be directly in front of you. Mini Luxury awaits!

Aug 8 – 15

ﺩ.ﺇ525 per night

Guest favorite

Guesthouse in New Buffalo

4.98 out of 5 average rating, 695 reviews

"Tiny House" Guest House Under the Oak Trees

"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.

May 21 – 28

ﺩ.ﺇ496 per night

Guest favorite

Home in Three Oaks

4.99 out of 5 average rating, 111 reviews

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, a comfy sleeper sofa 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!

Jan 5 – 12

ﺩ.ﺇ701 per night

Guest favorite

Home in Three Oaks

4.96 out of 5 average rating, 119 reviews

The Heartwood House<3 : DT Three Oaks w/Game Room

Newly renovated 1920's Bungalow loaded with character. Spacious interior with a mix of modern and vintage furnishings that will leave you relaxed and rested. Large private backyard with grill and firepit to enjoy starry Three Oaks nights. Only 4 blocks from Journeyman Distillery and close to all of the restaurants and shops in downtown. Perfect place to stay for a wedding or getaway near wineries, breweries and beaches. Come see the village that everyone is talking about!

Jun 25 – Jul 2

ﺩ.ﺇ1,256 per night

Guest favorite

Guesthouse in New Buffalo

4.96 out of 5 average rating, 471 reviews

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!

Feb 28 – Mar 7

ﺩ.ﺇ541 per night

Guest favorite

Guesthouse in Sawyer

4.92 out of 5 average rating, 150 reviews

Heron's Rest hideaway close to beaches, breweries

Privacy on 11 acres of conservancy-protected land including woods, two ponds, and a river. 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. Fish on site. Kayak, bike, hike nearby. Ideal for nature lovers. Separated from our home by breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible.

Jul 13 – 20

ﺩ.ﺇ496 per night

Guest favorite

Home in Three Oaks

4.98 out of 5 average rating, 224 reviews

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.

Aug 29 – Sep 5

ﺩ.ﺇ1,411 per night

Guest favorite

Guest suite in Three Oaks

4.91 out of 5 average rating, 305 reviews

Maddie’s Place - Deluxe Guest Suite

Simply designed space to maximize your convenience while visiting Three Oaks. Three quarters bathroom has plenty of space. The suite features a private entrance from outside, queen bed, tv with xfinity cable and WiFi, refrigerator, microwave, dishes, sink, couch, and table to eat. We do not have a stove / oven. The coffee maker uses pods, feel free to bring your favorites! This is a private space 1/2 duplex with outside access on rte 12.

Nov 2 – 9

ﺩ.ﺇ536 per night