Holiday rentals with outdoor seating in Three Oaks

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Three Oaks

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

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! .

18–25 Jul

$209 SGD per night

Guest favourite

Flat in Sawyer

4.97 out of 5 average rating, 270 reviews

Ozzie’s Hideaway-Smack between Three Oaks & Sawyer

This entirely redone, adorable apartment features automotive themed collectibles and vintage finds, black & white photos, car part art & furniture. Custom made pillowcases and duvet covers portray the ultimate road trip. Play the license plate game you played riding in the backseat as a kid, with our collection of license plates. The boomerang countertops welcome you in a fully equipped kitchen, an outdoor patio, grill and fire pit will help you create lasting memories of your next road trip.

30 Jul – 6 Aug

$218 SGD per night

Guest favourite

Home in Three Oaks

4.98 out of 5 average rating, 106 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. :)

15–22 Jul

$324 SGD per night

Guest favourite

Farm stay in New Carlisle

4.94 out of 5 average rating, 156 reviews

Glamping Off Grid in a Tiny Cabin on a Farm

Experience a serene and relaxing getaway in our off-grid tiny cabin on our farm. Created with the intention of slowing down (no tv, no wifi and limited electricity), enjoy wandering the fields relaxing in one of the hammocks, cooking on the outdoor fire pit, sipping coffee on the front deck and generally taking a break from modern life. If you'd like to explore the area, we are nearby popular trails and bike routes, U-pick farms, breweries & restaurants and beaches along Lake Michigan.

30 Aug – 6 Sep

$174 SGD per night

Guest favourite

Barn in Michigan City

4.96 out of 5 average rating, 346 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!

10–17 Jan

$172 SGD per night

Guest favourite

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

20–27 Nov

$184 SGD per night

Guest favourite

Home in Three Oaks

4.99 out of 5 average rating, 112 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!

9–16 Apr

$265 SGD per night

Guest favourite

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!

3–10 Sep

$410 SGD per night

Guest favourite

Guest house in New Buffalo

4.96 out of 5 average rating, 475 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!

10–17 Apr

$199 SGD per night

Guest favourite

Guest house in Sawyer

4.92 out of 5 average rating, 151 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.

29 May – 5 Jun

$162 SGD per night

Guest favourite

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.

27 Jan – 3 Feb

$202 SGD per night

Guest favourite

Farm stay in Sawyer

4.98 out of 5 average rating, 340 reviews

Your SW Michigan Modern Farmhouse Cottage Awaits

Located in Sawyer, you can bike or drive to countless beaches, breweries, wineries, distilleries, and outdoor adventures. Afterward come home to this stylish modern farmhouse cottage that looks out onto 14 acres of scenic barn, pasture. and woods. Your home away from home has a well appointed kitchen for foodies who like to cook or great local dining options for those who don't.

22–29 Mar

$228 SGD per night