House vacation rentals in Three Oaks

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Top-rated house rentals in Three Oaks

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Guest favorite

Home in Lakeside

4.96 out of 5 average rating, 159 reviews

Adorable couples escape with year-round hot tub!

3 NIGHT MIN JUNE 15 - END OF AUG! 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!

Jan 24 – 31

€ 260 per night

Guest favorite

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. :)

May 5 – 12

€ 180 per night

Guest favorite

Home in Michigan City

4.98 out of 5 average rating, 230 reviews

House of Zen: Peaceful Modern Cabin on Tryon Farm

The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum during our high season (mid May-mid September), and open 2 night stays the week prior if we have a couple open days.

Sep 3 – 10

€ 222 per night

Guest favorite

Home in Three Oaks

4.96 out of 5 average rating, 147 reviews

The Walnut House, Michigan Woods Retreat

Beautifully designed home, surrounded by trees. 5 minutes drive from the white sandy beaches of Lake Michigan, and conveniently close to historic Three Oaks downtown: Journeyman whiskey distillery, Acorn Theater, Froehlich's bakery and deli, Patellie's pizza and more. The home has beautiful large windows in every room and bedroom. It is well stocked with books, thoughtfully appointed rooms that are perfect for a quiet escape, family retreat, and home base for exploring the areas activities.

Jan 17 – 24

€ 537 per night

Guest favorite

Home in Michigan City

4.95 out of 5 average rating, 248 reviews

TRYON FARM MID-MODERN SPA IN THE WOODS

Come, enjoy our Tryon Farm modern spa. A Sustainable luxurious open concept tree-house in the woods. Minutes from the beach with an outdoor sauna, Hottub, shower, and Mr. Steam. Perfect for two or a family/group adventure. A true destination with Yoga studio, Mirror by LuLu lemon and wellness elements. The house is a perfect balance of art and nature and luxury and spiritual. Treat yourself to a farm to table, hand made, locally sourced chef services for an extra special experience.

Apr 24 – May 1

€ 531 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 29 – Feb 5

€ 201 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!

Aug 6 – 13

€ 353 per night

Guest favorite

Home in Harbert

4.98 out of 5 average rating, 149 reviews

Entertain, Play & Relax in Harbert w/ Hot Tub

Welcome to Harbert in Harbor Country! The House on the Prairie is tucked away in a quiet location in Harbert, yet minutes from the beaches, dunes, breweries, wineries and all the Harbor Country attractions. The house features tons of amenities and is packed full of games, toys, books and activities for all ages. Enjoy the back yard amenities with a hot tub, firepit, hammock & deck! Even includes a tree house, sandpit and trampoline for the kids! Hot Tub Open All Year.

Dec 20 – 27

€ 275 per night

Guest favorite

Home in Vandalia

4.99 out of 5 average rating, 218 reviews

Couples, Private, Country, Cozy, Hygge, Wildlife

Recently redecorated! Quiet country setting, perfect for two wanting a private, get away. Not too far from Lake Michigan, Shipshewana, Notre Dame. Stocked Kitchen, hopefully everything you need to snuggle in and enjoy. Each season has its own beauty…. Wild life, foliage, creek, stars, and much more. Games Puzzles Hygge atmosphere Warm throws Natural light Bird Feeder Perfect for 1 or 2 travelers. Close to host, incase you need something, but very private.

Mar 26 – Apr 2

€ 162 per night

Guest favorite

Home in Three Oaks

4.96 out of 5 average rating, 153 reviews

The Getaway - Three Oaks - 3 BR 1.5 Bath

Explore the wonders of Michigan's Harbor Country while staying in our relaxing private home, The Getaway. 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.

Dec 31 – Jan 7

€ 242 per night

Guest favorite

Home in Rolling Prairie

4.96 out of 5 average rating, 173 reviews

Rustic Elegance in the Michiana area

NO EVENTS. 10 person max at all times. 3- block walk to a small shared lake and near a host of lovely spots: Breweries/Wineries, Dunes, Three Oaks, Frisbee Golf, and more. A gas fireplace for cold winter nights, an outdoor firepit, a hammock, grill, and outdoor seating/camping chairs. A short walk to the Nowhere Bar & Grill for great local food! Only 1 hour 15 minutes from Chicago. Sleeps 8 comfortably.

Sep 7 – 14

€ 273 per night

Guest favorite

Home in La Porte

4.94 out of 5 average rating, 209 reviews

Camp Knotty Pine

Secluded country getaway! Home set on 13 private wooded acres in the beautiful Hesston Corridor. Remote location but just minutes from Three Oaks, New Buffalo, Four Winds Casino, Hesston Steam Museum, Heston Supper Club, Spicer Lake Nature Preserve, Williams Apple Orchard, blueberry farms, bike routes and more.

Oct 3 – 10

€ 265 per night