Vacation Home Rentals By Owner In Three Oaks, MI

Summer 2026 Calendar Open! Only a few weeks left (July 17-24, Aug 14 -21 and Aug 21-28)!brbrGet away to Harbor County on this private ¾ acre, open concept home two blocks from Cherry Beach with a large, heated pool and hot tub! Heated pool opens mid-May thru end of September and hot tub open year-round! Have an electric vehicle You can charge your vehicle at our property with a universal charging station.brbrCheck out our new rental: Warren Woods Retreat (Property ID: 2621249)!brbrWe want our guests to know we are committed to providing you a clean and safe vacation experience. Our cleaning and pool services are following CDC recommendations for cleaning and maintenance.brbrThis home has an open floor plan with natural light filling the spacious living areas. A stone fireplace anchors the living room which opens to a large dining area overlooking the pool and a beautifully updated chef’s kitchen with large island. brbrMain floor primary suite has walk in shower, soaking tub, and heated floors. Upper lounge area is perfect for games or movies. Two additional large bedrooms upstairs means room for family and friends. brbrRelax in the three seasons room or step out to a ‘15x45’ heated saltwater pool for a swim, soak in the hot tub, fire up the built-in gas grill, or roast marshmallows in the firepit. With a ¾ acre lot, you’ll have plenty of privacy and space to play. brbrOnly a few minutes walk to Cherry Beach, and short drive to the Warren Dunes, downtown New Buffalo and many great breweries, wineries and unique restaurants! brbrThis is a great space for all seasons. Our extended family also enjoys this property frequently, so please contact me if you have any questions.brbrThis home has many great features including:br• Walk to a great beach. Only a short walk to Cherry Beach, one of the largest and most sought-after beaches in the Harbor County area.br• Large heated salt water pool (‘15x45’) in a private wooded setting with plenty of sun.br• Hot tub is open all season and is a ton of fun in the fall and winter months too.br• Home sits on a private ¾ acre lot, which offers lots of privacy, sun, and space to play.br• Outdoor fire pit.br• The entire home has been recently updated, with high end finishes throughout. br• This home is open concept and is large and comfortable for groups of 10 or more (set up to comfortably sleep 10).br• Fully equipped chefs’ kitchen is large and offers a professional grade gas range and large island. Large build in gas grill is the back yard too. br• We have plating for 12+ (i.e. dishes, silverware, glasses, etc.)br• Dining table is large and set for 8, but can easily seat 10. Large island seats 4. Three seasons room off the kitchen has large round table which seats 6 to 8.br• Comfortably sleeps 10. First floor master suite with king bed. Two large bedrooms upstairs each with a queen bed and daybed with pullout trundle (see pictures). br• Open loft with TV for movies and Wii game system. Sofa in loft can pull-out to a twin bed. br• A pack and play, two cots, air mattress, and two high chairs are also available. br• We have a basketball hoop, bags, bikes for kids, and lots of board games and puzzles.br• Large circular driveway offers plenty of parking (6+ cars)br• Minutes (drive) to Warren Dunes and many great breweries and wineries. This makes for a fun afternoon.br• There are also many excellent restaurants nearby. See our Cherry Beach Pool House website for our recommendations.br• This is a great space for all seasons. Our extended family also enjoys this property frequently, so please contact me if you have any questions.

Private Cherry Beach Pool House with large heated pool & hot tub!

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$362.33

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. brbrOnly 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 visit near wineries, breweries and beaches. Come see the village that everyone is talking about!brbrOur space : Our home is updated throughout with refinished original woodwork highlighting the space and premium furnishings that will ensure you are comfortable throughout your stay. BRAND NEW kitchen with commercial style range and black stainless steel appliances add a modern look. New flooring, bathrooms and beds plus tons of amenities make this the premiere destination for your trip to Three Oaks.

The Heartwood House<3 : Dwntwn Three Oaks, 2BR/2BA

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$456.25

Escape to Harbor Country, where charm meets comfort in this luxurious pet-friendly 3BR/2BA retreat. Bright living room, chic kitchen, comfy king & queen bedrooms. Sip wine by the fire pit, soak under the stars in the hot tub, or linger on the delightful screened porch. Just minutes from Lake Michigan beaches, cafés, and shops, it’s a perfect haven for romance, family time, and unforgettable memories.brbrThe spacebrWelcome to Good Karma Guesthouse, all good vibes here!brbr3 year new interiors with gorgeous wood floors throughout, loads of natural light, and elegant yet homey furnishings. Relax to your heart’s content in the chic and comfy living room with its plush couch, big picture windows, decorative fireplace, and Smart TV. The kitchen has modern appliances, quartz countertops, and everything you need to prepare wonderful meals. Screened porch, deck, grill, hot tub, fire pit.brbrYou’re within walking distance to downtown Three Oaks with excellent restaurants, bakeries, boutiques, parks, a farmers market, and more. Enjoy extra-special spots like Acorn Theater, Journeyman Distillery, Dyer's Meat Market, Vicker's Theater, Froehlich's Bakery, Alan Ray's Coffee, Patellie's Pizza, The Bottle Shop, Long Story, Oaks Eatery, Viola Cafe, Tom Cat Tavern, and more!brbrAll of the bedrooms feature top-quality bedding and linens, ensuring a sound sleep and sweet dreams for you and all your guests. Good Karma Guesthouse can sleep up to 6.brbrMAIN FLOORbrBedroom 1: 1 Queen bedbrbrUPPER LEVELbrBedroom 2: 1 King bedbrBedroom 3: 1 Queen bedbrbrStep outside to a beautiful screened-in porch that opens onto a large wrap-around deck with a natural gas grill, leading to a private 6-person hot tub, yard, fire pit, and plenty of parking. There’s also a spacious front porch with lounge chairs for relaxing at sunset. The sunsets are not to be missed!brbrOur guests have also 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.brbrBeing 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 Good Karma Guesthouse is its proximity to the popular restaurants, galleries, and boutique shops of downtown New Buffalo, as well as the majestic, crystal-sand Lake Michigan beaches! You can also enjoy many activities from being a short drive away from the region’s largest recreational harbor – including boat and other watercraft rentals, fishing expeditions, day or evening cruises, and various woodland, lake, and riverside parks with hiking and biking trails galore.brbrLest we forget, 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 enjoy visiting New Buffalo’s Oselka Park, which has baseball fields, playground equipment, and tennis courts. For even more variety, nearby Union Pier also has great restaurants, coffee shops, and breakfast spots. Plus, being centrally located, there are plenty of fun activities to keep you busy during your vacation, including:brbrLocal wineriesbrArt galleriesbrAntique shopsbrGolf coursesbrYou pick farmsbr…and more!brbrOther things to notebrbrThe minimum age to rent this home is 25.brbrWe welcome up to 2 dogs not exceeding 40lb each for $100. Please include the number of pets you plan at booking.brbrA non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party, up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or wilful misconduct.brbrOut of respect for our cleaners and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding.brbrOther things to notebrOur Reviews!brbrMollybrbrRating, 5 starsbrAugust 2025brLovely long weekend this summer -2 adults, 3 kids. Beautifully appointed home, really fun outdoor area. Responsive hosts and very clean home. Close to everything in Three Oaks and only about 12 minutes away from New Buffalo. Highly recommend!brbrAndrewbrRating, 5 starsbrJuly 2025brPerfect spot for a summer vacation rental with a short drive to Lake Michigan beaches. Family friendly, pet friendly. Good for hosting others that were staying near us for a nice small patio dinner and some s’mores by the fire after!brbrJenniferbrRating, 5 starsbrMarch 2025brThis is a lovely home in Three Oaks. It was very clean with beautiful decor. In walking distance to everything Three Oaks has to offer. The hot tub and screened in porch were an added bonus. Definitely don't hesitate to rent this house.brbrJamesbrRating, 5 starsbrMarch 2025brWe really enjoyed our weekend stay! The home is very clean and has a great set up allowing you room to enjoy the inside and outside of the house. The kitchen is well stocked with anything you need to cook your own meals. There were so many thoughtful details provided for the humans and my dog. The location is walking distance to great shops and restaurants in Three Oaks and is centrally located to many other great shops and restaurants in Harbor Country. Would love to stay here again and highly recommend!

Charming Home with Hot tub & walk to town!

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$668.0

**** Enjoy the winterscape outside while siting beside a fire with a cup of hot chocolate. Pool and hot tub are closed and not available for use until mid-May 2026.****brbr** Minimum age requirement of 30 years old to rentbr**Events, parties, or large gatherings are strictly prohibited and could incur fines by local municipalities or removal from propertybr**No smokingbr**Maximum car parking is 4brbr- Heated pool hot tub open from Memorial Day weekend to Labor Day weekendbrbrTucked away on a country road between Harbert and Three Oaks is a home designed for relaxation: Third Coast Ranch. The three bedroom home, surrounded by trees, features an in-ground heated pool, hot tub, a small pond and gorgeous gardens. brbrRelax any time on the screened porch with ceiling fan, perfect for a rainy night. The dining table can seat 12 and the kitchen is large enough for several cooks at once. Roku TV with popular apps, fast WiFi, and extensive DVD collection. brbrOur quiet country roads and nearby trails are perfect for long walks or bike rides, surrounded by woods. brbrFast Comcast Business WiFi with Google mesh makes it easy for everyone to use their devices. brbrTwo fireplaces are anchored at each end of the home, one in the kitchen and the other in the primary bedroom. The primary bedroom boasts a king size bed, ensuite full bath and wood burning fireplace. Bedroom 2 has bunk beds (twin over full) and a trundle perfect for 3 or 4 children. Bedroom 1 features a queen size bed and TV. br brThe home is one mile from Cherry Beach (with parking lot) and a short drive to antiques, wineries, breweries, farm stands and charming restaurants. This home is the ideal location for a family getaway, weekends away with friends or couples vacation. brbrThe pool and hot tub are open seasonally. The chef's kitchen is stocked with everything you need. A private setting means you'll rarely run into neighbors.

Charming 3-bedroom house with a pool and spa on 5 acres of woods near Harbert.

Three Oaks, Michigan, United States

3

Bed

Bath

Sleeps

$1643.43

About this spacebrFeaturing a Private 86 degree pool with a security cover, 101 degree hot tub, outdoor shower and fenced back yard for fido your going to enjoy your house time as much as your beach time!br5 bedrooms offer sleeping accomodations for 6 adults and 6 children (or 2 adults each in a twin bed). 2 ensuite kind bedrooms and the 3rd with a half bath and full bathroom just down the hall.brGuest accessbr100% of the property

Cherry Beach Pool House

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$426.73

Summary:brbrThree Oaks EscapebrbrbrbrThe Space:brbrEscape to this charming family retreat halfway between Three Oaks and Sawyer. Offering a peaceful getaway with easy access to Lake Michigan attractions. Located a mere 5 miles from Warren Dunes State Park, you can enjoy sandy shores and stunning sunsets just a short drive away. Within the city limits of Three Oaks, you'll discover art galleries, restaurants, bakeries, and unique shops, including a National Historic Site butcher shop and a distillery. The Acorn and Vickers theatres provide entertainment options, ensuring there's something for everyone to enjoy. Additionally, wineries, breweries, and more beaches are all within easy reach of this centrally located home. This elegant house boasts a large three-season room, perfect for enjoying your morning coffee. Head outside down to the lower patio in the evening to host a barbecue with friends and family. The outdoor fire pit sets the scene for cozy evenings under the stars. With ample outdoor spaces, you'll be able to enjoy nature at all times. The well-appointed interior features four queen beds, and three separate living areas, each equipped with their own TV for family and guests to enjoy their own comfortable space. Amenities such as a dedicated work-from-home office, washer/dryer, central AC, internet, and a fully equipped kitchen ensure a comfortable stay. Whether you're relaxing on the patio, exploring the local attractions, or unwinding in the cozy living room, this home offers the perfect blend of comfort and convenience. Book your stay at this elegant family retreat in Three Oaks today and experience the best of Lake Michigan living in a bright and open setting. LAKE MICHIGAN (4.4 miles): Hiking, wildlife viewing, sightseeing, biking, boating, swimming, beaches THINGS TO DO: Chikaming Township Park & Preserve (2.7 miles), Downtown Sawyer (3.2 miles), Downtown Three Oaks (3.6 miles), Captain Mike‚Äôs Fun Park (6.6 miles), Downtown New Buffalo (8.9 miles), Downtown St. Joseph (20.2 miles), Silver Beach (21.7 miles), University of Notre Dame (32 miles) MUSEUMS: The Region of Three Oaks Museum (3.5 miles), New Buffalo Railroad Museum (9.2 miles), Hesston Steam Museum (10.2 miles), Old Lighthouse Museum (19.2 miles), Curious Kids‚Äô Museum (21.0 miles), The History Museum (31.4 miles) PARKS & BEACHES: Warren Woods State Park (2.3 miles), Harbert Community Park (3.4 miles), Cherry Beach (4.3 miles), Warren Dunes State Park and Beach (5.7 miles), Galien River County Park (7.2 miles), New Buffalo Beach (9.5 miles), Grand Mere State Park (13.9 miles), Indiana Dunes National Park (31.9 miles) OUTDOOR ACTIVITIES: Kesling Nature Preserve (8.0 miles), Weko Beach (8.8 miles), Spicer Lake Nature Preserve (11.1 miles), Friendship Botanic Gardens (17.0 miles) AIRPORTS: South Bend International Airport (28.5 miles), Chicago Midway International Airport (82.8 miles), O'Hare International Airport (93.0 miles)

Serene Home with Fire pit, Gas Grill, WIFI & Close to Beach

Three Oaks, Michigan, United States

4

Bed

Bath

Sleeps

$204.51

Summary:brbrThe NookbrbrbrbrThe Space:brbrLocated steps from downtown Three Oaks, this charming vacation home is ready to provide your group with a cozy getaway by Lake Michigan. Light and bright, this home offers the perfect layout with all the comforts of home. Sip your morning coffee on the covered front porch before heading out for a day of fun. You'll love the home's fun decor, comfortable furniture, and glossy floors, especially while you catch up with old friends in the living room. You can whip up delicious dishes in the sparkling kitchenette, with stainless steel appliances and many handy extras. Gather for drinks, meals, and good conversation in the open living/dining area. A private washer/dryer and free WiFi add convenience to your stay. When evening falls, gather everyone around the outdoor firepit for toasted s'mores before getting a long and luxurious sleep in one of the home's well-appointed bedrooms. bTHINGS TO KNOW/b There is a cabinet-style fridge and freezer.

Quaint, budget-friendly home walking distance to town with grill - dog-friendly

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$399.58

Summary:brbrThree Oaks RetreatbrbrbrbrThe Space:brbrJust outside the charming village of Three Oaks, this elegant family retreat offers a quiet escape with easy access to Lake Michigan attractions. Newly remodeled and refurnished, this three-bedroom/two-bath boasts multiple living areas and modern amenities including free WiFi, central AC, and a private washer/dryer. Sip coffee or just while the days away in the front porch rockers and for lunch, fire up the private gas grill for a family barbecue on the back deck. The firepit is perfect for happy hour and and evening S'mores. Whether its to start off your day or to cap it off, there's never a bad time for a relaxing soak in the private hot tub. The bright, updated interior is tastefully appointed with contemporary fixtures and appliances with strong natural lighting featured throughout. The main floor living room equipped with a large, flatscreen smart TV opens to an airy dining area with seating for six and beautiful bay windows offering pastoral views of the surrounding farmland. The kitchen is well-equipped for family cooking with updated, stainless steel appliances, including a dishwasher for easy cleanup. Specialty items including a pizza stone and a full suite of utensils make the culinary options virtually endless! Two bedrooms share a full bathroom on this floor. Downstairs, a semi-finished basement features a second living area with a sofas, loungers, and table seating. Choose from one of the classic board games and host a family game night! The upstairs primary suite offers multiple sleeping options with a king and two double beds and an en suite bathroom with a luxurious jetted tub and separate shower. A sunny desk/workspace is perfect for quiet work or study. Things to Know Free WiFi 1 dog welcome For an additional sleeping option, there‚Äôs a queensofa bed in the living room Please adhere to our 'Good Neighbor' policy; No Parties; Quiet Hours enforced This property is managed by Vacasa Michigan LLC

Family Home with Porch & Deck, Private Hot Tub, Firepit, & Fast WiFi - 1 Dog OK

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$1450.4

Welcome to The Parish House — In the heart of Three Oaks and 10 minutes from Lake Michigan!brbrThis is where wedding mornings begin.brbrWhere friends and family gather to enjoy catching up. brbrWhere champagne is poured before the vows.brbrWhere families linger longer at the table.brbrWhere Notre Dame weekends turn into cherished traditions.brbrThe Parish House isn’t just a place to stay — it’s where unforgettable moments unfold.brbrA Historic Landmark, Completely ReimaginedbrbrOriginally built 100 years ago as a church parish, this extraordinary home has been meticulously and completely renovated — preserving its architectural soul while elevating every detail to modern luxury standards. The perfect sanctuary for relaxation and rejuvenation.br Nestled in the charming Village of Three Oaks, you’re steps from restaurants, wedding venues, art galleries, and antique shops — yet tucked into a quiet setting that feels entirely your own. And when the lake calls, the breathtaking shoreline of Lake Michigan is just 10 minutes away.brbrStep through the dramatic 8-foot iron doors and feel it immediately:brbr• Original 100-year-old hardwood floorsbr• Soaring 12- and 22-foot ceilingsbr• Elegant sconce lightingbr• Grand open-concept living spacesbr• A warm gas fireplace anchoring the roombrbrThe scale is impressive.brThe atmosphere is intimate.brThe experience is unforgettable.brbrFive Private King Suites — Boutique Hotel ComfortbrbrEvery bedroom is a retreat:brbr• King-size beds with plush, high-end linensbr• Private ensuite bathroomsbr• Soft robes and generous closetsbr• Fully stocked baths with premium essentialsbrbrAll bathrooms are fully stocked with hairdryers, plush towels, shampoo, conditioner, face soap, and body wash.brbrOne king suite includes a trundle with two twin beds — perfect for families who want to stay together without sacrificing comfort.brbrThe beautifully finished lower level adds incredible flexibility with:brbr• A full second kitchenbr• Two full bathroomsbr• Two double XL bunk beds (four beds total), accommodating four comfortably — or up to eight if sharing. We also have blow-up mattresses for kids or adults!brbrThere is space for everyone — without ever feeling crowded.brbrA Chef’s Kitchen Made for CelebrationbrbrAt the heart of the home, the show-stopping kitchen was designed for gathering:brbr• 16-foot statement islandbr• Double refrigeratorsbr• Three dishwashersbr• Oversized dual-fuel gas rangebr• Walk-in pantrybr• Dedicated bar areabrbrIt flows seamlessly into expansive dining and living spaces beneath dramatic 22-foot ceilings — the perfect setting for rehearsal dinners, holiday feasts, and late-night conversations that stretch for hours.brbrDesigned for Elevated GatheringsbrbrPerfect for:brbr• Wedding weekendsbr• Multi-family vacationsbr• Notre Dame game daysbr• Family reunionsbr• Harbor Country escapesbrbrWhen you’re ready to explore, nearby Warren Dunes and Cherry Beach invite you to enjoy sandy shores and peaceful waters. Notre Dame fans will love that the stadium and South Bend Regional Airport are just 30 minutes away.brbrWith high-speed WiFi, full HVAC comfort, a fitness area, and thoughtfully designed gathering spaces, The Parish House delivers both luxury and ease.brbrSpend the morning strolling into town for coffee.brSpend the afternoon at Warren Dunes or Cherry Beach — just minutes away.brSpend the evening around the table, together.brbrThis is Harbor Country at its finest.brbrNeed additional space We also own the neighboring home at 7 Linden — a beautifully appointed 3-bedroom (1 king, 2 queens), 2-bath property featuring a hot tub and fire pit.brbrWith additional curated rentals along Linden Street, wedding parties and extended families can stay steps from one another while maintaining privacy.brbrWe lovingly call it “Love on Linden.”brbrOur StandardsbrbrTo preserve the elevated experience for all guests:brbr• No parties unless limited strictly to registered overnight guests and must be approved in advance with an extra deposit.br• No petsbr• No additional guests beyond your reservationbr• Primary renter must be 28+ unless holding 5-star reviewsbrbrThe Parish House is for those who value beauty, comfort, and meaningful gatherings — not party crowds unless it is for staying guests only.brbrLuxury homes of this scale and character in Harbor Country are rare — especially this close to Lake Michigan.brbrIf your dates are available, we encourage you to secure them.brbrWe would be honored to host you at The Parish House.

Timeless Architecture. Completely Modernized Luxury. Heart of Three Oaks!

Three Oaks, Michigan, United States

6

Bed

Bath

16

Sleeps

$722.06

Summary:brbrLa ColitabrbrbrbrThe Space:brbrThis dog-friendly house calls out relaxation! La Colita, which means 'little tail', is a fabulous Shaker style single-family home with three bedrooms and two and a half bathrooms and a private pool. The home is tucked away on a quiet street surrounded by trees in Harbert, MI. The main level features an open concept plan with the eat-in kitchen and living area flowing seamlessly into one another. The kitchen is fully equipped and offers plenty of room for meal prep. The comfortable living room is oriented toward the built-in fireplace with access to the outdoors. Two of the three bedrooms are on the main floor. They each have queen beds and open out to the fenced-in area of the yard where the pool is set. There is a large screened-in porch off of the house, perfect for relaxing and enjoying the evenings or watching the action by the pool. The upper level houses the main bedroom, which is furnished with a queen bed. There is also a sitting area outside of the bedroom where you can unwind and watch some TV or read a book on the window seat. The house is filled with collectible furniture and decor which gives it a very casual, relaxing atmosphere. The owners had the foresight to grab up the lots on either side of the house so there is plenty of room for outdoor games and privacy. The large heated pool offers yet another way for guests to relax and enjoy the summer weather, and if you tire of the pool, a walk of a few blocks will put you at Harbert Beach. If you want a house off the beaten path but with all the perks of a summer home, you won't find something more appropriate than La Colita. bTHINGS TO KNOW/b The pool will be open from Memorial Day through Labor Day, with the possibility of early opening or late closing by a couple of weeks, but is completely weather-dependent. This property is managed by Vacasa Michigan LLC.

Dog-friendly home w/private heated pool, free WiFi, gas grill, & washer/dryer

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$352.15

Summary:brbrLilly Bell VillabrbrbrbrThe Space:brbrEscape to this newly renovated cottage in Three Oaks, MI, just a stone's throw away from Cherry Beach and Berrien Beach, and a short drive to the charming downtown area of New Buffalo. Whether you're soaking up the summer sun on the French-Villa-style back porch, hosting a barbecue on the front porch, or cozying up by the backyard fire pit with s'mores in hand during the fall and winter nights, this home offers the perfect blend of relaxation and entertainment. Within the city limits of Three Oaks, you'll find a treasure trove of art galleries, restaurants, bakeries, and unique shops, including a National Historic Site butcher shop and a distillery. Take a short bike ride to explore antique shops and visit the local favorite, The Whistle Stop Grocery store on Red Arrow Hwy. For outdoor enthusiasts, Lake Michigan offers opportunities for hiking, wildlife viewing, biking, boating, swimming, and beach activities. Explore nearby parks and beaches such as Warren Woods State Park, Cherry Beach, Warren Dunes State Park, and more, all within a short drive from the cottage. If you're in the mood for some sightseeing and entertainment, venture to attractions like Chikaming Township Park & Preserve, Captain Mike‚Äôs Fun Park, or the museums in the area, including The Region of Three Oaks Museum and New Buffalo Railroad Museum. With downtown areas like Sawyer, New Buffalo, and St. Joseph just a short drive away, there's no shortage of things to see and do. Back at the cottage, unwind in comfort with amenities like a wood-burning fireplace, cable TV, Netflix streaming, and a fully equipped kitchen. Enjoy family meals on the patio, take advantage of the gas grill for a cookout, or simply relax in the cozy living spaces. With dog-friendly accommodations and a range of family-friendly amenities, this cottage is the perfect home base for your Three Oaks getaway. Book your stay today and start planning your Michigan adventure!

Cozy Modern Cottage, Near beach & Town, Lovely Large Back Yard, WIFI, & W/D

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$377.79

3 Bedrooms, 1 Bathroom, Sleeps 6brbrTwo Night Summer Min!brbrLocated in the charming town of Three Oaks, we welcome you to The Lincoln. This three-bedroom, one-bathroom multi-unit is a short walk to downtown Three Oaks and a ten-minute drive to the beach. One of three units in this spacious property and can be rented in conjunction with the other two to sleep 12 total. brbrEnjoy your coffee in the gorgeous screened-in porch or cook your meal on the gas grill. The main floor has dining for six in their fully stocked kitchen (no dishwasher). Kick back and relax in the tv room, perfect for spending time with loved ones. Primary bedroom has king bed and access directly to screened-in porch. Second bedroom with queen bed and third bedroom with twin over full bunk bed.brbrAll the amenities you would expect in a quality rental including internet, gas grill, screened in porch, washer/dryer and more.brbr**All Guests required to sign and return our Guest Occupancy Agreement. brbr**Minimum age of 25 years old to rent.brbr **Maximum three car parking.

Three Oaks Home Close To Everything! Two Night Summer Min!

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$321.67

Located 0.8 miles from the center of Village of Three Oaks, guests can walk to Vickers Theatre (0.8mi), Featherbone Factory, Acorn Theatre, Froehlich’s, Journeyman Distillery, and more.brRestaurants worth visiting: Oaks eatery for breakfast, Froehlich’s restaurant, Froehlich’s Bakery, Historian Restaurant located in Sawyer, Michigan and more.brWe are only a 35 minute drive to Norte Dame. brbrClose to snowmobile trails.brbrYou’ll find a unique mix of shops, distilleries and wineries, restaurants and quaint bakeries, historic sites, museums, theaters, and plenty of outdoor activities in Three Oaks.brbrGreat for cyclists, and for food or wine enthusiasts, located in the heart of Harbor Country - short 12 minute drive to Lake Michigan, Warren Dunes, Hesston Steam Museum, 8 wineries, shopping and 2 casinos.brbrIf you need to rent a bike, check out Jackson Family Cycle located at 110 N. Elm St. Three Oaks, MI 49128 Phone: 269-612-7511.brbrbrKids will enjoy 2 twin trundle beds in one room for a slumber party.brbrEnjoy breakfast on one of the 2 picnic benches in the large back yard.brbrPick a bucket of flowers to bring home at Homecamp Flowers just 5 minutes away. They are open Friday - Saturday 10:00 am to 4:00 pm. Located at 6658 Three Oaks Road, Three Oaks, MI, 49128brbrMake your way to this darling, well-maintained home located just southeast of downtown Three Oaks.brbrTucked away on a quiet street, this charming vacation rental is ideal for small families who want a quiet getaway while still being within walking distance of shops and restaurants, and only eight miles from the New Buffalo Public Beach on Lake Michigan.brbrInside this one-story ranch, you'll find a well-equipped island kitchen with counter seating, a large sectional sofa, and a flat-screen TV for streaming your favorite channels.brbr Right off the kitchen, there is a grill and 2 picnic benches for you to enjoy in the spacious backyard.brbrThe grassy backyard backs up to a farm field is great for the kids, play Cornhole bag toss game, and is the perfect spot to close out each day as the stars come out.brbrThings to KnowbrbrFree high-speed WiFibrbrBedroom #1 has a king-size bed with flat screen tv.brbrBedroom #2 has a queen size bed.brbrBedroom #3 has 2 twin trundle beds.brbrWalk-in shower in the bathroom.brbrNo stairs for guests to climb.brbrTV streaming services require guests' own accountsbrbrElectric Stove (no gas range) propane grill in yard. Bottle water dispenser provide for drinking because the water supply from the city is well water.

Three Oaks, Michigan. Beautiful Southwestern Michigan

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$309.9

Gather around the fire pit and have a cookout on the deck when you retreat with family or friends to this charming home in Three Oaks, Michigan! Going out Walk through the soft sand and play in the water at Warren Dunes State Park or test your luck at Four Winds Casino New Buffalo. Return to the 3-bedroom, 2-bathroom vacation rental in the evening and dine underneath the gazebo’s string lights. Later, watch a movie or play a board game in the living room or guest house!brbr-- THE PROPERTY --brbrGazebo w/ Outdoor Dining Area | Wood-Burning Fire Pit | 8 Mi to CasinobrbrBedroom 1: King Bed | Bedroom 2: 2 Twin Beds | Bedroom 3: Queen Bed | Guest House: Queen Sleeper Sofa | Living Room: Full Sleeper Sofa | Additional Sleeping: Twin Floor Mattress brbrOUTDOOR LIVING: Deck, lounge seating, string lights, gas grill, fenced yard, beach towels brINDOOR LIVING: Smart TVs, DVD player, video library, board games, ceiling fans, en-suite bathroom brGUEST HOUSE: Smart TV, board games, wine cooler, ceiling fanbrKITCHEN: Stove/oven, refrigerator, microwave, dishwasher, dishware/flatware, cooking basics, coffee maker, spices, water filterbrGENERAL: Free WiFi, central air conditioning/heat, towels/linens, complimentary toiletries, washer/dryer, laundry detergent, iron/board, hangers, hair dryers, trash bags/paper towels, keyless entrybrFAQ: Stairs required for access, single-story home, Ring doorbell (facing front entry) brPARKING: Garage (1 vehicle), driveway (2 vehicles), free street parkingbrbr-- THE LOCATION --brbrOPT OUTSIDE: Dewey Cannon Park (0.6 miles), Kesling Nature Preserve (5 miles), Chikaming Township Park & Preserve (5 miles), Pier Road Public Beach - Lake Michigan access, swimming, boating, hiking (6 miles), Galien River County Park (7 miles), Warren Dunes State Park (8 miles), Spicer Lake Nature Preserve (8 miles), Washington Park Beach (18 miles), Indiana Dunes National Park (19 miles)brMUST-SEE MUSEUMS: The Region of Three Oaks Museum (0.5 miles), Hesston Steam Museum (7 miles), Hesston Steam Museum (7 miles), New Buffalo Railroad Museum (8 miles), Old Lighthouse Museum (18 miles), The History Museum (20 miles)brAREA ATTRACTIONS: St. Julian Winery & Distillery Tasting Room (5 miles), Round Barn Tasting Room - Union Pier (5 miles), Sandy Acres Clydesdales (6 miles), Four Winds Casino New Buffalo (8 miles), Captain Mike’s Fun Park (8 miles), Washington Park Zoo (18 miles)brAIRPORT: South Bend International Airport (23 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires stairs to accessbr- NOTE: Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera does not record video or sound and will be off during your stay

Three Oaks Home w/ Guest House - 8 Mi to Beach!

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$409.89

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.brbrThe Getaway is a 3 bedroom 1.5 bathroom two story single family home. The upstairs hosts two queen size bedrooms and on the first story is an open layout kitchen, dining, and living room along with another bedroom featuring a daybed and trundle for two twin beds and bathrooms complete with laundry for your use.brbrAccess to the entire house and outdoor space including front porch, rear deck and screened in porch. Large yard with cooking fire pit and bocce (supplied).brbrInteraction with guests will be via e-mail, text or phone with self check-in.brbrGuests will receive a code for the front door and host interaction will be limited to provide a private getaway.

The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$2548.18

5 Bedrooms, 4.5 Baths, Sleeps 18brbr2026 and 2027 Calendar OPEN!brbrLocated in the historic Featherbone Factory in downtown Three Oaks, welcome to The Journeyman Distillery Flat! This five bedroom, four bath stunner has spared no expense in ensuring your stay will be a memorable one! With over 6000 square feet, this loft is ideal for all your family and friends! Three floors of living space and also wheelchair accessible. Your group will love the private outdoor courtyard equipped with gas grill and firepit. Roast s'mores over the fire while gazing at the stars. brbrThe Journeyman Distillery Flat comes with a fully stocked kitchen, living room, dining area, as well as a private pool table! Just steps from everything in downtown Three Oaks including the Journeyman Distillery! brbrAll the amenities you would expect in a quality rental including internet, cable, central AC/heat, washer/dryer, gas grill, firepit, pool table, and much more. brbr**All Guests Required To Sign Our Guest Occupancy Agreementbrbr**Minimum Age of 30 Years Old To Rent.brbr**This Home Has A Maximum Eight Car Parking.brbr**Can Be Rented In Conjunction With The Journeyman Distillery Farmhouse and/or The Journeyman Distillery Bunkhousebrbr**Property can never exceed 18 people. No parties or events at property

(2 Nt Min!) Colossal Loft in Three Oaks.

Three Oaks, Michigan, United States

Bed

Bath

Sleeps

$484.14

brWelcome to Featherbone Farmhouse! This elegant & comfy home was recently fully refreshed and refurnished, designed for easy, hassle free stays and to be your home away from home while visiting Harbor Country.brbrPerfect for both families and friends, you are just steps from all that Three Oaks has to offer!brbrFrom the inviting living room, to the bright & open kitchen, to the relaxing rear porch, this home is built for good times and great memories with people you care about.brbrThe spacebrThe Common AreasbrA welcoming front porch with a timeless porch swing greets you as you approach the home. Inside, the main floor is open and filled with natural light, with multiple spaces for hanging out and relaxing.brbrThe living room has plenty of comfy seating and space to play a board game, listen to a record, or watch a movie on the 65 Smart TV. If extra sleeping space is needed, the very nice and very comfortable double thick queen size inflatable bed with built in pump can be used in this space also. At the edge of the living room is a growing Lending Library for kids and adults, and the Kids Corner, with toys neatly hidden away but close at hand in the storage cubbies.brbrThe kitchen is light and bright and a wonderful place to create a special meal together. It is very large with tons of storage space for all your food and drinks, and features a Coffee & Tea Station, Mixology Station, and small library of classic cookbooks. It is open to the dining room with gorgeous solid wood table and space for at least 8. A lovely half bath and conveniently located laundry room round out the ground floor spaces.brbrOut back is an outdoor oasis made for lounging on the comfy furniture, grilling on the gas grill, making S'mores around the fire pit, or running and playing in the grass yard.brbrThe Sleeping AreasbrUpstairs will you find three nicely sized bedrooms, plus a bonus sleeping nook off of the landing.brbrWe're serious about a comfortable night's sleep! Each of the bedrooms feature a premium hybrid mattress, 600 thread count premium cotton linens, a choice of types and sizes of pillows, blackout curtains, ceiling fans, and nightstand charging stations.brbrBedroom 1 features a king size bed, chest of drawers, and two closets.brbrBedroom 2 has a queen size bed, large dresser, and closet.brbrBedroom 3 also has a queen size bed, dresser, and closet.brbrSleeping Nook- The twin size daybed features a comfy mattress and large storage drawers below.brbrPremium Inflatable Bed- This isn't the inflatable mattress you remember from your childhood! If extra sleeping space is needed, we have a very nice and very comfortable double thick queen size inflatable bed with built in pump available.brbrThe large full bathroom has a shower/bathtub and is just steps from all of the rooms.brbrWhole Home Water Purifier- Every home in Three Oaks Village is on village water which, although clean and safe, has an extremely strong sulfur/rotten eggs smell. It's a village-wide problem, and it's pretty off putting. So we recently installed a top-of-the-line whole home water purification system. br We have found that the system has made a huge difference, drastically reducing the water's smell. You may still detect some odor, especially with the hot water, but it is a huge improvement over the standard village water, and we will continue to tweak and improve the system in hopes of eliminating all of the smell.

Featherbone Farmhouse- Comfy Gem 1 Block to Town. Perfect for families & groups!

Three Oaks, Michigan, United States

3

Bed

1

Bath

9

Sleeps

$726.22

Please read before booking:br**Minimum age requirement of 30 years old br**Signed guest agreement requiredbr**Events, parties and large gatherings are strictly prohibited and could incur fines by local municipalities or removal from propertybrbrPlease be sure to check out all of Aqua Vacation Rentals 20+ properties located in Southwest Michigan! Our properties are listed on multiple booking sites and rates may vary. Please be sure to read all policies before booking.brbr Aqua Three Oaks Retreat - HOT TUB OPEN YEAR ROUND - Under new managementbrbrWelcome to Three Oaks Retreat, a spacious and inviting two-story home designed with groups in mind. With six comfortable queen beds and 2.5 bathrooms, there’s plenty of room for everyone to spread out while still enjoying time together. The open-concept living area creates an easy flow for gathering, whether you're sharing meals, relaxing, or planning your next adventure.brbrStep outside and enjoy two large screened porches—perfect for morning coffee or unwinding in the evening. The private backyard offers a great setting for outdoor living, complete with a fire pit, hot tub and gas grill for cozy nights and casual meals. Guests also love the bonus garage space featuring a ping pong table, adding a fun and relaxed hangout spot for all ages.brbrLocated just minutes from downtown Three Oaks, you’ll have easy access to local favorites like Journeyman Distillery and The Acorn Theater, along with charming shops and restaurants. With WiFi, a fully equipped kitchen, and in-home laundry, The Three Oaks Retreat has everything you need for a comfortable and memorable stay.brbrPolicies br- All Guests required to sign and return our Guest Occupancy Agreement. br- Minimum age of 30 years old to rent. br- Photo ID may be required upon check-inbr- Maximum car parking- 4br- No smokingbr- NO Pets allowed br- Events, parties and large gatherings are strictly prohibited br- Additional fees and taxes may apply br- In lieu of a Refundable Damage Deposit, Aqua charges a non-refundable fee which provides up to $3000 of coverage towards unintentional rental property damages.br- Payments-50% down upon booking and final payment due 4 weeks prior to your arrival.brbrCANCELLATION POLICY: Policy may vary per booking channel. NO REFUNDS are given if the cancellation is received less than 30 days prior to the agreed upon arrival date. Agent will make reasonable efforts to rebook. All cancellations must be in writing and delivered to Agent by mail or email. There is no refund for early departure. br**Please note fees vary per booking site and some totals include the cleaning fee, damage waiver fee and booking fee others break out the fees. Some sites charge an additional booking fee.**

Price Improvement Large fenced yard fire pit hot tub game room

Three Oaks, Michigan, United States

5

Bed

3

Bath

12

Sleeps

$453.96

4 Bedrooms, 1.5 Bathroom, Sleeps 8brbrTwo Night Summer Minimum!brbrJust steps away from Journeyman Distillery and lovely downtown Three Oaks, we welcome you to The Greenskeeper's House! This four bedroom, one and a half bath home is perfect for your next getaway. brbrMain floor has family room with big screen television. brFully stocked kitchen and dining for six at table. Main floor bedroom has queen bed. brbrSecond floor with three bedrooms, two with queen beds and one with a king. Bathroom on this floor as well. brbrAll the amenities you would expect in a quality rental including gas grill, washer/dryer, internet, outdoor firepit, and more. brbr**All Guests Required To Sign Our Guest Occupancy Agreement.brbr**Minimum Age of 30 Years Old To Rentbrbr**Maximum Four Car Parkingbrbr**Journeyman music can play until 11pm EST. It is possible you may hear. brbr**Guests do not have access to garage but Journeyman crew may access for lawn equipment during your stay. brbr**Can Be Rented In Conjunction With Journeyman Distillery Flat, Journeyman Bunkhouse and Journeyman Distillery Farmhouse.

Three Oaks Home With Two Night Summer Min!

Three Oaks, Michigan, United States

4

Bed

1

Bath