Three Oaks holiday rentals

We found 1,342 holiday rentals — enter your dates for availability
Select from 76 homes, 10 cottages and other holiday rentals in Three Oaks to find one that's perfect for your trip. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as a pool and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Three Oaks

Showing deals for:18 Dec - 25 Dec

Kitchen with gas stove
Hot tub with a view of the woods
Large front yard
Indoor spa tub
Exceptional
(39 reviews)

Newly remodeled cottage with hot tub and three seasons room

Sawyer

8% off
AU$5,662
for 7 nights, 1 cottage
AU$809 per night
includes taxes & fees
Newly remodeled cottage with hot tub and three seasons room
Terrace/patio
Exterior detail
Cottage community pool
Private kitchen
Exceptional
(87 reviews)

~~~~~Cottage Moe~~~~~

New Buffalo

8% off
AU$4,462
for 7 nights, 1 cottage
AU$637 per night
includes taxes & fees
~~~~~Cottage Moe~~~~~
Private kitchen
Terrace/patio
Living area
Pool
Exceptional
(136 reviews)

Salt water Pool.Remodeled 5 bed.4 bath home! Private! Saltwater heated pool open

New Buffalo

9% off
AU$9,433
for 7 nights, 1 home
AU$1,348 per night
includes taxes & fees
Salt water Pool.Remodeled 5 bed.4 bath home! Private! Saltwater heated pool open
Dining room table
Screened in porch on back deck
Living room in main house
Kitchen and dining room table
Exceptional
(127 reviews)

LUXURY Lakefront Property on Private Beach with Stunning Lake Views and Sunsets

Union Pier

9% off
AU$17,126
for 7 nights, 1 home
AU$2,447 per night
includes taxes & fees
LUXURY Lakefront Property on Private Beach with Stunning Lake Views and Sunsets
Fully equipped eat-in kitchen
'Serendipity' Front of House
1st Fl. Great room
Entryway Foyer
Exceptional
(133 reviews)

Beautifully Decorated Home W / Hot Tub, Very Close to Beach, Large Wooded Lot

Union Pier

9% off
AU$7,631
for 7 nights, 1 home
AU$1,090 per night
includes taxes & fees
Beautifully Decorated Home W / Hot Tub, Very Close to Beach, Large Wooded Lot
Dining room and one of four fireplaces
Courtyard between main and guest house.
Screened in porch with wood burning fireplace, flat screen tv, and dining table.
Private kitchen
Exceptional
(150 reviews)

ALL 5 STAR REVIEWS! Walk to lake, dining & coffee. Private hot tub, assoc pool.

Union Pier

5% off
AU$9,772
for 7 nights, 1 home
AU$1,396 per night
includes taxes & fees
ALL 5 STAR REVIEWS! Walk to lake, dining & coffee. Private hot tub, assoc pool.
Outdoor dining
Private kitchen
Living area
Dining
Exceptional
(105 reviews)

Magnificent Home, Saltwater Pool. Walk to beach! Hot Tub Open year round!

Union Pier

9% off
AU$9,433
for 7 nights, 1 home
AU$1,348 per night
includes taxes & fees
Magnificent Home, Saltwater Pool. Walk to beach! Hot Tub Open year round!
Open kitchen concept with sectional, great for family gatherings
Exterior
Bright modern gourmet kitchen equipped with all you need
Merchant Cottage "M"
Exceptional
(64 reviews)

Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach

New Buffalo

9% off
AU$5,444
for 7 nights, 1 cottage
AU$778 per night
includes taxes & fees
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
Property grounds
Exterior
Room
Interior
Exceptional
(177 reviews)

Charming Cottage with Fire Pit Near Warren Dunes State Park

Sawyer

8% off
AU$2,070
for 7 nights, 1 home
AU$296 per night
includes taxes & fees
Charming Cottage with Fire Pit Near Warren Dunes State Park
Living area
Dining
Outdoor dining
Room
Exceptional
(13 reviews)

Endless Summer Escape, Charming Cottage: 1 blk from beach!

New Buffalo

8% off
AU$5,901
for 7 nights, 1 home
AU$843 per night
includes taxes & fees
Endless Summer Escape, Charming Cottage: 1 blk from beach!
Interior
Great room, gas fireplace.
Exterior
Living area
Wonderful
(92 reviews)

Located in beautiful Union Pier Michigan. Private beach less than 2 blocks away

Union Pier

8% off
AU$5,407
for 7 nights, 1 home
AU$772 per night
includes taxes & fees
Located in beautiful Union Pier Michigan. Private beach less than 2 blocks away
Resort Clubhouse
Cottages along Lake Kai
Kitchen
Dining Room / Living Room area
Exceptional
(120 reviews)

Perfect Family Retreat-Beachwalk-AC-Free WiFi-GolfCart-Grill--Music Lovers-Bikes

Michigan City

8% off
AU$5,674
for 7 nights, 1 home
AU$811 per night
includes taxes & fees
Perfect Family Retreat-Beachwalk-AC-Free WiFi-GolfCart-Grill--Music Lovers-Bikes
Interior
Private kitchen
Room
Outdoor dining
Exceptional
(7 reviews)

Sycamore Suites-Entire Home Steps from Journeyman

Three Oaks

8% off
AU$2,967
for 7 nights, 1 home
AU$424 per night
includes taxes & fees
Sycamore Suites-Entire Home Steps from Journeyman
Deck off primary bedroom updated May 2025
open kitchen, living room, dining room
dining room table
Exterior
Exceptional
(34 reviews)

The Harbert Beach Cottage in the Woods + Level 2 NACS EV charger

Harbert

6% off
AU$7,050
for 7 nights, 1 home
AU$1,007 per night
includes taxes & fees
The Harbert Beach Cottage in the Woods + Level 2 NACS EV charger
Front porch with rocking chairs
Interior
Private kitchen
Living area
Exceptional
(63 reviews)

Modern Designer Beach House 1 mile to the beach! Pet-friendly & bright

Sawyer

8% off
AU$2,576
for 7 nights, 1 home
AU$368 per night
includes taxes & fees
Modern Designer Beach House 1 mile to the beach! Pet-friendly & bright
Beach
Exterior
Living room with full memory foam sofa bed
Newly renovated kitchen
Exceptional
(107 reviews)

HEATED POOL OPEN oversized private pool downtown New Buffalo!

New Buffalo

9% off
AU$4,617
for 7 nights, 1 home
AU$660 per night
includes taxes & fees
HEATED POOL OPEN oversized private pool downtown New Buffalo!
Private kitchen
Terrace/patio
Exterior
Living area
Exceptional
(31 reviews)

Charming Victorian, Private Hot Tub

New Buffalo

8% off
AU$8,650
for 7 nights, 1 home
AU$1,236 per night
includes taxes & fees
Charming Victorian, Private Hot Tub
Dining
Living area
Terrace/patio
Pool
Wonderful
(82 reviews)

Hot tub, heated pool, great getaway in New Buffalo

New Buffalo

9% off
AU$6,144
for 7 nights, 1 home
AU$878 per night
includes taxes & fees
Hot tub, heated pool, great getaway in New Buffalo
Property grounds
Terrace/patio
Living area
Private kitchen
Exceptional
(29 reviews)

Beautiful Private Cottage, Sleeps 6, Walk to Beach

New Buffalo

9% off
AU$3,868
for 7 nights, 1 cottage
AU$553 per night
includes taxes & fees
Beautiful Private Cottage, Sleeps 6, Walk to Beach
Interior
Sycamore Guesthouse, Three Oaks, Michigan. 5+ bedrooms, 5-1/2 baths.
Interior
Pro-grade appliances set within a cook's kitchen.
Exceptional
(48 reviews)

Sycamore Guesthouse, Sleeps 14+, Steps to Journeyman Distillery!

Three Oaks

13% off
AU$6,161
for 7 nights, 1 home
AU$880 per night
includes taxes & fees
Sycamore Guesthouse, Sleeps 14+, Steps to Journeyman Distillery!
Dining
Living area
Private kitchen
Living area
Exceptional
(5 reviews)

Walk to Town, Beach, Game Room, Firepit Stay

New Buffalo

12% off
AU$5,360
for 7 nights, 1 home
AU$766 per night
includes taxes & fees
Walk to Town, Beach, Game Room, Firepit Stay
Room
Interior
Interior
Private kitchen
Exceptional
(8 reviews)

Charming 2-bedroom pet friendly house, close to Weko Beach & Wine Trail

Bridgman

8% off
AU$3,299
for 7 nights, 1 home
AU$471 per night
includes taxes & fees
Charming 2-bedroom pet friendly house, close to Weko Beach & Wine Trail
Love seat and chair great for your morning beverage!
Beach
King bed, two reading lamps, desk, closet with hangers.
Enjoy your morning coffee/tea/mimosa on the sun porch! Great game table!
Exceptional
(110 reviews)

Just Steps Away from The Beach on Lake Michigan - Sheridan Beach

Michigan City

7% off
AU$3,479
for 7 nights, 1 home
AU$497 per night
includes taxes & fees
Just Steps Away from The Beach on Lake Michigan - Sheridan Beach
Dining Room
Bar & Kitchen
Living Room
Direct hook up NEW Gas Grill & Side Porch for BBQ & cook outs with friends!
Exceptional
(20 reviews)

Ash & Elm • Your Home Away From Home!

Three Oaks

8% off
AU$2,646
for 7 nights, 1 home
AU$378 per night
includes taxes & fees
Ash & Elm • Your Home Away From Home!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The picturesque setting of Three Oaks is ready to explore

The lake and surrounding scenery provide a peaceful ambience to your holiday home in Three Oaks. This city is well-known for its rowing and boating. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Three Oaks

Are you hoping to discover top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that makes Three Oaks a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • St. Julian Winery - Union Pier Tasting Room (3.9 mi / 6.2 km)
  • Round Barn Union Pier Tasting Room (3.9 mi / 6.3 km)
  • Whittaker Woods Golf Course (7.9 mi / 12.7 km)
  • Waikiki Jacks (9.5 mi / 15.2 km)
  • Tabor Hill Winery (11.4 mi / 18.4 km)
  • Round Barn Baroda Tasting Room & Estate (11.5 mi / 18.5 km)

Exploring the natural landscape of Three Oaks

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Three Oaks is a great spot to appreciate mother nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Bob-A-Ron Lake (3.1 mi / 5 km)
  • Chikaming Township Park and Preserve (3.2 mi / 5.1 km)
  • Union Pier Beach (5 mi / 8.1 km)
  • Saugany Lake (5.4 mi / 8.6 km)
  • Townline Beach (5.5 mi / 8.8 km)
  • Galien River County Park (5.6 mi / 8.9 km)

How to get to and around Three Oaks

Fly into South Bend, IN (SBN-South Bend Intl.), the closest airport, located 16.8 mi (27.1 km) from the city centre.

Frequently asked questions

What is the best area to stay in Three Oaks when booking a holiday rental?
When considering a holiday rental in Three Oaks, Michigan, a popular area to stay is the charming downtown district. This vibrant area boasts a delightful mix of shops, cafes, and art galleries, making it a great spot for those who enjoy a lively option. Among the top attractions nearby is the renowned Journeyman Distillery, where visitors can take distillery tours and sample craft spirits, providing a unique local experience. Additionally, the nearby Harbert Beach offers beautiful shoreline views and opportunities for leisurely strolls along Lake Michigan.In terms of accommodation options, the downtown area features a variety of properties, including quaint cottages and modern rentals, appealing to different tastes and budgets.
Where are the best areas for renting a beach house in Three Oaks?
For renting a beach house in Three Oaks, Michigan, the nearby shores of Lake Michigan are an excellent choice. The area around Harbert and Sawyer offers a selection of charming beach rentals that provide easy access to sandy beaches and beautiful lake views. Many properties in this region come equipped with amenities such as outdoor decks, fire pits, and modern kitchens, ideal for families and groups looking to enjoy a relaxing lakeside getaway.Further along the coast, the town of New Buffalo is also a popular option, featuring beach houses that often include private lake access, spacious living areas, and amenities like hot tubs and barbecuing facilities. This area is known for its vibrant local scene, with plenty of shops, restaurants, and recreational activities nearby, ensuring a convenient and enjoyable stay.In addition, the picturesque Warren Dunes State Park is not far, offering stunning natural landscapes and hiking trails. Rentals in this vicinity often have features such as outdoor showers and easy access to the park's sandy dunes, making them great for those looking to combine beach relaxation with outdoor adventures.
What is the most popular type of holiday rental accomodation in Three Oaks?
In Three Oaks, holiday houses are the most popular type of holiday rental, with approximately 268 available in the area. These homes typically come with multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Many also feature outdoor spaces such as patios or gardens, great for enjoying the pleasant Michigan weather. Additionally, there are about 32 cottages and around 20 apartments, which offer a cozier alternative, often set in picturesque surroundings. Villas and condos are also available, providing a variety of options for travellers seeking different experiences in this charming town.
Are there any family house rentals in Three Oaks?
In Three Oaks, Michigan, there are numerous family-friendly house rentals available, with around 65 options to choose from. This charming town offers a delightful blend of rural tranquillity and access to various attractions. Many properties feature spacious living areas, full kitchens for preparing family meals, and outdoor spaces ideal for children to play in. Common amenities include Wi-Fi and air conditioning, ensuring a comfortable stay for all members of the family.Visitors can explore the nearby Warren Dunes State Park, known for its stunning sandy beaches and hiking trails, providing plenty of opportunities for outdoor activities. Additionally, the local area boasts quaint shops and restaurants, superb for immersing oneself in the community's vibrant setting.
Can I rent a holiday home with a pool or hot tub in Three Oaks?
In Three Oaks, Michigan, there are several holiday homes available for rent that feature pools and hot tubs, with around 16 options to choose from. This charming town, known for its quaint atmosphere and proximity to beautiful Lake Michigan, offers a variety of properties that cater to travellers seeking relaxation and leisure.Many of these rentals come with private pools, hot tubs, and ample outdoor space for gatherings. Expect amenities such as fully equipped kitchens, spacious living areas, and outdoor patios or decks superb for enjoying warm summer evenings. Some properties may also feature additional comforts like fire pits and barbecue grills, ideal for families or groups looking to unwind after a day of exploring the local sights.
Are there pet-friendly house rentals in Three Oaks?
In Three Oaks, Michigan, there are numerous pet-friendly house rentals available, with around 35 options for travellers. The area is known for its charming small-town atmosphere, making it an inviting destination for those looking to escape to a peaceful retreat with their furry companions. Many of these holiday rentals often feature amenities such as spacious backyards, fully equipped kitchens, and cozy living areas, superb for families or groups travelling with pets.The town's proximity to various parks and outdoor spaces enhances the experience for pet owners. Nearby, you can explore the scenic Warren Dunes State Park, which offers trails and beach access where pets are welcome, allowing for enjoyable walks and playtime. Additionally, the local community often hosts pet-friendly events and has several cafes and shops that cater to four-legged visitors, creating an inviting space for both pets and their owners.
Are there any remote work holiday rentals in Three Oaks?
In Three Oaks, Michigan, there are numerous remote work-friendly holiday rentals available, with around 276 options to choose from. This quaint town offers a unique blend of rustic charm and modern conveniences, making it an ideal spot for those looking to combine work and leisure. Many of the rentals come equipped with amenities like free Wi-Fi, dedicated desk spaces, and comfortable seating, providing a conducive environment for productivity.Located near local attractions such as the idyllic Warren Dunes State Park and various art galleries, these properties allow for both work and relaxation. After a day of remote working, guests can explore the scenic trails, enjoy the nearby beaches, or visit the local shops and restaurants that add to the town's vibrant setting. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Three Oaks?
In Three Oaks, popular holiday rental amenities cater to both comfort and convenience, ensuring a pleasant stay for visitors. Most rentals come equipped with a kitchen, allowing guests to prepare their own meals, which is ideal for families or those who enjoy home-cooked food. Many properties also feature a deck or patio, providing a lovely outdoor space for relaxation or enjoying a morning coffee. Additionally, a coffee and tea maker is typically available, making it easy for travellers to start their day with a warm beverage. Onsite parking is another common amenity, offering convenience for those who arrive by car.
When is the best time to visit Three Oaks for a holiday rental?
The peak season for holiday rentals in Three Oaks is during the summer months, particularly from June to August. This vibrant period attracts families and couples looking to enjoy the area's outdoor activities, such as hiking, biking, and exploring the charming local shops and eateries. July, in particular, stands out as the most popular month, offering warm temperatures and a lively option as visitors flock to the area for summer fun.During the summer, you can expect pleasant weather with temperatures averaging around 20 to 30 degrees Celsius, making it ideal for outdoor activities and sightseeing. The community comes alive with events and festivals, providing an engaging experience for travellers seeking both relaxation and adventure.For those considering a budget-friendly option, November is an excellent time to visit Three Oaks. While it falls outside the peak season, it offers a unique charm with fewer crowds and the opportunity to enjoy the tranquil beauty of the changing seasons. This month can be great for a peaceful retreat, allowing you to explore the local attractions at a leisurely pace.
What are the top attractions in Three Oaks?
In Three Oaks, Michigan, visitors can enjoy a variety of attractions that highlight the charm of this small town. The town is known for its vibrant arts scene, particularly at the Oselka Park, where locals and tourists alike can enjoy outdoor events and performances during the warmer months.The Three Oaks Historical Museum offers insights into the area's rich history and is a great stop for those interested in local culture. For a great experience, the nearby Journeyman Distillery is a popular destination, known for its craft spirits and tours that showcase the distillation process.Nature enthusiasts can explore the scenic trails at nearby Warren Dunes State Park, which boasts beautiful sandy beaches and hiking trails, making it a great spot for outdoor activities. The surrounding countryside also features several local wineries, providing opportunities for tastings and tours.
Are all fees included in the Three Oaks holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Three Oaks holiday homes with parking?
Stayz offers a wide selection of holiday homes in Three Oaks with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Three Oaks holiday homes?
You can find great discounts on holiday homes in Three Oaks on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Three Oaks holiday home booking on Stayz?
To find Three Oaks holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Three Oaks?
A long-stay holiday home in Three Oaks is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Three Oaks holiday home?
Book your Three Oaks holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Three Oaks?
Prices for holiday homes in Three Oaks vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Three Oaks to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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