Book Holiday Homes in Three Oaks

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Three Oaks

2 Miles from NOTRE DAME, Brand New Spacious House!

2 Miles from NOTRE DAME, Brand New Spacious House!

South Bend IN
Stay at this holiday home in South Bend. Enjoy free Wi-Fi, an in-room coffee maker and air conditioning. Popular attractions Notre Dame Stadium and Leeper Park ...
Opens in a new window2 Miles from NOTRE DAME, Brand New Spacious House!
Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

Michigan City IN
Stay at this holiday home in Michigan City. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Blue Chip Casino and Barker Mansion are located ...
Opens in a new windowRed Zen | HotTub-all yr | Firepit | Grill | DogsOK
Breezy Pad, Close to the Lake, with Hot Tub

Breezy Pad, Close to the Lake, with Hot Tub

St Joseph MI
The price is NZ$311 per night from 18 Jan to 19 Jan
NZ$311
18 Jan - 19 Jan 2026
includes taxes & fees
Stay at this golf holiday home in Saint Joseph. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Lions Park Beach and Box Factory for the ...
Opens in a new windowBreezy Pad, Close to the Lake, with Hot Tub
Save an average of 15% on thousands of hotels when you're signed in
New Private Pool Opening May 2023,  Hot Tub, Renovated Home, Ping Pong Table!

New Private Pool Opening May 2023, Hot Tub, Renovated Home, Ping Pong Table!

New Buffalo MI
Stay at this family-friendly holiday home in New Buffalo. Enjoy free Wi-Fi, private pools and a water park. Popular attractions Four Winds Casino New Buffalo ...
Opens in a new windowNew Private Pool Opening May 2023, Hot Tub, Renovated Home, Ping Pong Table!
Hot tub & Pool in Gorgeous Wooded Community

Hot tub & Pool in Gorgeous Wooded Community

New Buffalo MI
Stay at this family-friendly holiday home in New Buffalo. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Four Winds Casino New Buffalo and ...
Opens in a new windowHot tub & Pool in Gorgeous Wooded Community
Harbor Haven: Crisp Air, Cozy Fireplace, & Lake Views Nearby

Harbor Haven: Crisp Air, Cozy Fireplace, & Lake Views Nearby

Union Pier MI
Stay at this holiday home in Union Pier. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Four Winds Casino New Buffalo and Union Pier Beach ...
Opens in a new windowHarbor Haven: Crisp Air, Cozy Fireplace, & Lake Views Nearby
Steps from NOTRE DAME! Huge House! Arcade Game room, volleyball court & more!

Steps from NOTRE DAME! Huge House! Arcade Game room, volleyball court & more!

South Bend IN
Stay at this holiday home in South Bend. Enjoy laundry facilities and air conditioning. Popular attractions Notre Dame Stadium and Coquillard Park are located ...
Opens in a new windowSteps from NOTRE DAME! Huge House! Arcade Game room, volleyball court & more!
Pet friendly! Minutes from Lake Michigan. 1hr 20 mins from Chicago

Pet friendly! Minutes from Lake Michigan. 1hr 20 mins from Chicago

Sawyer MI
Stay at this family-friendly holiday home in Sawyer. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Warren Dunes State Park Beach and ...
Opens in a new windowPet friendly! Minutes from Lake Michigan. 1hr 20 mins from Chicago
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

Michigan City IN
Stay at this holiday home in Michigan City. Enjoy free Wi-Fi, laundry facilities and tennis courts. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowBeautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
Don't see what you're looking for?
See all available properties in Three Oaks
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Three Oaks Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Three Oaks vacation homes are the perfect way for you to wing it.

Holiday houses in Three Oaks let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Three Oaks in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Three Oaks adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Three Oaks with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Three Oaks vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Three Oaks Holiday Homes essential information

Accommodation
1587 Holiday Homes
Lowest Price
NZ$180
Highest Price
NZ$311
Popular accommodation
2 Miles from NOTRE DAME, Brand New Spacious House! , Red Zen | HotTub-all yr | Firepit | Grill | DogsOK, Breezy Pad, Close to the Lake, with Hot Tub, New Private Pool Opening May 2023, Hot Tub, Renovated Home, Ping Pong Table!, Hot tub & Pool in Gorgeous Wooded Community, Harbor Haven: Crisp Air, Cozy Fireplace, & Lake Views Nearby, Steps from NOTRE DAME! Huge House! Arcade Game room, volleyball court & more!, Pet friendly! Minutes from Lake Michigan. 1hr 20 mins from Chicago , Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

Top trending hotels in Three Oaks

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive Michigan City IN
The price is NZ$210 per night from 1 Jan to 2 Jan
NZ$210
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this spa hotel in Michigan City. Enjoy free Wi-Fi, a full-service spa and 3 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowBlue Chip Casino Hotel and Spa
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road New Buffalo MI
The price is NZ$180 per night from 22 Dec to 23 Dec
NZ$180
22 Dec - 23 Dec
includes taxes & fees
Stay at this business-friendly hotel in New Buffalo. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowFour Winds Casino Resort – New Buffalo
The Boulevard Inn & Bistro

The Boulevard Inn & Bistro

3.5 out of 5
521 Lake Blvd Saint Joseph MI
Fully refundableReserve now, pay when you stay
Stay at this hotel in Saint Joseph. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the breakfast and the restaurant in their reviews. ...
Opens in a new windowThe Boulevard Inn & Bistro
Save an average of 15% on thousands of hotels when you're signed in
Doubletree Hotel South Bend

Doubletree Hotel South Bend

4 out of 5
123 N Dr. Martin Luther King BLVD South Bend IN
Fully refundableReserve now, pay when you stay
The price is NZ$228 per night from 27 Dec to 28 Dec
NZ$228
27 Dec - 28 Dec
includes taxes & fees
Stay at this hotel in South Bend. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowDoubletree Hotel South Bend
Don't see what you're looking for?
See all available properties in Three Oaks
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.