Book Holiday Homes in Three Oaks

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

Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

Michigan City
Book a stay at this beach vacation home in Michigan City. Enjoy a beach locale, a garden, and patios. Popular attractions Blue Chip Casino and Sheridan Beach ...
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards
Lake House Retreat on the water

Lake House Retreat on the water

Berrien Springs
Book a stay at this family-friendly vacation home in Berrien Springs. Enjoy free WiFi, private pools, and a garden. Our guests praise the helpful staff in our ...
Lake House Retreat on the water
Farmesque with a splash of modern

Farmesque with a splash of modern

New Buffalo
The price is NZ$775 per night from 2 Dec to 3 Dec
NZ$775
includes taxes & fees
2 Dec - 3 Dec
Stay at this vacation home in New Buffalo. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Four Winds Casino New Buffalo and Local are ...
Farmesque with a splash of modern
Save an average of 15% on thousands of hotels when you're signed in
Breezy Pad, Close to the Lake, with Hot Tub

Breezy Pad, Close to the Lake, with Hot Tub

St Joseph
The price is NZ$369 per night from 23 Dec to 24 Dec
NZ$369
includes taxes & fees
23 Dec - 24 Dec
Book a stay at this golf vacation home in Saint Joseph. Enjoy free WiFi, a garden, and patios. Popular attractions Silver Beach and Box Factory for the Arts ...
Breezy Pad, Close to the Lake, with Hot Tub
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Michigan City
Book a stay at this family-friendly vacation home in Michigan City. Enjoy a garden, patios, and cable/satellite TV service. Our guests praise the bathrooms in ...
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

Michigan City
Book a stay at this family-friendly vacation home in Michigan City. Enjoy tennis courts, a pool table, and patios. Popular attractions Blue Chip Casino and Waterfall ...
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart
'Stones Throw' Lakeside Home - Walk to Marina + Town + Assoc Beach

'Stones Throw' Lakeside Home - Walk to Marina + Town + Assoc Beach

New Buffalo
Book a stay at this family-friendly vacation home in New Buffalo. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Four Winds Casino ...
'Stones Throw' Lakeside Home - Walk to Marina + Town + Assoc Beach
Newly Renovated City Escape with a private hot tub

Newly Renovated City Escape with a private hot tub

New Buffalo
Stay at this vacation home in New Buffalo. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Four Winds Casino New Buffalo and Turtle Creek ...
Newly Renovated City Escape with a private hot tub
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

New Buffalo
Book a stay at this family-friendly vacation home in New Buffalo. Enjoy free WiFi, private pools, and patios. Our guests praise the pool in our reviews. Popular ...
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
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
1269 Holiday Homes
Lowest Price
NZ$158
Highest Price
NZ$775
Popular accommodation
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards, Lake House Retreat on the water, Farmesque with a splash of modern, Breezy Pad, Close to the Lake, with Hot Tub, Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!, Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart, 'Stones Throw' Lakeside Home - Walk to Marina + Town + Assoc Beach, Newly Renovated City Escape with a private hot tub, Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

Top trending hotels in Three Oaks

Ellie`s Cottage with Cherry Beach

Ellie`s Cottage with Cherry Beach

Three Oaks
Stay at this vacation home in Three Oaks. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Four Winds Casino New Buffalo ...
Ellie`s Cottage with Cherry Beach
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive, Michigan City, IN
Fully refundableReserve now, pay when you stay
The price is NZ$195 per night from 5 Dec to 6 Dec
NZ$195
includes taxes & fees
5 Dec - 6 Dec
Stay at this 3.5-star spa hotel in Michigan City. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
Blue Chip Casino Hotel and Spa
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$158 per night from 23 Dec to 24 Dec
NZ$158
includes taxes & fees
23 Dec - 24 Dec
Stay at this hotel in South Bend. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms ...
Doubletree Hotel South Bend
Save an average of 15% on thousands of hotels when you're signed in
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road, New Buffalo, MI
Fully refundable
The price is NZ$237 per night from 5 Dec to 6 Dec
NZ$237
includes taxes & fees
5 Dec - 6 Dec
Stay at this 3.5-star business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
Four Winds Casino Resort – New Buffalo
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.