Three Oaks Holiday Rentals

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Our top choices for Three Oaks holiday rentals

Stay in downtown Three Oaks overlooking the main street!

Stay in downtown Three Oaks overlooking the main street!
Three Oaks
9.8 out of 10, Exceptional, (173 reviews)
"Excellent location and lovely apartment! We loved our stay and will be back!!"
United States
Leslie C.
The price is AU$415
includes taxes & fees
26 May - 27 May
Stay in downtown Three Oaks overlooking the main street!

Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!

Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
Three Oaks
10.0 out of 10, Exceptional, (28 reviews)
"Well organized and clean home. Very comfortable mattresses. "
United States
Mary Beth W.
The price is AU$657
includes taxes & fees
20 May - 21 May
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
Three Oaks
9.8 out of 10, Exceptional, (64 reviews)
"Clean, private, and close to town, perfect"
United States
Alex P.
The price is AU$330
includes taxes & fees
21 May - 22 May
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Cabin with POOL in family resort!

Cabin with POOL in family resort!
Three Oaks
9.6 out of 10, Exceptional, (5 reviews)
"The cabin is so cute and perfect for parents and children. My twin boys are 8 and they loved the loft. Our bed was comfortable and the place was very clean. The huge porch was the highlight for us."
United States
Amy P.
The price is AU$854
includes taxes & fees
21 May - 22 May
Cabin with POOL in family resort!

Schoolhouse - 4- Bedroom - King Bed, Game Room, Large Fenced Yard - Dog Friendly

Schoolhouse - 4- Bedroom - King Bed, Game Room, Large Fenced Yard - Dog Friendly
Three Oaks
Schoolhouse - 4- Bedroom - King Bed, Game Room, Large Fenced Yard - Dog Friendly

Secluded Country Cabin

Secluded Country Cabin
Berrien Springs
10.0 out of 10, Exceptional, (75 reviews)
"We had a great stay! We loved the privacy and the wedding gift the owners gave to us!"
United States
Savannah L.
The price is AU$254
includes taxes & fees
1 June - 2 June
Secluded Country Cabin

Luxury Waterfront Condo

Luxury Waterfront Condo
St. Joseph
10.0 out of 10, Exceptional, (15 reviews)
"Quick stay but great location! Fun spot to watch the boats go in and out!!"
United States
Lindsey S.
The price is AU$331
includes taxes & fees
25 May - 26 May
Luxury Waterfront Condo

Hot Tub | Sauna | 1.1 MI to ND | Backyard Oasis

Hot Tub | Sauna | 1.1 MI to ND | Backyard Oasis
South Bend
9.6 out of 10, Exceptional, (59 reviews)
"The house was warm and welcoming, and we had everything we needed at our disposal. There was even an espresso machine!"
United States
Andrew L.
The price is AU$386
includes taxes & fees
20 May - 21 May
Hot Tub | Sauna | 1.1 MI to ND | Backyard Oasis

Rivers Edge Lofts - Unit 9

Rivers Edge Lofts - Unit 9
Niles
9.6 out of 10, Exceptional, (13 reviews)
"Loft unit was clean & comfortable as advertised! "
United States
Peter
Rivers Edge Lofts - Unit 9

Rivers Edge Lofts - Unit 6

Rivers Edge Lofts - Unit 6
Niles
9.6 out of 10, Exceptional, (45 reviews)
"Amazing host Sage! Very accommodating. Loft was very clean ans spacious. Great amenities like laundry machine, dishwasher. Would recommend to everyone and would stay there again."
United States
Ruby
Rivers Edge Lofts - Unit 6

Rivers Edge Lofts - Unit 5

Rivers Edge Lofts - Unit 5
Niles
9.4 out of 10, Exceptional, (29 reviews)
"The host was helpful and kind through the process of booking and checking in and out. This is a cute and unique family excursion for visiting family in the area. Or to enjoy a quiet get away. We will definitely look to this unique stay over chain hotels in the future. "
United States
Todd J.
The price is AU$196
includes taxes & fees
20 May - 21 May
Rivers Edge Lofts - Unit 5

Breezy Pad, Close to the Lake, with Hot Tub

Breezy Pad, Close to the Lake, with Hot Tub
St Joseph
9.2 out of 10, Wonderful, (124 reviews)
"The house was nice and clean. The neighborhood is is quiet which we love but close to downtown St. Joseph and neighboring towns. Would definitely stay again. "
United States
Nataly
The price is AU$254
includes taxes & fees
20 May - 21 May
Breezy Pad, Close to the Lake, with Hot Tub

King Suite w/ Private Bedroom & Free Breakfast

King Suite w/ Private Bedroom & Free Breakfast
Benton Harbor
The price is AU$249
includes taxes & fees
20 May - 21 May
King Suite w/ Private Bedroom & Free Breakfast

The Historic Riverside Convent: Sister's of the Holy Cross School House

The Historic Riverside Convent: Sister's of the Holy Cross School House
Niles
10.0 out of 10, Exceptional, (28 reviews)
"We enjoyed our stay. The house is convenient to ND campus and is in a quiet area. "
United States
Cam V.
The price is AU$347
includes taxes & fees
20 May - 21 May
The Historic Riverside Convent: Sister's of the Holy Cross School House

No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.
Michigan City
9.8 out of 10, Exceptional, (27 reviews)
"We enjoyed the location and appreciated that the kitchen had the needed cookware for cooking!"
United States
Marijke W.
The price is AU$357
includes taxes & fees
26 May - 27 May
No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

HOT TUB|1.2MI to ND | Espresso Maker| Playground

HOT TUB|1.2MI to ND | Espresso Maker| Playground
South Bend
9.8 out of 10, Exceptional, (69 reviews)
"absolutely LOVED our stay! perfect distance from our hockey tournament, more than ample room and activities for our bigger family and the host was very responsive! our toddler is already asking to back, and we’re not even home yet LOL will definitely stay here again!!!"
United States
NATALIE S.
The price is AU$371
includes taxes & fees
20 May - 21 May
HOT TUB|1.2MI to ND | Espresso Maker| Playground

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
New Buffalo
9.8 out of 10, Exceptional, (19 reviews)
"The backyard/garage area was awesome! So much to do. The house was very clean and the beds were super comfortable! The host was also extremely response!"
United States
Franny
The price is AU$803
includes taxes & fees
20 May - 21 May
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

The Boutique at Midtown Central / Hot Tub / Pet Friendly

The Boutique at Midtown Central / Hot Tub / Pet Friendly
Michigan City
9.8 out of 10, Exceptional, (16 reviews)
"We loved staying here. Jason was a great communicator and made sure our needs were met. Plenty of beds for our family of 8 adults. 10 minutes to the national park and its pristine beaches. "
United States
Cindy W.
The price is AU$430
includes taxes & fees
20 May - 21 May
The Boutique at Midtown Central / Hot Tub / Pet Friendly

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Michigan City
9.2 out of 10, Wonderful, (132 reviews)
"This place is so warm and cozy. Like walking back in time with the old kitchen appliances. Perfect for a winter getaway with a hot tub & amazing massage chair. The city is so beautiful to explore from Bennett’s Antique Store to Tavern on 12. Highly recommended will be booking again soon. Host was super responsive and respectful. "
United States
Jessi B.
The price is AU$580
includes taxes & fees
29 May - 30 May
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago

Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
Michigan City
9.8 out of 10, Exceptional, (18 reviews)
"It was very cozy and perfect! "
United States
Tommy W.
The price is AU$229
includes taxes & fees
26 May - 27 May
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
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.
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Top Three Oaks Hotel Reviews

Find out more about Three Oaks

Everything you need to know about Three Oaks holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Three Oaks holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Three Oaks holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Three Oaks holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Three Oaks. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Three Oaks holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Three Oaks holiday rentals we have selected for you start as low as AU$229 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Three Oaks rentals

At Expedia, we put the best Three Oaks holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Three Oaks rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Three Oaks holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Three Oaks. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Three Oaks?

Yes, there are holiday rentals close to the most popular sights in Three Oaks, or you can select a more secluded option if you're looking for a relaxing stay. Three Oaks is known for its waterfront.

What are some of the best holiday rentals that Three Oaks has to offer?

Breezy Pad, Close to the Lake, with Hot Tub: This holiday home rental outside of Three Oaks is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Three Oaks?

Choose from 80 Expedia holiday rentals in Three Oaks for a memorable holiday.

What’s there to see and do in Three Oaks?

Enjoy the outdoors at Chikaming Township Park and Preserve and Cherry Beach, or simply take in cultural attractions like The Acorn and Vickers Theatre. Other places in town to visit include Warren Woods State Park and Three Oaks Conservation Area.

What’s a holiday rental in Three Oaks like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Three Oaks. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a small group gathering.