Three Oaks Vacation Rentals

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Our top choices for Three Oaks vacation 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 CA $205
CA $412 total
includes taxes & fees
May 25 - May 26
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 CA $305
CA $640 total
includes taxes & fees
May 19 - May 20
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 CA $217
CA $325 total
includes taxes & fees
May 18 - May 19
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 CA $481
CA $848 total
includes taxes & fees
May 21 - May 22
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
The price is CA $600
CA $1,159 total
includes taxes & fees
Jun 11 - Jun 12
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 CA $193
CA $252 total
includes taxes & fees
May 18 - May 19
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 CA $125
CA $326 total
includes taxes & fees
May 18 - May 19
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 CA $166
CA $378 total
includes taxes & fees
May 18 - May 19
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
The price is CA $104
CA $184 total
includes taxes & fees
May 19 - May 20
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
The price is CA $161
CA $257 total
includes taxes & fees
May 18 - May 19
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 CA $110
CA $190 total
includes taxes & fees
May 20 - May 21
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 CA $171
CA $250 total
includes taxes & fees
May 19 - May 20
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 CA $193
CA $242 total
includes taxes & fees
May 19 - May 20
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 CA $217
CA $340 total
includes taxes & fees
May 19 - May 20
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, (26 reviews)
"We enjoyed the location and appreciated that the kitchen had the needed cookware for cooking!"
United States
Marijke W.
The price is CA $274
CA $351 total
includes taxes & fees
May 18 - May 19
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 CA $157
CA $367 total
includes taxes & fees
May 19 - May 20
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 CA $168
CA $782 total
includes taxes & fees
May 20 - May 21
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
9.6 out of 10, Exceptional, (15 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 CA $167
CA $415 total
includes taxes & fees
May 18 - May 19
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 CA $172
CA $362 total
includes taxes & fees
May 24 - May 25
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 CA $248
CA $379 total
includes taxes & fees
Jun 1 - Jun 2
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Three Oaks. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Three Oaks?

Yes, we give you a choice of vacation rentals near the most popular local attractions in Three Oaks, or you can choose a more secluded option if you're looking for relaxation. Three Oaks is known for its waterfront.

What are some of the best vacation rentals in Three Oaks?

Breezy Pad, Close to the Lake, with Hot Tub: This vacation home rental outside of Three Oaks is located on a river and has a patio, a garden, and a barbecue grill 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 vacation with amenities like a selection of games.

How many vacation rentals will I find in Three Oaks?

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

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 vacation rental in Three Oaks like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Three Oaks. Vacation rentals offer extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.