Photo by Joel Holland

Three Oaks Vacation Rentals

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

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Three Oaks

Smart TV
The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown

The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown

Three Oaks
10.0 out of 10, Exceptional, (76)
"Hot tub was amazing, great location, walking distance to everything! "
United States
kelsy p.
$283 nightly
The price is $294
Nov 11 - Nov 12
Total with taxes and fees
The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown
Interior
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, (161)
"Easy check-in and perfect location!"
United States
Christine S.
$252 nightly
The price is $265
Nov 11 - Nov 12
Total with taxes and fees
Stay in downtown Three Oaks overlooking the main street!
Terrace/patio
The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount

The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount

Three Oaks
10.0 out of 10, Exceptional, (69)
"Very nice house! Loved the fire pit and hot tub. "
United States
Megan P.
$283 nightly
The price is $298
Nov 13 - Nov 14
Total with taxes and fees
The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount
Terrace/patio
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, (25)
"The property is everything the pictures show.Easy in and out. Great location."
United States
cathy m.
$387 nightly
The price is $397
Nov 12 - Nov 13
Total with taxes and fees
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
Fridge, microwave, oven, stovetop
Poplar Place - 3 BR - Hot Tub - Steps from Downtown

Poplar Place - 3 BR - Hot Tub - Steps from Downtown

Three Oaks
10.0 out of 10, Exceptional, (14)
"Another great time in a great house. Close to Three Oaks and great food at Ray & Al’s lunchroom!"
United States
Katie M.
$283 nightly
The price is $298
Nov 11 - Nov 12
Total with taxes and fees
Poplar Place - 3 BR - Hot Tub - Steps from Downtown
Fridge, microwave, oven, stovetop
Easy walk to downtown Three Oaks

Easy walk to downtown Three Oaks

Three Oaks
9.6 out of 10, Exceptional, (4)
"This was our first Vrbo experience and the owners of the house we stayed at did not let us down. The house was clean, tastefully furnished, and comfortable. Everything was labeled clearly and we had no problems finding the things we needed. It had a big back yard with patio and furniture, grill, heaters, and yard games. Although we didn't have time to use the back yard, it would be a great place to hang with family and friends.I'm a guitar player and the house had a guitar hanging on the wall,...
United States
John C.
$385 nightly
The price is $399
Nov 11 - Nov 12
Total with taxes and fees
Easy walk to downtown Three Oaks
Fridge, microwave, oven, stovetop
Charming Retreat on Quiet Street, close to Notre Dame and DTSB

Charming Retreat on Quiet Street, close to Notre Dame and DTSB

2.0 star property
South Bend
10.0 out of 10, Exceptional, (7)
"Super clean place. Everything is there. Host is very responsive and helpful. "
United States
Steve F.
$183 nightly
The price is $211
Nov 11 - Nov 12
Total with taxes and fees
Charming Retreat on Quiet Street, close to Notre Dame and DTSB
Beach nearby
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, (13)
"Very cozy land beautiful home"
United States
Stanley H.
$140 nightly
The price is $157
Nov 12 - Nov 13
Total with taxes and fees
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
Smart TV
Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown

Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown

New Buffalo
9.6 out of 10, Exceptional, (5)
"A great large space to be in. Held 9 of us more than comfortably. Clean and close to everything there. The communication was above and beyond. I will definitely be renting this location out again. Everything needed was in the home except the food we made. Thank you again. "
United States
Alexandro M.
$458 nightly
The price is $463
Nov 17 - Nov 18
Total with taxes and fees
Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown
Exterior
Hot Tub! Fire Pit! Gas Fire Table! Game Garage!

Hot Tub! Fire Pit! Gas Fire Table! Game Garage!

South Bend
9.8 out of 10, Exceptional, (6)
"Well we were in South Bend for the Notre Dame graduation. This cozy cottage is just the right distance to provide a quiet getaway. The accommodationsare quaint,clean, and very comfortable. I would certainly consider this home for a future stay . Brenda was very attentive to our questions and made our stay that much more comfortable knowing she cared about our experience."
United States
Steve G.
$436 nightly
The price is $487
Nov 17 - Nov 18
Total with taxes and fees
Hot Tub! Fire Pit! Gas Fire Table! Game Garage!
Terrace/patio
Beachside Bliss: Steps to Beach + Hot Tub

Beachside Bliss: Steps to Beach + Hot Tub

2.0 star property
Michigan City
9.6 out of 10, Exceptional, (16)
"Everything with this house was great. Beach access is close and easy and the home is very comfy. Would recommend and would definitely stay again!"
United States
Brendan R.
$385 nightly
The price is $432
Nov 11 - Nov 12
Total with taxes and fees
Beachside Bliss: Steps to Beach + Hot Tub
Smart TV, fireplace, DVD player, video library
Secluded Country Cabin

Secluded Country Cabin

Berrien Springs
10.0 out of 10, Exceptional, (74)
"Awesome people and a awesome place to stay we have been there 4 times and just love it and love the owners......Thank you for this place God bless you "
United States
Kevin & Susan O.
$181 nightly
The price is $189
Nov 11 - Nov 12
Total with taxes and fees
Secluded Country Cabin
Fridge, microwave, oven, stovetop
Walk to ND | Playroom | Pet Friendly | EV Charger

Walk to ND | Playroom | Pet Friendly | EV Charger

2.0 star property
Northshore Triangle
10.0 out of 10, Exceptional, (4)
"This is a beautiful home in a perfect location! It’s very easy to take the trail to Notre Dame from here! The house was very clean and it has a lot of extra touches that make it feel like a home. The kitchen had everything I needed to prepare a meal, like spices and actual chef knives and a really nice grill. The backyard is great for hanging out. I love the ND corn hole boards and all the ND decorations! The bed was super comfortable with lots of extra pillows. I slept great here and...
United States
Leitia V.
$353 nightly
The price is $399
Nov 30 - Dec 1
Total with taxes and fees
Walk to ND | Playroom | Pet Friendly | EV Charger
Fridge, microwave, oven, stovetop
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, (10)
"Great property and great communication. I will definitely return!"
United States
Kristina
$274 nightly
The price is $292
Nov 11 - Nov 12
Total with taxes and fees
The Boutique at Midtown Central / Hot Tub / Pet Friendly
Smart TV, fireplace, foosball, books
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Michigan City
9.4 out of 10, Exceptional, (30)
"Nice"
United States
Maryellen W.
$319 nightly
The price is $357
Nov 17 - Nov 18
Total with taxes and fees
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
Exterior
Dunes Cottage at Town of Pines Lake Michigan near Indiana Dunes Parks!

Dunes Cottage at Town of Pines Lake Michigan near Indiana Dunes Parks!

Town of Pines
9.8 out of 10, Exceptional, (15)
"It was the best place we could stay! "
United States
Yewon Y.
$266 nightly
The price is $297
Nov 11 - Nov 12
Total with taxes and fees
Dunes Cottage at Town of Pines Lake Michigan near Indiana Dunes Parks!
Outdoor pool
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

Michigan City
9.6 out of 10, Exceptional, (49)
"House was immaculately clean, well appointed & extremely comfortable. By far, our best rental at Beachwalk Resort!"
United States
Kathy B.
$376 nightly
The price is $421
Nov 11 - Nov 12
Total with taxes and fees
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Beach
Singing Sands Trl | Hot Tub Retreat | Dogs OK

Singing Sands Trl | Hot Tub Retreat | Dogs OK

Michigan City
9.8 out of 10, Exceptional, (23)
"We stayed for four nights with four children - the house was clean, well stocked with essentials for cooking and cleaning, and the kids loved the smore station and playing in the back yard. "
United States
Jill B.
$223 nightly
The price is $238
Nov 12 - Nov 13
Total with taxes and fees
Singing Sands Trl | Hot Tub Retreat | Dogs OK
Fridge, microwave, oven, stovetop
Scenic Southwest Michigan Awaits!

Scenic Southwest Michigan Awaits!

Baroda
10.0 out of 10, Exceptional, (130)
"We enjoyed our stay. Location good for visiting St. Joseph and Warren Dunes. Good communication with host. Reasonably priced. Kitchen very well stocked with dishes and cookware. Beach towels were a nice touch."
United States
Aileen W.
$187 nightly
The price is $187
Nov 11 - Nov 12
Total with taxes and fees
Scenic Southwest Michigan Awaits!
Fridge, microwave, oven, stovetop
Heart of Historical Dist.*Parking*Claw Tub*A/C #4

Heart of Historical Dist.*Parking*Claw Tub*A/C #4

Michigan City
10.0 out of 10, Exceptional, (7)
"Very clean and well cared for!"
United States
Savannah P.
$200 nightly
The price is $212
Nov 11 - Nov 12
Total with taxes and fees
Heart of Historical Dist.*Parking*Claw Tub*A/C #4
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Three Oaks Hotel Reviews

Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

10/10 Excellent
"The room was a little bit dated and could have used some repairs, but it was immaculately clean and I can't ask for anything more than that. The room and hotel itself were very quiet. Both of the nights I stayed there as well. Check in and check out. We're fast, easy and painless."
Erin 2-night trip
Posted 19 hours ago
Baymont by Wyndham New Buffalo

Find out more about Three Oaks

Everything you need to know about Three Oaks vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Three Oaks vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Three Oaks vacation 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 low season months. For more hustle and bustle, you may prefer to visit Three Oaks in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $178 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Three Oaks rentals

At Expedia, we put the best Three Oaks vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!: This vacation home rental outside of Three Oaks is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Three Oaks?

Choose from 72 Expedia vacation rentals in Three Oaks for a memorable vacation.

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

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

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.