A brick building with a sign reading "Three Oaks."

Three Oaks Vacation Rentals

  • 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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Three Oaks vacation rentals

A small, single-story cabin with a porch, surrounded by a garden and trees.

1. 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
9.4 out of 10, Exceptional, (75 reviews)
"Great place. Close to downtown Three Oaks which is a fantastic gem in SW Michigan. Highly recommend this for a couple visiting the area."
United States
Jon Z.
$280 nightly
The price is $280
Aug 26 - Aug 27
Total with taxes and fees
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
A room with a bed, a table with a clock, a lamp, and a window with curtains.

2. Cozy 2 bed - Steps to Journeyman - Pets OK - Fast Wi-Fi

Cozy 2 bed - Steps to Journeyman - Pets OK - Fast Wi-Fi
Three Oaks
10.0 out of 10, Exceptional, (1 review)
"This was my first VRBO experience and was honestly the best decision I ever made on a whim. The property was clean, the host answered my questions, and the photos were accurate. Though small, the property was great and included comfortable beds, one king sized. I was pleasantly surprised at the size of the larger bedroom. The photos were accurate. We were permitted to bring both of our dogs, though we ended up leaving one home. I was glad because the space was rather small.The property was...
United States
Kaysey B.
$529 nightly
The price is $557
Sep 25 - Sep 26
Total with taxes and fees
Cozy 2 bed - Steps to Journeyman - Pets OK - Fast Wi-Fi
A cozy cabin interior with a wooden interior, a blue sofa, a dining table with dishes, and a large window.

3. One minute to beach/fishing lake! Knotty but Nice-sleeps upto 6-Pet/Kid Friendly

One minute to beach/fishing lake! Knotty but Nice-sleeps upto 6-Pet/Kid Friendly
Three Oaks
10.0 out of 10, Exceptional, (7 reviews)
"Amazing location, very cute cabin, was the perfect place to stay for a cozy fall weekend."
United States
Sam A.
$356 nightly
The price is $375
Aug 26 - Aug 27
Total with taxes and fees
One minute to beach/fishing lake! Knotty but Nice-sleeps upto 6-Pet/Kid Friendly
A wooden cabin with a porch, outdoor seating, and a garden area.

4. 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, (31 reviews)
"The house was well stocked, very comfortable, and in great condition. Everything inside was of high quality. We really enjoyed being within close walking distance of Journeyman Distillery along with the local shops and restaurants. We would stay here again if in the area."
United States
Jack P.
$530 nightly
The price is $547
Sep 1 - Sep 2
Total with taxes and fees
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
A gazebo with a rusted metal roof and a circular floor, surrounded by gravel and trees.

5. Be Our -Country- Guest

Be Our -Country- Guest
New Carlisle
10.0 out of 10, Exceptional, (7 reviews)
"Great location!! "
United States
Kathy P.
$229 nightly
The price is $256
Sep 14 - Sep 15
Total with taxes and fees
Be Our -Country- Guest
A spacious living area with a wooden staircase, a sofa, a patterned armchair, and a wall with a 'celebrate family memories' sign.

6. Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
New Carlisle
9.6 out of 10, Exceptional, (29 reviews)
"Cozy Country Escape is a perfect name for this location! It was so quiet & relaxing.The unit was very clean, Jackie, the property manager, was very prompt & thorough in her response to questions & entry instructions. The view of Lake Hudson was beautiful, especially at sunset."
United States
Dianne K.
$389 nightly
The price is $436
Sep 1 - Sep 2
Total with taxes and fees
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
A living room with a stone fireplace, a grey sofa, a coffee table, and large windows with curtains.

7. Spacious 5-Bedroom Sawyer Farmhouse Retreat

Spacious 5-Bedroom Sawyer Farmhouse Retreat
Sawyer
9.8 out of 10, Exceptional, (30 reviews)
"Property was very spacious and extremely clean!"
United States
Kelly P.
$328 nightly
The price is $340
Aug 30 - Aug 31
Total with taxes and fees
Spacious 5-Bedroom Sawyer Farmhouse Retreat

8. 3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach

3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (15 reviews)
"Loved staying in this cottage. Super close to everything, clean and overall in a great location. Hosts were very helpful and easy to communicate with. Highly recommend! Will look to stay here again for sure. "
United States
Miranda S.
$439 nightly
The price is $451
Sep 2 - Sep 3
Total with taxes and fees
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
A modern kitchen with stainless steel appliances, a wooden island, and a dining area with white chairs.

9. Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (33 reviews)
"Very nice place and all as advertised. Would stay here again"
United States
Murray
$497 nightly
The price is $510
Sep 23 - Sep 24
Total with taxes and fees
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
A living room with a TV on a wooden stand, a white gumball machine, a wicker basket, and a round wooden table with a magazine and remote control.

10. Peach by the Beach! 1 Bdrm Apt close to downtown

Peach by the Beach! 1 Bdrm Apt close to downtown
Downtown New Buffalo
9.6 out of 10, Exceptional, (32 reviews)
"Close to downtown, convenient location."
United States
Jim B.
$257 nightly
The price is $257
Aug 31 - Sep 1
Total with taxes and fees
Peach by the Beach! 1 Bdrm Apt close to downtown
A modern living room with a grey sofa, a small ottoman, and a patterned rug. There is a kitchen area with a dark countertop and hanging pots.

11. Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach

Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (24 reviews)
"Great stay, loved the place!"
United States
Ryan J.
$441 nightly
The price is $451
Aug 31 - Sep 1
Total with taxes and fees
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
A modern kitchen with white cabinetry, stainless steel appliances, and a dining area with a wooden table and chairs.

12. 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)
"Host was responsive and communicative. Place was exactly as pictured and described. Great location. Amazing garage. "
United States
Scott W.
$657 nightly
The price is $668
Sep 23 - Sep 24
Total with taxes and fees
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
A beach at sunset with waves gently lapping the shore.

13. Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!

Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!
Bridgman
9.8 out of 10, Exceptional, (11 reviews)
"Charming, clean and well appointed spot, great for our getaway! "
United States
Jenelle O.
Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!
A modern living room with a stone fireplace, wooden ceiling, and a dining area with a wooden table and chairs.

14. Walk to Town, Beach, Game Room, Firepit Stay

Walk to Town, Beach, Game Room, Firepit Stay
New Buffalo
9.6 out of 10, Exceptional, (5 reviews)
"Fun spot, close to many activities to enjoy."
United States
Jody W.
$524 nightly
The price is $532
Sep 2 - Sep 3
Total with taxes and fees
Walk to Town, Beach, Game Room, Firepit Stay
A modern living room with a large wooden dining table, white chairs, a grey sofa, and a fireplace.

15. Warren Dunes - Large 2 Br-2 Bath, Hot Tub, Wbfpl , Next To Wineries

Warren Dunes - Large 2 Br-2 Bath, Hot Tub, Wbfpl , Next To Wineries
Bridgman
9.2 out of 10, Wonderful, (85 reviews)
"We lived our stay. Close to local wineries and breweries and such a nice hot tub. Home was clean and all necessities provided. "
United States
Carrie A.
$284 nightly
The price is $298
Aug 30 - Aug 31
Total with taxes and fees
Warren Dunes - Large 2 Br-2 Bath, Hot Tub, Wbfpl , Next To Wineries
A beach with footprints leading to a wooden post, and the sun setting over the ocean.

16. Book Your Spring Escape! Relax & Recharge in Hot Tub - Minutes to Dining & Shops

Book Your Spring Escape! Relax & Recharge in Hot Tub - Minutes to Dining & Shops
Sawyer
9.2 out of 10, Wonderful, (11 reviews)
"Amazing location! So close to the dunes and fun restaurants, shops, and bars. There’s a great backyard for at-home hangs, too!"
United States
Emily
$533 nightly
The price is $549
Sep 22 - Sep 23
Total with taxes and fees
Book Your Spring Escape! Relax & Recharge in Hot Tub - Minutes to Dining & Shops
A beach with clear water, a sandy shore, and a distant hill.

17. Rivers Edge Lofts - Unit 5

Rivers Edge Lofts - Unit 5
Niles
9.6 out of 10, Exceptional, (33 reviews)
"This place was amazing! Super nice, safe and secure, great communication. Fair price. I would definitely stay here again."
United States
Derek
$135 nightly
The price is $140
Aug 30 - Aug 31
Total with taxes and fees
Rivers Edge Lofts - Unit 5
A wicker chair on a wooden porch with a lantern and greenery in the background.

18. Romantic Cozy Home in "America’s Nicest Town"

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (17 reviews)
"Very comfortable home in excellent location. Very well furnished and maintained."
United States
Jan P.
$228 nightly
The price is $240
Sep 21 - Sep 22
Total with taxes and fees
Romantic Cozy Home in "America’s Nicest Town"
A grassy outdoor area with a large tree, a fire pit, and several blue Adirondack chairs.

19. Secluded Country Cabin

Secluded Country Cabin
Berrien Springs
10.0 out of 10, Exceptional, (79 reviews)
"We really enjoyed our overnight stay here. The hosts had great communication and were very welcoming. We hope to stay here again to experience more of what the property and the area have to offer. "
United States
Mercer A.
$183 nightly
The price is $183
Aug 26 - Aug 27
Total with taxes and fees
Secluded Country Cabin
A large indoor swimming pool with a glass ceiling, surrounded by lounge chairs and a hot tub.

20. Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
New Buffalo
9.8 out of 10, Exceptional, (37 reviews)
"Beautiful location. Although we were there for one night there was so much to enjoy."
United States
Cassandra T.
$681 nightly
The price is $717
Aug 26 - Aug 27
Total with taxes and fees
Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
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

Silver Beach Hotel

Silver Beach Hotel

10/10 Excellent
"Nice place to stay staff always present."
Leonidas 3-night trip
Posted 9 hours ago
Silver Beach Hotel

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 $360 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?

Cozy Cottage close to the Lake: Visitors give good reviews to this Three Oaks vacation home rental, which is located on a lake and offers a garden, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Another good choice for your trip to Three Oaks is Three Oaks Creek House -- Perfect -- NEW HOT TUB! 3BR +king bed in screenhouse.

How many vacation rentals will I find in Three Oaks?

Choose from 78 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 Acorn Theater. Other places in town to visit include Warren Woods State Park and Three Oaks Township Hall.

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.