A lighthouse and pier at sunset.

Three Oaks Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Three Oaks vacation rentals

A kitchen with a granite countertop, stainless steel sink, and white cabinetry.

1. 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, (189 reviews)
"Place was amazing!! "
United States
Betsy T.
$280 nightly
The price is $288
Oct 12 - Oct 13
Total with taxes and fees
Stay in downtown Three Oaks overlooking the main street!
A small, single-story cabin with a porch, surrounded by a garden and trees.

2. 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, (83 reviews)
"Great to walk to town. Nice area to road bike etc."
United States
jeffrey
$227 nightly
The price is $227
Nov 1 - Nov 2
Total with taxes and fees
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
A wooden cabin with a porch, outdoor seating, and a garden area.

3. 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, (32 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.
$441 nightly
The price is $454
Nov 9 - Nov 10
Total with taxes and fees
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
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.

4. 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, (26 reviews)
"The home was exactly what we needed for the family trip."
United States
Allison A.
$390 nightly
The price is $398
Oct 27 - Oct 28
Total with taxes and fees
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
A modern kitchen with stainless steel appliances, a wooden island, and a dining area with white chairs.

5. 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
$399 nightly
The price is $406
Oct 19 - Oct 20
Total with taxes and fees
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
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
9.4 out of 10, Exceptional, (32 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
Oct 17 - Oct 18
Total with taxes and fees
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
A modern kitchen with white cabinetry, stainless steel appliances, and a dining area with a wooden table and chairs.

7. 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.
$589 nightly
The price is $597
Oct 27 - Oct 28
Total with taxes and fees
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
A gazebo with a rusted metal roof and a circular floor, surrounded by gravel and trees.

8. Be Our -Country- Guest

Be Our -Country- Guest
New Carlisle
10.0 out of 10, Exceptional, (7 reviews)
"Great location!! "
United States
Kathy P.
$208 nightly
The price is $233
Oct 13 - Oct 14
Total with taxes and fees
Be Our -Country- Guest
Cozy living room with gas fireplace and mini fridge bar cart for entertaining.

9. 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, (18 reviews)
"Great property with excellent location to all downtown activities as well as the beach."
United States
christian s.
$469 nightly
The price is $482
Oct 21 - Oct 22
Total with taxes and fees
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
A living room with a stone fireplace, a grey sofa, a coffee table, and large windows with curtains.

10. Spacious 5-Bedroom Sawyer Farmhouse Retreat

Spacious 5-Bedroom Sawyer Farmhouse Retreat
Sawyer
9.6 out of 10, Exceptional, (35 reviews)
"Property was very spacious and extremely clean!"
United States
Kelly P.
$328 nightly
The price is $340
Oct 12 - Oct 13
Total with taxes and fees
Spacious 5-Bedroom Sawyer Farmhouse Retreat
A modern living room with a stone fireplace, wooden ceiling, and a dining area with a wooden table and chairs.

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

Walk to Town, Beach, Game Room, Firepit Stay
New Buffalo
9.8 out of 10, Exceptional, (6 reviews)
"Fun spot, close to many activities to enjoy."
United States
Jody W.
$553 nightly
The price is $563
Oct 12 - Oct 13
Total with taxes and fees
Walk to Town, Beach, Game Room, Firepit Stay
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a blue rug.

12. Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly

Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly
Sawyer
10.0 out of 10, Exceptional, (6 reviews)
"Came for 50th birthday with family! Everything was perfect and great location "
United States
Jennifer W.
$402 nightly
The price is $423
Oct 20 - Oct 21
Total with taxes and fees
Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly
A cozy room with a stone fireplace, wooden ceiling, and large windows.

13. 5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace

5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace
Shorewood-Tower Hills-Harbert
10.0 out of 10, Exceptional, (7 reviews)
"Allison was an outstanding host from start to finish. Before we arrived during a heat wave, she proactively reached out to get our arrival time and adjusted the A/C to ensure we were comfortable. We were welcomed with a bottle of local wine, and the house was exactly as described—clean, well-organized, and stocked with helpful instructions throughout.When a severe storm caused a temporary power outage, Allison kept us informed and checked in on us. Checkout was easy, and she even helped us...
United States
Colleen T.
$443 nightly
The price is $466
Oct 22 - Oct 23
Total with taxes and fees
5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace
A beach with footprints leading to a wooden post, and the sun setting over the ocean.

14. Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA

Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
Sawyer
9.2 out of 10, Wonderful, (12 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
$455 nightly
The price is $466
Nov 1 - Nov 2
Total with taxes and fees
Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
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.

15. 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 the shops and the beach, perfect little getaway for the night!"
United States
Allissa A.
$257 nightly
The price is $257
Oct 12 - Oct 13
Total with taxes and fees
Peach by the Beach! 1 Bdrm Apt close to downtown
A hot tub with a control panel, a wooden wall, and a stone-like exterior.

16. 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, (141 reviews)
"Such a beautiful location, easy access to the the beach, and the view was gorgeous. Also, the entertainment options in the Miami were incredible. Will absolutely visit again."
United States
Katie K.
$235 nightly
The price is $263
Oct 13 - Oct 14
Total with taxes and fees
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
A waterfront property with a dock, a large tree, and a house with a balcony overlooking the water.

17. Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!

Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!
Downtown New Buffalo
10.0 out of 10, Exceptional, (37 reviews)
"We had a great trip! The condo was very spacious and located right next to everything we wanted to do."
United States
Gabrielle J.
$442 nightly
The price is $456
Oct 13 - Oct 14
Total with taxes and fees
Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!
A covered outdoor dining area with a table and chairs, surrounded by large windows offering a view of a forested area.

18. River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
Union Pier
9.8 out of 10, Exceptional, (20 reviews)
"The property was lovely and the Inn keepers were super sweet and happy to help us with anything we needed. Thank you . "
United States
LIndsay M.
$858 nightly
The price is $903
Oct 26 - Oct 27
Total with taxes and fees
River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
A wicker chair on a wooden porch with a lantern and greenery in the background.

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

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (18 reviews)
"Very comfortable home in excellent location. Very well furnished and maintained."
United States
Jan P.
$218 nightly
The price is $229
Oct 13 - Oct 14
Total with taxes and fees
Romantic Cozy Home in "America’s Nicest Town"
A covered pool area with seating and a sign indicating 'Pool Rules'.

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, (38 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
Nov 3 - Nov 4
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.
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Top Three Oaks Hotel Reviews

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"The room was very clean."
Linda 1-night trip
Posted 2 hours ago
Four Winds Casino Resort – 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 $224 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?

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart: This vacation home rental outside of Three Oaks is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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 76 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 Sugarwood Forest Preserve.

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.