A lighthouse and pier at sunset.

Three Oaks Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (82 reviews)
"Great to walk to town. Nice area to road bike etc."
United States
jeffrey
The price is CA $276
CA $388 total
includes taxes & fees
Oct 4 - Oct 5
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
A kitchen with a granite countertop, stainless steel sink, and white cabinetry.

2. 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, (188 reviews)
"Place was amazing!! "
United States
Betsy T.
The price is CA $208
CA $422 total
includes taxes & fees
Oct 5 - Oct 6
Stay in downtown Three Oaks overlooking the main street!
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.
The price is CA $352
CA $703 total
includes taxes & fees
Oct 1 - Oct 2
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
A cozy cabin interior with a wooden interior, a blue sofa, a dining table with dishes, and a large window.

4. 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, (9 reviews)
"Amazing location, very cute cabin, was the perfect place to stay for a cozy fall weekend."
United States
Sam A.
The price is CA $266
CA $596 total
includes taxes & fees
Oct 15 - Oct 16
One minute to beach/fishing lake! Knotty but Nice-sleeps upto 6-Pet/Kid Friendly
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.
The price is CA $270
CA $343 total
includes taxes & fees
Oct 5 - Oct 6
Be Our -Country- Guest
A modern living room with a stone fireplace, wooden ceiling, and a dining area with a wooden table and chairs.

6. 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.
The price is CA $139
CA $686 total
includes taxes & fees
Oct 1 - Oct 2
Walk to Town, Beach, Game Room, Firepit Stay
A modern kitchen with stainless steel appliances, a wooden island, and a dining area with white chairs.

7. 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 close to everything the town had to offer."
United States
Craig S.
The price is CA $186
CA $586 total
includes taxes & fees
Oct 1 - Oct 2
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
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.

8. 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, (25 reviews)
"The home was exactly what we needed for the family trip."
United States
Allison A.
The price is CA $156
CA $550 total
includes taxes & fees
Oct 1 - Oct 2
Eagle`s Beach Nest: 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.

9. 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, (31 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.
The price is CA $312
CA $618 total
includes taxes & fees
Oct 17 - Oct 18
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.

10. 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.
The price is CA $210
CA $861 total
includes taxes & fees
Oct 6 - Oct 7
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
Cozy living room with gas fireplace and mini fridge bar cart for entertaining.

11. 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.
The price is CA $291
CA $650 total
includes taxes & fees
Oct 7 - Oct 8
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
A waterfront property with a dock, a large tree, and a house with a balcony overlooking the water.

12. 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.
The price is CA $369
CA $685 total
includes taxes & fees
Oct 1 - Oct 2
Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!
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.

13. 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)
"Conveniently located to everything"
United States
Cheryl G.
The price is CA $319
CA $357 total
includes taxes & fees
Oct 1 - Oct 2
Peach by the Beach! 1 Bdrm Apt close to downtown
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
The price is CA $301
CA $683 total
includes taxes & fees
Oct 4 - Oct 5
Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
A modern kitchen with stainless steel appliances, wooden cabinets, and built-in shelves.

15. Newely Remodeled Studio!

Newely Remodeled Studio!
Michigan City
9.0 out of 10, Wonderful, (26 reviews)
"It was amazing and close by the dunes for our National Park and hiking day. Nice area with lots of restaurants around, and the place was super clean and cozy!"
United States
JoC S.
The price is CA $134
CA $238 total
includes taxes & fees
Oct 4 - Oct 5
Newely Remodeled Studio!
A wicker chair on a wooden porch with a lantern and greenery in the background.

16. 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.
The price is CA $164
CA $316 total
includes taxes & fees
Oct 20 - Oct 21
Romantic Cozy Home in "America’s Nicest Town"
A covered pool area with seating and a sign indicating 'Pool Rules'.

17. 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.
The price is CA $637
CA $1,026 total
includes taxes & fees
Oct 5 - Oct 6
Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
A beach with clear water, a sandy shore, and a distant hill.

18. Rivers Edge Lofts - Unit 5

Rivers Edge Lofts - Unit 5
Niles
9.4 out of 10, Exceptional, (35 reviews)
"This place was amazing! Super nice, safe and secure, great communication. Fair price. I would definitely stay here again."
United States
Derek
The price is CA $115
CA $199 total
includes taxes & fees
Oct 4 - Oct 5
Rivers Edge Lofts - Unit 5
A hot tub with a control panel, a wooden wall, and a stone-like exterior.

19. 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.
The price is CA $177
CA $367 total
includes taxes & fees
Oct 27 - Oct 28
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
A grassy outdoor area with a large tree, a fire pit, and several blue Adirondack chairs.

20. Secluded Country Cabin

Secluded Country Cabin
Berrien Springs
10.0 out of 10, Exceptional, (81 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.
The price is CA $199
CA $255 total
includes taxes & fees
Oct 1 - Oct 2
Secluded Country Cabin
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
"We enjoyed our stay. The staff was so friendly. Room was very clean and quiet."
Donna 1-night trip
Posted less than an hour 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, 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 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Three Oaks vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Three Oaks vacation rentals we have selected for you start as low as CA $367 per night. Entering your travel dates in the search wizard 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. 

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.