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

Three Oaks Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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, (81 reviews)
"Great to walk to town. Nice area to road bike etc."
United States
jeffrey
$265 nightly
The price is $265
Sep 28 - Sep 29
Total with taxes and fees
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.
$271 nightly
The price is $286
Oct 5 - Oct 6
Total with taxes and fees
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.
$403 nightly
The price is $415
Oct 6 - Oct 7
Total with taxes and fees
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, (7 reviews)
"Amazing location, very cute cabin, was the perfect place to stay for a cozy fall weekend."
United States
Sam A.
$374 nightly
The price is $395
Oct 15 - Oct 16
Total with taxes and fees
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.
$202 nightly
The price is $227
Sep 28 - Sep 29
Total with taxes and fees
Be Our -Country- Guest

6. 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, (16 reviews)
"Great property with excellent location to all downtown activities as well as the beach."
United States
christian s.
$407 nightly
The price is $419
Sep 30 - Oct 1
Total with taxes and fees
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
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.
$569 nightly
The price is $577
Oct 7 - Oct 8
Total with taxes and fees
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
A spacious living area with a wooden staircase, a sofa, a patterned armchair, and a wall with a 'celebrate family memories' sign.

8. 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, (30 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.
$369 nightly
The price is $413
Oct 3 - Oct 4
Total with taxes and fees
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
A covered pool area with seating and a sign indicating 'Pool Rules'.

9. 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.
$649 nightly
The price is $685
Sep 28 - Sep 29
Total with taxes and fees
Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
A modern kitchen with a large island, stainless steel appliances, and a unique ceiling design.

10. Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
New Buffalo
10.0 out of 10, Exceptional, (26 reviews)
"Perfect stay! The house was spotless, stylish, and located perfectly. Tori was incredibly responsive. Highly recommended"
United States
kimberly b.
$648 nightly
The price is $648
Sep 27 - Sep 28
Total with taxes and fees
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
A modern kitchen with stainless steel appliances, a wooden island, and a dining area with white chairs.

11. 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.
$383 nightly
The price is $391
Sep 30 - Oct 1
Total with taxes and fees
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
A living room with a stone fireplace, a grey sofa, a coffee table, and large windows with curtains.

12. Spacious 5-Bedroom Sawyer Farmhouse Retreat

Spacious 5-Bedroom Sawyer Farmhouse Retreat
Sawyer
9.6 out of 10, Exceptional, (34 reviews)
"Property was very spacious and extremely clean!"
United States
Kelly P.
$314 nightly
The price is $326
Oct 19 - Oct 20
Total with taxes and fees
Spacious 5-Bedroom Sawyer Farmhouse Retreat
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.
$245 nightly
The price is $245
Sep 27 - Sep 28
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.

14. 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)
"The home was exactly what we needed for the family trip."
United States
Allison A.
$345 nightly
The price is $351
Sep 27 - Sep 28
Total with taxes and fees
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
A wooden deck with a bench and two chairs, overlooking a body of water and trees.

15. Private Beach Steps to the Lake.

Private Beach Steps to the Lake.
Union Pier
10.0 out of 10, Exceptional, (97 reviews)
"Great stay for a week by the beach with family! Perfect location to walk right down to the beach each day. Excited to come back one day!"
United States
Jalen W.
$1,029 nightly
The price is $1,029
Oct 5 - Oct 6
Total with taxes and fees
Private Beach Steps to the Lake.
A waterfront property with a dock, a large tree, and a house with a balcony overlooking the water.

16. 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, (36 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.
$376 nightly
The price is $388
Sep 29 - Sep 30
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.

17. 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)
"We had a wonderful moms/dayghters weekend away. The house was perfect for us as 3 moms and daughters - each having our own space and the college girls getting the bunk room to share stories and giggle as much as they desired. It’s a great location for visiting wineries and relaxing after a long semester/fall. "
United States
Anne S.
$954 nightly
The price is $1,007
Sep 28 - Sep 29
Total with taxes and fees
River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
A beach with footprints leading to a wooden post, and the sun setting over the ocean.

18. 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
$431 nightly
The price is $443
Oct 5 - Oct 6
Total with taxes and fees
Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a blue rug.

19. 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, (5 reviews)
"Came for 50th birthday with family! Everything was perfect and great location "
United States
Jennifer W.
$384 nightly
The price is $406
Oct 8 - Oct 9
Total with taxes and fees
Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly

20. Weko Beach Retreat - Hot Tub, Fire Pit, Near Lake Michigan

Weko Beach Retreat - Hot Tub, Fire Pit, Near Lake Michigan
Bridgman
10.0 out of 10, Exceptional, (26 reviews)
"Everything was in tip top shape and very clean. The hostess was very easy to communicate with and accommodating. We had a great time!"
United States
Julia
$427 nightly
The price is $427
Sep 27 - Sep 28
Total with taxes and fees
Weko Beach Retreat - Hot Tub, Fire Pit, Near Lake Michigan
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

Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent
"A good choice if you are hanging out by the casino."
Brent 1-night trip
Posted 5 hours ago
Holiday Inn Express & Suites New Buffalo by IHG

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 $199 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 Bob-A-Ron Lake and Chikaming Township Park and Preserve, or simply take in cultural attractions like The Acorn and Acorn Theater. Other places in town to visit include Warren Woods State Park and Cherry Beach.

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.