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Three Oaks Holiday Rentals

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Holiday Rentals in Three Oaks

Cozy Cottage close to the Lake

9.6 out of 10, Exceptional, (49)
"This is a great spot for visiting Warren Dunes State Park and beach, Journeyman Distillery and various wineries. "
Cozy Cottage close to the Lake

2025/2026 Open! - Colossal Loft in Three Oaks. 2 Night Summer Minimum

8.0 out of 10, Very good, (2)
"Great and amazing place. Right next to the Journeyman distillery. We went to the beach 2 days, which was a short drive away. Made dinner the last night, used the grill and enjoyed time with friends."
2025/2026 Open! - Colossal Loft in Three Oaks. 2 Night Summer Minimum

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (55)
"Had a wonderful stay at cottage 13, all necessary amenities were available and nice quaint location. Very nice stay overall. "
The Neighborhood Hotel - Grand Beach

Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

10.0 out of 10, Exceptional, (72)
"This house is a great setup and well taken care of. The owners are very responsive and location is close to everything."
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

Sunset Dunes Vacation Villas

3.0 star property
10.0 out of 10, Exceptional, (8)
"This is an attractive, comfortable, well-maintained, and conveniently located rental. We enjoyed our stay and would stay here again."
Sunset Dunes Vacation Villas

Cozy Cottage with view of Lake Michigan

10.0 out of 10, Exceptional, (45)
"A very nice little house near the lake. Greg is a great host."
Cozy Cottage with view of Lake Michigan

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

10.0 out of 10, Exceptional, (194)
"We loved our stay here. I can’t wait to come back in the summer months"
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

9.4 out of 10, Exceptional, (116)
"Very nice relaxing stay. "
The price is AU$372
includes taxes & fees
2 Sept - 3 Sept
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

Treehouse Bungalow- Quaint and Cozy Getaway!

8.8 out of 10, Excellent, (49)
"Unsafe parking, uncomfortable couch and beds. We didn’t stay the night due to the poor conditions."
The price is AU$679
includes taxes & fees
12 Aug - 13 Aug
Treehouse Bungalow- Quaint and Cozy Getaway!

Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!

10.0 out of 10, Exceptional, (168)
"This property is beautiful with a lot of space, bedrooms, and bathrooms. The location was perfect for walking to the beach, restaurants, and shopping. Can't wait to visit again!"
Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!

7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!

9.0 out of 10, Wonderful, (61)
"We had a fantastic time together."
7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!

Breezy Pad, Close to the Lake, with Hot Tub

9.2 out of 10, Wonderful, (89)
"We had a great time and appreciated the little touches that made our stay great! "
The price is AU$465
includes taxes & fees
14 Aug - 15 Aug
Breezy Pad, Close to the Lake, with Hot Tub

Kid-friendly Michiana cottage! Summer dates open - including 4th of July!

10.0 out of 10, Exceptional, (56)
"Loved this place and so clean and perfect for our girls weekend!"
Kid-friendly Michiana cottage! Summer dates open - including 4th of July!

2 Miles from NOTRE DAME, Brand New Spacious House!

8.6 out of 10, Excellent, (18)
"Property is very nice and clean. Very close to Norte dame. Great place to stay for a game day!"
The price is AU$622
includes taxes & fees
12 Aug - 13 Aug
2 Miles from NOTRE DAME, Brand New Spacious House!

Spacious home near nightlife, beaches, dunes, zoo, and Lake Michigan charters.

7.6 out of 10, Good, (22)
"Had a great time and enjoyed our stay "
Spacious home near nightlife, beaches, dunes, zoo, and Lake Michigan charters.

Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

9.2 out of 10, Wonderful, (65)
"Had the best weekend at this house. The house was clean, updated, and had everything we could need. Will be staying again. "
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

3BR Condo Close To The Beach! In/OutDoor Pools

10.0 out of 10, Exceptional, (96)
"Lovely condo in great location"
3BR Condo Close To The Beach! In/OutDoor Pools

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

8.6 out of 10, Excellent, (83)
"Great house, beautiful view, very clean"
The price is AU$960
includes taxes & fees
25 Aug - 26 Aug
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

9.8 out of 10, Exceptional, (111)
"The house was super clean and had everything we could have needed! Super nice house for the area and more than enough parking for a large group!"
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room

10.0 out of 10, Exceptional, (209)
"We had a great stay; the layout was great for our family vacation."
Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room
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

Frequently asked questions

Can I find holiday rentals in Three Oaks?

Yes, there are holiday rentals close to the most popular sights in Three Oaks, or you can select a more secluded option if you're looking for a relaxing stay. Three Oaks is known for its waterfront.

What are some of the best holiday rentals that Three Oaks has to offer?

Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants : This holiday home rental outside of Three Oaks is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a terrace and a garden so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Three Oaks?

Choose from 74 Expedia holiday rentals in Three Oaks for a memorable holiday.

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

Enjoy the outdoors at Lake Louise and Cherry Beach, 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 holiday rental in Three Oaks like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Three Oaks. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a small group gathering.