Photo by Joel Holland

Three Oaks Holiday Rentals

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Holiday Rentals in Three Oaks

Ellie`s Cottage with Cherry Beach
Exterior

Ellie`s Cottage with Cherry Beach

8.6 out of 10, Excellent, (17)
"A no frills lake house experience. We enjoyed most of our trip at the beach and surrounding attractions. There were beach items available for use which was helpful. This is a quiet area (except the house next door was under construction with workers daily during our time). Nevertheless we enjoyed our time."
Ellie`s Cottage with Cherry Beach
Breezy Pad, Close to the Lake, with Hot Tub
Smart TV, DVD player, books

Breezy Pad, Close to the Lake, with Hot Tub

9.0 out of 10, Wonderful, (67)
"We had a wonderful girls weekend! The house was perfect for the four of us. "
The price is HK$918
HK$1,534 total
includes taxes & fees
25 Nov - 26 Nov
Breezy Pad, Close to the Lake, with Hot Tub
Hot tub and Golf Cart 6 bedrooms plus coach house.
Dining

Hot tub and Golf Cart 6 bedrooms plus coach house.

10.0 out of 10, Exceptional, (165)
"As a repeat visitor the home and hospitality offered by our host continues to amaze as the cleanliness and comfort at their home. Enjoyed thoroughly and will be back!!"
Hot tub and Golf Cart 6 bedrooms plus coach house.
Newly Renovated City Escape with a private hot tub
Outdoor spa tub

Newly Renovated City Escape with a private hot tub

9.4 out of 10, Exceptional, (31)
"Great location. Nice Place"
Newly Renovated City Escape with a private hot tub
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Beach nearby, sun-loungers

1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

9.2 out of 10, Wonderful, (57)
"Great set up with both cottages. Everyone loved their bedrooms and the common areas were great for having everyone together. Our host was very accommodating and easy to communicate with. I would recommend this property to anyone."
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
Pool

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

9.6 out of 10, Exceptional, (207)
"We spent two wonderful days with friends at Indiana Dunes. We loved the house, the village, proximity to the beach, the area restaurants and a winery that was a delight to spend a quiet afternoon at. "
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool
Outdoor pool, a heated pool

VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool

9.0 out of 10, Wonderful, (16)
"We had a great time (10 of us) staying in this house! The pool was a hit for the kids and adults and we spent a lot of time sitting outside. Super close to the beach. Beds were comfortable and plenty of space for all. The host was helpful and responded quickly. (The road in front of the house is busy and people drive quite fast so just be mindful if you bring pets or little ones!)"
The price is HK$895
HK$3,984 total
includes taxes & fees
24 Nov - 25 Nov
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
Outdoor pool, a heated pool

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

9.2 out of 10, Wonderful, (52)
"This was the perfect place for our girls weekend. The house is cozy and comfortable. The best part of this vacation home is the host. Communication with her is excellent, and she is so accommodating and kind. We loved how close to town we were yet still able to enjoy a relaxing and quiet neighborhood. We sat and watched 2 deer visit us each day. They seemed to be part of the neighborhood. We went to the beach and enjoyed the view of the water and then walked some trails at one of the nearby...
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
Steps from the beach! Pet friendly. Awesome amenities and great location.
Miscellaneous

Steps from the beach! Pet friendly. Awesome amenities and great location.

10.0 out of 10, Exceptional, (237)
"A short drive from chicago but a perfect escape from the city. Great property for a quick trip with family and our dog to enjoy walks on the beach and s’mores in the backyard. The pool table and air hockey have the teens plenty to do! Would stay here again!"
Steps from the beach! Pet friendly. Awesome amenities and great location.
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
On the beach, sun-loungers

BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES

9.6 out of 10, Exceptional, (306)
"We stayed here for the weekend. We are originally from Michigan City and it was great to have a place to stay nearby that was not a hotel. The arcade games were a nice touch. Didn’t get a chance to use the hot tub, but it was an added bonus. Everything was clean and in good working order. Would definitely stay here again! "
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards
Interior

Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

9.8 out of 10, Exceptional, (130)
"Our group had a wonderful time in this spacious, comfortable house. Great Lake House!! Thanks "
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards
The Neighborhood Hotel - Grand Beach
Beach nearby, beach towels

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (38)
"Overall the place is wonderful and we enjoyed the amenities. My teenaged boys enjoyed the game room, pool at night, beach, fire pit. I loved the bed, having a kitchenette, and the coffeemaker. Much better than a typical hotel version. I’d caution using suite 10 for more than two people. The sleeper was what you’d expect a sleeper to be - not comfortable! The bed is amazing though. The bathroom could use more hooks for drying beachwear. I think instructions or information in general could be...
The Neighborhood Hotel - Grand Beach
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Beach

Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5

9.8 out of 10, Exceptional, (179)
"This was a great little get away for our 21st Anniversary. Very clean and neat. Everything we needed!"
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Scenic Southwest Michigan Awaits!
Fridge, microwave, oven, stovetop

Scenic Southwest Michigan Awaits!

10.0 out of 10, Exceptional, (109)
"The property was very nice and cozy. Everything was clean and the ownerscwere very responsive to questions and were very accommodating to requests. "
The price is HK$778
HK$1,339 total
includes taxes & fees
1 Dec - 2 Dec
Scenic Southwest Michigan Awaits!
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!
Exterior

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

9.8 out of 10, Exceptional, (90)
"We had a perfect stay. Big enough for lots of us, super well taken care of and not too terribly far from campus!"
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Property grounds

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

9.4 out of 10, Exceptional, (98)
"Beautiful location and great access to the beach.We will come back in the summer to enjoy the beach more. Wildlife lovers will really enjoy this place. Very affordable."
The price is HK$973
HK$1,918 total
includes taxes & fees
25 Nov - 26 Nov
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
WEEKEND RESTORATION: Hot Tub - Fire Pit - Walk to Lake Michigan - Grand Beach
TV, fireplace, DVD player

WEEKEND RESTORATION: Hot Tub - Fire Pit - Walk to Lake Michigan - Grand Beach

9.8 out of 10, Exceptional, (86)
"Place was really lovely, we loved staying here and would absolutely come back. Thanks!"
WEEKEND RESTORATION: Hot Tub - Fire Pit - Walk to Lake Michigan - Grand Beach
Collect Moments Not Things
Fridge, microwave, oven, dishwasher

Collect Moments Not Things

9.2 out of 10, Wonderful, (16)
"Property was close to the beach and clean. It was conveniently situated. Host was very helpful and accommodating. "
Collect Moments Not Things
Stunning Retreat,Amazing Lake Views,Hot Tub,Fire Pit,Game Room,Screened porch
Outdoor dining

Stunning Retreat,Amazing Lake Views,Hot Tub,Fire Pit,Game Room,Screened porch

10.0 out of 10, Exceptional, (197)
"This house is larger than the photos show it. The main room and basement room are very large. It's very well stocked with just about everything you could need. One of the nicest VRBO's that any of us had stayed at. The house was perfect for our reunion and added so much to our enjoyment of the weekend. Our host made check-in a breeze and happily and promptly answered my questions leading up to our trip. Didn't want to leave! "
Stunning Retreat,Amazing Lake Views,Hot Tub,Fire Pit,Game Room,Screened porch
(2025 Open!) New Buffalo Home With Private Heated Pool!
Fridge, microwave, oven, stovetop

(2025 Open!) New Buffalo Home With Private Heated Pool!

9.2 out of 10, Wonderful, (31)
"We had a great time, loved the location so much and the process was very easy! "
(2025 Open!) New Buffalo Home With Private Heated Pool!
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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Other types of properties in Three Oaks you may be interested in

Ellie`s Cottage with Cherry Beach
Exterior

Ellie`s Cottage with Cherry Beach

8.6 out of 10, Excellent, (17)
"A no frills lake house experience. We enjoyed most of our trip at the beach and surrounding attractions. There were beach items available for use which was helpful. This is a quiet area (except the house next door was under construction with workers daily during our time). Nevertheless we enjoyed our time."
Ellie`s Cottage with Cherry Beach
Blue Chip Casino Hotel and Spa
Indoor pool

Blue Chip Casino Hotel and Spa

3.5 star property
8.0 out of 10, Very good, (1296)
"I like the pool"
The price is HK$703
HK$892 total
includes taxes & fees
24 Nov - 25 Nov
Blue Chip Casino Hotel and Spa
Doubletree Hotel South Bend
Lobby

Doubletree Hotel South Bend

4.0 star property
7.8 out of 10, Good, (1002)
"Perfect spot to stay while visiting Notre Dame. Just a quick Uber ride away. "
The price is HK$630
HK$724 total
includes taxes & fees
1 Dec - 2 Dec
Doubletree Hotel South Bend
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.
Beautiful view of the beach with palm trees

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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?

Ellie`s Cottage with Cherry Beach: This highly rated holiday home rental in Three Oaks offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Three Oaks?

Choose from 72 Expedia holiday rentals in Three Oaks for a memorable holiday.

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

Enjoy the outdoors at Cherry Beach and Warren Woods State Park, or simply take in cultural attractions like The Acorn and Vickers Theatre. St. Julian Winery - Union Pier Tasting Room and Round Barn Union Pier Tasting Room are a couple of places you'll find in the wider area.

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.