Photo by Joel Holland

Three Oaks Holiday Rentals

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Holiday Rentals in Three Oaks

Ellie`s Cottage with Cherry Beach

8.6 out of 10, Excellent, (18)
"The property around the house was Very close to a lot of activities! "
Ellie`s Cottage with Cherry Beach

The Neighborhood Hotel - Grand Beach

4.0 star property
9.4 out of 10, Exceptional, (39)
"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

Sunset Dunes Vacation Villas

3.0 star property
10.0 out of 10, Exceptional, (1)
"This place was so cute !! Loved it for our short stay in MI with the family "
Sunset Dunes Vacation Villas

Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Extra Game Bldg

2.0 star property
10.0 out of 10, Exceptional, (4)
"WOW! Cannot say enough about this property besides our group will be returning. I came for a weekend away with 12 women and from the moment we arrived, we were welcomed and found everything we could have hoped for and more. The owner met us to show us around the HUGE property and made sure we had what we needed (wifi, thermostats, working the TVs, etc.). He even left a gift of local goodies and gave us great recs on nearby restaurants and hiking trails. After that personal touch, we all...
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Extra Game Bldg

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

9.6 out of 10, Exceptional, (209)
"Took my small work team up for our planning sesh and we hunkered down at the cozy Trolls Den and got ‘er done. It was priced great and gave us all we needed. The host staff even shoveled the snow off our porch and under our car!! The greater Beachwalk community is beautiful and idyllic with the fresh snow and bright colored homes - we even bundled up and took a walk down to Lake Michigan and through neighborhood. #greatteammemories!!! "
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

Modern home with large sun-room, firepit, grill, washer/dryer, & central AC

9.8 out of 10, Exceptional, (22)
"We really enjoyed this property with our group of eight adults. Plenty of room for all of us, and the home was well stocked and decorated nicely. It was very clean. The location is great - near Warren Dunes State Park, and local restaurants in Sawyer. Overall it was a nice experience and we would rent again."
Modern home with large sun-room, firepit, grill, washer/dryer, & central AC

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

9.2 out of 10, Wonderful, (60)
"This cottage was a lovely place for a weekend getaway for 3 adult siblings, spouses, and our dogs. The house was very clean and had an open floorplan that was conducive to visiting and playing board games. The kitchen was very thoroughly equipped. While the cottage is clearly geared towards summer rental, it was also lovely in the winter. It was warm and cozy and we loved the easy access to Lake Michigan, which was stunning in the ice and fresh snowfall. The only slight concern for us was that...
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

(3 Nt Min!) New Buffalo Home w/ Lake Views & Hot Tub!

8.4 out of 10, Very good, (22)
"We had a great time at this property in New Buffalo. The location was great - just know that in order to get to the beach and downtown, you need to walk around the marina. There is no cut through. The house was very clean and well maintained. There were plenty of starter supplies like towels, shampoo, dish soup, etc. The house didn’t include basic pantry items, but the listing was very clear on what was included and what wasn’t. The hot tub was fantastic - it was extremely clean and functional!...
(3 Nt Min!) New Buffalo Home w/ Lake Views & Hot Tub!

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!

9.0 out of 10, Wonderful, (40)
"This was a 4 day getaway to relax. While there is no water view from the property, a short walk and some steps led us to the perfect semiprivate beach. There were umbrellas, chairs and 2 kayaks available to use. Despite it being mid September, the water was swimmable and the temps were high 80s. We brought our dogs with us and they loved swimming in the water. I can't speak to how busy it is during the peak summertime, but we had the entire stretch to ourselves. Loved that! We got to meet the...
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!

38-Acres of Luxury: 9BR, Indoor Pool, Gym, Near ND

10.0 out of 10, Exceptional, (9)
"Our stay was wonderful! A great place for families with kids of all ages! They supply most all of your daily necessities, toilet paper, paper towels, bath towels, shampoos, any kitchen item you can think of… Various coffee makers, crockpots, etc., they have pack ‘n plays, extra sheets, towels & beach towels(located in the pool bathroom). A huge gym, with assorted balls provided, game room, and a large, beautiful pool area and hot tub. The amenities are endless, but most of all, this is a space...
The price is AU$2,970
includes taxes & fees
19 Feb - 20 Feb
38-Acres of Luxury: 9BR, Indoor Pool, Gym, Near ND

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

9.8 out of 10, Exceptional, (95)
"This was the second time we stayed at this house. It is well appointed and in a good location. We will definitely stay there again."
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Designer Luxury Cottage ~ Heated Community Pool ~ Walk to Beach & Town

10.0 out of 10, Exceptional, (77)
"Had a dad's weekend and really enjoyed this place. It was clean and perfect for what we were doing. The host was responsive and nice. Would definitely stay here again!"
Designer Luxury Cottage ~ Heated Community Pool ~ Walk to Beach & Town

~CBS Featured~ HUGE HOT TUB|CINEMA|Firepit

9.4 out of 10, Exceptional, (18)
"The property was everything it was listed to be. Communication with the owner was easy. The location was ideal as it was close to every place we needed to go within South Bend. We rnjoyed our stay and would recommend staying at this property. "
The price is AU$874
includes taxes & fees
20 Feb - 21 Feb
~CBS Featured~ HUGE HOT TUB|CINEMA|Firepit

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

9.0 out of 10, Wonderful, (74)
"The house was clean and quite adequate for our 3 day stay. We met Mr. Marshall when we arrived (he was there with a crew working on furniture and some repairs). He was very pleasant, as was the crew. We like to cook for ourselves. The stove was not completely functional -- shelves do not fit, and the interior needs a good cleaning. The towel rack above the second floor bathroom toilet is pulling of the wall and could use some attention. Rick Ginther (for the Ginther Siblings)"
The price is AU$1,280
includes taxes & fees
18 Feb - 19 Feb
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

Spacious, dog-friendly home with a gas fireplace, pool, hot tub, & golf carts

3.4 out of 10, (3)
"Not able to get into the house until 30 mins after check-in time due to the cleaning staff. When we did walk in, the house had a bad odor, like wet dog, or a dirty wet mop. Our children were so excited to use the swimming pool/hot tub, but when we arrived, both were unusable and the outside sitting area was a complete mess. The pool was filled with debris and a greenish color. There was mold/scum all over the steps/entrance into the pool that we had to scrub ourselves. The hot tub smelled like...
Spacious, dog-friendly home with a gas fireplace, pool, hot tub, & golf carts

Farmesque with a splash of modern

10.0 out of 10, Exceptional, (29)
"Quiet, clean and spacious house to gather with family and/or friends. "
The price is AU$718
includes taxes & fees
18 Feb - 19 Feb
Farmesque with a splash of modern

New Private Pool Opening May 2023, Hot Tub, Renovated Home, Ping Pong Table!

9.8 out of 10, Exceptional, (124)
"They make good use of the entire property. Very well located in New Buffalo. "
New Private Pool Opening May 2023, Hot Tub, Renovated Home, Ping Pong Table!

Breezy Pad, Close to the Lake, with Hot Tub

9.2 out of 10, Wonderful, (71)
"Was a great place to hang and relax for the night! Got to visit wineries in the day and cozy up in the hot tub in the evening, great location! "
The price is AU$300
includes taxes & fees
20 Feb - 21 Feb
Breezy Pad, Close to the Lake, with Hot Tub

Lake House Retreat on the water

9.8 out of 10, Exceptional, (58)
"Four retired couples, plenty of room and very comfortable. Would stay again. "
Lake House Retreat on the water

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

9.0 out of 10, Wonderful, (18)
"Me and my family stayed here on Thanksgiving it was so comfortable and cozy any very clean l will definitely will book again checking in process was very easy!"
VIP! LUXURY 4BD 5min to Lake Michigan beach Big 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

Blue Chip Casino Hotel and Spa

3.5 star property
8.0 out of 10, Very good, (1409)
"My wife and I are both casino enthusiasts therefore, I thought Blue Chip would be the perfect choice for a Valentine's Day celebration. We arrived at the property and were impressed by the architecture and overall property cleanliness. There was line for check-in however, the Casino provided 3 self check-in computers for customers. Upon arriving to our room, we were met with immaculate view of the opposite tower and the city. In addition we were impressed to have smoking room accommodations. We...
The price is AU$206
includes taxes & fees
18 Feb - 19 Feb
Blue Chip Casino Hotel and Spa

Four Winds Casino Resort – New Buffalo

3.5 star property
9.4 out of 10, Exceptional, (1080)
"Excellent - just wish they had indoor pool and hot tub!"
The price is AU$181
includes taxes & fees
24 Feb - 25 Feb
Four Winds Casino Resort – New Buffalo

The Inn At Harbor Shores

3.5 star property
"The property itself was wonderful. The restaurant and bar hours however left even a non drinker disappointed. Last call before 8pm."
The price is AU$220
includes taxes & fees
24 Feb - 25 Feb
The Inn At Harbor Shores
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.

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?

BEACHFRONT LAKE MICHIGAN w/Lookout Tower & Lake Views - Sleeps 13: This holiday home rental outside of Three Oaks is located on the beach, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

How many holiday rentals will I find in Three Oaks?

Choose from 71 Expedia holiday rentals in Three Oaks for a memorable holiday.

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

Enjoy the outdoors at Warren Woods State Park 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 Kesling Nature Preserve.

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.