Three Oaks Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Three Oaks vacation rentals

Interior
Stay in downtown Three Oaks overlooking the main street!

Apartment in Three Oaks

Stay in downtown Three Oaks overlooking the main street!
9.8 out of 10, Exceptional, (162)
"Had a nice stay, in this nice, clean and spacious Vrbo. "
United States
Matthew W.
The price is ￥22,596
￥45,939 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Stay in downtown Three Oaks overlooking the main street!
Terrace/patio
The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount

Vacation Home in Three Oaks

The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount
10.0 out of 10, Exceptional, (70)
"Great accommodations for a weekend girls’ trip!"
United States
Robert P.
The price is ￥36,841
￥57,843 total
includes taxes & fees
Dec 26 - Dec 27
The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount
Terrace/patio
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!

Vacation Home in Three Oaks

Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
10.0 out of 10, Exceptional, (26)
"The property is everything the pictures show.Easy in and out. Great location."
United States
cathy m.
The price is ￥27,165
￥63,297 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
Fridge, microwave, oven, stovetop
Butternut House

Vacation Home in Three Oaks

Butternut House
9.6 out of 10, Exceptional, (5)
"Nice stay. Very friendly hosts and response time was great. Good communication. The house is a good size but there is only window A/C units which were kind of noisy for some of us to sleep well. "
United States
Scott F.
The price is ￥37,426
￥61,503 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Butternut House
Exterior
Rivers Edge Lofts - Unit 10

Apartment in Niles

Rivers Edge Lofts - Unit 10
9.4 out of 10, Exceptional, (37)
"We really enjoyed our experience."
United States
sean b.
Rivers Edge Lofts - Unit 10
Exterior
Hot Tub! Fire Pit! Gas Fire Table! Game Garage!

Cottage in South Bend

Hot Tub! Fire Pit! Gas Fire Table! Game Garage!
9.8 out of 10, Exceptional, (6)
"Very spacious house and well kept"
United States
Gabino B.
The price is ￥18,891
￥79,146 total
includes taxes & fees
Dec 28 - Dec 29
Hot Tub! Fire Pit! Gas Fire Table! Game Garage!
Exterior
Equipped Studio | Free Daily Breakfast, Indoor Pool + Fitness Center

Condo in Benton Harbor

Equipped Studio | Free Daily Breakfast, Indoor Pool + Fitness Center
2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean, nice breakfast. No hot tub and remote for tv didnt work. Otherwise good. Amazingly clean. "
United States
Amanda M.
The price is ￥16,251
￥21,161 total
includes taxes & fees
Dec 27 - Dec 28
Equipped Studio | Free Daily Breakfast, Indoor Pool + Fitness Center
Beach nearby
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago

Vacation Home in Michigan City

Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
9.8 out of 10, Exceptional, (14)
"It was very cozy and perfect! "
United States
Tommy W.
The price is ￥14,051
￥25,354 total
includes taxes & fees
Dec 28 - Dec 29
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
Exterior
Adler House: A charming South Bend escape. - Blue Room

Vacation Home in West Washington

Adler House: A charming South Bend escape. - Blue Room
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful house in a beautiful neighborhood. I got in late but was able to walk to the Studebaker house for dinner at the tap room, definitely recommend. Check-in was easy and had everything I needed for a great night of sleep on my road trip. If I make it back to SB sometime I would absolutely stay again."
United States
Stephen B.
The price is ￥10,772
￥15,979 total
includes taxes & fees
Dec 29 - Dec 30
Adler House: A charming South Bend escape. - Blue Room
Fridge, microwave, oven, stovetop
Walk to ND | Playroom | Pizza Oven & Firepit | Gym

Vacation Home in Northshore Triangle

Walk to ND | Playroom | Pizza Oven & Firepit | Gym
2.0 star property
10.0 out of 10, Exceptional, (6)
The price is ￥10,549
￥60,763 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Walk to ND | Playroom | Pizza Oven & Firepit | Gym
Fridge, microwave, oven, stovetop
Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex

Vacation Home in Michigan City

Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex
2.0 star property
10.0 out of 10, Exceptional, (5)
"Great option for a quick weekend trip to the Dunes. Clean, comfy and good communication from the host."
United States
Dillon K.
The price is ￥16,080
￥42,595 total
includes taxes & fees
Dec 28 - Dec 29
Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex
Fridge, microwave, oven, stovetop
Charming Retreat on Quiet Street, close to Notre Dame and DTSB

Vacation Home in South Bend

Charming Retreat on Quiet Street, close to Notre Dame and DTSB
2.0 star property
9.8 out of 10, Exceptional, (8)
"Super clean place. Everything is there. Host is very responsive and helpful. "
United States
Steve F.
The price is ￥18,266
￥39,498 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Charming Retreat on Quiet Street, close to Notre Dame and DTSB
Terrace/patio
Romantic Cozy Home in "America’s Nicest Town"

Vacation Home in Buchanan

Romantic Cozy Home in "America’s Nicest Town"
9.8 out of 10, Exceptional, (14)
"Was the perfect location for our trip to Niles/Buchanan area "
United States
Kathy J.
The price is ￥16,080
￥33,047 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Romantic Cozy Home in "America’s Nicest Town"
TV, fireplace, books, stereo
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

Vacation Home in Michigan City

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
8.6 out of 10, Excellent, (88)
"nice location near the dunes had a beautiful view of the sunset"
United States
ron m.
The price is ￥17,954
￥68,718 total
includes taxes & fees
Dec 29 - Dec 30
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
Property grounds
Hot Tub | Game Rooms | Coffee | Sleeps 16 | N64

Vacation Home in Keller Park

Hot Tub | Game Rooms | Coffee | Sleeps 16 | N64
10.0 out of 10, Exceptional, (12)
"I really enjoyed my stay. it's been great. I'll definitely be recommending it to my friends!"
United States
Sarah
The price is ￥23,519
￥61,979 total
includes taxes & fees
Dec 29 - Dec 30
Hot Tub | Game Rooms | Coffee | Sleeps 16 | N64
Interior
Cozy warm cottage in the woods

Cabin in Niles

Cozy warm cottage in the woods
10.0 out of 10, Exceptional, (4)
"Very cute place to stay. Melissa and her husband are great! "
United States
Kathleen S.
The price is ￥19,493
￥28,927 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Cozy warm cottage in the woods
Exterior
ND Irish homestead, mins away from ND Stadium, Memorial Hospital

Vacation Home in River Park

ND Irish homestead, mins away from ND Stadium, Memorial Hospital
9.8 out of 10, Exceptional, (27)
"Pet friendly, clean."
United States
James P.
The price is ￥13,348
￥32,946 total
includes taxes & fees
Dec 30 - Dec 31
ND Irish homestead, mins away from ND Stadium, Memorial Hospital
Exterior
Rivers Edge Lofts - Unit 5

Apartment in Niles

Rivers Edge Lofts - Unit 5
9.4 out of 10, Exceptional, (27)
"Nice room, pleasant amenities"
United States
Chad G.
The price is ￥12,468
￥21,548 total
includes taxes & fees
Dec 28 - Dec 29
Rivers Edge Lofts - Unit 5
Fridge, microwave, oven, stovetop
Heart of Historical Dist.*Parking*Claw Tub*A/C #4

Apartment in Michigan City

Heart of Historical Dist.*Parking*Claw Tub*A/C #4
10.0 out of 10, Exceptional, (7)
"This was the perfect place for a weekend getaway! Convenient location, clean apartment, and very responsive hosts. You can tell they put in a lot of effort and passion into their property. "
United States
Danielle S.
The price is ￥14,199
￥35,887 total
includes taxes & fees
Dec 26 - Dec 27
Heart of Historical Dist.*Parking*Claw Tub*A/C #4
Fridge, microwave, oven, stovetop
The Boutique at Midtown Central / Hot Tub / Pet Friendly

Vacation Home in Michigan City

The Boutique at Midtown Central / Hot Tub / Pet Friendly
9.8 out of 10, Exceptional, (11)
"We loved staying here. Jason was a great communicator and made sure our needs were met. Plenty of beds for our family of 8 adults. 10 minutes to the national park and its pristine beaches. "
United States
Cindy W.
The Boutique at Midtown Central / Hot Tub / Pet Friendly
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

The Boulevard Inn & Bistro

The Boulevard Inn & Bistro

10/10 Excellent
"The room was spotless and breakfast was an unexpected treat. Staff was amazing. "
Calvin 2-night trip
Posted 12 hours ago
The Boulevard Inn & Bistro

Find out more about Three Oaks

Search for holiday rentals in Three Oaks on Expedia! You can easily find your home rentals, villas, holiday apartments in Three Oaks using one of the methods below:

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Look no further and take a look at our great range of rental properties in Three Oaks!

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?

The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown: Visitors give good reviews to this Three Oaks vacation home rental, which is located in the city center and has a patio, a hot tub, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Three Oaks?

Choose from 73 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 Vickers Theatre. Other places in town to visit include Warren Woods State Park and Younger Family 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.