Three Oaks Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Three Oaks

Terrace/patio
The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount

Holiday Home in Three Oaks

10.0 out of 10, Exceptional, (69)
"Great accommodations for a weekend girls’ trip!"
United States
Robert P.
The price is HK$1,431
HK$2,339 total
includes taxes & fees
4 Dec - 5 Dec
The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount
Interior
Stay in downtown Three Oaks overlooking the main street!

Apartment in Three Oaks

9.8 out of 10, Exceptional, (161)
"Great location in town where we could walk anywhere. Nicely-decorated interior with lots of room for our family."
United States
Ray
The price is HK$1,079
HK$2,234 total
includes taxes & fees
7 Dec - 8 Dec
Stay in downtown Three Oaks overlooking the main street!
Smart TV
The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown

Holiday Home in Three Oaks

10.0 out of 10, Exceptional, (77)
"Nice little house in great location. Clean and comfortable!"
United States
susan s.
The price is HK$1,374
HK$2,251 total
includes taxes & fees
4 Dec - 5 Dec
The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown
Terrace/patio
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!

Holiday Home in Three Oaks

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 HK$1,417
HK$3,230 total
includes taxes & fees
8 Dec - 9 Dec
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
Fridge, microwave, oven, stovetop
Easy walk to downtown Three Oaks

Holiday Home in Three Oaks

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 HK$1,868
HK$3,109 total
includes taxes & fees
7 Dec - 8 Dec
Easy walk to downtown Three Oaks
Fridge, microwave, oven, stovetop
Poplar Place - 3 BR - Hot Tub - Steps from Downtown

Holiday Home in Three Oaks

10.0 out of 10, Exceptional, (14)
"Great location, easy walk to Three Oaks, comfortable, clean, well furnished and cozy! Awesome!"
United States
BRIAN C.
The price is HK$1,716
HK$2,758 total
includes taxes & fees
11 Dec - 12 Dec
Poplar Place - 3 BR - Hot Tub - Steps from Downtown
Exterior
Rivers Edge Lofts - Unit 10

Apartment in Niles

9.4 out of 10, Exceptional, (37)
"We really enjoyed our experience."
United States
sean b.
The price is HK$637
HK$1,105 total
includes taxes & fees
4 Dec - 5 Dec
Rivers Edge Lofts - Unit 10
Smart TV, fireplace, table football, books
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Holiday Home in Michigan City

9.4 out of 10, Exceptional, (31)
"Nice"
United States
Maryellen W.
The price is HK$615
HK$2,755 total
includes taxes & fees
5 Dec - 6 Dec
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
Exterior
Rivers Edge Lofts - Unit 3

Apartment in Niles

9.0 out of 10, Wonderful, (10)
"Clean, cute, and comfortable. Couldn't ask for anything more."
United States
phillip p.
The price is HK$662
HK$1,109 total
includes taxes & fees
6 Dec - 7 Dec
Rivers Edge Lofts - Unit 3
Beach nearby
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago

Holiday Home in Michigan City

9.8 out of 10, Exceptional, (13)
"It was very cozy and perfect! "
United States
Tommy W.
The price is HK$701
HK$1,264 total
includes taxes & fees
4 Dec - 5 Dec
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
Fridge, microwave, oven, stovetop
Walk to ND | Playroom | Pizza Oven & Firepit | Gym

Holiday Home in Northshore Triangle

2.0 star property
10.0 out of 10, Exceptional, (5)
The price is HK$772
HK$3,353 total
includes taxes & fees
16 Dec - 17 Dec
Walk to ND | Playroom | Pizza Oven & Firepit | Gym
Exterior
Equipped Studio | Free Daily Breakfast, Indoor Pool + Fitness Center

Condo in Benton Harbor

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 HK$751
HK$990 total
includes taxes & fees
1 Jan - 2 Jan 2026
Equipped Studio | Free Daily Breakfast, Indoor Pool + Fitness Center
Exterior
Orange Room - Stunning Renovated Historic Home

Holiday Home in West Washington

2.0 star property
The price is HK$452
HK$699 total
includes taxes & fees
7 Dec - 8 Dec
Orange Room - Stunning Renovated Historic Home
Fridge, microwave, oven, stovetop
Grand Reunion House 1 / Hot Tub / Pet Friendly / Duplex

Holiday Home in Michigan City

2.0 star property
9.8 out of 10, Exceptional, (7)
"We had a great stay! Jason was quick to respond to any messages and sent us detailed communications leading up to our stay. Space was perfect for me, my husband, and our two dogs. Location is super close to the beach, casino, and outlet shopping. Would for sure recommend!"
United States
Missy S.
The price is HK$779
HK$2,099 total
includes taxes & fees
4 Dec - 5 Dec
Grand Reunion House 1 / Hot Tub / Pet Friendly / Duplex
Fridge, microwave, oven, stovetop
Charming Retreat on Quiet Street, close to Notre Dame and DTSB

Holiday Home in South Bend

2.0 star property
10.0 out of 10, Exceptional, (7)
"Super clean place. Everything is there. Host is very responsive and helpful. "
United States
Steve F.
The price is HK$876
HK$1,920 total
includes taxes & fees
4 Dec - 5 Dec
Charming Retreat on Quiet Street, close to Notre Dame and DTSB
Smart TV
Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown

Holiday Home in New Buffalo

9.6 out of 10, Exceptional, (5)
"We really loved this house! Comfy beds, fun amenities (the converted garage hangout space is fabulous), great design/layout with plenty of room for everyone to spread out or all be together. The backyard was great, too! The location felt secluded, but everything is only a few minutes drive away."
United States
Jeana H.
The price is HK$720
HK$3,730 total
includes taxes & fees
7 Dec - 8 Dec
Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown
Beach
Singing Sands Trl | Hot Tub Retreat | Dogs OK

Holiday Home in Michigan City

9.8 out of 10, Exceptional, (23)
"We stayed for four nights with four children - the house was clean, well stocked with essentials for cooking and cleaning, and the kids loved the smore station and playing in the back yard. "
United States
Jill B.
The price is HK$740
HK$1,791 total
includes taxes & fees
4 Dec - 5 Dec
Singing Sands Trl | Hot Tub Retreat | Dogs OK
Interior
Game Day Made Easy! Apt 2 Mi to Notre Dame Stadium

Apartment in Near Northwest

3.0 star property
The price is HK$763
HK$2,515 total
includes taxes & fees
14 Dec - 15 Dec
Game Day Made Easy! Apt 2 Mi to Notre Dame Stadium
Fridge, microwave, oven, stovetop
Brand New Cottage Walkable to All Downtown Michigan City & Beach!

Cottage in Michigan City

9.8 out of 10, Exceptional, (16)
"Beautiful and feels like home! Great location too! "
United States
Michelle T.
The price is HK$841
HK$2,293 total
includes taxes & fees
4 Dec - 5 Dec
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Outdoor dining
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach

Holiday Home in Downtown New Buffalo

10.0 out of 10, Exceptional, (19)
"Great stay, loved the place!"
United States
Ryan J.
The price is HK$728
HK$2,758 total
includes taxes & fees
17 Dec - 18 Dec
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
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

Doubletree Hotel South Bend

Doubletree Hotel South Bend

10/10 Excellent
"Clean rooms, easy access to all needs, employees super friendly and helpful."
James 3-night trip
Posted 14 hours ago
Doubletree Hotel South Bend

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:

  • View our selection of featured holiday rentals in Three Oaks
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  • Enter your travel dates to view the best deals on holiday rentals in Three Oaks while they last

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

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?

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.: This holiday home rental outside of Three Oaks offers a balcony, a selection of games and a BBQ 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 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 Warren Woods State Park and Three Oaks Township Hall.

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.