A brick building with a sign reading "Three Oaks."

Three Oaks Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Three Oaks vacation rentals

Terrace/patio

1. Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
Three Oaks
9.4 out of 10, Exceptional, (73 reviews)
"Very cute place close to the acorn. We will book again! Thanks for hosting us!"
United States
Cassie R.
The price is AED 716
AED 1,028 total
includes taxes & fees
10 Aug - 11 Aug
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
2 bedrooms, desk, iron/ironing board, travel crib

2. Cozy 2 bed - Steps to Journeyman - Pets OK - Fast Wi-Fi

Cozy 2 bed - Steps to Journeyman - Pets OK - Fast Wi-Fi
Three Oaks
10.0 out of 10, Exceptional, (1 review)
"This was my first VRBO experience and was honestly the best decision I ever made on a whim. The property was clean, the host answered my questions, and the photos were accurate. Though small, the property was great and included comfortable beds, one king sized. I was pleasantly surprised at the size of the larger bedroom. The photos were accurate. We were permitted to bring both of our dogs, though we ended up leaving one home. I was glad because the space was rather small.The property was...
United States
Kaysey B.
The price is AED 790
AED 1,500 total
includes taxes & fees
25 Aug - 26 Aug
Cozy 2 bed - Steps to Journeyman - Pets OK - Fast Wi-Fi
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

3. Featherbone Farmhouse- Comfy Gem 1 Block to Town. Perfect for families & groups!

Featherbone Farmhouse- Comfy Gem 1 Block to Town. Perfect for families & groups!
Three Oaks
9.0 out of 10, Wonderful, (15 reviews)
"Property was perfect for our stay. Great house with all the comfortable and necessary amenities. Easy walk to the main street of town with access to restaurants and shops. Quaint and quiet and just what we wanted for our family of four. "
United States
Anonymous traveler
The price is AED 1,289
AED 2,369 total
includes taxes & fees
12 Aug - 13 Aug
Featherbone Farmhouse- Comfy Gem 1 Block to Town. Perfect for families & groups!
Outdoor dining

4. Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!

Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
Three Oaks
10.0 out of 10, Exceptional, (30 reviews)
"The house was well stocked, very comfortable, and in great condition. Everything inside was of high quality. We really enjoyed being within close walking distance of Journeyman Distillery along with the local shops and restaurants. We would stay here again if in the area."
United States
Jack P.
The price is AED 1,139
AED 2,085 total
includes taxes & fees
2 Sep - 3 Sep
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
TV

5. EC Taylor Coach House. Cozy 1-bedroom coach house in lovely New Carlisle,Indiana

EC Taylor Coach House. Cozy 1-bedroom coach house in lovely New Carlisle,Indiana
New Carlisle
10.0 out of 10, Exceptional, (3 reviews)
"Amazing place to book, it felt like home, I was completely satisfied, thank u again"
United States
Danane K.
The price is AED 493
AED 820 total
includes taxes & fees
18 Aug - 19 Aug
EC Taylor Coach House. Cozy 1-bedroom coach house in lovely New Carlisle,Indiana
Outdoor dining

6. Be Our -Country- Guest

Be Our -Country- Guest
New Carlisle
10.0 out of 10, Exceptional, (7 reviews)
"Great location!! "
United States
Kathy P.
The price is AED 797
AED 1,020 total
includes taxes & fees
1 Sep - 2 Sep
Be Our -Country- Guest
Interior

7. Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
New Carlisle
9.6 out of 10, Exceptional, (27 reviews)
"Location was perfect for the events we were attending. Beds were comfortable and we felt at home."
United States
Connie B.
The price is AED 808
AED 1,592 total
includes taxes & fees
11 Aug - 12 Aug
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
Coffee/tea maker, fridge, microwave, oven

8. Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (33 reviews)
"Very nice place and all as advertised. Would stay here again"
United States
Murray
The price is AED 921
AED 2,049 total
includes taxes & fees
26 Aug - 27 Aug
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Beach

9. Rivers Edge Lofts - Unit 2

Rivers Edge Lofts - Unit 2
Niles
9.2 out of 10, Wonderful, (29 reviews)
"Nice location. "
United States
Todd
Rivers Edge Lofts - Unit 2
1 bedroom, WiFi (free), bed sheets

10. Country Barn Studio Getaway

Country Barn Studio Getaway
Berrien Springs
9.2 out of 10, Wonderful, (20 reviews)
"This place was perfect for a relaxing, quiet weekend getaway! Clean, private and great location. Hoping to go back soon.. "
United States
Niki B.
The price is AED 441
AED 672 total
includes taxes & fees
9 Aug - 10 Aug
Country Barn Studio Getaway
Sun loungers, beach towels

11. Book Your Spring Escape! Relax & Recharge in Hot Tub - Minutes to Dining & Shops

Book Your Spring Escape! Relax & Recharge in Hot Tub - Minutes to Dining & Shops
Sawyer
9.0 out of 10, Wonderful, (9 reviews)
"This is a great choice for anyone looking to stay near Warren Dunes. The beds are comfy, the property is well maintained, and it’s centrally located to just about everything. We had a lovely stay. "
United States
Nicole M.
The price is AED 1,080
AED 2,118 total
includes taxes & fees
1 Sep - 2 Sep
Book Your Spring Escape! Relax & Recharge in Hot Tub - Minutes to Dining & Shops
TV, books

12. Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach

Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (24 reviews)
"Great stay, loved the place!"
United States
Ryan J.
The price is AED 761
AED 1,860 total
includes taxes & fees
31 Aug - 1 Sep
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
Interior

13. Peach by the Beach! 1 Bdrm Apt close to downtown

Peach by the Beach! 1 Bdrm Apt close to downtown
Downtown New Buffalo
9.4 out of 10, Exceptional, (30 reviews)
"Close to downtown, convenient location."
United States
Jim B.
The price is AED 918
AED 1,050 total
includes taxes & fees
23 Aug - 24 Aug
Peach by the Beach! 1 Bdrm Apt close to downtown
Terrace/patio

14. Romantic Cozy Home in "America’s Nicest Town"

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (17 reviews)
"Very comfortable home in excellent location. Very well furnished and maintained."
United States
Jan P.
The price is AED 490
AED 918 total
includes taxes & fees
2 Sep - 3 Sep
Romantic Cozy Home in "America’s Nicest Town"
Interior

15. Boutique Downtown Loft on the NODE, Walk Everywhere, 20 Min Drive to Notre Dame

Boutique Downtown Loft on the NODE, Walk Everywhere, 20 Min Drive to Notre Dame
Niles
10.0 out of 10, Exceptional, (4 reviews)
"great place great hosts as always, will be back for sure"
United States
Anonymous traveler
The price is AED 312
AED 569 total
includes taxes & fees
11 Aug - 12 Aug
Boutique Downtown Loft on the NODE, Walk Everywhere, 20 Min Drive to Notre Dame
Beach

16. Rivers Edge Lofts - Unit 5

Rivers Edge Lofts - Unit 5
Niles
9.6 out of 10, Exceptional, (32 reviews)
"Love the unique quaint setup in beautiful Niles, MI on the rivers edge. I would recommend for others"
United States
Sharon
The price is AED 622
AED 892 total
includes taxes & fees
15 Aug - 16 Aug
Rivers Edge Lofts - Unit 5
Coffee/tea maker, fridge, microwave, oven

17. Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
New Buffalo
9.8 out of 10, Exceptional, (19 reviews)
"Host was responsive and communicative. Place was exactly as pictured and described. Great location. Amazing garage. "
United States
Scott W.
The price is AED 956
AED 2,723 total
includes taxes & fees
2 Sep - 3 Sep
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
Sun loungers, beach towels

18. Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!

Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!
Bridgman
9.8 out of 10, Exceptional, (8 reviews)
"Charming, clean and well appointed spot, great for our getaway! "
United States
Jenelle O.
Charming Cottage w/ HOT TUB - 5 Min from LAKE MICHIGAN!
Smart TV, fireplace, books, stereo

19. 3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach

3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (14 reviews)
"We had a wonderful stay at the Little Fox Lake Cottage. The location is incredibly convenient—close to everything you need while still feeling like a relaxing getaway. The hosts were fantastic: friendly, responsive, and very easy to communicate with from start to finish.The cottage itself was exactly what we were hoping for—clean, comfortable, and well cared for. It made for the perfect spot to unwind and enjoy some time away. We would definitely stay here again!"
United States
Kara O.
The price is AED 1,341
AED 2,391 total
includes taxes & fees
2 Sep - 3 Sep
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
TV, fireplace, offices

20. Spacious 5-Bedroom Sawyer Farmhouse Retreat

Spacious 5-Bedroom Sawyer Farmhouse Retreat
Sawyer
9.8 out of 10, Exceptional, (27 reviews)
"Property was very spacious and extremely clean!"
United States
Kelly P.
The price is AED 1,339
AED 2,026 total
includes taxes & fees
13 Aug - 14 Aug
Spacious 5-Bedroom Sawyer Farmhouse Retreat
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Three Oaks Hotel Reviews

The Boulevard Inn & Bistro

The Boulevard Inn & Bistro

10/10 Excellent
"Excellent service and beautiful location."
Hewi 2-night trip
Posted 2 hours ago
The Boulevard Inn & Bistro

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?

Cozy Cottage close to the Lake: Visitors give good reviews to this Three Oaks vacation home rental, which is located on a lake and offers a garden, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Three Oaks?

Choose from 77 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 Acorn Theater. Other places in town to visit include Warren Woods State Park and Three Oaks Township Hall.

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.