A lighthouse and pier at sunset.

Three Oaks Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Three Oaks holiday rentals

A kitchen with a granite countertop, stainless steel sink, and white cabinetry.

1. Stay in downtown Three Oaks overlooking the main street!

Stay in downtown Three Oaks overlooking the main street!
Three Oaks
9.8 out of 10, Exceptional, (190 reviews)
"Great space for an overnight stay, clean and spacious. We went for a Notre Dame game and was about 35 minutes away."
United States
Jaime
The price is HK$1,081
HK$2,240 total
includes taxes & fees
19 Oct - 20 Oct
Stay in downtown Three Oaks overlooking the main street!
A small wooden cabin with a porch, a chair, and a painting of a moose.

2. 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, (83 reviews)
"Great to walk to town. Nice area to road bike etc."
United States
jeffrey
The price is HK$1,177
HK$1,781 total
includes taxes & fees
3 Nov - 4 Nov
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
A wooden cabin with a porch, outdoor seating, and a garden area.

3. 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, (32 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 HK$1,624
HK$3,495 total
includes taxes & fees
16 Nov - 17 Nov
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
A modern kitchen with a large island, stainless steel appliances, and a unique ceiling design.

4. Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
New Buffalo
10.0 out of 10, Exceptional, (26 reviews)
"We had a wonderful stay. Our hostess Tori was great as well.House was super cute. Beds were very coy."
United States
Orders W.
The price is HK$4,708
HK$5,383 total
includes taxes & fees
18 Oct - 19 Oct
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
A wooden deck with a bench and two chairs, overlooking a body of water and trees.

5. Private Beach Steps to the Lake.

Private Beach Steps to the Lake.
Union Pier
10.0 out of 10, Exceptional, (97 reviews)
"Great stay for a week by the beach with family! Perfect location to walk right down to the beach each day. Excited to come back one day!"
United States
Jalen W.
The price is HK$4,316
HK$8,608 total
includes taxes & fees
15 Nov - 16 Nov
Private Beach Steps to the Lake.
A modern kitchen with stainless steel appliances, a wooden island, and a dining area with white chairs.

6. 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 HK$810
HK$2,977 total
includes taxes & fees
19 Oct - 20 Oct
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
A covered outdoor dining area with a table and chairs, surrounded by large windows offering a view of a forested area.

7. River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
Union Pier
9.8 out of 10, Exceptional, (20 reviews)
"The property was lovely and the Inn keepers were super sweet and happy to help us with anything we needed. Thank you . "
United States
LIndsay M.
The price is HK$3,916
HK$7,086 total
includes taxes & fees
16 Nov - 17 Nov
River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
Cozy living room with gas fireplace and mini fridge bar cart for entertaining.

8. 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, (18 reviews)
"Great property with excellent location to all downtown activities as well as the beach."
United States
christian s.
The price is HK$1,562
HK$3,656 total
includes taxes & fees
22 Oct - 23 Oct
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
A covered pool area with seating and a sign indicating 'Pool Rules'.

9. Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
New Buffalo
9.8 out of 10, Exceptional, (38 reviews)
"Beautiful location. Although we were there for one night there was so much to enjoy."
United States
Cassandra T.
The price is HK$3,523
HK$5,674 total
includes taxes & fees
3 Nov - 4 Nov
Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
A spacious living area with a wooden staircase, a sofa, a patterned armchair, and a wall with a 'celebrate family memories' sign.

10. 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
9.4 out of 10, Exceptional, (33 reviews)
"Cozy Country Escape is a perfect name for this location! It was so quiet & relaxing.The unit was very clean, Jackie, the property manager, was very prompt & thorough in her response to questions & entry instructions. The view of Lake Hudson was beautiful, especially at sunset."
United States
Dianne K.
The price is HK$1,726
HK$3,419 total
includes taxes & fees
25 Oct - 26 Oct
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
A modern kitchen with white cabinetry, stainless steel appliances, and a dining area with a wooden table and chairs.

11. 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 HK$1,006
HK$4,538 total
includes taxes & fees
19 Oct - 20 Oct
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
A gazebo with a rusted metal roof and a circular floor, surrounded by gravel and trees.

12. 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 HK$1,431
HK$1,823 total
includes taxes & fees
19 Oct - 20 Oct
Be Our -Country- Guest
A cozy room with a stone fireplace, wooden ceiling, and large windows.

13. 5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace

5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace
Shorewood-Tower Hills-Harbert
10.0 out of 10, Exceptional, (7 reviews)
"Allison was an outstanding host from start to finish. Before we arrived during a heat wave, she proactively reached out to get our arrival time and adjusted the A/C to ensure we were comfortable. We were welcomed with a bottle of local wine, and the house was exactly as described—clean, well-organized, and stocked with helpful instructions throughout.When a severe storm caused a temporary power outage, Allison kept us informed and checked in on us. Checkout was easy, and she even helped us...
United States
Colleen T.
The price is HK$1,962
HK$3,759 total
includes taxes & fees
22 Oct - 23 Oct
5 min to Warren Dunes! Private Wooded Retreat w/ Sunroom, Firepit & Fireplace
A modern living room with a grey sofa, a small ottoman, and a patterned rug. There is a kitchen area with a dark countertop and hanging pots.

14. 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, (26 reviews)
"The home was exactly what we needed for the family trip."
United States
Allison A.
The price is HK$854
HK$3,032 total
includes taxes & fees
19 Oct - 20 Oct
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
A waterfront property with a dock, a large tree, and a house with a balcony overlooking the water.

15. Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!

Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!
Downtown New Buffalo
10.0 out of 10, Exceptional, (39 reviews)
"Home was clean and location was perfect for walking everywhere; beach, restaurants, marina, etc."
United States
Matthew S.
The price is HK$1,688
HK$3,366 total
includes taxes & fees
20 Oct - 21 Oct
Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!
A living room with a TV on a wooden stand, a white gumball machine, a wicker basket, and a round wooden table with a magazine and remote control.

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

Peach by the Beach! 1 Bdrm Apt close to downtown
Downtown New Buffalo
9.6 out of 10, Exceptional, (32 reviews)
"Close to the shops and the beach, perfect little getaway for the night!"
United States
Allissa A.
The price is HK$1,766
HK$2,017 total
includes taxes & fees
18 Oct - 19 Oct
Peach by the Beach! 1 Bdrm Apt close to downtown
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a blue rug.

17. Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly

Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly
Sawyer
10.0 out of 10, Exceptional, (6 reviews)
"Came for 50th birthday with family! Everything was perfect and great location "
United States
Jennifer W.
The price is HK$1,194
HK$3,083 total
includes taxes & fees
19 Oct - 20 Oct
Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly
A beach with footprints leading to a wooden post, and the sun setting over the ocean.

18. Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA

Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
Sawyer
9.2 out of 10, Wonderful, (12 reviews)
"Amazing location! So close to the dunes and fun restaurants, shops, and bars. There’s a great backyard for at-home hangs, too!"
United States
Emily
The price is HK$1,566
HK$3,661 total
includes taxes & fees
1 Nov - 2 Nov
Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
A modern living room with a large wooden dining table, white chairs, a grey sofa, and a fireplace.

19. Warren Dunes - Large 2 Br-2 Bath, Hot Tub, Wbfpl , Next To Wineries

Warren Dunes - Large 2 Br-2 Bath, Hot Tub, Wbfpl , Next To Wineries
Bridgman
9.2 out of 10, Wonderful, (93 reviews)
"Perfect space for 2-5! The hot tub was fantastic, beds were comfortable, and shower was nice."
United States
Ryan G.
The price is HK$2,790
HK$3,342 total
includes taxes & fees
24 Oct - 25 Oct
Warren Dunes - Large 2 Br-2 Bath, Hot Tub, Wbfpl , Next To Wineries
A modern living room with a stone fireplace, wooden ceiling, and a dining area with a wooden table and chairs.

20. Walk to Town, Beach, Game Room, Firepit Stay

Walk to Town, Beach, Game Room, Firepit Stay
New Buffalo
9.8 out of 10, Exceptional, (6 reviews)
"Fun spot, close to many activities to enjoy."
United States
Jody W.
The price is HK$1,024
HK$4,075 total
includes taxes & fees
16 Nov - 17 Nov
Walk to Town, Beach, Game Room, Firepit Stay
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
"Our #408 room was spacious and clean! We booked this Inn because of the two room set up. There were plenty of towels and wash cloths, more than we needed for our two night stay. All the staff were pleasant and helpful. Even though the room was on the road side of the Inn, we didn’t hear the traffic. The cushions on the outdoor patio need to be updated, most of them were flat, and some were ripped. It was a nice place to sit, just needed better cushions. My husband has low vision and so the dark carpet in the entry was a bit of a challenge for him as he couldn’t see the individual stairs. I just made sure I stayed close to him as he navigated these stairs. It’s a beautiful entry, just dark. There is also a back entry with a ramp, and more stairs, which we also used. We never used the fitness room, so I can’t comment on that. The location is great, as you can walk to so much, if you like to walk. The breakfast we had was great! Eggs, hard boiled eggs, sausages, fruit, yogurt, pastries, cold cereals, individual juices, coffee and teas. We stayed two night the second week of October and had beautiful weather, which made for a nice little vacation. We would stay here again."
Lindy 2-night trip
Posted 8 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:

  • View our selection of featured holiday rentals in Three Oaks
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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 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?

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart: This holiday home rental outside of Three Oaks is located near the beach, and has a fireplace, a balcony 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Three Oaks?

Choose from 76 Expedia holiday rentals in Three Oaks for a memorable holiday.

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 Sugarwood Forest 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.