Three Oaks Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Three Oaks vacation 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, (194 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
$253 nightly
The price is $261
Nov 17 - Nov 18
Total with taxes and fees
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
$207 nightly
The price is $207
Nov 16 - Nov 17
Total with taxes and fees
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. Designer 1920 Home, Fire Pit Courtyard, Walkable to Journeyman, New Buffalo

Designer 1920 Home, Fire Pit Courtyard, Walkable to Journeyman, New Buffalo
Three Oaks
10.0 out of 10, Exceptional, (33 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.
$381 nightly
The price is $391
Nov 30 - Dec 1
Total with taxes and fees
Designer 1920 Home, Fire Pit Courtyard, Walkable to Journeyman, New Buffalo
A room with a ping pong table, red stools, a ceiling fan, and a banner on the wall.

4. 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.
$506 nightly
The price is $511
Nov 16 - Nov 17
Total with taxes and fees
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
A modern kitchen with a central island, stainless steel appliances, and a bar area with leather stools.

5. 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
$338 nightly
The price is $344
Nov 16 - Nov 17
Total with taxes and fees
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
A kitchen with a stainless steel sink, wooden shelves with decorative items, and a gold faucet.

6. 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, (27 reviews)
"The home was exactly what we needed for the family trip."
United States
Allison A.
$336 nightly
The price is $342
Nov 16 - Nov 17
Total with taxes and fees
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
A modern kitchen with white cabinets, stainless steel appliances, a large island with seating, and a view of greenery outside.

7. 1 BR King Suite - Freshwater Inn - Bridgman, MI

1 BR King Suite - Freshwater Inn - Bridgman, MI
Bridgman
10.0 out of 10, Exceptional, (4 reviews)
"great spot, super clean. Loved it would stay again."
United States
Jacqueline S.
$217 nightly
The price is $229
Nov 16 - Nov 17
Total with taxes and fees
1 BR King Suite - Freshwater Inn - Bridgman, MI
A gazebo with a rusted metal roof and a circular floor, surrounded by gravel and trees.

8. Be Our -Country- Guest

Be Our -Country- Guest
New Carlisle
10.0 out of 10, Exceptional, (9 reviews)
"Great location!! "
United States
Kathy P.
$256 nightly
The price is $286
Nov 17 - Nov 18
Total with taxes and fees
Be Our -Country- Guest
A beach with a lighthouse, clear blue sky, and calm sea.

9. Coral Bells - Cozy One Bedroom Villa at Petite Acres

Coral Bells - Cozy One Bedroom Villa at Petite Acres
3.0 star property
New Buffalo
$330 nightly
The price is $350
Dec 6 - Dec 7
Total with taxes and fees
Coral Bells - Cozy One Bedroom Villa at Petite Acres
A wide, sandy beach with a clear sky and a few distant buildings.

10. BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Michigan City
9.2 out of 10, Wonderful, (144 reviews)
"Its was ok"
United States
Amber C.
$204 nightly
The price is $228
Nov 16 - Nov 17
Total with taxes and fees
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
A spacious living area with a wooden staircase, a sofa, a patterned armchair, and a wall with a 'celebrate family memories' sign.

11. 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, (34 reviews)
"Had a great time! Highly recommend this place! The house was spotless and the host was nice enough to offer extra toiletries in case we forgot anything. Her replies to messages were super quick and helpful as well! The neighborhood was peaceful and the community around it is super friendly. This is a great place to stay at to relax and get away from the rest of the busy world."
United States
Sheila K.
$352 nightly
The price is $394
Nov 22 - Nov 23
Total with taxes and fees
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
A modern kitchen with wooden ceiling, white walls, and a dining area with white chairs and a round table.

12. 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.
$552 nightly
The price is $559
Dec 14 - Dec 15
Total with taxes and fees
Walk to Town, Beach, Game Room, Firepit Stay
A beach with large rocks in the foreground and people sitting and walking.

13. 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, (42 reviews)
"Clean comfortable and high end furnishings"
United States
Leon
$350 nightly
The price is $350
Nov 16 - Nov 17
Total with taxes and fees
Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a blue rug.

14. 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, (7 reviews)
"A hidden gem! This was one of the best VRBO experiences that we have had! So many personal touches that make you feel at home and that you don’t want to ever leave. Host was amazing and readily available for any questions and willing to help with any suggestions. We already are thinking about when we can book again and stay for longer. You will not be disappointed with your booking here. So close to Warren Dunes and so many cute places to eat."
United States
Heather A.
$425 nightly
The price is $449
Nov 23 - Nov 24
Total with taxes and fees
Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly
A wooden deck with metal chairs and a white railing.

15. 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, (19 reviews)
"Great location, clear communication about check-in/check-out, plenty of space, and the right amenities!"
United States
Kelley P.
$442 nightly
The price is $456
Nov 16 - Nov 17
Total with taxes and fees
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
An outdoor patio with a round table and chairs, a covered umbrella, and a wooden fence.

16. Scenic Southwest Michigan Awaits!

Scenic Southwest Michigan Awaits!
Baroda
10.0 out of 10, Exceptional, (149 reviews)
"Great place for the price."
United States
Melanie P.
$223 nightly
The price is $223
Nov 30 - Dec 1
Total with taxes and fees
Scenic Southwest Michigan Awaits!
A beach with footprints leading to a wooden post, and the sun setting over the ocean.

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

Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
Sawyer
9.4 out of 10, Exceptional, (13 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
$469 nightly
The price is $482
Nov 16 - Nov 17
Total with taxes and fees
Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
A beach with clear water, a sandy shore, and a distant hill.

18. Rivers Edge Lofts - Unit 5

Rivers Edge Lofts - Unit 5
Niles
9.4 out of 10, Exceptional, (37 reviews)
"This place was amazing! Super nice, safe and secure, great communication. Fair price. I would definitely stay here again."
United States
Derek
$158 nightly
The price is $164
Nov 16 - Nov 17
Total with taxes and fees
Rivers Edge Lofts - Unit 5
A beach with a lighthouse, clear blue sky, and calm sea.

19. Wolfsbane - Upscale 2 Bedroom Villa at Petite Acres

Wolfsbane - Upscale 2 Bedroom Villa at Petite Acres
3.0 star property
New Buffalo
$389 nightly
The price is $412
Dec 3 - Dec 4
Total with taxes and fees
Wolfsbane - Upscale 2 Bedroom Villa at Petite Acres
A kitchen with a stove, white cabinets, and a star-patterned floor. There is a dining area with a white table and chairs, and a living room with a sofa and a lamp.

20. 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, (33 reviews)
"Close to the shops and the beach, perfect little getaway for the night!"
United States
Allissa A.
$233 nightly
The price is $233
Nov 16 - Nov 17
Total with taxes and fees
Peach by the Beach! 1 Bdrm Apt close to downtown
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 interior of the Four Winds Hotel with a prominent 'Will Call' sign and a large illuminated sign reading 'Alcar Center'.
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
New Buffalo

10/10 Excellent

The room was spacious, bed was comfortable. Nice casino and hotel.
United States
Angela
Reviewed August 2, 2024
Four Winds Casino Resort – New Buffalo

Find out more about Three Oaks

Everything you need to know about Three Oaks vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Three Oaks vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Three Oaks vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Three Oaks vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Three Oaks. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Three Oaks in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $172 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Three Oaks rentals

At Expedia, we put the best Three Oaks vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Three Oaks rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Three Oaks vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Three Oaks. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

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

How many vacation rentals will I find in Three Oaks?

Choose from 76 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 Sugarwood Forest 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.

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