Three Oaks Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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, (193 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
$260 nightly
The price is $268
Nov 9 - Nov 10
Total with taxes and fees
Stay in downtown Three Oaks overlooking the main street!
A small, single-story cabin with a porch, surrounded by a garden and trees.

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
$216 nightly
The price is $216
Nov 8 - Nov 9
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. 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, (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.
$414 nightly
The price is $426
Nov 16 - Nov 17
Total with taxes and fees
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
A modern kitchen with white cabinetry, stainless steel appliances, and a dining area with a wooden table and chairs.

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.
$513 nightly
The price is $519
Nov 16 - Nov 17
Total with taxes and fees
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
A modern kitchen with stainless steel appliances, a wooden island, and a dining area with white chairs.

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
$354 nightly
The price is $360
Nov 9 - Nov 10
Total with taxes and fees
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
A modern kitchen with white cabinets, stainless steel appliances, a large island with seating, and a view of greenery outside.

6. 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.
$222 nightly
The price is $234
Nov 15 - Nov 16
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.

7. Be Our -Country- Guest

Be Our -Country- Guest
New Carlisle
10.0 out of 10, Exceptional, (8 reviews)
"Great location!! "
United States
Kathy P.
$256 nightly
The price is $287
Nov 9 - Nov 10
Total with taxes and fees
Be Our -Country- Guest
A waterfront property with a dock, a large tree, and a house with a balcony overlooking the water.

8. 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, (41 reviews)
"Home was clean and location was perfect for walking everywhere; beach, restaurants, marina, etc."
United States
Matthew S.
$417 nightly
The price is $417
Nov 10 - Nov 11
Total with taxes and fees
Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!
A hot tub with a control panel, a wooden wall, and a stone-like exterior.

9. 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.
$223 nightly
The price is $250
Nov 6 - Nov 7
Total with taxes and fees
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a blue rug.

10. 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)
"Came for 50th birthday with family! Everything was perfect and great location "
United States
Jennifer W.
$372 nightly
The price is $393
Nov 9 - Nov 10
Total with taxes and fees
Archer's Retreat-Sleeps 10-1/2 mile to Lake Michigan! Pet/Kid Friendly
A residential area with multiple houses, a covered outdoor seating area, and a well-maintained lawn.

11. Bellflower - Cozy One Bedroom Villa at Petite Acres

Bellflower - Cozy One Bedroom Villa at Petite Acres
3.0 star property
New Buffalo
$435 nightly
The price is $465
Nov 8 - Nov 9
Total with taxes and fees
Bellflower - Cozy One Bedroom Villa at Petite Acres
An outdoor hot tub with a control panel, surrounded by a concrete deck, under string lights.

12. 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
$489 nightly
The price is $502
Nov 8 - Nov 9
Total with taxes and fees
Relax & Recharge in Hot Tub - Minutes to Warren Dunes - 3BR 2BA
A spacious living area with a wooden staircase, a sofa, a patterned armchair, and a wall with a 'celebrate family memories' sign.

13. 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)
"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.
$369 nightly
The price is $413
Nov 12 - Nov 13
Total with taxes and fees
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
A modern living room with a stone fireplace, wooden ceiling, and a dining area with a wooden table and chairs.

14. 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.
$575 nightly
The price is $583
Nov 30 - Dec 1
Total with taxes and fees
Walk to Town, Beach, Game Room, Firepit Stay
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.

15. 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.
$243 nightly
The price is $243
Nov 8 - Nov 9
Total with taxes and fees
Peach by the Beach! 1 Bdrm Apt close to downtown
Cozy living room with gas fireplace and mini fridge bar cart for entertaining.

16. 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.
$469 nightly
The price is $483
Nov 8 - Nov 9
Total with taxes and fees
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
A kitchen with wooden cabinets, a microwave, stove, and a sink.

17. 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 modern kitchen with white cabinets, stainless steel appliances, and a hanging light fixture.

18. Warren Dunes-2000 Acre Park On Lake Michigan, Hot Tub, WBFPL , Wineries, 2BR/2BA

Warren Dunes-2000 Acre Park On Lake Michigan, Hot Tub, WBFPL , Wineries, 2BR/2BA
Bridgman
9.0 out of 10, Wonderful, (122 reviews)
"Great place to stay especially with kids and dogs. The trails are beautiful and secluded would love to stay at the property again!!"
United States
Jennifer L.
$221 nightly
The price is $233
Nov 8 - Nov 9
Total with taxes and fees
Warren Dunes-2000 Acre Park On Lake Michigan, Hot Tub, WBFPL , Wineries, 2BR/2BA
A covered pool area with seating and a sign indicating 'Pool Rules'.

19. 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.
$548 nightly
The price is $577
Dec 1 - Dec 2
Total with taxes and fees
Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
A wicker chair on a wooden porch with a lantern and greenery in the background.

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

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (18 reviews)
"Very comfortable home in excellent location. Very well furnished and maintained."
United States
Jan P.
$208 nightly
The price is $219
Nov 9 - Nov 10
Total with taxes and fees
Romantic Cozy Home in "America’s Nicest Town"
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

A hotel with a large parking lot, a central courtyard, and a building with a distinctive curved roof.
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 $216 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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