
Vacation rentals in Three Oaks
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Top-rated vacation rentals in Three Oaks
Guests agree: these stays are highly rated for location, cleanliness, and more.

McComb's Cabin, Union Pier, MI
Giant trees welcome you down the drive back to the cabin in the woods. The cabin, along with my house and a small cottage reside on the 2 1/2 acre property. A contemporary cabin of steel and pine with vaulted ceiling and sky lights. Open living space, inviting queen size bed, luxury rain shower, full kitchen but no stove. A wood burning fireplace- fall through end of March and outside fire pit. Public beach a 5 minute drive away. Couples check out the cabin for anniversaries & special days.

Casa Gitana - Boutique Style Stay in Three Oaks
Casa Gitana is a Boutique style stay in the quaint town of Three Oaks, MI. Just a short drive to the pristine beaches of Lake Michigan and walking distance to downtown, our home offers an eclectic & contemporary feel that is perfect for a relaxing getaway any time of the year. We personally manage & oversee the home before every stay, & take pride in putting thought & intention into every detail. We want our guests to feel at home, and most importantly enjoy a comfortable and relaxing stay. :)

The Happy Cozy-Pets Welcome, Fire Pit, Privacy
If relaxing in nature in a calm and cozy home is what you're seeking, you'll find it here! It's been designed to make you feel at peace and comfortable inside while providing several outdoor spaces for you to enjoy the sights, sounds, and smells of nature. The open floor plan and large dining table create a grand gathering space for everybody to be together and create the memories that matter most. Feel free to safely start a campfire outside or in the fireplace indoors. It's all here for you!

It’s Sauna & Fireplace Season | Hot Tub| Sleeps 9
Wanna Play?? You name the game & we most likely have it! Outdoor fun includes YEAR-ROUND hot tub, Pickleball & Volleyball nets, Soccer goals, Putting Green, corn hole and even cruiser bikes. Indoor fun incl. complete poker table/set & a ton of board games! If you prefer to take it easy you can relax by our indoor fireplace or the outdoor fire pit, recharge in the YEAR-ROUND indoor sauna or stroll to nearby Harbert Beach. Whatever your choice, THIS is the place to experience Harbor Country

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours
Welcome to "Lake 2 Grapes" Bridgman is a little gem located between St. Joe and Warren Dunes. Minutes to Lake Mi. beaches, craft breweries, and wine trails. Relax in the upper level of our bi-level vacation home w/private entrance. This 3 bedroom, 2 bath includes a beautiful Master suite! Enjoy the Hot tub and fire pit in the backyard. Wine Tour? Stay with us and you'll receive a discount with "Grape & Grain Tours" plus complimentary pick up and drop off. Must be 25 or older to book.

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace
Tucked away sophisticated cabin in the heart of Downtown Union Pier. Killer location that's just steps away from dining and drinks: Black Current Bakery, Neon Moon Gelato, Union Pier Market, and Union Pier Social. Townline Beach is a 10 minute walk, and the cabin is right off the bike path. Seeds Brewery is just down the road and local Wineries are 1 mile away. Back home enjoy a relaxing hot tub (available year round), wood burning fire place, spacious screened in porch & outdoor fire pit.

"Tiny House" Guest House - No Cleaning Fee
"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

2 blocks to Journeyman, 12 mins to Beach, King Bed
Highlights: ✔ Designer rehab in 2022 ✔ Sleeps 8 ✔ Outdoor firepit ✔ Relaxing back porch ✔ 5 min walk to Journeyman ✔ Easy 5-10 min walk to Three Oaks dining + shopping ✔ 8 min to wine tastings ✔ 10 min to New Buffalo, Union Pier, Sawyer ✔ 12 min to beach ✔ Gas BBQ grill ✔ Smart TVs & board games ✔ King bed in main bedroom ✔ Fabulous front foyer for wedding photos ✔ EV charger ✔ Luxury custom-designed home ✔ 3 vehicle parking ✔ Computer workstation ✔ High speed wifi ✔ Fully stocked

Morton's Retreat Cozy 1 Bedroom Apartment
Cozy comfort close to Michigan's most popular state park, breweries, wineries, antique malls and farm-to-table restaurants. Morton's Retreat has plenty of room to relax. Charcoal grill and fire pit (shared with Morton’s other retreat) for use in a spacious yard. Private entrance with keyless entry makes check-in a breeze. One other Airbnb located next door in same building. Two complimentary local beers, seltzer water and a snack are provided to help kick off your stay.

2 BD Apt Downtown, 1 Block to Journeyman & Acorn
The Sycamore Street Apartment is a thoughtfully designed space in the heart of Three Oaks, MI. This apartment is on a quiet, tree lined street just one block from Journeyman Distillery, the Acorn Theater, and the quaint shops & restaurants lining downtown Three Oaks. Enjoy small town charm while being minutes from the beaches along Lake Michigan, Warren Dunes State Park, wineries, antiquing and all that Harbor Country has to offer. We look forward to welcoming you!

Heron's Rest Hideaway, nature lovers' dream
Privacy on 11 acres of conservancy-protected land including two small lakes, river access , woods. Rowboat available. Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Kayak, bike, hike nearby. Separated from our home by a breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible. Limit of 4 guests.

Dog Friendly Downtown Three Oaks Cottage! Fenced!
Just a short walk to charming downtown Three Oaks, home of the famous Journeyman’s Distillery and all the shops and eateries Three Oaks has to offer. It is also a quick drive to the beautiful beaches at Warren Dunes State Park and New Buffalo. This cheerful home has queen beds and a fully stocked kitchen. Plus a huge fenced-in back yard, so bring the kids or the dogs and know they are safe while you relax in the three-season room or on the outdoor deck!
Popular amenities for Three Oaks vacation rentals
Stay near Three Oaks's top sights
Three Oaks house rentals

South Shore Studio Apartment {National Park}

Anna's Cottage

Three Oaks Creek House Perfect

Cheerful 3BR 2BA Country Cottage Near Attractions

CASA TICA Serenity Amongst Nature Dog Friendly

The Walnut House, Michigan Woods Retreat

The treehouse at Warren Dunes

The Dune Den! Huge Yard/Firepit/Near Town+Dunes
Other great vacation rentals in Three Oaks

Comfortable, charming vintage 2 bed/1 bth cottage

6 Linden Studio

Heart of Historical Dist.*King*Parking*A/C*#1

Charming gallery loft in downtown Three Oaks, MI

Fascinating & Fun Family Haven w hot tub!

Stay in the "Heart of Niles."

The Loft at the Acorn Theater

Elm St Retreat - 3 Min walk to Downtown Three Oaks
When is the best time to visit Three Oaks?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 | $185 | $180 | $182 | $200 | $247 | $256 | $250 | $218 | $199 | $195 | $193 |
| Avg. temp | 24°F | 27°F | 37°F | 48°F | 59°F | 69°F | 72°F | 71°F | 64°F | 52°F | 40°F | 30°F |
Frequently Asked Questions
Do house rentals in Three Oaks have wifi?
Absolutely! We offer over 40 house rentals with wifi in Three Oaks. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Three Oaks have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Three Oaks. Enjoy a tailored experience with all the comforts you desire.
Are there house rentals with a dedicated workspace in Three Oaks?
Yes! Work meets play with ease at over 20 house rentals in Three Oaks featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Three Oaks have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Three Oaks. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Three Oaks?
Experience the best of Three Oaks with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly house rentals in Three Oaks?
Four-legged friends are welcome in Three Oaks. Choose from more than 10 house rentals for guests traveling with pets.
Are there family-friendly house rentals in Three Oaks?
Three Oaks has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Three Oaks?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 40 homes with wifi, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Three Oaks

Total vacation rentals
Explore 70 vacation rentals in Three Oaks

Nightly prices starting at
Three Oaks vacation rentals start at $80 per night before taxes and fees

Verified guest reviews
Over 4,290 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Three Oaks vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Three Oaks rentals

4.9 Average rating
Three Oaks stays are highly rated by guests—averaging 4.9 out of 5!
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