Three Oaks Rentals
From $384 per night (USD)VRBO
The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Sycamore Cottage is a 2 bedroom 1.5 bathroom one story single family home. The single floor design hosts two queen s ...
From $384 per night (USD)VRBO
From $308 per night (USD)Expedia
Cottage In The Heart Of Harbor Country - Steps From Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Located steps from the Village of Three Oaks, guests can walk to Vickers Theatre, Featherbone Factory, Acorn Theatre, Fr ...
From $308 per night (USD)Expedia
From $361 per night (USD)VRBO
Stay in downtown Three Oaks overlooking the main street!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A gem among area lodging options, the Bistro Apt is a beautifully renovated downtown residence that overlooks Elm Street ...
From $361 per night (USD)VRBO
From $198 per night (USD)VRBO
The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Explore the wonders of Michigan's Harbor Country while staying in our relaxing private home, The Getaway. A few minutes ...
From $198 per night (USD)VRBO
From $341 per night (USD)VRBO
In the Heart of Three Oaks - Steps to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fully remodeled, repainted and deep cleaned. All new beds, linens and furniture. One block from downtown Three Oaks, Ant ...
From $341 per night (USD)VRBO
From $349 per night (USD)Expedia
Walk to Journeyman Renovated Spacious Victorian House, Beautiful Vintage Details
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Beautiful renovated stately home, one of the original founder's homes of Three Oaks! Just around the corner from the Jou ...
From $349 per night (USD)Expedia
From $524 per night (USD)VRBO
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
HIGHLIGHTS: ✔ Designer rehab in 2022 ✔ Sleeps 8 ✔ Outdoor firepit ✔ Relaxing back porch ✔ 5 min walk to Journeyman ✔ Eas ...
From $524 per night (USD)VRBO
From $245 per night (USD)Expedia
Charming/Cozy 2 BR 1 Bath steps from downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming 2 BR/1Bth bungalow is located in the middle of Harbor Country and only 1 block from all the cute shops/res ...
From $245 per night (USD)Expedia
From $401 per night (USD)VRBO
Sycamore Suites-Entire Home Steps from Journeyman
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Welcome to The Sycamore Suites, the 10 guest home just steps from Journeyman Distillery and everything that be ...
From $401 per night (USD)VRBO
From $202 per night (USD)Expedia
Villa Verde -Eclectic Cottage with WiFi and AC in Three Oaks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Make Villa Verde your home away from home. Enjoy a month-long stay in the storybook town of Three Oaks, Michigan. Villa ...
From $202 per night (USD)Expedia
From $408 per night (USD)VRBO
Charming Home with Hot tub & walk to town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Harbor Country, where charm meets comfort in this luxurious pet-friendly 3BR/2BA retreat. Bright living room, ...
From $408 per night (USD)VRBO
From $496 per night (USD)Expedia
Steps to Elm St: Gorgeous Double-Lot Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Dogs Welcome w/ Fee | Modern Interior w/ Open Layout Road tripping through the Mitten or exploring Lake Michigan's coas ...
From $496 per night (USD)Expedia
From $387 per night (USD)VRBO
Steps to Journeyman - Cozy Stay - Fast Wi-Fi - Pets OK - Near Lake Michigan
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Sycamore Suite, a cozy yet spacious retreat perfectly located in the heart of charming Three Oaks, Michigan. ...
From $387 per night (USD)VRBO
From $390 per night (USD)Expedia
Cozy 2 bed - Steps to Journeyman - Pets OK - Fast Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to our charming Cherry Street Cottage, perfectly located in the heart of Three Oaks, Michigan—just one block from ...
From $390 per night (USD)Expedia
From $488 per night (USD)VRBO
The Beech House - Steps To Downtown Three Oaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a relaxing Harbor Country escape in this charming new Three Oaks home, just steps from downtown. Bright & thoughtf ...
From $488 per night (USD)VRBO
From $770 per night (USD)VRBO
The Modern Oak Lux Getaway Steps from Journeyman
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to The Modern Oak, your modern retreat in the heart of Three Oaks, Michigan. Perfectly located just steps from d ...
From $770 per night (USD)VRBO
From $523 per night (USD)VRBO
The Hickory House - Walk to Downtown Three Oaks - Week Stay Discount
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
Explore the wonders of Michigan's Harbor Country while staying in our relaxing private home, The Hickory House. Less tha ...
From $523 per night (USD)VRBO
From $692 per night (USD)VRBO
Sycamore Guesthouse, Sleeps 14+, Steps to Journeyman Distillery!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Sycamore Guesthouse, where contemporary furnishings meet within a restored 1880's Victorian home with all modern conveni ...
From $692 per night (USD)VRBO
From $2319 per night (USD)VRBO
(2 Nt Min!) Colossal Loft in Three Oaks.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
5 Bedrooms, 4.5 Baths, Sleeps 18 2026 and 2027 Calendar OPEN! Located in the historic Featherbone Factory in downtown ...
From $2319 per night (USD)VRBO
From $370 per night (USD)Expedia
Three Oaks Charmer W/ Two Night Summer Minimum
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedrooms, 1 Bathroom, Sleeps 4 Two Night Summer Minimum! Open For 2026 and 2027! Located just steps from downtown T ...
From $370 per night (USD)Expedia
From $417 per night (USD)VRBO
Our Beautiful Home Away From Home For Your Stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our home built in 1935 had an extensive ten month renovation top to bottom inside and out, everything in our home is ne ...
From $417 per night (USD)VRBO
From $378 per night (USD)VRBO
The Heartwood House<3 : Dwntwn Three Oaks, 2BR/2BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Newly renovated 1920's Bungalow loaded with character. Spacious interior with a mix of modern and vintage furnishings th ...
From $378 per night (USD)VRBO
From $851 per night (USD)VRBO
Luxury Accommodations for 14 Guests Near Journeyman Distillery and More!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Children are welcome when the entire inn is reserved by a single party. Pets cannot be accommodated. There are 9 beds ( ...
From $851 per night (USD)VRBO
From $308 per night (USD)Expedia
Downtown Three Oaks Home, Sleeps 6, Fire Pit, Walk to Shops
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Make your way to this darling, well-maintained home in the heart of downtown Three Oaks. Tucked away on a quiet side str ...
From $308 per night (USD)Expedia
From $504 per night (USD)VRBO
Three Oaks Home Close To Everything! Two Night Summer Min!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bedrooms, 1 Bathroom, Sleeps 6 Two Night Summer Min! Located in the charming town of Three Oaks, we welcome you to T ...
From $504 per night (USD)VRBO
From $205 per night (USD)Expedia
Three Oaks Unit Steps To Downtown! 2 Night Summer Min!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
1 Bedroom, 1 Bathroom, Sleeps 2 Two Night Summer Min! Located in the charming town of Three Oaks, we welcome you to Th ...
From $205 per night (USD)Expedia
From $1286 per night (USD)VRBO
Timeless Architecture. 6 bedrooms, 8 bathrooms! Sleeps 16! Heart of Three Oaks!
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 20
Welcome to The Noble Oak — A Parish House Collective. Located in the heart of Three Oaks and 10 minutes to Lake Michigan ...
From $1286 per night (USD)VRBO
From $479 per night (USD)VRBO
Butternut House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy your stay in this four bedroom, 2.5 bath, two story home with separate living spaces. Start your day on the balcon ...
From $479 per night (USD)VRBO
From $335 per night (USD)VRBO
Walk to Journeyman Distillery - Pet-Friendly House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Located just steps from Journeyman Distillery, The Fourth Oak offers the perfect spot for those looking to enj ...
From $335 per night (USD)VRBO
From $422 per night (USD)VRBO
Walk to Journeyman & Downtown Three Oaks! 5 Star Hosts Fireplace, Yard, Sleeps 8
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
The Oaks | Walk to Journeyman Distillery • Fireplace • Huge Fenced Yard • Near Notre Dame & Lake Michigan Welcome to Th ...
From $422 per night (USD)VRBO
From $280 per night (USD)VRBO
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A romantic getaway in a private wooded setting in the charming Village of Three Oaks sits in a secluded corner of a larg ...
From $280 per night (USD)VRBO
From $366 per night (USD)Expedia
Three Oaks Home w/ Guest House - 8 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Gather around the fire pit and have a cookout on the deck when you retreat with family or friends to this charming home ...
From $366 per night (USD)Expedia
From $294 per night (USD)VRBO
Three Oaks Home • Walk Downtown • Fire Pit • Near Beaches & Wineries • Sleeps 8
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Located 0.8 miles from the center of Village of Three Oaks, guests can walk to Vickers Theatre (0.8mi), Featherbone Fact ...
From $294 per night (USD)VRBO
From $262 per night (USD)Expedia
4 Guest Apt Steps to Journeyman & Downtown 3 Oaks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to The Sycamore Suites Unit A, the 2-bedroom 2-bathroom unit located just steps from Journeyman Distil ...
From $262 per night (USD)Expedia
From $311 per night (USD)VRBO
6-Guest Apt Steps to Journeyman & Downtown 3 Oaks!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to The Sycamore Suites Unit B, the 3-bedroom 2-bathroom unit located just steps from Journeyman Distil ...
From $311 per night (USD)VRBO
From $386 per night (USD)Expedia
Irish Spring in Three Oaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: A beautiful 1870s home that has been made exceptionally stylish and basically brand new! Our home has been p ...
From $386 per night (USD)Expedia
From $366 per night (USD)VRBO
(Two Night Minimum!) Three Oaks Charmer Right In Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedrooms, 1 Bathroom, Sleeps 4 Located right in the heart of downtown Three Oaks, welcome to Artist Skylight Retreat! ...
From $366 per night (USD)VRBO
From $321 per night (USD)VRBO
Charming Three Oaks Cottage - dog friendly with a fenced yard and hot tub!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Get away in style to the Cherry Tree Cottage located in a quiet corner of Three Oaks. You’ll enjoy a private home with a ...
From $321 per night (USD)VRBO
From $359 per night (USD)VRBO
Ash & Elm • Your Home Away From Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to Ash & Elm, your home away from home in beautiful Three Oaks, Michigan! Fully updated with a large b ...
From $359 per night (USD)VRBO
From $385 per night (USD)Expedia
Perfect for groups! Walk to Journeyman/downtown Three Oaks
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Elm St Charmer- Enjoy the detail and character of a 1910 farmhouse with high-end upgrades in this inviting 5 bed/3 bath ...
From $385 per night (USD)Expedia
From $716 per night (USD)VRBO
Large fenced yard fire pit hot tub game room
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Please read before booking: **Minimum age requirement of 30 years old **Signed guest agreement required **Events, parti ...
From $716 per night (USD)VRBO
From $509 per night (USD)Expedia
Family Home with Porch & Deck, Private Hot Tub, Firepit, & Fast WiFi - 1 Dog OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Three Oaks Retreat The Space: Just outside the charming village of Three Oaks, this elegant family retreat ...
From $509 per night (USD)Expedia
From $925 per night (USD)VRBO
Journeyman Distillery Farmhouse in Three Oaks! Three Night Summer Minimum!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
3 Bedrooms (and a loft), 3 Bathrooms, Sleeps 10 Three Night Summer Minimum! Open For 2026 and 2027! Country Chic loca ...
From $925 per night (USD)VRBO
From $533 per night (USD)Expedia
Three Oaks Home With Two Night Summer Min!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedrooms, 1.5 Bathroom, Sleeps 8 Two Night Summer Minimum! Just steps away from Journeyman Distillery and lovely dow ...
From $533 per night (USD)Expedia
From $298 per night (USD)VRBO
Charming 2-bedroom cottage steps to downtown Three Oaks, short drive to beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your home away from home in Three Oaks with 2 bedrooms and pull out bed to sleep 6 for larger families. This cozy cottag ...
From $298 per night (USD)VRBO
From $314 per night (USD)Expedia
Featherbone Farmhouse- Comfy Gem 1 Block to Town. Perfect for families & groups!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to Featherbone Farmhouse! This elegant & comfy home was recently fully refreshed and refurnished, designed for ...
From $314 per night (USD)Expedia