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Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Photo gallery for Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

front deck & entrance
living room
dining/kitchen area
kitchen area
backyard with firepit

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
  • Parking available
  • Barbecue grill

Explore the area

View in a map
Three Oaks, MI
  • Place, Vickers Theatre
    ‪5 min walk‬
  • Place, The Acorn
    ‪5 min walk‬
  • Place, Three Oaks Township Hall
    ‪8 min walk‬
  • Airport, South Bend, IN (SBN-South Bend Intl.)
    ‪26 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Kitchenette
Garden

About this property

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

A romantic getaway in a private wooded setting in the charming Village of Three Oaks sits in a secluded corner of a large lot with privacy fencing & its own driveway. This one bedroom cottage has vaulted ceilings & pine interior and was designed with a "northwoods" flair by local artist & owner Vincent. It contains several of his paintings & custom designed furniture.

Only a 3 block walk to downtown Three Oaks, Journeyman's Distillery & Froelich's shops, restaurant, bakery/ coffeehouse, candy shop & wedding venue as well as a farmers' market, wonderful restaurants, unique shops, art galleries, a fine arts cinema, and a live performance theater, 2 major wedding venues and an organic distillery with world class putting greens designed after St. Andrews golf course in Scotland.

Beaches, Warren Dunes, kayaking, biking, hiking, wineries, breweries & all that Harbor Country has to offer are nearby.

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House Rules

Check in after 4:00 PM

Minimum age to rent: 18

Check out before 11:00 AM

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Children

Adults only

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Events

No events allowed

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Pets

No pets allowed

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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:

Turn off the lights and return the keys

Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 3332866vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property

About the area

Three Oaks

Three Oaks is home to this cottage. Vickers Theatre and Hesston Steam Museum are local landmarks, and some of the area's activities can be experienced at St. Julian Winery - Union Pier Tasting Room and Ghost Isle Brewery. Round Barn Union Pier Tasting Room and Local are also worth visiting. Make sure you don't miss outdoor adventures like cycling and hiking/biking trails.
View more Cottages in Three OaksOpens in a new window
Map
Three Oaks, MI

What's nearby

  • Vickers Theatre - 5 min walk - 0.4 km
  • Three Oaks Township Library and Museum - 5 min walk - 0.4 km
  • The Acorn - 5 min walk - 0.4 km
  • Three Oaks Township Hall - 8 min walk - 0.7 km
  • Watkins Memorial Park - 14 min walk - 1.2 km

Getting around

  • New Buffalo Station - 12 min drive
  • South Bend, IN (SBN-South Bend Intl.) - 36 min drive

Restaurants

  • ‪The Buffet at Four Winds Casino - ‬13 min drive
  • ‪Four Winds Sports Bar - ‬13 min drive
  • ‪Timbers at Four Winds Casino - ‬15 min drive
  • ‪White Birch Market - ‬14 min drive
  • ‪Ray & Al’s - ‬10 min drive

Frequently asked questions

Is Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! ?

On-site parking is available at the property.

What time is check-in at Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! ?

Check-in begins at 4:00 PM.

What time is check-out at Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! ?

Checkout is at 11:00 AM.

Where is Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! located?

Situated in Three Oaks, this cottage is within a 10-minute walk of The Acorn, Vickers Theatre and Three Oaks Township Library and Museum. Three Oaks Township Hall and Watkins Memorial Park are also within 1 mile (2 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 56 out of 64 reviews
Rating 8 - Good. 7 out of 64 reviews
Rating 6 - Okay. 0 out of 64 reviews
Rating 4 - Poor. 1 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Cassie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very cute place close to the acorn. We will book again! Thanks for hosting us!
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Kaleigh A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A charming little place, perfect for two people for a get away.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Jason P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean great place for 2 people.
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Rebecca L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great communication from our host and excellent location
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Bob L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very Clean and cozy. Really close to Journeyman and Acorn. Nice quiet area.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Alex P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, private, and close to town, perfect
Stayed 2 nights in Jan 2026
Verified

8/10 Good

Shirley C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very cute. Good for two people.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great. Excellent hosts!
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

Melissa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Guesthouse was a perfect place for an overnight stay in Three Oaks. We were within walking distance of restaurants and the theater where we were seeing a concert.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Alison H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute place in a great location!
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Tina B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a lovely time at this little cabin for just an overnight stay. We appreciated that we were able to do one night during the off season. It was the perfect little cabin for what we needed. The owners were great with communication and instructions. It is so close to the town and we enjoyed the Journeyman whiskey distillery with Glenn as our tour guide and had the Granor Farm dinner experience and it was fabulous! We shopped Three Oaks shops on Sunday and stopped at the Warren Dunes and in New Buffalo at Beer Church for amazing pizza on the way home. Overall relaxing and fun 20th anniversary celebration.
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Amanda A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and easy check in/out.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Linda C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect cozy spot for two people to stay while checking out Three Oaks and Warren Woods. The hiking was beautiful. Bed was comfortable and the kitchen had everything we needed for our trip. Enjoyed the cozy feel of the tiny cabin home and the outdoor seating was nice. Would stay again.
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

Carl S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was perfect for our honeymoon night. Comfortable and nicely stocked with towels, soap, glassware, mini fridge, coffee and separate tea maker.Quent small Southwestern Michigan town!
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Krista S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We came to Three Oaks for a friend’s wedding and had the absolute best time! Jan and Bob’s guest house is lovely and very comfortable. You will not regret spending a few days here.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

michael m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
very well appointed clean and very near the main drag . Will not hesitate to stay there again
Stayed 1 night in Jun 2025
Verified

10/10 Excellent

Barbara B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable stay and many personal touches to ensure a good experience for guests. Timely responses to questions. Would definitely stay again.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Nick B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great 2 night stay! Firepit was awesome to use at night. 10/10 recommend.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Ryan F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice and clean
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Lexi G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute and relaxing

Super close to the main street of shops and restaurants and the cabin was cozy and comfortable.
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Nicole S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute, clean, functional! Fire pit was nice to enjoy at night.
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

Eddie K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay

Comfortable and convenient
Stayed 1 night in Jun 2024
Verified

10/10 Excellent

Brandi H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute Cottage!

Stayed here for a girls birthday weekend. Cute place for two people. Would definitely stay there again!
Stayed 2 nights in Nov 2024
Verified

10/10 Excellent

Iwona K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A nice and cute little guest house

We really liked that place and will book it again in the future.
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Jennifer E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday Getaway

Perfect cozy cabin for a short getaway!
Stayed 1 night in Jul 2024

About the host

Hosted by Jan or Bob

Host profile image

We moved to Three Oaks 6 years ago. We love this community & have watched it grow as an even larger artist's center! Having been involved in real estate & law, we are now retired but involved in all the Village has to offer including art as Bob is an oil painter & furniture maker known as "Vincent".

Why they chose this property

The location is 3 short blocks to town on a half acre. We love the convenience yet quiet privacy. Shopping & dining is great with lots of galleries, unique shops, great restaurants, bakeries, wineries, breweries, a distillery & coffee shops!. Local farms & fruitstands provide a wide array of meats, produce, cheeses & homemade breads.

What makes this property unique

As great reviews indicate, we have a darling cozy & private guesthouse with everything you need. It's on the opposite side of a 1 acre lot, with trees, privacy & quiet, has it's own driveway & a firepit! It's so close to town, shops, restaurants, wedding venues, bike rental & trails, hiking & of course, Lake Michigan beaches & Warren Dunes just 10 minutes away with kayaking rentals on the river!

Languages:

English

Premier Host

They consistently provide great experiences for their guests

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