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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% based on
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available
  • Barbecue grill

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.
Our prices include all fees. No hidden fees.

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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 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

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property

About the neighborhood

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. Be sure not to miss outdoor adventures like cycling and hiking.
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 Intl. Airport (SBN) - 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
  • ‪Ray & Al’s - ‬10 min drive
  • ‪White Birch Market - ‬14 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 does it cost to stay at Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! ?

As of Apr 1, 2026, prices found for a 1-night stay for 2 adults at Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! on May 29, 2026 start from $176, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite 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! ?

Check-out 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 Sugarwood Forest Preserve are also within 3 mi (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 53 out of 60 reviews
Rating 8 - Good. 6 out of 60 reviews
Rating 6 - Okay. 0 out of 60 reviews
Rating 4 - Poor. 1 out of 60 reviews
Rating 2 - Terrible. 0 out of 60 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

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

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

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

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

Alex P.

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

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

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

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

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

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

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

Dorea L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is such a great place! The cabin is amazingly cute, obviously curated by an artist with great hospitality skills. We only stayed one night, just in for a show at The Acorn Theater. It was cold and icy but the cabin is just a couple block walk. Had it been summer we would have. We also would have taken advantage of the fire pit in the garden which I’m quite sure is spectacular in season. Garden is again filled with art. Bob is a very good host, attentive to our asks and needs. And he has good recommendations for local eateries! We have already booked a return stay for August when we can enjoy all Cherry Street Guesthouse has to offer. Thanks Bob!!! Cozy AClean ALocation AHospitality AWeather D-
Stayed 1 night in Dec 2025
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

Shelia M.

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

Birthday getaway.

Cozy and clean place to stay in a great location!! Loved sitting by the fire. Lots of extra blankets, a fan, and an electric fireplace. We will come back!
Stayed 2 nights in May 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

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
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

HAROLD C.

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

The perfect little place

Cozy little guesthouse in a quiet neighborhood. Short easy, walk to downtown restaurants and shops.
Stayed 1 night in Oct 2024
Verified

10/10 Excellent

Leo P.

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

Wonderful Stay

A quaint and cozy stay. Loved it. Hope to be back.
Stayed 1 night in Jul 2024
Verified

10/10 Excellent

Erika L.

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

Best Place in Town for a Single or Couple!

Very cozy, charming, and pristine cottage that’s only a couple of blocks from downtown Three Oaks. Perfect for my solo stay!
Stayed 3 nights in Sep 2024

About the host

Hosted by Jan or Bob

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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