See all properties
Entire home

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

Cottage in Three Oaks with kitchen and patio

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
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.)
    ‪28 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.

Add dates for prices

Amenities

Kitchen
Free WiFi
Air conditioning
Outdoor space
Parking available
Barbecue grill

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Front porch of tiny home
Glamping experience on an organic farm in Harbor Country.
  • Kitchen
  • Air-conditioning
  • Outdoor space
  • Parking available
10.0 out of 10, Exceptional, (9 reviews)
Glamping experience on an organic farm in Harbor Country.

House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
default

Children

Adults only
default

Events

No events allowed
default

Pets

No pets allowed
default

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

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
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
  • ‪Ray & Al’s - ‬10 min drive
  • ‪Kankakee Grille New Buffalo - ‬13 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. 48 out of 55 reviews
Rating 8 - Good. 6 out of 55 reviews
Rating 6 - Okay. 0 out of 55 reviews
Rating 4 - Poor. 1 out of 55 reviews
Rating 2 - Terrible. 0 out of 55 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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

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

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

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

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

10/10 Excellent

Ryan F.

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

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

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

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

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

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

10/10 Excellent

Eddie K.

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

Wonderful stay

Comfortable and convenient
Stayed 1 night in Jun 2024

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

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is lovely and just right for 2 people. My husbans was disappointed that there was not a TV bit we were so busy I did not notice. The artwork in the space is beautiful and gives an eclectic vibe. Super convenient to everything.
Stayed 4 nights in Jun 2025

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

10/10 Excellent

Gregory G.

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

Cottage delight

Wonderful atmosphere, cozy, wood lined and decorated with art. Clean and tidy as could be. Just being there put a smile on our face.
Stayed 2 nights in Mar 2025

10/10 Excellent

julie g.

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

Just Perfect!

Wonderful little cottage for a weekend get away! Thank you!
Stayed 2 nights in Feb 2025

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

8/10 Good

Greta S.

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

Cute and clean

The cottage is adorably decorated and spotlessly clean. I recommend taking a fan for the bedroom if that is your norm.
Stayed 2 nights in Apr 2025

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

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

8/10 Good

Verified traveller

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

Great location

This little place is in a very convenient spot. I should have asked questions, since this was my first VRBO stay. I didn’t realize there wouldn’t be a tv or sugar/creamer for coffee. We enjoyed our stay!
Stayed 1 night in Mar 2025

10/10 Excellent

C B.

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

Charming Cottage in Three Oaks

Charming, quirky cottage in Three Oaks - walking distance to all the shops and restaurants. Loved the colorful decor and cool artwork and all the basics were provided for a comfortable stay. Good place for a solo traveler or couple.
Stayed 1 night in Oct 2024

About the host

Hosted by Jan or Bob

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback