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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!

Terrace/patio
Living area
Living area
Property grounds
Fridge, microwave, stovetop, coffee/tea maker

Reviews

9.8 out of 10
Exceptional

Entire home

1 bedroom1 bathroom37 sq m

Popular amenities

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

Explore the area

View 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

Room options

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About the area

Three Oaks

With a stay at this cottage in Three Oaks, you'll be within a 15-minute drive of Four Winds Casino New Buffalo and Vickers Theatre. .This cottage is 7.7 mi (12.3 km) from Lake Michigan and 0.3 mi (0.4 km) from The Acorn.
View more Cottages in Three OaksOpens in a new window

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
  • ‪White Birch Market - ‬14 min drive
  • ‪Ray & Al’s - ‬10 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and a stovetop. There's a private patio. A kitchenette is outfitted with a microwave. Complimentary wireless internet access is available to keep you connected.
Take in the views from a garden and make use of amenities such as barbecue grills.
Guests will find features like internet access and onsite parking.

Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchenette
  • Microwave
  • Paper towels
  • Refrigerator

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Phone

Things to do

  • Bicycles
  • Cycling nearby
  • Hiking/biking trails nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Bicycles
  • Garden
  • Property does not allow children
  • Unit size: 400 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Turn off the lights and return the keys

Pets

Pets not allowed

Children and extra beds

This property does not allow children

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
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 55 out of 63 reviews
Rating 8 - Good. 7 out of 63 reviews
Rating 6 - Okay. 0 out of 63 reviews
Rating 4 - Poor. 1 out of 63 reviews
Rating 2 - Terrible. 0 out of 63 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Tina B.

Liked: Cleanliness
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

8/10 Good

Shirley C., Oak Park

Liked: Cleanliness
Very cute. Good for two people.
Stayed 1 night in Mar 2026

10/10 Excellent

Bob L.

Liked: Cleanliness
Very Clean and cozy. Really close to Journeyman and Acorn. Nice quiet area.
Stayed 2 nights in Mar 2026

10/10 Excellent

Jason P.

Liked: Cleanliness
Clean great place for 2 people.
Stayed 2 nights in Feb 2026

10/10 Excellent

Kaleigh A.

Liked: Cleanliness
A charming little place, perfect for two people for a get away.
Stayed 1 night in Feb 2026

10/10 Excellent

Melissa M.

Liked: Cleanliness
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

10/10 Excellent

Dan C.

Liked: Cleanliness
Everything was great. Excellent hosts!
Stayed 1 night in Jan 2026

10/10 Excellent

Rebecca L.

Liked: Cleanliness
Great communication from our host and excellent location
Stayed 3 nights in Feb 2026

10/10 Excellent

Dorea L.

Liked: Cleanliness
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

Alex P.

Liked: Cleanliness
Clean, private, and close to town, perfect
Stayed 2 nights in Jan 2026

10/10 Excellent

Alison H., Chicago, Illinois

Liked: Cleanliness
Cute place in a great location!
Stayed 1 night in Nov 2025

4/10 Poor

Michaele J.

Liked: Cleanliness
The main reason for two stars is that the primary piece of furniture traditionally used for relaxation in the living area was an extremely uncomfortable futon which was supposed to act as a sofa. We tried laying it flat and adding pillows to try to make it more comfortable but, alas, no luck. Besides the futon was one other chair for relaxing. There’s no TV so we brought our own setup to watch the game. There are no cooking utensils except for one metal spatula! I was lucky I brought a large spoon from home! There were no bowls so we ate out ice cream from coffee mugs. Aside from one small saucepan, the cooking pans were a pair of very thin pans which scorched the food and had no lids. We couldn’t open our canned food as there was no can opener and no dish drainer to dry dishes. also no bedside lights for reading.
Stayed 2 nights in Nov 2025

10/10 Excellent

Carl S.

Liked: Cleanliness
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
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
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

Ryan F.

Liked: Cleanliness
Very nice and clean
Stayed 2 nights in Sep 2025

10/10 Excellent

Amanda A.

Liked: Cleanliness
Great location and easy check in/out.
Stayed 3 nights in Jul 2025

10/10 Excellent

Nick B.

Liked: Cleanliness
Great 2 night stay! Firepit was awesome to use at night. 10/10 recommend.
Stayed 2 nights in Jul 2025

10/10 Excellent

Nicole S.

Liked: Cleanliness
Cute, clean, functional! Fire pit was nice to enjoy at night.
Stayed 1 night in Jul 2025

10/10 Excellent

Linda C.

Liked: Cleanliness
Clean, walking distance to town and close to neighboring cities. Never met the owners but had to contact them once and the quickly responded. Only one thing, there is a window air conditioner in the main room which also has a ceiling paddle fan. Got a litle warm in the bedroom. A ceiling fan would help.We had a great time.
Stayed 4 nights in Jul 2025

10/10 Excellent

Barbara B.

Liked: Cleanliness
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

michael m.

Liked: Cleanliness
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

Verified traveller

Liked: Cleanliness
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

Shelia M.

Liked: Cleanliness

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

8/10 Good

Kathleen G.

Liked: Cleanliness

Very cute cottage

Very cute cottage. Great for 2 people. Super clean. No TV. (We didn't care).Could use some blackout curtains in the bedroom, especially after a wedding ;)
Stayed 2 nights in May 2025