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

Three Oaks accommodation with kitchen

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

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

Reviews

9.8 out of 10
Exceptional

Entire home

1 bedroom1 bathroom37 sq m

Popular amenities

  • Kitchen
  • Free WiFi
  • 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

Room options

About the area

Three Oaks

In Three Oaks .Your stay at this Three Oaks cottage places you within a 10-minute walk of The Acorn and Vickers Theatre. Three Oaks Township Library and Museum and Three Oaks Township Hall are also within half a mile (1 km).
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.

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Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

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

  • Smoking not allowed

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

Pets

  • No pets allowed

Children and extra beds

  • This property does not allow children.

Events

No events allowed

Smoking

Smoking is not permitted

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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Frequently asked questions

How close is Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! to the airport?

This cottage is 25.8 mi (36-min drive) away from the South Bend Intl. Airport (SBN) airport, the closest popular airport to the property.

How much does it cost to stay at Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! ?

As of Apr 9, 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 Apr 10, 2026 start from CA $219, excluding 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.

Does Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! have an airport shuttle?

Airport shuttle services are not available at this cottage.

How close is Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! to the beach?

This cottage is 6.6 mi (14-min drive) from Townline Beach and 7.1 mi (15-min drive) from Cherry Beach. Don't forget your sunscreen!

Does Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! offer free breakfast?

This cottage does not offer free breakfast.

Is there a casino at Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! ?

No, there is no casino at this cottage, but Four Winds Casino New Buffalo (13-min drive) is nearby.

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.

Is there free parking at Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! ?

Free parking is not available at this cottage.

Does Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! have a pool?

This cottage does not have a pool.

Does Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! have a spa?

There are no spa services available at this cottage.

How close is Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! to downtown Three Oaks?

This cottage is 0.4 mi away from Three Oaks.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 54 out of 61 reviews
Rating 8 - Good. 6 out of 61 reviews
Rating 6 - Okay. 0 out of 61 reviews
Rating 4 - Poor. 1 out of 61 reviews
Rating 2 - Terrible. 0 out of 61 reviews

9.8/10

Cleanliness

Reviews

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

8/10 Good

Greta S., Chicago

Liked: Cleanliness

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

8/10 Good

Mary F.

Liked: Cleanliness

Charming Artistic Cottage in downtown Three Oaks

This is a nice place for a person or couple to stay in a quiet neighborhood setting within easy walking distance to all the charms of Three Oaks MI. We would have loved to give this cottage a 10 rating, but the issues preventing that are the unfortunate “sulfur/rotten egg” smell when running the water in the kitchen and bathroom sinks (we did not risk showering) and we found the mattress a bit too soft/sloping to the middle for our preference. Also my husband noted the lack of any ventilation in the bathroom.
Stayed 2 nights in Apr 2025