See all properties
Entire home

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

Choose dates to view prices

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

A small, single-story cabin with a porch, surrounded by a garden and trees.
A cozy cabin interior with a dining area, a living room with a blue sofa, and a kitchen with wooden cabinets.
A compact kitchen with wooden cabinetry, a built-in oven, and a coffee maker. A patterned rug runs along the floor, leading to a door.
A gravel path leading to a small house with a white porch and a fenced yard.
A cozy room with a blue armchair, a pink sofa, and a wooden dining table.

Reviews

9.4 out of 10
Exceptional

Entire home

1 bedroom1 bathroom400 sq ft

Popular amenities

  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available
  • Barbecue grill
The current price is $227
$227 nightly
$227 total
Total with taxes and fees
Nov 1 - Nov 2

Explore the area

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

Room options

Similar properties

A hotel room with a bed, a desk, a chair, a TV, a minibar, and a small kitchen area with stools.
Microtel Inn & Suites by Wyndham Elkhart
Elkhart
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
3.9 out of 5, Good, 1,002 reviews
$51 nightly
The price is $57
Oct 6 - Oct 7
Total with taxes and fees
Microtel Inn & Suites by Wyndham Elkhart

About the neighborhood

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 - 0.3 miles
  • The Acorn - 5 min walk - 0.3 miles
  • Acorn Theater - 8 min walk - 0.5 miles
  • Three Oaks Township Hall - 8 min walk - 0.5 miles
  • Watkins Memorial Park - 14 min walk - 0.8 miles

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
  • ‪Timbers at Four Winds Casino - ‬15 min drive
  • ‪Ray & Al’s - ‬10 min drive
  • ‪Heston Supper Club - ‬13 min drive
  • ‪Journeyman Distillery - ‬5 min walk

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 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

  • 1 bedroom
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table

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

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

Pets not 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
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

9.4

Exceptional

Rating 10 - Excellent. 66 out of 82 reviews
Rating 8 - Good. 9 out of 82 reviews
Rating 6 - Okay. 3 out of 82 reviews
Rating 4 - Poor. 2 out of 82 reviews
Rating 2 - Terrible. 2 out of 82 reviews

9.6/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place. Close to downtown Three Oaks which is a fantastic gem in SW Michigan. Highly recommend this for a couple visiting the area.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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

10/10 Excellent

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

10/10 Excellent

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 review

10/10 Excellent

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

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We typically like to stay in secluded out of town locations, but wanted to give this a try. It was cute and very clean inside. It was very quite at night so no problem with noise. Jan and Bob were great! Would definitely stay again!
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

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

10/10 Excellent

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

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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

2/10 Terrible

Liked: Cleanliness, check-in, communication, location
Property was horrible . Too many bad things to mention and no tv .
Stayed 8 nights in Jun 2026
Verified review

10/10 Excellent

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 review

6/10 Okay

Liked: Check-in, location
Disliked: Cleanliness
Clean enough. Bathroom & shower unappealing. Ground outside a mess. A/C did not work with remote - had to unplug & plug back in. No TV but that was not an issue for us. Nice walking distance to town. Left day early.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

Wonderful stay

Comfortable and convenient
Stayed 1 night in Jun 2024
Verified review

10/10 Excellent

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 review

10/10 Excellent

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

Birthday Getaway

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