Entire home

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
Exceptional
1 bedroom1 bathroomSleeps 2

Popular amenities

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

Explore the area

Map
308 Cherry St, Guest Cottage, Three Oaks, MI, 49128
  • The Acorn
    ‪5 min walk‬
  • Warren Woods State Park
    ‪5 min drive‬
  • Four Winds Casino New Buffalo
    ‪12 min drive‬
  • South Bend, IN (SBN-South Bend Intl.)
    ‪34 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.

Property manager

Jan or Bob

Languages

English

Add dates for prices

Amenities

Kitchen
Free WiFi
Air conditioning
Outdoor space
Parking available
Barbecue grill

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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

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. The area's natural beauty can be seen at Lake Michigan and Warren Dunes State Park. Round Barn Union Pier Tasting Room and Local are also worth visiting.
Map
Three Oaks, MI

What's nearby

  • Vickers Theatre - 5 min walk - 0.4 km
  • The Acorn - 5 min walk - 0.4 km
  • Warren Woods State Park - 5 min drive - 4.2 km
  • Younger Family Preserve - 11 min drive - 10.9 km
  • Four Winds Casino New Buffalo - 12 min drive - 13.5 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 - ‬14 min drive
  • ‪Four Winds Sports Bar - ‬14 min drive
  • ‪Timbers at Four Winds Casino - ‬15 min drive
  • ‪Ray & Al's - ‬10 min drive
  • ‪Journeyman Distillery - ‬5 min walk

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.

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.
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Rating 10 - Excellent. 34 out of 40 reviews
Rating 8 - Good. 6 out of 40 reviews
Rating 6 - Okay. 0 out of 40 reviews
Rating 4 - Poor. 0 out of 40 reviews
Rating 2 - Terrible. 0 out of 40 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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

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

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

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

8/10 Good

Kathleen G.

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

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

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

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

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

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

10/10 Excellent

Alisa K.

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

Cozy Cottage Near Downtown

Cute cottage near downtown area of Three Oaks. The property owners were very helpful and accommodating during our stay. This is a great location and it has all of the basic essentials except for a tv.
Stayed 3 nights in Oct 2024

10/10 Excellent

Valerie B.

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

Cozy cottage in SW Michigan

What an adorable and comfortable cottage! The gracious and friendly hosts were available and accomodating. They provided many recommendations for dining and entertainment in the area. Cabin in the woods feel, but conveniently in town. Definitely would return!
Stayed 1 night in Dec 2024

10/10 Excellent

Bradley G.

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

Great cottage for two!

Great cottage! Perfect for two. Super clean and comfortable. Walk to town for breakfast lunch or dinner! Close to Union Pier, New Buffalo, and lots of activities in the area.
Stayed 2 nights in Aug 2024

10/10 Excellent

Sandy H.

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

Wonderful property!

We came up to see the IU vs ND game, but this place ended up being the best part of the trip. Cottage was cute as a button and a short drive from the stadium. We were bummed we missed the Prancer festivities but were still able to enjoy the towns self-guided tour of the making of Prancer. Will come back next year for sure!
Stayed 1 night in Dec 2024

10/10 Excellent

Verified traveller

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

Beautiful and quiet property

Very beautiful cottage, well kept, and very private. Walking distance to everything in town. Loved all the artwork!
Stayed 2 nights in Jun 2024

10/10 Excellent

Alicia Y.

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

Recommend

Clean, cozy and comfortable! Very nice neighborhood, private but close to town, would stay here again!
Stayed 4 nights in Jul 2024

10/10 Excellent

Lindsay S.

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

Little get away

We loved staying at Jan and Bob’s guest house. It was a perfect place for my husband and I to escape our regular routine. The place is beautiful with an even more beautiful outside.
Stayed 2 nights in Jul 2023

10/10 Excellent

Leticia P.

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

Experiencing at cottage

It was a great stay. Cleanliness was top notch. Amazing stay to relax and decompress not to mention the host was very responsive and friendly. I highly recommended it!
Stayed 2 nights in Jul 2023

8/10 Good

Mary F.

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

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

10/10 Excellent

Joan G.

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

Just perfect!

The guest house was so quaint & aesthetically pleasing. Everything you need for your stay & more. Host was quick to respond from beginning to end. Very private, safe, quite neighborhood.
Stayed 2 nights in Jun 2024

10/10 Excellent

Janice G.

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

Cute

The place was clean and cute. We stayed one night to see a concert at the Acorn, which was just a few blocks away. It should be listed in the description that there isn’t a TV. It’s not listed on the amenities, but generally it’s a given that there is a TV! That was our only disappointment.
Stayed 1 night in Mar 2025

10/10 Excellent

Kris B.

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

Just like the pictures!

Very clean little cottage right in the neighborhood. Walking distance to Journeyman and the Acorn Theater. Perfect for the weekend.
Stayed 2 nights in Jun 2024

10/10 Excellent

Terry S.

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

Summary of our stay

Jan and Bob (the owners) met us when we were coming in. Extremely pleasant people, and the accommodations were exactly what we were seeking. Quiet, comfortable and clean. Very quaint and we would definitely stay there again.
Stayed 2 nights in Nov 2023

About the host

Hosted by Jan or Bob

Host profile image

Languages:

English