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

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Terrace/patio - Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! (Three Oaks)
Living area - Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! (Three Oaks)
Living area - Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! (Three Oaks)
Fridge, microwave, stovetop, coffee/tea maker - Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! (Three Oaks)
Property grounds - Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! (Three Oaks)
In the charming Village of Three Oaks, this one-bedroom cottage offers a romantic retreat with vaulted ceilings and pine interior. Designed with a 'northwoods' flair by local artist Vincent, it features his paintings and custom furniture. Stroll downtown to discover unique shops, art galleries, restaurants, and more.

Reviews

9.6 out of 10
Exceptional

Entire home

1 bedroom1 bathroom37 sq m

Popular amenities

  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
  • Parking available
  • Barbecue
The current price is NZ$433
includes taxes & fees
26 May - 27 May

Add dates for prices

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 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

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Policies

Check-in

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

Check-out

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

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 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.

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
On-site parties or group events are strictly prohibited
Long-term renters welcome
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
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

About the area

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. Visit our Three Oaks travel guide
View more Cottages in Three Oaks
Map
Three Oaks, MI

What's nearby

  • Close-up view of three acorns on oak tree between green leaf, under clear blue sky
    The Acorn
    5 min walk - 0.4 km
  • Vickers Theatre
    5 min walk - 0.4 km
  • Three Oaks Township Library and Museum
    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
  • White Birch Market
    14 min drive
  • Ray & Al’s
    10 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 does it cost to stay at Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town! ?

As of 25 May 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 26 May 2026 start from NZ$433, including 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.

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).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 57 out of 66 reviews
Rating 8 - Good. 7 out of 66 reviews
Rating 6 - Okay. 0 out of 66 reviews
Rating 4 - Poor. 1 out of 66 reviews
Rating 2 - Terrible. 1 out of 66 reviews

9.8

Cleanliness

10

Location

Reviews

Verified

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
Verified

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
Verified

10/10 Excellent

Eddie K.

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

Wonderful stay

Comfortable and convenient
Stayed 1 night in Jun 2024
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

Julie L.

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

Cozy Cottage!

This was the perfect place for us to stay during our visit to Three Oaks for a wedding. Quick walk to everything in town. Adorable cottage with everything we needed to be comfortable. Loved the art and the garden!
Stayed 3 nights in Sep 2023
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

Sandy C.

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

Perfect Little Cottage

Cute little place to stay. It was clean. Had everything we needed. Jan and Bob responded quickly to our messages. Very kind and helpful. Was a quiet place to unwind and relax. Close to everything we needed to do. Thank you for a wonderful stay.
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Rebecca L.

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

10/10 Excellent

Alex P.

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

10/10 Excellent

Verified traveller

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

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
Verified

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
Verified

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
Verified

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
Verified

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