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Drew's Den in Historic Downtown Pleasant Hill, MO

Photo gallery for Drew's Den in Historic Downtown Pleasant Hill, MO

Entry is the door on the left
Living Room with Kitchen
Bedroom with closet and King Memory foam bed
Bedroom with king bed, all linens and closet
Living room with 49" Led smart TV and pull out sofa sleeper

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Pleasant Hill, MO
  • Place, Best Friends Dog Park
    ‪8 min drive‬
  • Place, Harrisonville City Park
    ‪11 min drive‬
  • Place, South Street Park
    ‪14 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 King Bed

1 bathroom

Bathroom 1

Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

About this property

Drew's Den in Historic Downtown Pleasant Hill, MO

Stay in private unit in Historic Downtown Pleasant Hill! Suite is located right on the Rock Island/Katy Trail! Beautiful 1920's home renovated into 3 private suites. This suite features a private bedroom with king memory foam bed, bath, full kitchen and laundry. Watch a movie stored on on the Dish Network Hopper in the spacious living area or curl up with a book in the bay window. Kitchen provides fridge, ice maker, stove, microwave, coffee maker, toaster and basic cooking utensils.

This house contains 3 individual and private units available for rental. Lauren's Loft, Drew's Den and Rebecca's Retreat are the units.
Our prices include all fees. No hidden fees.

Add dates for prices

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  • Air conditioning
  • Parking available
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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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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
Smoking is permitted outside.

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 are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

About the neighborhood

Pleasant Hill

Located in Pleasant Hill, this villa is in the city center. Harrisonville Golf Club and Stonehaus Farms Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore North Park and Blueberry Park. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling, mountain biking, and hiking nearby.
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Map
Pleasant Hill, MO

What's nearby

  • Best Friends Dog Park - 8 min drive - 6.4 km
  • Harrisonville City Park - 11 min drive - 18.3 km
  • Blueberry Park - 14 min drive - 22.2 km
  • South Street Park - 14 min drive - 23.3 km
  • North Park - 15 min drive - 23.3 km

Getting around

  • Lee's Summit Station - 22 min drive

Restaurants

  • ‪Casey's - ‬17 min drive
  • ‪Long’s Bbq - ‬15 min walk
  • ‪Big Creek Cafe - ‬6 min walk
  • ‪McDonald's - ‬16 min walk
  • ‪Guido's Pizza - ‬18 min walk

Frequently asked questions

Is Drew's Den in Historic Downtown Pleasant Hill, MO pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Drew's Den in Historic Downtown Pleasant Hill, MO?

As of May 3, 2026, prices found for a 1-night stay for 2 adults at Drew's Den in Historic Downtown Pleasant Hill, MO on Jul 14, 2026 start from $143, 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?

Onsite parking is available at the property.

What time is check-in at Drew's Den in Historic Downtown Pleasant Hill, MO?

Check-in begins at 4:00 PM.

What time is check-out at Drew's Den in Historic Downtown Pleasant Hill, MO?

Check-out is at 11:00 AM.

Where is Drew's Den in Historic Downtown Pleasant Hill, MO located?

Located in the heart of Pleasant Hill, this villa is 4 mi (6.4 km) from Best Friends Dog Park and within 12 mi (20 km) of North Park and Memorial Stadium. Blueberry Park and Raymore Recreation Park are also within 12 mi (20 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 44 out of 45 reviews
Rating 8 - Good. 0 out of 45 reviews
Rating 6 - Okay. 1 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

10/10

Cleanliness

9.0/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Michael P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed our stay, everything was clean and cozy. Would recommend staying here.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Pat K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My stay was excellent. Property was as described and very comfortable. My hosts provided easy check-in and great instructions. Will definitely recommend this location to friends and because it is so close to the Rock Island Bike Trail I will probably be back as well.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Debra

Liked: Cleanliness, property conditions & facilities, communication
Place was extremely clean, quiet and exactly as it was described.
Stayed 2 nights in Mar 2024
Verified

10/10 Excellent

Sheri G.

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

2nd time I have been thete

Great place
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Sarah M.

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

Drew’s Den is Delightful

We enjoyed our stay at Drew’s Den. It’s comfortable with all the comforts of home including soft sheets and towels. The sofa is comfortable and the recliner was a nice place to rest after a busy day. Our hosts were great to work with.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Mary P.

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

Pleasant Hill

Lovely place to stay for a few days exploring the area. The place was well stocked and had everything you might need.
Stayed 4 nights in Oct 2023
Verified

10/10 Excellent

Richard L.

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

It was just like home. Loved the layout and decorations. All the amenities were wonderful.

Will want to rent again in fall
Verified

10/10 Excellent

Tina B.

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

Relaxing Home-A-Way

We enjoyed our stay in Pleasant Hill. The house is located is a quiet neighborhood and the owners were very attentive to our needs. We’d definitely stay again!
Stayed 9 nights in Feb 2023
Verified

10/10 Excellent

Polly B.

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

Lovely apartment

Very clean and well appointed. Everything we needed was supplied. Great stay. Hope to stay again soon.
Stayed 4 nights in May 2023
Verified

10/10 Excellent

Wendy S.

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

Relaxing stay in Pleasant Hill, Mo

Drew's Den was clean and well furnished with a comfortable bed. Our neighbors in the building were quiet and pleasant. We enjoyed walking to the Railroad Cafe for breakfast and later sipping wine next door. Only problem was could not find coffee. Would like to stay again.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Carla M.

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

In town for a Wedding

Perfect!!!
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

William

Liked: Cleanliness, amenities, property conditions & facilities, communication
Really nice update property. Plenty of dishes, towels, etc.
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

Stephanie S.

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

Adorable Cottage

This was our first time using Vrbo and everything was beyond what I imagined. The place was adorable, clean, and had everything we needed. Check-in/check out was easy, the town was was wonderful and the cafe down the street was really good with my food allergies. Our hosts were also awesome by removing the dairy creamers before we arrived. We visit the area often and will 100% be back!
Stayed 8 nights in Jul 2024
Verified

10/10 Excellent

Mary M.

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

Family Visit

Drew’s Den was the perfect location for our recent visit to the Lees Summit area. The property was very clean, well provisioned, and filled all of our needs. It was easy to get to nearby family and simple access to the Interstate made it easy to visit family in the Olathe area as well. Would recommend dinner at the Creamery and breakfast at the Wyoming Street Grill. Will definitely stay here again on our next visit
Stayed 5 nights in May 2023
Verified

10/10 Excellent

Delinda L.

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

Special place

We loved it. Took walks each day to downtown area, checking small stores . The place was very well equipped and had everything we needed! Was exactly as presented. We definitely recommend.
Stayed 9 nights in Jul 2023
Verified

10/10 Excellent

Jacqueline H.

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

Fantastic experience-I highly recommend!

NA
Stayed 2 nights in May 2023
Verified

10/10 Excellent

Ed D.

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

Central to family in the area.

Needed a space central to family in the Greenwood, Harrisonville, and Lone Jack area. Couldn't ask for a better place. Short drive to all three. Drews Den was just the ticket. The house was clean and the neighborhood was very quiet. I will book this place again when visiting this area of Missouri. Thanks to the owners! Great communication.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Verified traveler

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

Perfect little apartment on bike trip

This place is modern, well equipped, and the owners are great. There are two large TV’s and the wifi works well. They had coffee and water for us which saved us shopping. The town is small but there are a few places to eat. Grocery shopping is about two miles away.
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Nancy T.

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

Clean, comfy, perfect location

We loved our stay at Drew's Den! We could walk to explore Pleasant Hill's historic downtown and to restaurants on the main highway. We brought our bikes and rode from the house to two trails: the old MOPAC and the Rock Island spur of the Katy trail. The house was clean and the bed was super comfortable! We had plenty of space for our things and enjoyed relaxing inside. Highly recommend!
Stayed 2 nights in Apr 2023
Verified

10/10 Excellent

Verified traveler

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

Wonderful property near Rock Island Trail

This one bedroom townhouse was absolutely wonderful. It is perfect for one person or a couple. A washer/dryer, smart TV, and kitchenette made the stay a success. Got to meet the owners. Great people who take pride in their property. Only suggestion is to add some extra blankets.
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Jacinda C.

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

Cute & Cozy

Perect place for my boyfriend & I. The place had everything we needed regarding linens, kitchen wares, etc. The host promptly responded to a message I sent. My only complaint was the bed and furniture were too firm for our liking, but both were clean and looked nice.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Verified traveler

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

Like home

Quiet, quaint neighborhood. It is close to train tracks and they do run at night, but you only faintly hear the air horns as they pass. Hosts provide excellent directions and were very helpful. About 15 minutes from the edge of the city. We didn't go down town. Excellent breakfast within walking distance. Big Creek Cafe.
Stayed 4 nights in Sep 2023
Verified

10/10 Excellent

Aaron P.

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

As good as the Westin!

Nice place to stay and it stands up to my stays at places like The Westin or Marriot. Checkin was simple and my stay was pleasant…..
Stayed 5 nights in Nov 2022
Verified

10/10 Excellent

Stephanie W.

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

Great little clean and cozy place!

Great place conveniently located close to downtown shops and eateries. The house was very clean and well equipped for a weekend getaway or extended stay. Great communication with owners. They were very helpful to leave instructions for the house and recommendations for shopping and places to eat.
Stayed 2 nights in Nov 2022
Verified

10/10 Excellent

Zach A.

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

Wonderful

The rental process was easy and I love how the owners contacted us before our stay. The property was very clean and absolutely loved the furniture. Just wish we could’ve stayed longer!
Stayed 2 nights in Oct 2022

About the host

Hosted by Kevin&Kellie Roth

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Languages:

English

Premier Host

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