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Cheerful Cottage in Ocala's Historic District

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View from property - Cheerful Cottage in Ocala's Historic District (Ocala)
2 bedrooms, iron/ironing board, WiFi, bed sheets - Cheerful Cottage in Ocala's Historic District (Ocala)
Smart TV - Cheerful Cottage in Ocala's Historic District (Ocala)
Fridge, oven, stovetop, dishwasher - Cheerful Cottage in Ocala's Historic District (Ocala)
Dining - Cheerful Cottage in Ocala's Historic District (Ocala)
In Ocala's Historic District, this 1934 home offers a serene retreat with beautiful green views and natural lighting. Unwind in the cozy living space or enjoy morning coffee on the sunny patio, furnished with everything you need for a comfortable stay.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 482 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Cheerful Cottage in Ocala's Historic District

Freshly renovated in chic style this 1934 is located in Ocala’s Historic District. Just a short walk to Ocala’s Downtown square. This serene home features beautiful green views, natural lighting, a cozy living space, king size bed, queen size bed and fast and free WiFi. furnished with everything you need for a comfortable and relaxing stay. Enjoy your morning coffee in a rocker on the sunny patio.

Property amenities

Internet

  • Available in the cottage: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital

Things to do

  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Kayaking nearby
  • Mountain biking nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water tubing 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

  • Property does not allow children
  • Unit size: 884 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

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

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
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

Frequently asked questions

Is Cheerful Cottage in Ocala's Historic District pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Cheerful Cottage in Ocala's Historic District?

Check-in begins at 4:00 PM.

What time is check-out at Cheerful Cottage in Ocala's Historic District?

Check-out is at 10:00 AM.

Where is Cheerful Cottage in Ocala's Historic District located?

Located in Historic District, this cottage is within a 15-minute walk of Ocala Downtown Square, Tuscawilla Park, and AdventHealth Ocala. HCA Florida Ocala Hospital and Munroe Regional Medical Center are also within 1 mi (2 km). Ocala Station is 21 minutes by foot.

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Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 41 out of 42 reviews
Rating 8 - Good. 1 out of 42 reviews
Rating 6 - Okay. 0 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 0 out of 42 reviews

10

Cleanliness

9.8

Location

Reviews

Verified

10/10 Excellent

Kendra O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean cottage that is true to the pictures advertised. We thoroughly enjoyed our stay.
Stayed 5 nights in Dec 2025
Verified

10/10 Excellent

Anne D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay while in Ocala visiting family. The house was very clean and beautifully decorated during the holiday. We loved being able to walk to through the historic district and to the town square. Our hosts were very responsive and we would definitely stay again on our next visit.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Colby B.

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

Great place

Home was perfect for our stay. Great location
Stayed 4 nights in Mar 2025
Verified

8/10 Good

Deborah S.

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

Nicely done

Good location
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Suzanne N.

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

Amazing Cottage

Well appointed, great location, lovely decorative touches, and a historic fairy tale feel to the home. Comfortable beds and plenty of coffee. Would live here! Loved it.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Josey G.

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

Lovely cottage in a great neighborhood

Crystal is a great host. She went above and beyond for us. This is an adorable, clean and comfortable home in a lovely area of Ocala. Would recommend to anyone
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Susan A.

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

Lovely historic bungalow in a great location

We were in Ocala to visit a family member that shows at the WEC. The house was in a great location near the historic downtown and about a 15 minute drive to WEC. House was very clean and all essentials were provided. Host was very responsive and accommodating. Would definitely recommend and stay there again!
Stayed 4 nights in Jan 2025
Verified

10/10 Excellent

Constance C.

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

Cute and Cozy Cottage

This cute and cozy cottage was exactly as described. This home was exceptionally clean and well appointed- had everything we needed. Check in process was easy and owner responsive. We were in Ocala for a short stay to visit family and had a wonderful a stay. We loved your home and even played the record player for our young adult children- they thought it was great. Definitely a 5 star stay. Would rent again.
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Chelsie M.

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

such a lovely property

I loved my stay at this property! It is the cutest little house and the sweetest little neighborhood. I was here for a week and I enjoyed every bit of itEverything was very clean. They had all you needed in the kitchen and more.The windows made the house so bright during the day and they also have blackout curtains if you like it dark! Crystal was so sweet to let me check in a little early and even have a late check out ! She is so sweet . I come visit Ocala often (lived here for 12 years) and will most certainly love to stay in this place again
Stayed 5 nights in Jan 2025
Verified

10/10 Excellent

Jennifer w.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice house Easy to get in and clean
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Nicole B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent stay - well appointed, clean, convenient to historic area. Enjoyed it two weekends in a row.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Nicole B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautifully appointed - comfortable bungalow. Loved being near the historic downtown.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Marianne W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything , crisp and fresh and all the little details. The shower head was particularly lovely. The drapes are gorgeous. And a really great neighborhood. And Communication was prompt.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Robin B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This cozy Ocala cottage was in the heart of the historic district and was full of charm. It was beautifully decorated, the amenities were exceptional, and immaculately clean! The host was so easy to work with, and made my stay extra great. An added benefit was the super comfy bed!
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Louann D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and well appointed. All our needs were met during our stay. Thank you!
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Mary Paul H.

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

Relaxing

Very nice classic home,appreciated the very clean proprety and comfort of it as well.We would stay there again.
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Pamela R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nicely appointed, clean accommodations in quiet neighborhood. We appreciated the availability of plentiful towels and washcloths as we stayed for 11 nights and didn’t have time to frequently do laundry. We did need to purchase our own body wash as the existing container was nearly empty and no bar soap was stocked (only hand soap for sinks). Beds were comfortable and we also appreciated the blackout curtains to block neighbors’ bright flood lights. Would stay here again for future trips to Ocala.
Stayed 11 nights in Nov 2025
Verified

10/10 Excellent

Lori M.

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

Cute cottage - would stay again!

This rental property is just as pictured. It’s really cute, clean and everything you need to be comfortable. The host is responsive and accommodating. It’s also a perfect location and close to all the downtown restaurants and shopping. I highly recommend and would stay again.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Jamie H.

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

Perfect house and location

This property was perfect for our weekend stay. The location was convenient with a very quiet neighborhood. We would definitely stay here again if we visit ocala in the future. The checkin process was easy and everything we needed was there. weneeded was
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Verified traveler

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

Cute bungalow

Loved the uniqueness of the property. The bathroom could use some kind of shelf, since there was no place for even a toothbrush - but we managed. The neighborhood was quiet and easy to access.
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Denise B.

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

Perfect little home for 2

Great place, clean super comfy in a quiet neighborhood. Recommend it
Stayed 4 nights in Sep 2022
Verified

10/10 Excellent

Patricia B.

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

lovely hosts!

thank you so much for sharing your sweet home!
Stayed 3 nights in Feb 2023
Verified

10/10 Excellent

Corey P.

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

Business/Getaway

This property was great! Absolutely the cleanest property I've ever booked. Everything was exactly as advertised and the owners are wonderful. They care about the guest relaxing and enjoying their time! I will definitely stay there again.
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Marion H.

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

Fabulous stay

We came to Ocala for a horse show. This home was perfect for the 2 of us. It is about 20 minutes from WEC and provided us with a quiet comfortable retreat. We will definitely stay again.
Stayed 19 nights in Jul 2022
Verified

10/10 Excellent

Eric A.

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

Perfect in every way

Clean, cute, well stocked and in a really sweet location. This cottage is exactly advertised and Crystal was really flexible with our arrival and check out. Thank you!
Stayed 7 nights in Jul 2024