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Cheerful Cottage in Ocala's Historic District

Cottage near Ocala Downtown Square in Ocala

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Photo gallery for Cheerful Cottage in Ocala's Historic District

A dining area with a wooden table, white chairs, a vase with greenery, and large windows with white curtains.
A bedroom with a bed, nightstands, a ceiling fan, and a view of the outdoors.
A living room with a fireplace, a television mounted above it, and a sofa.
A kitchen with white cabinets, a stainless steel sink, wooden countertops, and large windows with a view of trees.
A living room with a beige sofa, a white armchair, and a patterned rug. There are large windows with curtains, a chandelier, and a wall-mounted mirror.

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

Explore the area

View in a map
Ocala, FL
  • Place, Ocala Downtown Square
    ‪14 min walk‬
  • Place, Tuscawilla Park
    ‪15 min walk‬
  • Place, Reilly Arts Center
    ‪4 min drive‬

Room options

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  • Kitchen
  • Pet friendly
  • Parking included
  • Air conditioning
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The price is CA $106
CA $118 total
includes taxes & fees
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About the area

Ocala

Historic District stay.Within a 15-minute walk of this Historic District cottage, you'll find Ocala Downtown Square and Tuscawilla Park. AdventHealth Ocala and HCA Florida Ocala Hospital are also within 2 miles (3 km).
View more Cottages in OcalaOpens in a new window

What's nearby

  • Ocala Downtown Square - 14 min walk - 1.2 km
  • Tuscawilla Park - 15 min walk - 1.3 km
  • Reilly Arts Center - 4 min drive - 2.4 km
  • Discovery Center - 4 min drive - 2.4 km
  • World Equestrian Center – Ocala - 17 min drive - 20.2 km

Getting around

  • Ocala Station - 5 min drive
  • Gainesville Regional Airport (GNV) - 65 min drive

Restaurants

  • ‪Miller's Ale House - ‬17 min walk
  • ‪IHOP - ‬16 min walk
  • ‪Mellow Mushroom Ocala - ‬14 min walk
  • ‪Say Taco Tequila Bar & Grill - ‬16 min walk
  • ‪Harry's Seafood Bar & Grille - ‬14 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.

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.

Similar properties

Exterior detail
Equus Inn Ocala
Ocala
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
4.5 out of 5, Wonderful, 2,406 reviews
The price is CA $104
CA $115 total
includes taxes & fees
Oct 4 - Oct 5
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Property amenities

Internet

  • Available in the cottage: WiFi

Parking and transportation

  • Wheelchair-accessible parking available

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

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1"on-site accessible parking spaces 1", on-site accessible parking spaces
  • No elevator
  • Wheelchair-accessible parking
  • 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)
  • Fire extinguisher

General

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

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

  • No pets 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
Safety features at this property include a fire extinguisher
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Frequently asked questions

How close is Cheerful Cottage in Ocala's Historic District to the airport?

This cottage is 49.1 mi (65-min drive) away from the Gainesville Regional Airport (GNV) airport, the closest popular airport to the property.

Does Cheerful Cottage in Ocala's Historic District have an airport shuttle?

Airport shuttle services are not available at this cottage.

Does Cheerful Cottage in Ocala's Historic District offer free breakfast?

This cottage does not offer free breakfast.

Is there a casino at Cheerful Cottage in Ocala's Historic District?

No, there is no casino at this cottage.

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

Check-in begins at 4:00 PM.

Is there free parking at Cheerful Cottage in Ocala's Historic District?

Free parking is not available at this cottage.

Does Cheerful Cottage in Ocala's Historic District have a pool?

This cottage does not have a pool.

Does Cheerful Cottage in Ocala's Historic District have a spa?

There are no spa services available at this cottage.

How close is Cheerful Cottage in Ocala's Historic District to downtown Ocala?

This cottage is 0.7 mi away from Ocala.

Cheerful Cottage in Ocala's Historic District Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 44 out of 45 reviews
Rating 8 - Good. 1 out of 45 reviews
Rating 6 - Okay. 0 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Kaitlin G.

Liked: Cleanliness, check-in, communication, listing accuracy
Cute little cottage- a good 20 minute walk to the restaurants but a nice walk.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Lori S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Stayed 9 nights in Jan 2026
Verified review

10/10 Excellent

Kendra O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We are very thankful to enjoy this clean, cute property in a lovely neighborhood.
Stayed 5 nights in Feb 2026
Verified review

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 review

10/10 Excellent

Elaine T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Sunny & comfy, just as posted. Lovely neighborhood which makes you feel right at home. Definitely stay again.
Stayed 17 nights in Mar 2026
Verified review

10/10 Excellent

Robert S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean home with great amenities. We enjoyed the property very much.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Laura S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is the perfect location for anything you want to do in Ocala. Situated within blocks of downtown makes walking easy and a fun way to explore. The neighborhood is extremely quite. The home is well appointed with everything you need.
Stayed 5 nights in Apr 2026
Verified review

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 review

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 review

10/10 Excellent

Kendra O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I have stayed at this cheery cottage three times now. Every single stay has been very enjoyable. The neighbourhood is quiet. The cottage beautifully appointed. Easy access to shopping and dinning out. Very quick response time. Very accommodating when I needed a place to stay quickly. I am beyond thankful for this cute place to stay.
Stayed 3 nights in Apr 2026
Verified review

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 review

10/10 Excellent

Brooke T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay was amazing. No issues whatsoever. Host was responsive and friendly. The space had everything we needed and was super quiet neighborhood. Would highly recommend this place
Stayed 2 nights in Feb 2026
Verified review

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 review

10/10 Excellent

Andrea P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nicely decorated, clean, comfortable, light and bright. Kitchen well supplied, coffee pods for the Keurig a nice touch. Beds comfortable with black out curtains on the windows. Located in a nice neighborhood to walk and see other historic homes.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Kari J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Super cute amd cozy historic house in amazing historic neighborhood. Everyone raves about the stay. Kitchen was furnished, plenty of sheets, soap, shampoo etc. towels and blankets. We were a family of 4 female relatives and it was the perfect size for a long weekend. It was very quiet and safe and bonus - we loved saying hello to the neighbors sweet kitty 🖤
Stayed 3 nights in Mar 2026
Verified review

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 review

10/10 Excellent

Deb W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage was comfortable & quiet. The kitchen had all the accessories that we needed & everything was in great shape. The bedding was beautiful & comfortable. The location was minutes from the adorable downtown with great restaurants. It was within good distance from the Equestrian Center. I would stay again if in the area.
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Melissa S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My husband and I. stayed at this beautiful cottage along with my daughter and her husband. I cannot say enough about this cottage. There was plenty of room for the four of us and the beds were very comfortable. Now , every time I go to visit Ocala , this will be the place we stay. Quaint place near the Ocala sqare, where there us always events going on and somethingto do.. True Gem
Stayed 2 nights in Apr 2026
Verified review

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 review

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 review

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 review

10/10 Excellent

Kathryn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cleaniness and responsiveness
Stayed 3 nights in Feb 2026
Verified review

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 review

10/10 Excellent

yvette m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the location and the charm of the cottage. The neighborhood is quiet and this is something that we appreciated. In addition, the bedrooms have blackout drapes and that makes for a good nights sleep.Definitely would stay here again. The responsiveness of the owners was fantastic. When we arrived, the AC was not generating cold air. A quick text with Chris, and within an hour a tech was there fixing it while we were at dinner. We came back to a totally chill environment.
Stayed 2 nights in Apr 2026
Verified review

8/10 Good

Deborah S.

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

Nicely done

Good location
Stayed 3 nights in Jan 2025

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