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Cheerful Cottage in Ocala's Historic District

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. - Cheerful Cottage in Ocala's Historic District (Ocala)
A kitchen with white cabinets, a stainless steel sink, wooden countertops, and large windows with a view of trees. - Cheerful Cottage in Ocala's Historic District (Ocala)
A bedroom with a bed, nightstands, a ceiling fan, and a view of the outdoors. - Cheerful Cottage in Ocala's Historic District (Ocala)
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. - Cheerful Cottage in Ocala's Historic District (Ocala)
A living room with a fireplace, a television mounted above it, and a sofa. - 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
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Add dates for prices

About this property

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 transport

  • Wheelchair-accessible parking available

Kitchen

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

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Accessible parking space
  • No lift
  • Wheelchair-accessible parking
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • 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
  • Snorkelling 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

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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 - 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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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

We should mention

This property does not have any lifts

About the area

Located in Ocala, this cottage is in the city centre. The area's natural beauty can be seen at Ocala Downtown Square and Silver Springs State Park. Juniper Prairie Wilderness and Discovery Center are also worth visiting. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with hiking/biking trails and cycling. Visit our Ocala travel guide
View more Cottages in Ocala
Map
Ocala, FL

What's nearby

  • Ocala Downtown Square
    14 min walk - 1.2 km
  • Tuscawilla Park
    15 min walk - 1.3 km
  • Juniper Prairie Wilderness
    18 min walk - 1.6 km
  • Reilly Arts Center
    4 min drive - 2.4 km
  • Discovery Center
    4 min drive - 2.4 km

Getting around

  • Ocala Station
    5 min drive
  • Gainesville, FL (GNV-Gainesville Regional)
    57 min drive

Restaurants

  • Wawa
    13 min walk
  • IHOP
    16 min walk
  • Miller's Ale House
    17 min walk
  • Mellow Mushroom Ocala
    14 min walk
  • Say Taco Tequila Bar & Grill
    16 min walk

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 at Cheerful Cottage in Ocala's Historic District?

On-site 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?

Checkout 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 mile (2 km). Ocala Station is 21 minutes by foot.

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Cheerful Cottage in Ocala's Historic District 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. 42 out of 43 reviews
Rating 8 - Good. 1 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 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

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

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

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

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

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

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

Lori S.

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

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

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

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

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

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

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

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
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

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