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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.
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, Loved by Guests
Top 1% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Games
    A rare find - enjoy a variety of games available on-site.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Ocala Downtown Square
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Deck or patio
  • Internet access

Explore the area

View in a map
Ocala, FL
  • Place, Ocala Downtown Square
    ‪14 min walk‬
  • Place, Juniper Prairie Wilderness
    ‪18 min walk‬
  • Place, Reilly Arts Center
    ‪4 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen

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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Adults only
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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

Important information

You need to know

Property # 2910512vb
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

About the area

Ocala

Located in Ocala, this cottage is in the city centre. Discovery Center and Reilly Arts Center are cultural highlights, and some of the area's activities can be experienced at Hampton Aquatic Fun Center and Bowlero West Ocala. Juniper Prairie Wilderness and Southeastern Livestock Pavilion SELP are also worth visiting. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with cycling and hiking/biking trails.
View more Cottages in OcalaOpens in a new window
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.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 43 out of 44 reviews
Rating 8 - Good. 1 out of 44 reviews
Rating 6 - Okay. 0 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Jonathan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Really enjoyed our stay in Ocala. Super location in pretty historical downtown, and easy to come and go. Very comfortable, and quaint. Owners super to work with. Highly recommend.
Stayed 6 nights in Jul 2026
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
Response from VrboOwner on 21 Feb 2026
Excited for your next stay!
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

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

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
Response from VrboOwner on 21 Feb 2026
The location is why we bought the house! Glad you enjoyed!
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

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

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

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
Response from VrboOwner on 21 Feb 2026
Hope to see you again!
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
Response from VrboOwner on 21 Feb 2026
Please come back soon!
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
Response from VrboOwner on 20 Jan 2026
Thanks so much for staying with us!
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

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
Response from VrboOwner on 20 Mar 2025
Thanks so much for sharing, we enjoyed hosting you.
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
Response from VrboOwner on 14 Jul 2025
Thanks so much for staying with us!
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
Response from VrboOwner on 21 Feb 2026
Let us known when you will be returning. We would love to host you again.
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
Response from VrboOwner on 21 Feb 2026
Glad you liked the bed! Keep us in mind on your next visit.
Verified review

10/10 Excellent

Kathryn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cleaniness and responsiveness
Stayed 3 nights in Feb 2026
Response from VrboOwner on 21 Feb 2026
Thank you for the review!
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

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
Response from VrboOwner on 21 Feb 2026
Thank you!
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
Response from VrboOwner on 21 Feb 2026
We aim to please. Hope to see you again.

About the host

Hosted by Crystal Snook

Host profile image

Friends that turned business partners, we share a love for Hospitality, Art, Decor, Antiques, and all things Real Estate.
We work here, live here, and play here...
We love OCALA and we hope you will love it just as much as we do!

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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