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A curated stay in the Historic College Quarter

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A dining area with a wooden table, white chairs, a chandelier, and a bookshelf with decorative items.
A living room with a wooden floor, a ceiling fan, a white armchair, a sofa, a coffee table, and a patterned rug.
A kitchen with wooden cabinets, stainless steel appliances, and a black countertop.
A bedroom with a bed, a chair, a ceiling fan, and a window with blinds.
A living room with a white sofa, a smaller armchair, a coffee table, and a bookshelf filled with books and decorative items.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 41000 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Winter Park, FL
  • Place, Lake Virginia
    ‪6 min walk‬
  • Place, Winter Park History Museum
    ‪9 min walk‬
  • Place, Rollins College
    ‪12 min walk‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪31 min drive‬

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About the neighborhood

Winter Park

Located in College Quarter within a short walk of Rollins College, this cottage is within a mile (2 km) of Morse Museum of American Art. The cottage includes a kitchen, a patio, and a dining area.
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What's nearby

  • Lake Virginia - 6 min walk - 0.4 miles
  • Hannibal Square Heritage Center - 6 min walk - 0.4 miles
  • Winter Park History Museum - 9 min walk - 0.5 miles
  • Rollins College - 12 min walk - 0.7 miles
  • Casa Feliz Historic Home Museum - 18 min walk - 1.0 mile

Getting around

  • AdventHealth Station - 8 min drive
  • Winter Park Station - 13 min walk
  • Orlando Intl. Airport (MCO) - 32 min drive

Restaurants

  • ‪Fiddlers Green Irish Pub & Eatery - ‬4 min walk
  • ‪The Porch - ‬4 min walk
  • ‪The Chapman - ‬9 min walk
  • ‪Starbucks - ‬10 min walk
  • ‪The Wine Room on Park Avenue - ‬12 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.

A curated stay in the Historic College Quarter

You'll fall in love with this beautiful historic cottage located in the heart of Winter Park. Filled with charming vintage furniture and homey trimmings. Dine in the luminous sunroom, enjoy a cup of tea or a movie in the warm and inviting living room. Two welcoming bedrooms with DreamCloud mattresses and luxurious linens will ensure you a restful night sleep. Don't let the size fool you, the fully equipped kitchen is mighty impressive! The outdoor deck sheltered by the old oak tree is shaded, private and peaceful.
Don't forget to venture out and walk to the core of the lovely Winter Park. This cottage is located 0.4 miles from Park Ave, 0.7 from Central Park with its Saturday Farmers Market and bi-annual Art Festival and 0.9 miles from the Charles Hosmer Morse Museum of American Art.

Don't hesitate to reach out if you would like to book our cottage for a shorter stay. I will be happy to try to accommodate your needs.

The cottage is air-conditioned and features a kitchen and a patio, and there's space to spread out with 2 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fenced private yard, and a coffee maker.

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  • Dryer
  • Pet friendly
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Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 20 lbs per pet)

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
  • Near an outlet shopping mall

Things to do

  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Theme park nearby
  • Water skiing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Garden
  • Unit size: 1,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Check-out

Check-out before 11:00 AM
Contactless check-out available

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

Rules

You'll be responsible for any damage to the rental property and its contents caused by you or your party during your stay.

Pets

  • This property welcomes pets
  • Dogs only
  • 1 total (20 lbs is the maximum weight per pet)
  • Restrictions apply
  • For more information, guests can reach out to the property at the number on the booking confirmation
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
Cashless transactions are available
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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
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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM

We should mention

Details about charges, deposits, or other important information:

  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.
  • Cashless payment methods are available for all transactions.

Frequently asked questions

What's there to do near this cottage?

This cottage is situated in College Quarter within a short 17-minute walk of Morse Museum of American Art and also 18 minutes on foot from Albin Polasek Museum and Sculpture Gardens. You'll also find Kia Center and Orlando Science Center within a short drive.

Is this cottage adjacent to a casino?

No, this cottage is not connected to a casino.

Is there an indoor pool at this cottage?

No, there is no indoor pool at this cottage.

Does this cottage provide breakfast?

No, this cottage doesn't offer breakfast.

Does this cottage allow pets to stay for free?

Although dogs can't stay for free, they are welcome at this cottage.

Where is the closest airport to this cottage?

The closest major airport to this cottage is Orlando Intl. Airport (MCO), which is 24.9 mi away (32 minutes by car). Another top airport is Orlando Sanford Intl. Airport (SFB), which is located 24.4 mi away (30-minute drive).

A curated stay in the Historic College Quarter Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 37 out of 37 reviews
Rating 8 - Good. 0 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

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

Enjoyed our stay

We had a great stay in the cozy cottage. We love the neighborhood and the walk ability to Park Avenue and Rollins College.
Stayed 13 nights in Jan 2024
Verified review

10/10 Excellent

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

Really enjoyed our stay!

The property was everything as advertised. We truly enjoyed our stay and it was a perfect location for dropping our daughter off at Rollins.
Stayed 9 nights in Aug 2023
Verified review

10/10 Excellent

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

Great cozy cottage college visit!

Loved this spot, walking distance to everything we needed in town and on campus, cant wait to come
Stayed 3 nights in Jan 2023
Verified review

10/10 Excellent

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

Thanksgiving Get-away

Adorable cottage in an ideal location - steps away from downtown Winter Park and Rollins. We loved our stay! And will definitely book here again!
Stayed 3 nights in Nov 2021
Verified review

10/10 Excellent

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

Amazing location

Great location to walk to restaurants & shops in Winter Park. Only a couple blocks from Rollins College!
Stayed 3 nights in Mar 2023
Verified review

10/10 Excellent

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

Killer location, great home

The cozy cottage is clean, in an ideal location and the hosts are super responsive. We will definitely be back!
Stayed 6 nights in Feb 2023
Verified review

10/10 Excellent

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

Cozy cottage in Winter Park

Enjoyed the closeness to downtown Winter Park. Place was clean and quaint. Would recommend it.
Stayed 13 nights in Jan 2022
Verified review

10/10 Excellent

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

A great cottage!

We needed a place to stay for the two of us and it was great. Right on the edge of Rollins college, and Elisa was very responsive to questions.
Stayed 3 nights in Nov 2023
Verified review

10/10 Excellent

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

charming home in a great location

The home is just oozes charm and coziness - and the location can't be beat. We'll be back!
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

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

Charming

Lovely and well appointed this house was very comfortable for our stay in Winter Park. It was an easy walk into town and close to family we were visiting.
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

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

Cute cottage!

What a darling cottage in a great location. Our terrier thoroughly enjoyed chasing the squirrels in the fenced backyard!
Stayed 3 nights in Jan 2022
Verified review

10/10 Excellent

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

Historic cottage

The cottage is located in a very nice, safe quiet neighborhood. It is an easy walk to Park Avenue and Rollins College. I loved the location.
Stayed 7 nights in Jun 2022
Verified review

10/10 Excellent

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

The most charming cottage

Splendid cottage, so well located, in a wonderful neighborhood. A well-appointed kitchen, comfortable beds, nice linens. The owner was exceptionally responsive to our needs and easy to contact and deal with. All in all, a wonderful stay and getaway from a Northern winter. We would definitely stay here again.
Stayed 27 nights in Feb 2023
Verified review

10/10 Excellent

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

Quiet staycation

Quiet, quaint and cozy. Great location. Walking distance to a lot of restaurants and shops. Elisa and her husband are quick to respond and were very accommodating for our stay. Highly recommended
Stayed 3 nights in Mar 2024
Verified review

10/10 Excellent

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

Lovely, updated, historic home in great location.

We really enjoyed our 1 week stay here. The location is perfect - walk to Rollins (Go Tars!) and the Rollins baseball field, walk to Park Avenue shops and restaurants. The house is lovely, and nicely decorated. With the fully equipped kitchen, we were able to host some wonderful dinners for our family and friends in the area. One of the best rentals we’ve stayed at and dog friendly, too!
Stayed 7 nights in Mar 2022
Verified review

10/10 Excellent

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

Charming Cottage

Wonderful, immaculately clean cottage, great location: scenic neighborhood for walks and walking distance to restaurants, shops. Kitchen was very nicely supplied. Enjoyed the quiet backyard deck for reading. Will definitely plan to return!
Stayed 4 nights in Dec 2021
Verified review

10/10 Excellent

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

Just right for us…

Were in town on business working 12 hr days, nice to come home to a “home” Instead of a hotel. Property exactly as advertised and Elisa was seamless to communicate with. Will be back in May!
Stayed 3 nights in Mar 2022
Verified review

10/10 Excellent

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

Great stay!

We came from California and stayed at this charming cottage for 4 days. It was super cute, clean and had everything we needed. Elisa was super accommodating. The cottage is located on a nice quiet street in Winter Park. We were able to walk in to town. I would highly recommend Elisa's cottage and would stay here in the future!
Stayed 4 nights in Nov 2022
Verified review

10/10 Excellent

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

Lovely home

Very cozy home. Attention to detail and anticipation of guests’ needs were fantastic! Host left snacks, a couple of laundry pods/dryer sheets, coffee, bathroom toiletries…Beds were very, very comfortable, too!
Stayed 4 nights in Nov 2023
Verified review

10/10 Excellent

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

Home Away From Home!

We traveling from Texas for a full week to enjoy the holidays. This charming cottage provided the perfect setting on a cozy quiet street with a nice size fenced in yard for our dogs. The location is in the heart of Winter Park in walking distance from Park Ave! We had an amazing stay over our holiday vacation! Highly recommend! Thank you!
Stayed 7 nights in Dec 2022
Verified review

10/10 Excellent

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

Lovely Winter Park Home

Beautiful home within walking distance to Lake Virginia, Rollins College and Park Ave restaurants and shopping. The home is spotless with a well stocked and updated kitchen, and great dining and living areas. Nice backyard with deck right of the kitchen for outdoor dining. Welcoming hosts and lots of great information on the area! Hope to be back again!
Stayed 10 nights in Apr 2023
Verified review

10/10 Excellent

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

Darling Little Gem

Absolutely loved my stay ~ darling home in historical neighborhood. Walking distance to Park Avenue through charming college area. So many things to do nearby. Walkable to everything! Owners were amazing + great communication. Thanks for a wonderful experience!
Stayed 5 nights in Jan 2023
Verified review

10/10 Excellent

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

Charm and location

We stayed 4 nights. Hosts responded quickly and were so friendly. We walked daily around the neighborhood, along the lake trails, and through Rollins College. We could have walked to lots of shopping and lots of restaurants if it wasn’t Florida hot and we’d melt! It’s about 30 minutes to the Disney parks and the local museums are very close. Loved the house and would stay again.
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

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

Lovely home!

The home was very clean and had everything we needed for a wonderful stay. We did not have the opportunity to cook while visiting but it looked to have plenty of cooking/ eating utensils to be able to make a meal. Has a nice backyard for dogs. The welcome basket was a really nice touch! The home is in a nice neighborhood and within walking distance to some great places to eat and shop. The owner was very attentive any time we had questions.
Stayed 4 nights in Jan 2023
Verified review

10/10 Excellent

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

Great location!

Often at rentals you get the feeling that the rental is stocked with “hand me downs” from the owner’s primary residence, which I get. Not so with this VRBO. The good quality linens, towels and household items really elevate the experience. It is nicely decorated and in a great location. Foxtail or Barnie’s coffee nearby, lots of great restaurants or Publix/Trader Joe’s/Whole Foods within five miles if you want to do your own cooking. We had a great stay. Highly recommend!
Stayed 5 nights in Jul 2022

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