Entire home

A curated stay in the Historic College Quarter

Cottage perfectly located for exploring Winter Park

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Photo gallery for A curated stay in the Historic College Quarter

Dining
Outdoor dining
Smart TV, books
Smart TV, books
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 493 sq m

Popular amenities

  • Dryer
  • Washer
  • Kitchen

Explore the area

View in a map
Winter Park, FL
  • Place, Winter Park Tennis Center
    ‪6 min walk‬
  • Place, Rollins College
    ‪10 min walk‬
  • Place, Morse Museum of American Art
    ‪14 min walk‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪27 min drive‬

Room options

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About the area

Winter Park

Heart of Winter Park.Within a 15-minute walk of this College Quarter cottage, you'll find Rollins College and Mead Garden. Morse Museum of American Art and Casa Feliz Historic Home Museum are also within 2 miles (3 km).

What's nearby

  • Winter Park Tennis Center - 6 min walk - 0.6 km
  • Rollins College - 10 min walk - 0.9 km
  • Mead Garden - 14 min walk - 1.2 km
  • Morse Museum of American Art - 14 min walk - 1.2 km
  • Casa Feliz Historic Home Museum - 17 min walk - 1.5 km

Getting around

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

Restaurants

  • ‪The Porch - ‬4 min walk
  • ‪Fiddlers Green Irish Pub & Eatery - ‬4 min walk
  • ‪Keke's Breakfast Cafe - ‬7 min walk
  • ‪cfs Coffee - ‬10 min walk
  • ‪The Ravenous Pig - ‬5 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.

Similar properties

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
  • Living room
  • 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

  • Water park
  • 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

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

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 20 lbs per pet)
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

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 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation. Cashless payment methods are available for all transactions.

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

Reviews

A curated stay in the Historic College Quarter Reviews

10

Exceptional

10/10

Cleanliness
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

Reviews

10/10 Excellent

Marsha P., Georgia

Liked: Cleanliness

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

10/10 Excellent

Madeline V.

Liked: Cleanliness

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

10/10 Excellent

Len S.

Liked: Cleanliness

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

10/10 Excellent

Kari F.

Liked: Cleanliness

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

10/10 Excellent

Aisha A.

Liked: Cleanliness

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

10/10 Excellent

Renee F.

Liked: Cleanliness

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

10/10 Excellent

Pat R.

Liked: Cleanliness

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

10/10 Excellent

Brett B.

Liked: Cleanliness

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

10/10 Excellent

Jen S., Hingham, MA

Liked: Cleanliness

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

10/10 Excellent

Kimberly G., Greenwich, CT

Liked: Cleanliness

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

10/10 Excellent

Ida C.

Liked: Cleanliness

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

10/10 Excellent

Jordan T.

Liked: Cleanliness

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

10/10 Excellent

Heidi I.

Liked: Cleanliness

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

10/10 Excellent

Elizabeth S.

Liked: Cleanliness

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

10/10 Excellent

Pam C.

Liked: Cleanliness

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

10/10 Excellent

Catherine C.

Liked: Cleanliness

Quiet & Quaint

This charming little bungalow is in a very quiet neighborhood within walking distance from Park Avenue and the beautiful Rollins College campus. The neighborhood is so conveniently located and lovely for walking. The home was equipped with everything we needed; comfortable beds, fluffy towels and all the conveniences of home. We loved the sunlight in the morning, the decor and special touches all around the home - lots of character! The hosts were easy to work with and very responsive to our questions and needs. We can happily recommend this property and would certainly stay here again.
Stayed 9 nights in Jan 2023

10/10 Excellent

Jackie R.

Liked: Cleanliness

Winter Park Cottage

We had a wonderful stay at this cozy cottage. I was traveling with my two small children for my daughter’s wedding. Everything was perfect and I felt very safe and secure in the neighborhood. The internet went out while we were there, but the owners proactively fixed it before I even knew it was a problem. Everything was wonderful and we had everything we needed. Thank you so much for making it a great visit!
Stayed 6 nights in Dec 2022

10/10 Excellent

Brian B.

Liked: Cleanliness

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

10/10 Excellent

Jennifer S.

Liked: Cleanliness

Absolutely lovely!

Beautiful comfortable cottage in a perfect location, we would definitely stay here again!
Stayed 18 nights in Nov 2022

10/10 Excellent

Maryann M.

Liked: Cleanliness

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

10/10 Excellent

Tiffany O., Pepper Pike

Liked: Cleanliness

Winter Park Charm

House is in a great location. So much charm and wonderful amenities. Elise is wonderful to deal with and made sure everything during our stay was perfect. I would highly recommend this house to someone looking for a little pied-a-terre in the heart of Winter Park.
Stayed 3 nights in Nov 2022

10/10 Excellent

Katherine F.

Liked: Cleanliness

Charming Cottage Close to Rollins and downtown Winter Park

Cozy cottage close to Rollins and downtown Winter Park. A quick drive to Orlando-area attractions.
Stayed 4 nights in Aug 2022

10/10 Excellent

Amber G.

Liked: Cleanliness

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

10/10 Excellent

Jackie B.

Liked: Cleanliness

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

10/10 Excellent

James R.

Liked: Cleanliness

Lovely two bedroom home with big yard

Lovely two bedroom home with big yard and beautiful oak tree listed on the historical register very comfortable and Homie
Stayed 4 nights in May 2022