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'Osprey Cottage' South Freeport Home on Casco Bay! | Cottage in Freeport

8.8 (22 Reviews) |   2 Bedrooms  1 Bathroom  100 Guests
Freeport Cottage | 'Osprey Cottage' South Freeport Home on Casco Bay!

2 Bedroom Cottage in Freeport

Enjoy a cool bay breeze with your morning coffee when you book this quaint Freeport vacation rental. The 2-bedroom, 1-bath Cape Cod-style cottage is perfect for solo travelers, couples, and small families, and features all the comforts of home. Prepare your lunch in the fully-equipped kitchen, then step outside and take in the views from the patio while dining alfresco. If you're a history buff, take a stroll through town and check out the architecture from America's Colonial Period. Book today!
-- THE PROPERTY --
STRR-2025-99 | Bayfront Location | Walkable Location | Fire Pit
Voted "Best Weekend of Shopping in New England" by Yankee Magazine, South Freeport offers a wide variety of boutiques and outlets - all easily accessible from your temporary home!
Bedroom 1: Queen Bed | Bedroom 2: Twin Bunk Bed | Living Room: Queen Sleeper Sofa
OUTDOOR LIVING: Patio, shared courtyard, gas grill, hammock, dining set w/ umbrella, outdoor shower
INDOOR LIVING: Cable TV, DVD player, board games, books, dining table
KITCHEN: Fully equipped, drip coffee maker, blender, toaster, microwave, dishware & flatware
GENERAL: Free WiFi, A/C, complimentary toiletries, towels/linens, washer/dryer, hair dryer, step-free access
PARKING: Driveway (2 vehicles)
-- THE LOCATION --
OUTDOOR EXPLORATION: Winslow Memorial Park (3.1 miles), Desert of Maine (4.3 miles), Wolfe's Neck Woods State Park (7.1 miles), Wolfe's Neck Farm - Mallet Barn (7.8 miles), Bradbury Mountain State Park (8.5 miles)
HISTORIC SITES: Casco Castle Tower (0.2 miles), Big Indian (2.1 miles), Old Town Meeting Place (3.1 miles), Freeport Historical Society (3.3 miles)
SHOPPING: Freeport Crossing (2.3 miles), Freeport Outlets (3.2 miles), 35 Main Street Outlet (3.2 miles)
AIRPORT: Portland International Jetport (18.4 miles)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: There are other bookable vacation rentals on-site; other travelers may be present during your stay
- NOTE: If you are traveling with more than 4 guests, check the availability of the other vacation rental home on the property, Evolve Listing #362599 for additional sleeping accommodations
- Freeport STL license # pending. Minimum stays apply

'Osprey Cottage' South Freeport Home on Casco Bay! is located in Freeport. 'Osprey Cottage' South Freeport Home on Casco Bay! provides accommodation, featuring Entertainment, Air Conditioner, Parking, among other amenities. This Cottage features Entertainment, Air Conditioner, Parking, to make your stay a comfortable one.

'Osprey Cottage' South Freeport Home on Casco Bay! has 2 Bedrooms , 1 Bathroom, and max occupancy of 100 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Freeport has interesting places to visit. If you want to learn more about the Cottage in Freeport, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Toiletries
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out Check-out before 11:00 am
Child Policy Children are welcome.
Pet Policy Pets not allowed
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
Freeport, 4078, USA

What Our Guests say 500 + Reviews

Jun 8, 2025 08:10:38 PM
Summary: The cottage was cute. The placement of items was with purpose. My daughter and I loved the quaintness of it all. I have a son with down syndrome and he enjoyed the spacious patio. Everything is within 8 minutes; shopping, restaurants, grocery store. We were up for soccer the field was 8 minutes away. Highly recommend. It was the Outer Banks vibe, pogues vs kooks. :)
LIRAZOL A. LIRAZOL A.
Nov 21, 2023 10:10:25 PM
Summary: We loved the Osprey cottage. It was well appointed with a relaxing coastal vibe. The cottage was very clean and the patio area first class. The rooms were small but perfect for my husband and I. I LOVED having our coffee on the dock in the LLBean adirondack chairs. Freeport is a convenient location. We would definitely stay there again!
Therese Therese
Oct 28, 2023 11:00:24 AM
Summary: Nice tiny spot on the water in a cool neighborhood Pretty sunrises. We were unable to connect to Wi-Fi which was disappointing. The cottage could use an updated TV and toaster.
Vicki S. Vicki S.
Oct 12, 2023 11:00:04 PM
Summary: This was an adorable cottage in a picturesque location. The cottage was clean and comfortable, right on the water. Additional friends stayed in the adjacent Heron cottage, and we joined them on the patio for a fire one evening as summer faded to autumn.
John J. John J.
Oct 26, 2022 11:00:34 AM
Summary: The location of the cottage was great in an adorable old neighborhood along the bay. Being able to sit out on the dock and enjoy the view of the Bay and walk the neighborhood was terrific! The cottage was spacious enough for the two of us in our group in communication was good with the homeowners. Unfortunately, the cottage was not as clean as it could have been and some of the things inside were a bit outdated and could use updating. Overall we had a great stay!
Lisa W. Lisa W.
Oct 15, 2022 11:00:10 AM
Summary: Vintage little cottage in perfect location. We had a great time visiting. The only negative thing is the wifi was bad.
Carie R. Carie R.
Oct 13, 2022 11:00:12 AM
Summary: Great location, very quiet and peaceful. Short drive to lots of attractions and great restaurants. Only down side is very limited cell service but the WiFi works good.
John R. John R.
Oct 31, 2021 11:00:52 AM
Summary: Beautiful location. Friendly host! Close to all of Freeport offerings!
J Scott K. J Scott K.
Aug 12, 2021 12:00:41 PM
Summary: Great location to use as a home base. We loved sitting on the pier and having our morning coffee!
Nicole D. Nicole D.
Jun 29, 2021 11:01:04 AM
Summary: Beautiful waterfront views! Great little cottage that had everything we needed for a family of 5 with three teen-young adult children. Had a great bonfire one night and started each morning on the dock with coffee. Coffee pot was dirty when we arrived. Nothing else to complain about!!!
Melinda R. Melinda R.

FAQ's

Is this Freeport cottage pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Freeport cottage have a swimming pool?

No, this Freeport cottage does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Freeport cottage?

Best-rates for the Freeport cottage starts from $411 per night with includes Kitchen, View, Balcony/Terrace, Laundry, Entertainment, Air Conditioner, Parking, TV, Oceanfront, Security/Safety, Sports/Activities, Child Friendly, Ocean View, Toiletries, Barbecue/Outdoor Cooking, Internet, Bedding/Linens, Wellness Facilities StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Freeport cottage a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Freeport cottage wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Freeport cottage has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Freeport cottage?

Based on the information reported by the owner or manager, the Freeport cottage indicates 1 day stay policy at this cottage. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Freeport cottage?

Based on the information reported by the owner or manager, details for the cancellation policy for the Freeport cottage are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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