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'Osprey Cottage' South Freeport Home on Casco Bay!

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Fridge, microwave, stovetop, dishwasher - 'Osprey Cottage' South Freeport Home on Casco Bay! (Freeport)
Imagine sipping your morning coffee with a cool bay breeze at STRR-2024-99. This charming Cape Cod-style cottage offers a patio for alfresco dining, and is within walking distance to South Freeport's boutique shops. Unwind by the fire pit or explore historic sites like Casco Castle Tower nearby.

Reviews

8.8 out of 10
Excellent

Entire home

2 bedrooms1 bathroomSleeps 665 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Add dates for prices

About this property

'Osprey Cottage' South Freeport Home on Casco Bay!

  • 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
    - 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

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the cottage: Internet access

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Refrigerator
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Free toiletries
  • Hair dryer
  • Towels provided

Entertainment

  • Books
  • DVD player
  • Games
  • TV with cable channels

Outdoor areas

  • Balcony
  • Gas grill

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • Near the bay
  • Near the ocean
  • On the waterfront

Things to do

  • Hiking/biking trails nearby
  • Motor boating 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)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 700 square feet

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Policies

Check-in

Check-in time starts at 3:00 PM

Minimum check-in age - 18

Check-out

Check-out before 11:00 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

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
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 and a first aid kit
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

About the area

Located in Freeport, this cottage is on the waterfront. Eartha and Freeport Historical Society are local landmarks, and the area's natural beauty can be seen at Bradbury Mountain State Park and Mast Landing Sanctuary. Wilbur's of Maine Chocolate Confections and Wolfe's Neck Farm are also worth visiting. Discover the area's water adventures with nearby power boating, or enjoy the great outdoors with hiking/biking trails. Visit our Freeport travel guide
View more Cottages in Freeport
Map
Freeport, ME

What's nearby

  • Bradbury Mountain State Park
    Bradbury Mountain State Park
    3 min drive - 2.2 km
  • LL Bean Flagship Store
    LL Bean Flagship Store
    9 min drive - 7.2 km
  • Forested pine sand dunes. Fight against soil erosion.
    Desert of Maine
    10 min drive - 7.9 km
  • An old wooden pier with colorful cafes on the shores of the Atlantic Ocean. USA. Portland. old orchard beach,
    Old Orchard Beach
    37 min drive - 63.7 km
  • Old Orchard Beach pier with rays through the pilings at low tide
    Old Orchard Beach Pier
    41 min drive - 63.7 km

Getting around

  • Freeport Station
    7 min drive
  • Portland, ME (PWM-Portland Intl. Jetport)
    26 min drive

Restaurants

  • Circle K
    8 min drive
  • Cumberland Farms
    7 min drive
  • McDonald's
    8 min drive
  • Dunkin'
    7 min drive
  • Dunkin'
    7 min drive

Frequently asked questions

Is 'Osprey Cottage' South Freeport Home on Casco Bay! pet-friendly?

No, pets are not allowed at this property.

How much is parking at 'Osprey Cottage' South Freeport Home on Casco Bay!?

On-site parking is available at the property.

What time is check-in at 'Osprey Cottage' South Freeport Home on Casco Bay!?

Check-in begins at 3:00 PM.

What time is check-out at 'Osprey Cottage' South Freeport Home on Casco Bay!?

Checkout is at 11:00 AM.

Where is 'Osprey Cottage' South Freeport Home on Casco Bay! located?

Situated in Freeport, this beach cottage is steps from Casco Bay and within 3 mi (5 km) of Bradbury Mountain State Park and Wilbur's of Maine Chocolate Confections. Eartha and Freeport Historical Society are also within 6 miles (10 km).

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'Osprey Cottage' South Freeport Home on Casco Bay! Reviews

Reviews

Excellent

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. 14 out of 22 reviews
Rating 8 - Good. 4 out of 22 reviews
Rating 6 - Okay. 3 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 1 out of 22 reviews

8.6

Cleanliness

9.6

Location

Reviews

Verified

10/10 Excellent

John J.

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

Lovely cottage on the water

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.
Stayed 3 nights in Sep 2023
From a partner site

10/10 Excellent

Therese

small gem on the water

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!
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

LIRAZOL A.

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

Outer Banks in Freeport

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. :)
Stayed 2 nights in May 2025
Verified

6/10 Okay

Susan M.

Liked: Check-in, communication, location

Fine for a short stay

A cute property, but the bathroom really needs a bit of updating and the 2nd "bedroom" with bunk beds is very, very small and only appropriate for small children.
Stayed 3 nights in Jun 2023
Verified

8/10 Good

Vicki S.

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

On the water

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.
Stayed 3 nights in Oct 2023
Verified

6/10 Okay

Verified traveller

Liked: Cleanliness, check-in

No Service

The place was cute. Wasn't aware the owner was right next door. Couldn't work due to not having any service at all. Not much to do around the cottage. And when weather is bad, there isn't anything in the cottage to do or really watch on the very old television. Cute, but will not be back
Stayed 3 nights in Jun 2022
Verified

2/10 Terrible

Eleesa M.

Liked: Location
Disliked: Check-in, communication, listing accuracy

Managed by another company and do not communicate using your VRBO preferences

In my settings on Vrbo I indicate to use my mobile number to communicate bc personal email is full of spam and things can get lost. The owners did not pay attention to my requests and blamed me. The check in process was also communicated this way even after I told them my preferences. The property is dated, but fine. They had none of the bare essentials like coffee or tea or sugar, so they might want to provide this, especially for people coming off of international flights like I was.
Stayed 2 nights in Sep 2023
Verified

8/10 Good

Lisa W.

Liked: Check-in, communication, location
Disliked: Cleanliness

Cute cottage on the bay in Freeport, Maine

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!
Stayed 3 nights in Oct 2022
Verified

8/10 Good

Carie R.

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

Pretty location

Vintage little cottage in perfect location. We had a great time visiting. The only negative thing is the wifi was bad.
Stayed 5 nights in Sep 2022
Verified

10/10 Excellent

John R.

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

Casco Bay Stay

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.
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

J Scott K.

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

Excellent property! Wonderful Hosts!

Beautiful location. Friendly host! Close to all of Freeport offerings!
Stayed 3 nights in Oct 2021
Verified

10/10 Excellent

Nicole D.

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

Great for families

Great location to use as a home base. We loved sitting on the pier and having our morning coffee!
Stayed 3 nights in Jul 2021
Verified

10/10 Excellent

Melinda R.

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

Everything we Needed

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!!!
Stayed 4 nights in Jun 2021
Verified

6/10 Okay

JOSEPH L.

Liked: Cleanliness, location, listing accuracy

Lovely Spot, A Lot of Rules

This is a nice little cabin on the water in South Freeport. The owners live steps away but if you are looking for a friendly experience, this isn’t it. Pretty pricey and you are expected to strip bed, sort trash and a host of other very specific rules. The second “bedroom” is the size of a walk in closet.
Verified

10/10 Excellent

Rachel K.

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

Cute space, great view and vibes

Great stay, very cute cottage on the water. Extremely scenic and beautiful. Owners are very nice, responsive, and helpful. However no cell service for any of the providers nor working WiFi at the time. Great lobster shack down the street called Harraseeket Lunch & Lobster. Overall, highly recommend.
Stayed 4 nights in May 2021
Verified

10/10 Excellent

Wendy J.

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

Quaint Cottage

Adorable, clean cottage with beautiful views. It's was a 5 min. drive to downtown freeport. Bunk room is very small and better suited for children. Unfortunately the weather didn't really cooperate so we really didn't get a chance to visit the state parks near by but all in all a wonderful quiet place to get away and reconnect with family
Stayed 2 nights in Oct 2020
Verified

10/10 Excellent

Erik w.

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

Great spot

Perfect getaway
Stayed 2 nights in Sep 2020
From a partner site

10/10 Excellent

Kelley Heck

Peaceful Dream Waterfront Vacation

We booked this perfect bayside cottage last minute and it was one of our most memorable family vacations. Steps to the property dock for paddle boarding, kayaking, boating, and morning mimosas sans the kids. A short walk to a highly rated marina seafood restaurant that lives up to the hype. A 5-10 minute drive to everything else, a mere 20 into downtown Portland. Hosts Greg and Deborah were so friendly and quick to respond and accommodating for all needs and they are on property. Hope to be back next summer. Absolute heaven here!
Verified

10/10 Excellent

Chris W.

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

Cute Cottage on the water

The cottage is perfect in terms of location, view and quaintness. It is near a ton of restaurants and the downtown area of Freeport. There is a fish shack on the water on the next street over that is awesome. We did find a couple things that could use some work, but it did not take away from the stay. The TV is OLD and you can hardly see it. The toilet rocks back an forth a bit and the bath tub drain is very slow. The A/C in the bedroom does not work at all. Other than that it was great. Please note I did not even bother to complain about those items so management was not informed. Property is fun and relaxing!
Stayed 4 nights in Sep 2019
Verified

8/10 Good

Kellie S.

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

Beautiful Cove

The cove where these cottages are is beautiful! We watched fosh feeding off of the dock, at midnight, and watched fog roll-in from the ocean. Cabin is located close to Freeport, but provides a quiet place to still get away from crowds. Cabin is a short walk to. good seafood, in a quiet neighborhood.
Stayed 7 nights in Aug 2019
Verified

10/10 Excellent

Matthew C.

Quiet family vacation

We had a wonderful stay at Opsrey Cottage with our 3 month old. Quiet and comfortable cottage in a great location.
Stayed 2 nights in Oct 2018
Verified

10/10 Excellent

Elanah U.

Perfect cottage right on the water

Beautiful, comfortable cottage right near Freeport. Hosts were very friendly and full of advice for good places to eat. Wake up and walk out to your own dock or sit out there on a nice evening.
Stayed 3 nights in May 2018