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'Osprey Cottage' South Freeport Home on Casco Bay!

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Freeport Vacation Rental | 2BR | 1BA | 700 Sq Ft | Step-Free Access
Exterior | Hammock | Outdoor Dining | Bayfront Location
Interior | Open Floor Plan | Free WiFi | A/C & Heating
Living Room | Queen Sleeper Sofa | Coastal Decor
Living area

Reviews

8.8 out of 10
Excellent
2 bedrooms1 bathroomSleeps 665.0 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Freeport, ME
  • Place, Bradbury Mountain State Park
    ‪3 min drive‬
  • Place, LL Bean Flagship Store
    ‪9 min drive‬
  • Place, Old Orchard Beach Pier
    ‪41 min drive‬
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)
    ‪26 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

1 bathroom

Full Bathroom

Spaces

Deck or patio
Kitchen
Balcony
Outdoor play area

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

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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Similar properties

Freeport Vacation Rental | 1BR | 1BA | 700 Sq Ft | Stairs Required
'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!
Freeport
  • Kitchen
  • Free Wi-Fi
  • Outdoor space
  • Parking available
9.8 out of 10, Exceptional, (14 reviews)
'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!

House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
default

Pets

No pets allowed
default

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

About the area

Freeport

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.
View more Cottages in FreeportOpens in a new window
Map
Freeport, ME

What's nearby

  • Bradbury Mountain State Park - 3 min drive - 2.2 km
  • LL Bean Flagship Store - 9 min drive - 7.2 km
  • Desert of Maine - 10 min drive - 7.9 km
  • Thompson's Point - 23 min drive - 33.7 km
  • 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 does it cost to stay at 'Osprey Cottage' South Freeport Home on Casco Bay!?

As of 9 Apr 2026, prices found for a 1-night stay for 2 adults at 'Osprey Cottage' South Freeport Home on Casco Bay! on 1 May 2026 start from AU$396, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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).

Reviews

8.8

Excellent

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. 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

8.6/10

Cleanliness

9.2/10

Check-in

9.2/10

Communication

9.6/10

Location

8.8/10

Listing accuracy

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
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
Response from VrboOwner on 9 Aug 2023
Hi Susan, we’re sorry to hear your stay did not meet your expectations. We followed up with the homeowner after reading your feedback, and they wanted to share the following: - Our unique waterfront guest cottages date back to the 1940s, and because of their unique location on pilings, literally over the water, they are grandfathered as they currently exist prohibiting us from any upgrades but decor and making minor repairs to the existing structures that do not require building permits. Hence a dated bathroom, which we always ensure is scrupulously clean. The second bedroom is listed on our site as featuring twin bunk beds and is admittedly extremely small, which is also reflected in our listing photos. Thanks for letting us know about your stay!
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

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

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

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
Response from VrboOwner on 24 July 2022
Hi Erica, we followed up with the homeowner after reading your feedback, and they wanted to share the following: Along with access information, we provide each guest with a set of instructions - both electronically prior to their arrival and printed and posted inside the cottage. It includes all of the informational items including internet access and other information, as well as advice that we were next door and our contact number to call if you needed anything. We wish you had reached out to us during your stay if there were any issues you needed to be addressed. We would have done everything we could to resolve them immediately so that you could enjoy the home. We would have been more than happy to re-set the router or provide anything else she needed. Thank you for letting us know about your stay.
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.
Response from VrboOwner on 13 July 2021
Hi Joseph, we're glad you enjoyed this cottage overall! The homeowners were surprised by your feedback, as they are accustomed to providing five-star stays. They would like to share the following: - The departure instructions are standard for the vacation rental industry, and most of our house rules are there to ensure guests have a safe and comfortable experience. - We do ask guests to sort trash, as the town requires the trash and recycling to be bagged separately. We're sorry if this was not to your liking. - The second bedroom is small, as pictured, but the beds are comfy. We have tried to utilize the space as best as possible. Thanks for your review. We are confident that future guests will continue to enjoy wonderful visits here!
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

About the host

Hosted by Evolve

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