See all properties
Entire home

'Osprey Cottage' South Freeport Home on Casco Bay!

Beach cottage near LL Bean Flagship Store

Choose dates to view prices

Photo gallery for 'Osprey Cottage' South Freeport Home on Casco Bay!

A wooden deck with wicker furniture and a view of boats on the water.
A metal bridge leading to a wooden archway with stone walls on either side.
A house with a grey brick exterior, a white door, and a window with a sign reading "Osprey".
A kitchen with white cabinets, a dining table with two chairs, and a window with blinds.
A kitchen with white cabinets, a dining table with chairs, a microwave, a dishwasher, and a red kettle.

Reviews

8.8 out of 10
Excellent

Entire home

2 bedrooms1 bathroomSleeps 6700 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Freeport, ME
  • Place, Casco Bay
    ‪1 min walk‬
  • Place, LL Bean Flagship Store
    ‪9 min drive‬
  • Place, Desert of Maine
    ‪10 min drive‬
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)
    ‪26 min drive‬

Room options

You may also like

Ad
A modern living room with a sofa, ottoman, and chairs, a kitchen area with a counter and pendant lights, and a large window with curtains.

The Freeport Hotel, an Ascend Collection Hotel

Freeport
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
7.6 out of 10, Good, 1,006 reviews
$93 nightly
The price is $102
Oct 28 - Oct 29
Total with taxes and fees
The Freeport Hotel, an Ascend Collection Hotel

About the neighborhood

Freeport

Seaside stay .Stay at this Freeport cottage and you'll be within half a mile (1 km) of Casco Bay and 2 miles (3 km) of Bradbury Mountain State Park. Also, Wilbur's of Maine Chocolate Confections is within 3 miles (5 km) and Eartha is within 6 miles (10 km).
View more Cottages in FreeportOpens in a new window

What's nearby

  • Casco Bay - 1 min walk - 0.0 miles
  • LL Bean Flagship Store - 9 min drive - 4.5 miles
  • Desert of Maine - 10 min drive - 4.9 miles
  • State Theatre - 22 min drive - 19.8 miles
  • Maine Mall - 25 min drive - 24.7 miles

Getting around

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

Restaurants

  • ‪Cumberland Farms - ‬7 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪Circle K - ‬8 min drive
  • ‪Maine Beer Company - ‬7 min drive
  • ‪Dunkin' - ‬7 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

'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-2026-99 | 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

Similar properties

A gym with treadmills, elliptical machines, and exercise balls, large windows, and a modern ceiling design.
HomeAwhile
Scarborough
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
4.7 out of 5, Exceptional, 325 reviews
$90 nightly
The price is $98
Nov 6 - Nov 7
Total with taxes and fees
HomeAwhile

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the cottage: Internet access

Parking and transportation

  • Parking on site

Kitchen

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

  • Smoking not allowed

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)
  • Fire extinguisher
  • First aid kit

General

  • Unit size: 700 square feet

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

  • No pets 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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
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 professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

Osprey Cottage South Freeport Home Casco Bay
Osprey Cottage Home Casco Bay
Osprey South Freeport Home Casco Bay
Osprey Freeport Home On Casco
Osprey Cottage South Freeport Home on Casco Bay! Cottage
Osprey Cottage South Freeport Home on Casco Bay! Freeport
'osprey Cottage' South Freeport Home on Casco Bay! Cottage
'osprey Cottage' South Freeport Home on Casco Bay! Freeport
359065

Frequently asked questions

How close is 'Osprey Cottage' South Freeport Home on Casco Bay! to the airport?

This cottage is 18.6 mi (26-min drive) away from the Portland Intl. Jetport Airport (PWM) airport, the closest popular airport to the property.

Does 'Osprey Cottage' South Freeport Home on Casco Bay! have an airport shuttle?

Airport shuttle services are not available at this cottage.

How close is 'Osprey Cottage' South Freeport Home on Casco Bay! to the beach?

This cottage is 15.6 mi (21-min drive) from East End Beach and 17 mi (34-min drive) from Landing Beach. Don't forget your sunscreen!

Does 'Osprey Cottage' South Freeport Home on Casco Bay! offer free breakfast?

This cottage does not offer free breakfast.

Is there a casino at 'Osprey Cottage' South Freeport Home on Casco Bay!?

No, there is no casino at this cottage.

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

Check-in begins at 3:00 PM.

Is there free parking at 'Osprey Cottage' South Freeport Home on Casco Bay!?

Free parking is not available at this cottage.

Does 'Osprey Cottage' South Freeport Home on Casco Bay! have a pool?

This cottage does not have a pool.

Does 'Osprey Cottage' South Freeport Home on Casco Bay! have a spa?

There are no spa services available at this cottage.

How close is 'Osprey Cottage' South Freeport Home on Casco Bay! to downtown Freeport?

This cottage is 2.7 mi away from Freeport.

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

Reviews

8.8

Excellent

Rating 10 - Excellent. 15 out of 24 reviews
Rating 8 - Good. 5 out of 24 reviews
Rating 6 - Okay. 3 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 1 out of 24 reviews

8.6/10

Cleanliness

Reviews

Verified review

10/10 Excellent

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 review

6/10 Okay

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
From a partner site

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

6/10 Okay

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 review

2/10 Terrible

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 review

8/10 Good

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

6/10 Okay

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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