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Sep 5 - Sep 7
In two months
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In four months
Dec 12 - Dec 14

Browse Select Freeport Cottages

Our top choices for Freeport cottages

WATERFRONT ON PETTENGILL POND
Property grounds

WATERFRONT ON PETTENGILL POND

9.6 out of 10, Exceptional, (4)
"My kids and I loved our stay at the pond. We enjoyed kayaking and floating in the peaceful setting. "
WATERFRONT ON PETTENGILL POND
The Great Escape - Picturesque Sebago Lake
Interior

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (52)
"Property was perfect for our stay."
The Great Escape - Picturesque Sebago Lake
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Outdoor dining

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

10.0 out of 10, Exceptional, (48)
"My friend and I felt very relaxed at this house. The beds were comfortable and the kitchen was stocked with most every cooking equipment needed. The host answered any question I had very quickly and supplied information about the surrounding area. It was a great place to unwind!"
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Outdoor spa tub

Private Contemporary Artist's Tree House on two acres with perennial gardens.

10.0 out of 10, Exceptional, (41)
"Beautiful, fun space. Very comfortable, and accommodating. Great location and hosts!"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
TV

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.4 out of 10, Exceptional, (51)
"This home is so wonderful to stay in. My sister and I find this to be the perfect place to meet each other and relax with our family. Beautiful space. "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room
Terrace/patio

THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room

10.0 out of 10, Exceptional, (52)
"Beautiful views from a charming cottage with kind neighbors. Eclectic styled home which we enjoyed. Would stay again!!"
THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room
Cozy Cottage with stunning views of Stover's Cove.
Interior

Cozy Cottage with stunning views of Stover's Cove.

9.8 out of 10, Exceptional, (7)
"We loved our time at the Cozy Cottage. They have the space well stocked with laundry detergent, dish soap, and even toiletries! All the communication was smooth and fast replies. I would recommend staying here if you are visiting Harpswell! "
Cozy Cottage with stunning views of Stover's Cove.
Charming 4-bedroom cottage with AC, WiFi on Little Sebago Lake waterfront
Microwave, oven, stovetop, dishwasher

Charming 4-bedroom cottage with AC, WiFi on Little Sebago Lake waterfront

10.0 out of 10, Exceptional, (1)
Charming 4-bedroom cottage with AC, WiFi on Little Sebago Lake waterfront
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Property grounds

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

9.4 out of 10, Exceptional, (86)
"The setting was absolutely beautiful. Shawn was extremely responsive and went out of his away to be accommodating. Would highly recommend!"
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Exterior

Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.

9.6 out of 10, Exceptional, (39)
"Peaceful, beautiful property. Perfect for our honeymoon. Highly recommend this place and Gurnet Trading Post for seafood!"
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Ocean Watch - Relax and let the ocean sweep you away at this charming retreat
Terrace/patio

Ocean Watch - Relax and let the ocean sweep you away at this charming retreat

8.6 out of 10, Excellent, (18)
"Very relaxing."
Ocean Watch - Relax and let the ocean sweep you away at this charming retreat
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!
Fridge, microwave, oven, stovetop

Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!

9.8 out of 10, Exceptional, (32)
"Have stayed here two times over the years and it’s a great place for small families. We thoroughly enjoyed our recent visit."
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!
Cozy lake house on Sabattus Pond 2 bed 1 Bath
Property grounds

Cozy lake house on Sabattus Pond 2 bed 1 Bath

9.0 out of 10, Wonderful, (12)
"Perfect place to stay for a weekend "
Cozy lake house on Sabattus Pond 2 bed 1 Bath
Lilac Cottage - Near Georgetown Island - Midcoast Maine
Interior

Lilac Cottage - Near Georgetown Island - Midcoast Maine

10.0 out of 10, Exceptional, (24)
"We had a wonderful stay at this property. Our dogs loved being able to chase eachother around the yard"
Lilac Cottage - Near Georgetown Island - Midcoast Maine
Oceanfront Escape: Deck & Granite Steps to Shore
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Oceanfront Escape: Deck & Granite Steps to Shore

9.0 out of 10, Wonderful, (2)
"Everything was beautiful and we loved our stay!"
Oceanfront Escape: Deck & Granite Steps to Shore
Your own private island! Rustic and close to Nature.
Dining

Your own private island! Rustic and close to Nature.

9.4 out of 10, Exceptional, (32)
"wonderful place, glamping, wildlife all around, you can't but enjoy the beauty of Mid Coast Maine. Thanks for sharing your island with all of us !"
Your own private island! Rustic and close to Nature.
Enjoyable 1-bedroom rustic cottage in Southport.
Terrace/patio

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (11)
Enjoyable 1-bedroom rustic cottage in Southport.
Cute 2+ Bedroom Cottage
Fridge, microwave, oven, stovetop

Cute 2+ Bedroom Cottage

9.6 out of 10, Exceptional, (18)
"Returned this year for our 2nd stay. Clean, comfortable and quiet. Will book again!"
Cute 2+ Bedroom Cottage
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Property grounds

Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage

9.6 out of 10, Exceptional, (18)
"Loved the location."
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Terrace/patio

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (102)
"We sat and watched a major winter storm outside the window. Very exciting from within a cozy house. We enjoyed staying in a house where you could feel somebody's presence, rather than the "accessorized" vacation homes with welcoming signs from the Dollar store etc. Only thing lacking--place needs a new key box because the existing one is hard enough to use that it feels like it won't work. Gorgeous place!"
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Freeport Hotel Reviews

La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

10/10 Excellent
"Nice and clean"
Renee 2-night trip
Posted 16 hours ago
La Quinta Inn & Suites by Wyndham Portland