Freeport Rentals | Vacation Rentals | Long Term Rentals
Crashing Surf! Bold Open Oceanfront with Views
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3 Bedrooms, 3 Bathrooms, Sleeps 6
House in New Harbor, ME
From $1850 weekly
Zip code 04554 is 0 miles from Freeport
This is exciting, bold frontage where you'll be lulled to sleep by the wild Atlantic just steps from your window. Awaken to gorgeous sunrises and spectacular island views. See the surf hit the rocks from inside the cottage or feel the exhilaratio...
Waterfront Main House and Guest Cottage on Casco Bay, So. Harpswell
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3 Bedrooms, 2 Bathrooms, Sleeps 8
House in Harpswell, ME
From $900 weekly
Zip code 04079 is 0 miles from Freeport
The Main house is at the water's edge with 180 degree vistas of water & islands from large windows & side deck (has 2 other decks as well). Privacy, sunny exposure (southeast). One floor living with 2 bedrooms, 1 bath w/ tub and shower, large mode...
NO LONGER RENTING Waterfront Studio Cottage With Great Views!
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0 Bedrooms, 1 Bathrooms, Sleeps 3
Cottage in West Bath, ME
From $121.43 nightly weekday
Zip code 04530 is 0 miles from Freeport
I am fed up with Homeaway/VRBO policy changes and new fees that make renting my home both more expensive and more complicated. I am canceling my subscription. I have enjoyed the wonderful guests I have met since 2010, but all good things come to a...
Stunning, private oceanfront cottage with dock/mooring
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4 Bedrooms, 1.5 Bathrooms, Sleeps 8
Cottage in Boothbay, ME
From $350 nightly weekday
Zip code 04537 is 0 miles from Freeport
This beautiful and meticulously maintained cottage comfortably sleeps 8 with an updated, classy Maine decor and offers great sunsets across nearby islands. Check our website by clicking on the link below. It is located on a quiet cove and named fo...
The Perfect Island Getaway! Steps to the beach and spectacular sunsets
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3 Bedrooms, 1 Bathrooms, Sleeps 7
Cottage in Peaks Island, ME
From $163.33 weekly
Zip code 04108 is 0 miles from Freeport
Contact the owner with any questions at 207-653-7357 Your perfect island vacation awaits in this adorable 3-bedroom cottage. Completely updated and renovated in 2006 and more updates in Fall 2015. The Sunset Cottage boasts wonderful water views ...
Luxurious and Modern deep water Timberframe Home with Dock on 6 acres
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3 Bedrooms, 3 Bathrooms, Sleeps 8
House in Westport Island, ME
From $1700.02 weekly
Zip code 04578 is 0 miles from Freeport
Vacation at this Westport Island deep waterfront Red Cedar Timberframe Home, built in 2004, on 6 acres of woods. Spectacular views of Sheepscot River and Upper Sheepscot Bay! Enjoy watching sunrises from the huge deck and screened-in porch, as l...
Cozy Cottage with a private 100' dock on deep water frontage
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1 Bedrooms, 1 Bathrooms, Sleeps 4
Cottage in South Harpswell, ME
Zip code 04079 is 0 miles from Freeport
Recently remodeled cottage is completely furnished, including towels, linens, cookware, lobster pot, microwave, coffee pot, barbecue grill, picnic table, lawn chairs.The open loft has one queen, 2 full beds and 1 twin. Nearby Stovers point is a gr...
Year-round Cottage, Half-Moon Cove, Damariscotta River - a kayaking paradise
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1 Bedrooms, 2 Bathrooms, Sleeps 4
Cottage in S. Bristol, ME
From $1350 weekly
Zip code 04568 is 0 miles from Freeport
Located on the Pemaquid Point Peninsula, our Mahogany Cottage is designed like a boat's interior with exposed mahogany beams and extraordinary detail. Two fireplaces, living room, kitchen, one bedroom and two bathrooms. The deck and house look o...
Charming Waterfront Maine Cottage
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3 Bedrooms, 1.5 Bathrooms, Sleeps 5
Cottage in Harpswell, ME
From $167.86 nightly weekday
Zip code 04079 is 0 miles from Freeport
Our year-round cottage is a 1500SF waterfront building on the market for Summer Rentals! The cottage has 2 &1/2 bedrooms, 1 and ½ bath, and is fully furnished. The waterfront features 180 feet of rocky beach and features a large sandy cove. The...
Enjoy Ocean Views in Great Contemporary Phippsburg Home Near Popham Beach
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3 Bedrooms, 2 Bathrooms, Sleeps 8
House in Phippsburg, ME
From $250 nightly weekday
Zip code 04562 is 0 miles from Freeport
High atop a granite ledge, this contemporary home offers excellent views of the ocean over the treetops. Watch golden sunsets filter through surrounding trees. Spend fun-filled days at soft sand beaches, hike the many conservation trails, or kayak...
Spectacular views of the open ocean and harbor.
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3 Bedrooms, 2 Bathrooms, Sleeps 10
House in Phippsburg, ME
From $225 nightly weekday
Zip code 04562 is 0 miles from Freeport
Located in historic West Point in Phippsburg you will enjoy a quiet vacation in a beautiful setting. Enjoy watching the ocean and harbor from our wrap around deck, balcony and Widow's Walk. Stroll down to Cat Cove to swim and explore the tide pool...
Cozy cottage on a quiet hill with sandy beach access, tennis
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3 Bedrooms, 1.5 Bathrooms, Sleeps 9
Cottage in Cumberland, ME
Zip code 04017 is 0 miles from Freeport
Wildwood cottage sits back in a quiet neighborhood perched above Broad Cove on the Cumberland foreside. Walk by the private clay tennis court 400 feet en route to the beach stairs. Open on to a large, beautiful sandy beach with a place for you...
Monhegan - Stay in comfort! Private Home with Ocean and Sunset Views
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4 Bedrooms, 1 Bathrooms, Sleeps 6
House in Monhegan, ME
From $321.43 nightly weekday
Zip code 04852 is 0 miles from Freeport
One of the best rentals on the island! Sitting atop Horn's Hill on Monhegan Island, The Charles House is a beautiful home with ocean and sunset views from the upstairs. In the evenings, you can see lighthouses glowing along the coast of Maine f...
Secluded Waterfront Apartment
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1 Bedrooms, 1 Bathrooms, Sleeps 3
Apartment in New Harbor, ME
From $117 nightly weekday
Zip code 04554 is 0 miles from Freeport
Enjoy the best of the Pemaquid Peninsula from a special setting. Stay inner second-floor, waterfront apartment located on scenic property overlooking Pemaquid Harbor. Our one-bedroom apartment features fully-equipped kitchen and exposed beams. W...
Winter Rental Available 2018!
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6 Bedrooms, 2.5 Bathrooms, Sleeps 14
House in Scarborough, ME
From $4750 weekly
Zip code 04074 is 0 miles from Freeport
You can rest assured that you will love this beautiful 3500 sq.ft colonial in great Pine Point neighborhood in Maine, only one block from the 7 mile sandy beach. Family and friends can enjoy swimming, fishing, canoeing, or kayaking. Spacious home ...
Sebago Lake Basin, Close to Portland, Great Family Retreat, 3 Cabins
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4 Bedrooms, 3 Bathrooms, Sleeps 17
Cabin in Windham, ME
From $1350 weekly
Zip code 04062 is 0 miles from Freeport
Three cabins located near the shores of Sebago Lake Basin. The property is near the heart of North Windham and provides easy access for vacation needs at the local Wal-Mart, Shaw's and Hannaford. The cabins have been fully modernized and were re...
Waterfront-Westport Island- 3 BRs w/Private Baths-Fall Foliage Week Available
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3 Bedrooms, 3 Bathrooms, Sleeps 6
Cottage in Westport, ME
From $142.86 nightly weekday
Zip code 04578 is 0 miles from Freeport
QUICK HIGHLIGHTS: 3 private bedrooms 3 private bathrooms Waterfront w/beautiful views and six new Polywood Adirondack chairs at water's edge Large deck w/new Polywood dining table for six Screen porch Combo Gas/Charcoal BBQ grill Great Dock New ki...
Ocean Harbor cottage- directly OVER the water
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3 Bedrooms, 1.5 Bathrooms, Sleeps 5
House in East Boothbay, ME
From $257.14 nightly weekday
Zip code 04544 is 0 miles from Freeport
This is the place you've dreamed of! Immaculate family cottage with dramatic views from every window. Large dock and float for sunning, boating, swimming, fishing. Bright interior with comfortable furniture. This is not a rustic cabin! Living ro...
Amid nature, charming,romantic, fun! 4 boats,2 docks, wood fireplace, SWest view
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2 Bedrooms, 1 Bathrooms, Sleeps 4
Cottage in Boothbay, ME
From $139 nightly weekday
Zip code 04537 is 0 miles from Freeport
This 'jewel house' has the best Maine has to offer:unprecedented tranquility & privacy with quaint,traditional New England charm, perched on the edge of pristine Knickerbocker Lake + many boats included, free! Conveniently located 2 mi from town &...
Last House on Point in Casco Bay
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4 Bedrooms, 2 Bathrooms, Sleeps 8
House in Freeport, ME
From $290 nightly weekday
Zip code 04032 is 0 miles from Freeport
Our home, the last house on a point of land, has been our peaceful summer retreat since 1986. Decks on both sides afford both an east and west view of the water. The rocky shoreline has a few sandy places for sunbathing and swimming depending on ...
Maine Waterfront Cottage With Deep Water Dock!
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3 Bedrooms, 2 Bathrooms, Sleeps 10
House in Boothbay, ME
From $325 nightly weekday
Zip code 04537 is 0 miles from Freeport
A new deepwater dock, shared only with owner's other home next door, was recently installed and has been a highlight for guests of Little Dipper Cottage. A mooring is also available. Explore the stunning islands and wildlife that inhabit the tidal...
Charming, peaceful 1 bedroom cottage with a serene waterfront view
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1 Bedrooms, 1 Bathrooms, Sleeps 3
Cottage in Georgetown, ME
From $600 weekly
Zip code 04548 is 0 miles from Freeport
On the western shore of a private peninsula, this one bedroom cottage is the perfect place to get away from it all and relax. Surrounded by conservation land, the area abounds with wildlife. There is a hiking trail along water's edge and also ...
Waterfront Cottage with Screened Porch surrounded by conservation land
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1 Bedrooms, 1 Bathrooms, Sleeps 4
Cottage in Georgetown, ME
From $700 weekly
Zip code 04548 is 0 miles from Freeport
On the western shore of a private peninsula, this newly built one bedroom cottage is the perfect place to get away from it all and relax. Surrounded by conservation land, the area abounds with wildlife. There is a hiking trail along water's ed...
Modern Home on Long Island in Casco Bay, Maine, with Car
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3 Bedrooms, 0 Bathrooms, Sleeps 10
House in Long Island, ME
Zip code 04050 is 0 miles from Freeport
The best of Maine is available for your vacation. Ease of modern living mixed with the rustic woodland only Maine can provide.THIS IS NOT A WATERFRONT HOME.This house is an oasis unto itself, snuggled into the woods, surrounded by wildlife and mat...
Great Location for Large Family Vacations, Anniversaries & Reunions.
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8 Bedrooms, 4 Bathrooms, Sleeps 25
Lodge in Raymond, ME
From $858 nightly weekday
Zip code 04071 is 0 miles from Freeport
Please be advised that we desire two way phone conversation with all prospective tenants. So if you send an inquiry, please, include your phone contact numbers Further we have what we call a MPR= Minimum Pro Rate of $ 4290, which comes from our 5 ...
Pondsea Place - Maine Island Vacation with Views of Water!
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5 Bedrooms, 2 Bathrooms, Sleeps 15
House in Peaks Island, ME
From $428.57 nightly weekday
Zip code 04108 is 0 miles from Freeport
Imagine views of a natural wooded pond and the ocean from the same marvelous place... this is a nature lover's dream! Pondsea Place is located in the back shore area of Peaks Island with 300 feet waterfront on Great Trout Pond and 100 yards from t...
Maine, Highland Lake Cottage, Windham
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3 Bedrooms, 0 Bathrooms, Sleeps 6
Cottage in Windham, ME
From $225 nightly weekday
Zip code 04062 is 0 miles from Freeport
1940's waterfront cottage on Highland Lake. Sandy walk in beach area w/ dock. Screened in porch overlooking the lake is perfect for meals, card games or just listening to the Loons. There are 3 bedrooms, 2 upstairs and 1 downstairs, living room...
Georgetown - Indian Point Private Oceanfront Cottage with Panoramic Views
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3 Bedrooms, 1 Bathrooms, Sleeps 6
Cottage in Georgetown, ME
From $1700 weekly
Zip code 04548 is 0 miles from Freeport
This charming A-frame cottage is situated on a rocky peninsula, and provides 180 degree breathtaking views of the ocean from Reid State Park to Seguin Lighthouse. Relax to the sights of lobster boats pulling their traps, harbor seals playing in th...
-New Year-Round Beachfront Home
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3 Bedrooms, 2 Bathrooms, Sleeps 9
House in Popham Beach, ME
Zip code 04562 is 0 miles from Freeport
Email owner for lowest rates! This newer year-round home sits in a prime location and offers exquisite views of Kennebec River and ocean, islands, Fort Popham and the tiny fishing village of Bay Point. The light-filled house boasts of Brazilian ch...
Harpswell Vacation Oceanfront Rental Home
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3 Bedrooms, 3 Bathrooms, Sleeps 8
House in harpswell, ME
From $2000 weekly
Zip code 04079 is 0 miles from Freeport
For the enjoyment of all our valued guests, we ask that you carefully read and respect our rental policies. This non smoking home is designed to accommodate a maximum of 8 guests. Should you elect to include more than 8 guests in your party, ...
Book NOW for 2018 season. Weeks fill fast!!
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5 Bedrooms, 2 Bathrooms, Sleeps 8
House in Scarborough, ME
From $300 nightly weekday
Zip code 04074 is 0 miles from Freeport
Just 60 steps from your door to a 7 mile white sandy beach with dune grass. Spacious, well maintained one hundred and twenty year old beach house, one house back from the oceanfront with beautiful water views. Large comfortable living room with op...
Coves Edge spacious retreat, 50 ft. to water. Sunny, private yet convenient
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4 Bedrooms, 3.5 Bathrooms, Sleeps 8
House in Harpswell, ME
Zip code 04079 is 0 miles from Freeport
Private waterfront location 50 feet from a scenic cove directly off Quahog Bay at the Northeastern part of Casco Bay. This beautifully renovated year-round home expanded and totally redesigned in 1989-1990 offers spacious, airy accommodations wit...
One bedroom, fully appointed apartment in the heart of downtown Boothbay Harbor
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1 Bedrooms, 1 Bathrooms, Sleeps 4
Apartment in Boothbay Harbor, Me
From $175 nightly weekday
Zip code 04538 is 0 miles from Freeport
The Captain's Quarters - A sunny, one bedroom, second floor, fully appointed apartment located in the heart of downtown Boothbay Harbor. Bedroom has a queen size bed, living room has a futon. Full bath with tub/shower. Includes all linens, towel...
Unique & Unforgettable! The closest you can get to 'on the water' without a boat
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5 Bedrooms, 4 Bathrooms, Sleeps 14
House in Boothbay Harbor, ME
From $4800 weekly
Zip code 04538 is 0 miles from Freeport
Enjoy spectacular 180 degree views of the harbor and the ocean in this unique New England vacation home. This over the water 5 Bedrooms 4 Bathrooms house includes 1 full kitchen and 1 kitchenette, a great room for all of your gatherings and water...
Charming coastal home
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3 Bedrooms, 2.5 Bathrooms, Sleeps 8
House in Falmouth, ME
Zip code 04105 is 0 miles from Freeport
This is a bright, sunny, coastal, cottage style home with spectacular water views. It has been completely re-done with all new appliances and skylights and is newly painted inside and out. It has wood floors, a fireplace, and a front porch with ro...
Charming Waterfront Cape ideal for kayakers, boaters and bird-watchers
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2 Bedrooms, 2 Bathrooms, Sleeps 4
House in West Bath, ME
From $1100 weekly
Zip code 04530 is 0 miles from Freeport
Enjoy kayaking, striper fishing and the call of osprey from this beautiful year-round 2 bedroom, 2 bathroom cape with deep water frontage located on an ocean inlet called the New Meadows River. The house has been completely renovated and has a ne...
Little Sebago Lake, Spacious Lakefront Retreat, 8 Bedrooms, Maintained Hot Tub
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8 Bedrooms, 3.5 Bathrooms, Sleeps 20
House in Windham, ME
From $7500 weekly
Zip code 04062 is 0 miles from Freeport
OFF SEASON RATES $4000 per week 2500 for 3 Night Weekend W. This western exposure property offers a beautiful sandy beach with gradual entry and a new dock. Watch the magnificent sunsets from the the dock's benches or from the relaxing jets of th...
Comfort and privacy in coastal Maine
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3 Bedrooms, 2.5 Bathrooms, Sleeps 6
House in Freeport, ME
From $164 nightly weekday
Zip code 04032 is 0 miles from Freeport
We offer a home base with privacy and charm near Freeport. Set on 8 ½ wooded acres just three miles from Freeport Village and LL Bean, five miles from the ocean, twenty minutes from Portland, fifteen minutes from Brunswick. The home is fully furn...
! Enjoy beautiful Orr's Island. .
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2 Bedrooms, 1.5 Bathrooms, Sleeps 5
House in Orr's Island, ME
Zip code 04066 is 0 miles from Freeport
The Rose House is a quaint New England Cape located on the southerly end of Orr's Island in the Town of Harpswell, Maine, just a few feet from the historic Cribstone Bridge to Bailey Island. Enjoy watching boating activity on Harpswell Sound and b...
Charming rustic cottage on the ocean, with semi-private beach
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5 Bedrooms, 2 Bathrooms, Sleeps 8
Cottage in Bailey Island, ME
From $110 nightly weekday
Zip code 04003 is 0 miles from Freeport
The Nezinscott is located on the southerly portion of picturesque Bailey Island, Maine. The property borders and overlooks Little Harbor, with ocean views to the east and to the west. A covered, wrap-around 'Farmers Porch' has chairs and end tabl...
Charming, cottage, minutes walk to the ocean, small beach and pier
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3 Bedrooms, 1 Bathrooms, Sleeps 6
Cottage in Southport, ME
From $1250 weekly
Zip code 04576 is 0 miles from Freeport
This is a beautiful, spacious, cottage with high ceilings and a large fireplace located on the tranquil island of Southport, Maine, (just 4 miles from the quaint fishing village of Boothbay Harbor). It has three bedrooms and a cute little countr...
Private,Charming Waterfront Estate,indoor pool/spa,outdoor pool and great dock
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7 Bedrooms, 7 Bathrooms, Sleeps 12
Estate in Cumberland Foreside, ME
From $15000 weekly
Zip code 04110 is 0 miles from Freeport
Very Private Estate, with over 650 feet of waterfront..... Large deep water dock with floating platform, 2 deep water moorings for your own boat or visitors.... Lovely outdoor, heated infinity pool with great lawnd wireless Internet thru out the...
Killer Sunsets on Merriconeag Sound
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7 Bedrooms, 6.5 Bathrooms, Sleeps 17
House in Bailey Island, ME
Zip code 04003 is 0 miles from Freeport
Experience Coastal Maine at its best-The Captain York House on Bailey Island. This turn-of-the century house is the former residence of Maine fisherman/lobsterman, Captain Charlie York. The house, fully updated and furnished throughout with antiqu...
Newly Available Clean, Comfy & Quiet Winter Beach Rental
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2 Bedrooms, 1.5 Bathrooms, Sleeps 4
Condo in Scarborough, Pine Point Beach, ME
From $210 weekly
Zip code 04074 is 0 miles from Freeport
This Clean, Charming Condo is located across the street from the best sandy beach in Maine where you can relax and smell the beach roses, or perhaps get a little exercise. You can see the rocky coastline from this seven mile long beach which is ...
Enjoy Amazing Sunsets, Relax on Beal's Cove, Ocean View
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5 Bedrooms, 2 Bathrooms, Sleeps 14
Cottage in Orr's Island, ME
From $175 nightly weekday
Zip code 04066 is 0 miles from Freeport
Our family house, 'Treetops' sits on a hill overlooking the ocean and Harpswell Sound which is part of Casco Bay. With a large wrap-around porch, it is the perfect place to enjoy cocktails on a summer evening and watch the sun set over the Sound...
Rutherford Island Turn-of -the-Century Cottage
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2 Bedrooms, 1 Bathrooms, Sleeps 7
Cottage in South Bristol, ME
From $130 nightly weekday
Zip code 04568 is 0 miles from Freeport
Charming cottage across the bridge on Rutherford Island. Has path to water views and great views of 'The Gut', Damariscotta River and East Boothbay. Quick walk or ride to picturesque Christmas Cove and Coveside Restaurant and marina. Enjoy this sp...
Charming Summer Cottage Nestled in Quaint Lobstering Village
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Cottage in South Bristol, ME
From $925 weekly
Zip code 04568 is 0 miles from Freeport
Experience the serenity and charm of the Riddiford Cottage. In the family since 1947, the cottage communicates the warmth, character and rustic beauty of Maine. Enjoy the peace and quiet of the setting surrounded by trees with glimpses of the Da...
Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife
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5 Bedrooms, 5 Bathrooms, Sleeps 11
Estate in Boothbay, ME
From $325 nightly weekday
Zip code 04537 is 0 miles from Freeport
Come away from it all....catch your breath. Six miles from the bustle of Boothbay Harbor is a peaceful waterfront retreat, set among rolling fields, meandering stone walls and richly colored perennial gardens........imagine a place that evokes y...
Lovely Kings Cove Cottage near Sandy Beach
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3 Bedrooms, 1 Bathrooms, Sleeps 8
Cottage in South Bristol, ME
From $600 weekly
Zip code 04568 is 0 miles from Freeport
This charming renovated cottage is in the Kings Cove area of South Bristol. Just a minute’s walk away is the secluded and shared sandy tidal beach perfect for looking for sea glass or launching your kayak/canoe for a day’s adventure. Enjoy the la...
A quaint village cottage close to all waterfront activities
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2 Bedrooms, 1.5 Bathrooms, Sleeps 4
Cottage in New Harbor, ME
From $850 weekly
Zip code 04554 is 0 miles from Freeport
The Finch Cottage is a charming home nestled in the village of New Harbor with only a short walk to most ocean front activities.New Harbor is famous for its nostalgic atmosphere, working harbors, lobsters, and breath taking ocean views. Fishing, b...
     

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