MAINE LUXURY VACATION RENTALS
Finest Luxury Vacations offers you a variety of hand selected Maine Luxury vacation rentals. Choose vacation homes—lakefront, oceanfront, dog-friendly, and more—so you can find the perfect place to unwind. These Maine luxury vacation rentals offers you the opportunity to explore this beautiful state along the midcoast of Maine.
BOOK YOUR MAINE LUXURY VACATION RENTALS DIRECT & SAVE!
Direct information is provided to you as a directory. Enjoy browsing through all our wonderful destinations for tropical villas, beach condos, secluded cabins. Don't forget about our exciting All Inclusive Packages, Wedding Destinations, Adult Only Getaways, Dude Ranches and so much more! You have the opportunity to see all we have to offer, so you can contact the provider directly for information, availability, reservations, special deals.
MAINE

THINGS TO DO IN MAINE...
Visit Historic Towns in Maine on the Coast of Maine and on the Lakes of Maine
Maine is unspoiled natural beauty and authenticity. Mid-Coast Maine is full of historical small towns and villages, accessed by single lane Route 1. These towns are full of down-to-earth friendly, hardworking people, antiques, gorgeous scenery, delicious fresh seafood and locally grown meats and poultry (oysters, crabmeat, beef, clams, shrimp, scallops, and the king of all seafood here, lobsters.)
MIDCOAST PROPERTIES...
SALT WATER LODGE - Spruce Point
8 Guests | 4 Bedrooms | 3.5 Bathrooms | Coastal Relaxation | Large Families
CLICK HERE for Rates & Availability
Your Iconic Waterfront Retreat – Escape to the charm of Spruce Point at Salt Water Lodge, a spacious waterfront cabin offering breathtaking views and comfortable accommodations for a memorable Maine getaway. This inviting home is perfect for families and groups…
brought to you by:
“COTTAGE CONNECTION”
CAPTAIN`S QUARTERS - Linekin Bay
16 Guests | 8 Bedrooms | 3 Bathrooms | Pet Friendly | Oceanfront
CLICK HERE for Rates & Availability
WELCOME TO CAPTAIN'S QUARTERS! Here you can sail, swim, kayak, fish and boat- all from the dock & float. “CQ” is for anyone who loves the ocean! This comfortable three-story home in East Boothbay is the real deal, located on the east side of Linekin Bay, just across from Cabbage Island…
brought to you by:
“COTTAGE CONNECTION”
TIDEWATCH
8 Guests | 3 Bedrooms | 2 Bathrooms | Private Dock & Beach
CLICK HERE for Rates & Availability
We invite you to come to experience the best that Maine has to offer! This home is a rare, well-maintained historic Rhode Island Stone-Ender style 3-story home. This home is surrounded by water and expansive lawns and gardens…
brought to you by:
“COTTAGE CONNECTION”
A SLICE OF HEAVEN
7 Guests | 4 Bedrooms | 3 Bathrooms | Spectacular Ocean Views
CLICK HERE for Rates & Availability
Come spend your vacation at the water's edge! A Slice Of Heaven provides you with spectacular views of the Atlantic Ocean, Fisherman's Island, Ram Island, Squirrel Island and the entrance to Boothbay Harbor. Relax on several decks, porches and outdoor terraces overlooking open ocean…
brought to you by:
“COTTAGE CONNECTION”
CLIFF COTTAGE - TOWNSEND GUT
8 Guests | 4 Bedrooms | 2.5 Bathrooms | Waterfront | Dock & Float
CLICK HERE for Rates & Availability
Welcome to Cliff Cottage, located on Townsend Gut at the top end of Southport Island. This cottage has been lovingly remodeled and is the perfect place to make life-long Maine memories. This is a true Maine Cottage with old-world charm and modern amenities…
brought to you by:
“COTTAGE CONNECTION”
LINEKIN BREEZE - East Boothbay
7 Guests | 4 Bedrooms | 2 Bathrooms | Dog Friendly | Ocean Views
CLICK HERE for Rates & Availability
Linekin Breeze: Your Coastal Maine Retreat – A cozy summer cottage overlooking Linekin Bay is ready for you to settle in for a memorable Maine Vacation. This home is quaint, modern, and thoughtfully furnished throughout. Offering fantastic water views and cool ocean breezes all season long…
brought to you by:
“COTTAGE CONNECTION”
Raven Haven - Southport
9 Guests | 5 Bedrooms | 6 Bathrooms | Oceanfront | Large Groups
CLICK HERE for Rates & Availability
Prepare to be captivated by Raven Haven, a stunning classic Maine cottage thoughtfully enhanced with a modern addition. Nestled on the serene east side of Southport, this expansive home offers truly spectacular ocean views directly from the house and its rocky shoreline…
brought to you by:
“COTTAGE CONNECTION”
EBB AND FLOW - East Boothbay
9 Guests | 4 Bedrooms | 2 Bathrooms | Pet Friendly | Private Dock
CLICK HERE for Rates & Availability
Looking for a great spot for a family get-together with separate spaces? These two cozy cottages provide together time, but private space as well. Sit out on the open deck and enjoy the beauty of nature that surrounds you. These two cottages are always rented as one property…
brought to you by:
“COTTAGE CONNECTION”
All Decked Out - Boothbay
11 Guests | 5 Bedrooms | 4 Bathrooms | Water View | Large Groups
CLICK HERE for Rates & Availability
Welcome to All Decked Out, a large and inviting coastal home in Boothbay with stunning water views and plenty of space for your family and friends. Relax and take in the captivating scenery from the two decks, one of which runs the entire length of the house…
brought to you by:
“COTTAGE CONNECTION”
LINEKIN LOG CABIN - Linekin
7 Guests | 4 Bedrooms | 1.5 Bathrooms | Pet Friendly | Private Dock & Float
CLICK HERE for Rates & Availability
A treasured family cabin on Linekin Bay is ready for you to settle in for a memorable Maine Vacation. Whether you love outdoor adventures or simply enjoy relaxing on the porch with friends and family – good times are inevitable at Linekin Log Cabin…
brought to you by:
“COTTAGE CONNECTION”
Green Landing - East Boothbay
8 Guests | 4 Bedrooms | 3.5 Bathrooms | Waterfront | Coastal Relaxation
CLICK HERE for Rates & Availability
Perched on the shores of the Damariscotta River, this historic home offers stunning views of the River and a waterfront location that's perfect for relaxation and adventure. With its spacious layout and modern conveniences, Green Landing is the ideal getaway for families and friends…
brought to you by:
“COTTAGE CONNECTION”
PIFFI BIFF ON SOUTHPORT ISLAND
10 Guests | 5 Bedrooms | 3 Bathrooms | Pet Friendly | Family Vacation
CLICK HERE for Rates & Availability
Welcome to Piffi Biff, a beautiful cottage located on the historic Southport Island on the Boothbay peninsula. Gorgeous views of the ocean are the hallmark of this classic Maine summer cottage. An endless parade of nature will provide endless entertainment!..
brought to you by:
“COTTAGE CONNECTION”
DUCK INN
6 Guests | 3 Bedrooms | 3 Bathrooms | Lakeside | Dock & Float
CLICK HERE for Rates & Availability
Escape to tranquility at Duck Inn, a spacious home nestled on the shores of serene Dexter Pond. This lakeside retreat offers the perfect blend of comfort, recreation, and relaxation, making it an ideal getaway for families and groups seeking a peaceful Maine experience…
brought to you by:
“COTTAGE CONNECTION”
THE BOATHOUSE - Boothbay Harbor
2 Guests | 1 Bedrooms | 1 Bathrooms | Dog Friendly | Water View
CLICK HERE for Rates & Availability
Unwind in a cozy two-room cottage on the waterfront in Boothbay Harbor, Maine! This two-room renovated boathouse is directly on the water, with a rooftop deck that offers stunning views of the harbor and the surrounding coastline with a lovely bath and air conditioning…
brought to you by:
“COTTAGE CONNECTION”
BLUEFIN IN GEORGETOWN - Indian Point
6 Guests | 2 Bedrooms | 2 Bathrooms | Oceanfront
CLICK HERE for Rates & Availability
Perched on the edge of the sea, a treasured family home is ready for you to settle in for a memorable Maine Vacation. This single-level cottage is well equipped and comfortably furnished. Large windows throughout bring the beauty of nature inside with stunning views of the Atlantic Ocean…
brought to you by:
“COTTAGE CONNECTION”
SALTAIRE - Boothbay Harbor
6 Guests | 3 Bedrooms | 1 Bathrooms | Oceanfront | Private Dock & Float
CLICK HERE for Rates & Availability
Imagine yourself waking up to the smell of fresh Maine coast air and the calming sound of waves lapping at the shore. Step outside onto your private deck and breathe in the breathtaking views of Linekin Bay. Perfect escape for those seeking relaxation, and a true Maine experience…
brought to you by:
“COTTAGE CONNECTION”
OJIBWA COTTAGE - East Boothbay
6 Guests | 3 Bedrooms | 2 Bathrooms | Oceanfront | Pet Friendly
CLICK HERE for Rates & Availability
Ojibwa Cottage, lovingly known by the family who owns it as Sojstuga (“The Sea Cottage”), is located in East Boothbay at the mouth of the Damariscotta River. This oceanside cottage is off the beaten trail offering privacy, but still close to Boothbay Harbor and Ocean Point…
brought to you by:
“COTTAGE CONNECTION”
WINDSONG
5 Guests | 3 Bedrooms | 1.5 Bathrooms | Floating Harbor Getaway
CLICK HERE for Rates & Availability
WindSong, a 42-foot ketch sailboat, is ready for you to relax and enjoy harborside living surrounded by beautiful wooden decks, bulkheads, and ceilings with plenty of headroom, all in air-conditioned comfort. Enjoy all the amenities of a seaside cottage but with a close-up view of the Harbor…
brought to you by:
“COTTAGE CONNECTION”
A Stone's Throw - Linekin Bay
6 Guests | 3 Bedrooms | 1.5 Bathrooms | Private Dock | Beach Access
CLICK HERE for Rates & Availability
Experience quintessential Maine waterfront living at A Stone's Throw, a charming cabin nestled in the sought-after Sprucewold area of Boothbay Harbor. This inviting 3-bedroom, 1.5-bathroom home offers an incredible location with a private dock and float on Linekin Bay…
brought to you by:
“COTTAGE CONNECTION”
DASH INN - East Boothbay
6 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly | Kayaker's Dream
CLICK HERE for Rates & Availability
Dash Inn is on a beautiful salt-water cove, fed by the tides and Little River. This magical spot will steal your heart and keep you coming back year after year. You won`t want to “dash” anywhere after you arrive at this incredible cove-side retreat. The wall of windows draws the outside in…
brought to you by:
“COTTAGE CONNECTION”
PINE CLIFF DWELLER - Southport Island
4 Guests | 2 Bedrooms | 2 Bathrooms | Oceanfront | Private Dock & Float
CLICK HERE for Rates & Availability
Perched on a cliff overlooking the entrance to Boothbay Harbor and the islands in the Atlantic Ocean is a treasured family home is ready for you to settle in for a memorable Maine Vacation. Whether you seek relaxation or a little adventure on your vacation, you can find the best of both at Pine Cliff Dweller…
brought to you by:
“COTTAGE CONNECTION”
Phoebe's Nest - East Boothbay
6 Guests | 3 Bedrooms | 2 Bathrooms | Coastal Haven on Glen Cove
CLICK HERE for Rates & Availability
Experience quintessential Maine in Phoebe's Nest, a classic two-story, three-bedroom, two-bathroom cottage pervaded by the fragrance of pines on the serene shores of Glen Cove in East Boothbay. With west-facing vistas that promise breathtaking, rainbow-hued sunset views over water…
brought to you by:
“COTTAGE CONNECTION”
MERWICK COTTAGE - Georgetown
6 Guests | 3 Bedrooms | 2 Bathrooms | Waterfront | Dock & Float
CLICK HERE for Rates & Availability
Merwick Cottage is perched atop a rise overlooking the Sheepscot Bay. Enjoy panoramic views and ocean breezes from the deck and its generously windowed interior. Merwick Cottage is a two-story contemporary home overlooking Sheepscot Bay and the open Atlantic Ocean…
brought to you by:
“COTTAGE CONNECTION”
Montgomery Studio - Georgetown
4 Guests | 2 Bedrooms | 2 Bathrooms | A Retreat by the Sea
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Experience a unique coastal getaway at Montgomery Studio, a distinctive one-story artist's studio nestled on the scenic Indian Point in Georgetown, Maine. Situated on a granite and malachite cliff overlooking the open Atlantic Ocean, Montgomery Studio provides breathtaking views…
brought to you by:
“COTTAGE CONNECTION”
LAZY ACRES COTTAGE - Minutes from Damariscotta
4 Guests | 2 Bedrooms | 1 Bathrooms | Pet Friendly | Lakefront
CLICK HERE for Rates & Availability
This is a well-cared for one-story ranch-style lakefront family cottage located on Pemaquid Pond with new private dock and float. The cottage features one great big room where you can all be together. The yard is spacious for croquet or badminton with a fire pit and picnic table and chairs…
brought to you by:
“COTTAGE CONNECTION”
NAUTICA - Indian Point
4 Guests | 2 Bedrooms | 1.5 Bathrooms | Oceanfront | Beach Access
CLICK HERE for Rates & Availability
A treasured family home at the edge of the Atlantic Ocean is ready for you to settle in for a memorable Maine Vacation. This cottage is well-equipped and comfortably furnished throughout. Its vaulted ceilings and open-concept floor plan offer plenty of space for friends and family…
brought to you by:
“COTTAGE CONNECTION”
BEST VIEW - Damariscotta
6 Guests | 3 Bedrooms | 3 Bathrooms | Waterfront
CLICK HERE for Rates & Availability
If your kind of luxury sounds like Maine charm with modern comforts and laughter with loved ones, this home is for you! Many guests return year after year to enjoy soothing water views surrounded by birds and beautiful gardens. Everything you need for a great home-away-from-home vacation…
brought to you by:
“COTTAGE CONNECTION”
EDGE OF THE SEA - East Boothbay
6 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly | Oceanfront
CLICK HERE for Rates & Availability
As the name implies this cottage sits at the edge of the sea and provides spectacular views of the Atlantic Ocean. Enjoy swimming, launch Kayaks or boats at Grimes Cove Beach, just a brief walk around the corner. This cottage is located at the desirable Ocean Point area of East Boothbay…
brought to you by:
“COTTAGE CONNECTION”
MORNING SUN - Boothbay Harbor
2 Guests | 1 Bedrooms | 1 Bathrooms | Waterfront Couples Retreat
CLICK HERE for Rates & Availability
Nestled in the private Spruce Point community of Boothbay Harbor, this newly decorated carriage house offers a comfortable, modern, cozy, and convenient getaway. This stunning water views, and modern amenities, Morning Sun is the perfect spot to relax and explore the Maine coast…
brought to you by:
“COTTAGE CONNECTION”
SEA MIST - Capital Island
8 Guests | 4 Bedrooms | 1 Bathrooms | Dog Friendly | Oceanfront
CLICK HERE for Rates & Availability
Your Coastal Maine Haven – Experience the quintessential charm of Maine with a stay at Sea Mist. Nestled on the picturesque Capitol Island, just off the shores of Southport Island, this delightful 4-bedroom, 1-bathroom cottage invites you to savor the true essence of coastal living…
brought to you by:
“COTTAGE CONNECTION”
LANDINGS EAST - Boothbay Harbor
4 Guests | 2 Bedrooms | 2 Bathrooms | Dog Friendly | Water View
CLICK HERE for Rates & Availability
This dog-friendly, two-bedroom, two-bath home offers gorgeous southerly views of the famous Boothbay Harbor. Savor the peace and privacy of your own harborside retreat. Book your stay at Landings East today and experience the best of Boothbay Harbor!..
brought to you by:
“COTTAGE CONNECTION”
OAK POINT CABIN
6 Guests | 2 Bedrooms | 1 Bathrooms | Dog Friendly | Private Beach
CLICK HERE for Rates & Availability
Get away from it all at this traditional Maine camp with live edge pine board siding and knotty pine interiors. Just steps to the waterfront, watch beautiful sunrises and changing tides from the private sand beach, or dine with an awesome water view on the screened-in porch…
brought to you by:
“COTTAGE CONNECTION”
Osprey Oasis
6 Guests | 3 Bedrooms | 2 Bathrooms | Dog Friendly | Waterfront
CLICK HERE for Rates & Availability
Osprey Oasis is all about its amazing location. Just a few steps to the water’s edge with water on three sides, sheltered by majestic pine trees, bayberry bushes, and beach roses for shade and privacy, this cottage is in a peaceful out-of-town spot on Barter’s Island…
brought to you by:
“COTTAGE CONNECTION”
Lily Pad - Edgecomb
4 Guests | 1 Bedrooms | 1 Bathrooms | Dog Friendly | Couples Retreat
CLICK HERE for Rates & Availability
Escape to the serene beauty of The Lily Pad, nestled in the woods of Edgecomb. This charming one-story deck house cottage offers a perfect retreat for couples or small families seeking a peaceful Maine getaway. The cottage offers a secluded feel…
brought to you by:
“COTTAGE CONNECTION”
Griffin Cottage - Southport Island
6 Guests | 3 Bedrooms | 1.5 Bathrooms | Oceanfront
CLICK HERE for Rates & Availability
Step back in time while enjoying modern luxury at Griffin Cottage, a gorgeous classic Maine summer home located on beautiful Southport Island, just across the bridge from Boothbay Harbor. This exceptional property offers an unparalleled waterfront experience…
brought to you by:
“COTTAGE CONNECTION”
BAY STREET COTTAGE - Boothbay Harbor
4 Guests | 2 Bedrooms | 1 Bathrooms | Pet Friendly | Walk to Town
CLICK HERE for Rates & Availability
The recently updated cottage offers two bedrooms, one bath, WiFi, flat screen TV, gas grill, open deck and fenced yard in a quiet neighborhood. The open concept floor plan gives the cottage a very roomy feel, making this home perfect for a homebase or for home bodies alike!..
brought to you by:
“COTTAGE CONNECTION”
The Hideout - Linekin Bay
4 Guests | 2 Bedrooms | 1 Bathrooms | Rustic Modern Retreat
CLICK HERE for Rates & Availability
The Hideout is a newly renovated 1920s cabin that perfectly blends historic charm with a fresh, modern coastal vibe. This home offers a unique aesthetic with whitewashed walls and ceilings complementing its original log and stone features…
brought to you by:
“COTTAGE CONNECTION”
BLUE HAVEN - Southport
4 Guests | 2 Bedrooms | 1 Bathrooms | Dog Friendly Historic Home
CLICK HERE for Rates & Availability
Enjoy classic Maine charm and modern conveniences at this historic Southport home. Cottage Connection proudly offers Blue Haven! This two-story home is equally well-suited to serene days in, as it is to being home base for exploring our region!..
brought to you by:
“COTTAGE CONNECTION”
Nightwatch- Westport Island
4 Guests | 2 Bedrooms | 2 Bathrooms | Dog Friendly Tranquil Retreat
CLICK HERE for Rates & Availability
Escape to the serene beauty of Westport Island, where this cozy single-story home awaits. Located at the northern tip of the island, this peaceful retreat offers easy access to the charming town of Wiscasset and the natural splendor of Midcoast Maine…
brought to you by:
“COTTAGE CONNECTION”
LITTLE HAVEN - Boothbay Harbor
6 Guests | 3 Bedrooms | 2 Bathrooms | Dog Friendly | Walk to Town
CLICK HERE for Rates & Availability
Escape to Little Haven: Your Coastal Maine Retreat – Discover the charm of Maine at Little Haven, a delightful bungalow nestled in the heart of Boothbay Harbor. This home offers a perfect blend of vintage character and modern comfort. An ideal retreat for couples, families, and dogs too!..
brought to you by:
“COTTAGE CONNECTION”









































