PERFECT for a family or group of friends to enjoy a vacation that gives you the peace and quiet and yet only minutes away from town. Enjoy the lake with it's tranquil morning peace and quiet as you enjoy that first cup of coffee or the call of the loons during sunsets as you lounge on your private... View all property information

Rustic and charming 1920's vintage summer cottage, minutes from the Ocean Point Inn and Card Cove dock. One bedroom w/double bed, one bedroom w/bunk beds, sleeping nook on front porch w/3/4 futon, bath with shower (no tub), fully equipped kitchen with separate dinette, fireplace in LR w/gas insert,... View all property information

Rustic and comfortable summer cottage, minutes from the Ocean Point Inn and Card Cove dock. One bedroom w/two twin beds, sleeping porch w/one twin bed, full bath, fully equipped kitchen, fireplace in LR w/gas insert, color TV w/DVD, WiFi, enclosed front porch + large deck for entertaining.... View all property information

This Cotttage is located on Ocean Point, Maine. It is near Grimes Cove Beach where you can swim, sail, kayak or just enjoy the view. In the evenings, take a walk, enjoy the stars and the cozy up to a fire. It's up to you ! Great place for a family getaway or couples retreat, just bring yourself... View all property information

A retreat at this rustic, clapboard New England cottage makes for the perfect, relaxing waterfront family vacation for up to eight guests. Perched in the quiet community of Ocean Point, just steps from the rocky shore and within walking distance to the community center for Ping-Pong, tennis, and a... View all property information

With a private outdoor deck and a wonderful location close to trails and waterways, this two-bedroom Boothbay home is an ideal destination for your next family vacation to Midcoast Maine. Beautifully secluded just one mile south of East Boothbay, this two-level home sits on a peninsula surrounded... View all property information

Looking for a dog-friendly rental in Boothbay, Maine? Then look no further than this lovely three-bedroom cottage on the cove. You're smack dab in the middle of a bird-watcher's paradise here, complete with gorgeous cove views. Situated on just over two acres, you'll be in the lap of luxury and... View all property information

It’s time for a East Boothbay getaway! This rental is secluded, surrounded by trees, and great for a lovely, romantic trip away from home. It's also perfect for nature lovers! Just 60 miles from Portland and 50 miles from Lewiston, you’ll be able to get to your destination in no time! With plenty... View all property information

In this charming Maine getaway, the only thing you have to worry about is if the curtains are drawn wide enough for you to enjoy the sweeping water views. Complete with a large deck and close to awesome activities, this home is the perfect package. This home is secluded, yet it's still close enough... View all property information

SUNRISE The perfect romantic retreat, Sunrise will make you fall in love all over again! Incredible breath stealing views of the tidal river near the Ovens’ Mouth Preserve is just full of aquatic wildlife like seals, sturgeon, osprey and eagles. This property is on a point of land offering water... View all property information

CLEARVIEW COTTAGEis designed to take full advantage of the spectacular westerly views of open ocean and Fisherman's Island. Clearview is located just an easy walk along the Shore Road to Grimes Cove Beach for swimming, sunning on the large rocks or just enjoy walking along the ocean. Bring your... View all property information

LINEKIN BREEZE Spectacular sunsets are yours for free as you relax outside on the main deck, the upstairs balcony or from inside as you relax in the sitting area facing the water. This four bedroom, two bath cottage has been recently renovated in a nautical decor to ensure visitors have a great... View all property information

SUNSET Stunning views of the river, walk or kayak to Oven’s Mouth Preserve, this vintage cabin in the woods has to be seen to be appreciated! Sitting atop a hill, the open deck sticks out almost to the water. You are high up with unimpeded views of the tidal salt-water river. A wooded path leads... View all property information

JUST AROUND THE BEND Stressed out from work? Need to getaway and relax. This stylish bungalow cottage is waiting for you! Clean, bright, comfortable, and pet friendly. Just a short walk to the boat launching ramp on Linekin Bay, and steps away from the East Boothbay General Store. Lobsterman's... View all property information

A FAIRVIEWis all about its amazing location. Close to the water with a gorgeous, unobstructed westerly view, this cottage is in a peaceful out-of-town spot on Barter’s Island. Only 2.5 miles from the Coastal Maine Botanical Garden, closer still to Porter Preserve, Fairview is an easy drive to... View all property information

THIS PROPERTY RENTS SATURDAY TO SATURDAY LATE JUNE-SEPTEMBER WITH A 7 NIGHT MINIMUM REQUIRED. SHORTER STAYS ARE WELCOME AT OTHER TIMES. Welcome to the perfect home-base to your vacation adventures - Whiteley’s Wharf - come on in, relax, unwind and enjoy the water views! Barter’s Island moves at a... View all property information

QUIET SPOT Quiet Spot is all about the views. Looking west across Linekin Bay to Spruce Point, the sunsets are simply spectacular. Osprey, loons, eider ducks, heron, eagles and seals are all frequent visitors to this beautiful stretch of water. The craggy rocks and seaweed can be seen at low tide... View all property information

JOHN’S COTTAGE Floor to ceiling widows with views of Mouse and Squirrel Islands and a wrap-around porch with sections that are screened, glassed and open air! Beautifully tended grounds. 100 feet of shoreline. Access to Association Clubhouse, Tennis Courts, Beach, and Dock and Float (for a small... View all property information

DASH INN is a beautiful salt-water cove is fed by the tides and Little River. This is a magical spot that 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... View all property information

Check our Winter Specials: two people can rent two nights for $410 and get a THIRD NIGHT FREE all the way through MAY 19, 2017. Four people $495. Or rent a week and get 2 free nights. For booking information EMAIL US or send us a text now!! Paradise Cottage is set in lush PERENNIAL GARDENS with... View all property information

New to the program for 2016. Looking for the quiet, tranquil getaway spot? Then Seaside Hideaway is for you. Nestled among the trees, and at the edge of the water, you are invited to sit on the porch in one of the rockers and just relax and enjoy the view. Love Kayaking, want to be able to enjoy it... View all property information

Tide Walk has just opened up for the month of May. Our Winter Special applies through May 19: Rent two nights for $345 (2 people) or $385 (4 people) and get a third night free. Or rent a week before the Spring Season and get two free nights. The Spring Season will then run May 20 through June 16... View all property information

PINE CLIFF DWELLER Pine Cliff Dweller is perched on the edge of a cliff overlooking Burnt and Squirrel Islands and the entrance to Boothbay Harbor and the open Atlantic! The owners of this magnificent property have maximized the view with tons of windows, covered and uncovered decks and indoor... View all property information

EDGE OF THE SEA As the name implies this three bedroom cottage sits at the edge of sea and provides spectacular views of the Atlantic Ocean, Ram Island Lighthouse and islands. Enjoy swimming at Grimes Cove Beach, just a brief walk around the corner. This cottage is located at the desirable Ocean... View all property information

CAPTAIN KENT’S PLACE Step back in time on this secluded piece of land, water and sky! Take a nap in the bottom of a canoe as the gentle water rocks you. Watch the sun slip into the Atlantic from the boat house –you can almost hear the sizzle! Spin on the hand-hewn wooden tree swing like you did... View all property information

THE VILLA Views, views and more views are what make this summer home so popular and memorable. Everywhere you look you can see the ocean, islands and big blue sky. This quintessential Maine summer home is classic, timeless, and a vacationer's dream. Water access is available at Grimes Cove Beach... View all property information

Looking for a great spot for a family get together but have some space? These two cozy cottages provide the together time, but the private space as well. Take a short walk to the water and enjoy the dock and float and views of the Damariscotta River. Sit out on the open deck and enjoy the beauty of... View all property information

Guests arrivals and departures are scheduled for Saturdays during the summer months but there is some flexibility in the shoulder seasons. This is a newer constructed 2 bedroom cottage on the ocean. This cottage has a private setting with its own sandy/pebbly beach, as well as a water dock and... View all property information

This classic log cabin, with its new private deep water dock and float great for putting in the 2 kayaks that come with this rental, faces west and overlooks Linekin Bay. The cabin welcomes you with patches of day lilies and other wild flowers. Enjoy the views while dining from a screened porch or... View all property information

This is an exclusive Cottage Connection of Maine Vacation Rental. This Cottage Connection home is a special offering unlike any other. It is a private home, lovingly decorated and well-stocked. It is NOT a "cookie cutter, sparsely furnished bare bones rental property". It is a special Maine place... View all property information

Be one with nature at this 3BR, 1BA (sleeps 7) Boothbay timber-frame cottage set in a gorgeous woodland setting. Unique features include sunken booth seating, pocket doors and hidden 3rd floor bedroom. Only 5 minutes to 5-star Boothbay Country Club. INSIDE THE COTTAGE Make your way down the... View all property information

NOTE: For groups of 12 and under, see Note Tab for special pricing. . CAPTAIN’S QUARTERS ON LINEKIN BAY Sailing, swimming, kayaking, fishing, boating –right from your own dock & float. Captain’s Quarters is for anyone who loves the ocean! Located on the east side of Linekin Bay, just across from... View all property information

The Spring week of May 29 - June 2, with departure on Saturday the 3rd, remains at Seanook because of a CANCELLATION. Two people can rent a week for $1036. Additional people are $35 per person per night. Call, text, or email (Contact us.) for more information or a reservation. Spring is... View all property information

Our Maine Getaway Come by yourself or with your spouse/partner and enjoy this comfortable studio waterfront unit. Enjoy the spectacular sunsets over Linekin Bay. Rent a kayak and explore the Bay, or enjoy a walk through Linekin Preserve and the Burley Loop located just across the way from Water's... View all property information

An amazing view of Linekin Bay, this 4BR + Bonus Room, 3.5BA East Boothbay house (sleeps 10) shows the best of Maine. Relax in an elegant home with stunning brick fireplace and spacious top-floor master suite. Close to boat launch and restaurants at Ocean Point! INSIDE THE HOUSE A long L-shaped... View all property information

Limited Time Offer- 2 days/ Get 3rd Night Free Six guests can have a quintessential lakefront vacation at this 3-bed, 1-bath cabin on two lush acres, including 350 ft. of private lake frontage (inflatable kayak provided!). Newly renovated but with a classic Maine cabin vibe, you can tuck in here... View all property information

This 3BR, 2BA Boothbay farmhouse is walking distance to the ocean, kayaking, nature trails, and a short drive to dining. There’s a small meditation structure, perfect for yoga. Pet-friendly. ABOUT THE HOUSE A wraparound porch with wicker seats and white rocking chairs welcomes you to this... View all property information

OWNER SPECIALS- Stay 2 nights get the 3rd night free / Rent 7 nights get 2 free / Rent 14 days get 10% off Paradise Cottage 2BR, 2BA (sleeps 4 adults maximum plus possibly two small children) is nestled amid lush perennial gardens with woods behind and overlooking Linekin Bay on the ocean in... View all property information

Tide Walk 2BR, 2BA cape (sleeps 4 maximum) is nestled in trees a 5-minute stroll from our Linekin Bay ocean cove with pebble beach. Tide Walk is just 2 miles from Ocean Point and open ocean. Boothbay Harbor is a 5-minute drive away and teems with whale watching and sailing opportunities plus... View all property information

Kick your shoes off and let your vacation begin at this spacious 5BR, 2.5BA (sleeps 10) known as Sage Cottage. Part of the famed Ocean Point colony, the house affords guests incredible views of the Atlantic, Ram Island Lighthouse and Fisherman’s Island. Perfect for a family reunion or friends’... View all property information

All the charm of a colonial style home with the modern comforts you need! This waterfront property in a quiet neighborhood near East Boothbay has room for 8. With 4 bedrooms and 4 baths, you can all have your own space. You’ll be dazzled by the expansive backyard that slopes down to the water.... View all property information

Set back on a grassy knoll overlooking the water, this 3BR, 2BA Boothbay Harbor home offers a truly tranquil vacation retreat. Drive minutes to restaurants, hiking trails, whale watching, and the quaint fishing village of Boothbay Harbor. Sleeps 10. INSIDE THE HOUSE After arriving in this leafy... View all property information

Close to town and 10 minutes to Boothbay Harbor, this historic 4BR, 3.5BA Maine home sleeps 10 and boasts an oceanfront location with deepwater dock. Close by East Boothbay General Store and Lobsterman's Wharf. Named the Green Landing Lodge, this home is ideal for family gatherings. INSIDE THE... View all property information

OWNER SPECIALS- Stay 2 nights get the 3rd night free / Rent 7 nights get 2 free / Rent 14 days get 10% off This 3BR, 2BA East Boothbay oceanfront cottage (sleeps 6) sits on its own rocky Nook next to the Sea. Floor to ceiling windows, large decks and a wood burning fireplace offer a romantic... View all property information