Waterfront holiday rentals in Messalonskee Lake

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Messalonskee Lake

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Richmond

4.92 out of 5 average rating, 154 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

Beautifully renovated large 2 bedroom apartment in historic Richmond ME. Pack a picnic and take the ferry over to explore stunning Swan Island located right down the street. Excellent spot to put in for paddle boarders and canoes alike as well. After a day of fun saddle up for a pint at The Old Goat pub downtown. Kimberly's Restaurant and Lounge as well as Annabella's Bakery & Cafe are delicious local spots as well. Located 45 min from Portland and 45 min from Rockland our place is perfect

Superhost

Flat in Damariscotta

4.85 out of 5 average rating, 102 reviews

Cottrill House on Damariscotta River #2

A convenient and newly renovated apartment. Enjoy the mid-coast in down town Damariscotta Maine. Private entrance, two bedrooms, private bathroom, living room, kitchen. NO CLEANING FEE! Private back yard with views over the Damariscotta River. Walk to unique restaurants and shops. Rent a kayak or a paddle board across the street and enjoy the beautiful views of the Damariscotta River. Only, 25 minutes away from Pemaquid Point and Beach. 32 miles to Popham Beach and Reid State Park. No smoking!

Guest favourite

Cottage in Topsham

4.93 out of 5 average rating, 248 reviews

Cozy waterfront home on Merrymeeting Bay.

Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min away.

Superhost

Home in Plymouth

4.82 out of 5 average rating, 61 reviews

Lakefront Maine Camp (year round)

Settle into the quiet ease of Maine in this waterfront house on a private lake with beautiful views from inside and out. Brand new kitchen. Comfortable living spaces and an expansive yard featuring 2 large lawns for family fun, a lakeside fire pit, and small boat launch. Enjoy swimming and fishing along 100' of waterfront or go for a paddle with the canoe, kayaks, and paddle board. Back country hiking along adjacent snowmobile/x-country skiing/ATV trails. This is the getaway you are picturing.

Top guest favourite

Home in Bath

5 out of 5 average rating, 101 reviews

Waterfront Farmhouse with Modern Flair!

On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

Superhost

Home in Litchfield

4.92 out of 5 average rating, 135 reviews

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

Guest favourite

Farm stay in Westport Island

4.83 out of 5 average rating, 125 reviews

The Stilt House

Once the island Trading Post (in the 1820's) now serves as a private retreat on Westport Island. The whole property has been listed on the National Register of Historic Places since 1982. The building is nestled at the water's edge, half on land and half on stilts over the tidal waters of the Sheepscot River. The property has its own private deck, island, rocky beach, trails and hammock. This is an old structure - over 200 years old! A great piece of history and an absolute oasis.

Top guest favourite

Home in Canton

4.99 out of 5 average rating, 149 reviews

Private Lakehouse, Firepit & Stunning Sunset Views

Escape to Lakeshore Point, a serene lakeside retreat in Maine! Our charming lake house offers the perfect spot for families to unwind and enjoy warm, sunny days. Surrounded by lush greenery, take in stunning views of Canton Lake from your private beach access. With 200' of lakefront, enjoy swimming, kayaking, or simply relaxing by the shore. Begin your day with the sounds of nature and end it by the fire pit under the stars. Experience the beauty of Lakeshore Point this summer season!

Guest favourite

Cottage in Edgecomb

4.96 out of 5 average rating, 68 reviews

Cottage in Edgecomb: Waterfront Getway

A private waterfront cottage nestled away in the town of Edgecomb; “in the southern part of Lincoln County, which is situated upon the peninsula formed by the Sheepscot and Damariscotta Rivers, having Newcastle on the north and Boothbay upon the south. The cottage sits on an acre of land and is surrounded by beautiful forest and a view of the hallmark village, Wiscasset. Perfect place for couples, family, or friends to spend the summer/fall/vacation or getaway by the river's edge.

Guest favourite

Home in Cushing

4.95 out of 5 average rating, 131 reviews

Dockside Retreat - 2025 booking quickly

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Guest favourite

Cottage in South Thomaston

4.95 out of 5 average rating, 164 reviews

Timeless Tides Cottage

This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

Guest favourite

Home in Bath

4.9 out of 5 average rating, 396 reviews

Beautiful Spring River Retreat

Charming victorian house on the Kennebec River on the outskirts of historic and beautiful Bath, Maine. Close to great shops, restaurants, ski slopes and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Maritime Museum and a scenic dog park.