Holiday rentals in Messalonskee Lake

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Messalonskee Lake

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

0 of 0 items showing

1 of 3 pages

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

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

Superhost

Home in Skowhegan

4.8 out of 5 average rating, 15 reviews

Cozy, Comfortable, welcoming With private suite

Keep it simple at this peaceful and centrally located place. This rental property is in walking distance of the historic area of downtown Skowhegan yet secluded enough to enjoy privacy while on your vacation. Local groceries stores, well-known eateries, and small business shops are just minutes away. Close location to lakes, fairgrounds (active depending on time of stay), movie theaters (Drive-in & Spotlight Cinemas), and more. You need quiet time, enjoy the private suite you’ll love it .

Guest favourite

Home in Liberty

4.98 out of 5 average rating, 47 reviews

Peaceful Lakeside Getaway with Hot Tub!

Enjoy our fully renovated, lakeside, four season retreat. During the summer spend time fishing, kayaking, swimming, lounging in the hammock and then escape the heat inside the fully air conditioned house! In any season, unwind in the lakeside hot tub, take in every gorgeous sunset and dark starry night or gather around the campfire. The winter months bring snow shoeing, ice fishing, snuggling up in the living room playing games or watching a movie fireside. There is something for everyone!

Top guest favourite

Guest house in Newcastle

4.98 out of 5 average rating, 103 reviews

Modern Hillside 1 BR near Damariscotta/Newcastle

Experience the best of mid-coast Maine at our cozy modern hillside retreat. Perfect for couples exploring the area for the first time or returning for another getaway, our 1 BR place has vaulted ceilings and a full wall of windows along the large kitchen and living space opening up to a peaceful deck and hillside forest. Minutes to historic downtown Damariscotta and Newcastle make our place your base camp for food, wine, shops, antiques, history, coastal activities, and oyster tastings!

Superhost

Cabin in Smithfield

4.85 out of 5 average rating, 13 reviews

Lakefront Cabin- Belgrade Lakes

Cozy cabin with wide private waterfront & dock. West - facing for nice sunny days and breathtaking sunsets. Lakeside firepit for roasting marshmallows, dock for sunbathing, wide deck for dining / lounging as loons and eagles mesmerize you. Master BR with King bed & twin bunks. Upstairs BR with Queen bed. Couches & airbeds just in case. Indoor and outdoor showers. High speed internet with streaming TV. Just 15 minutes from I-95 but East Pond feels like the middle of nowhere.

Guest favourite

Chalet in Wilton

4.94 out of 5 average rating, 17 reviews

Stunning Home w/Views_Hot tub_Ski-Skate-Snowmobile

Tranquil Waters is a beautiful new chalet nestled on the serene shores of Wilson Lake, offering the perfect lakeside getaway. Designed for comfort and year-round adventure, this contemporary retreat features a luxurious hot tub with stunning panoramic lake views. Whether you're looking to ski at nearby mountains, explore scenic golf courses, ride snowmobiles or ATVs, enjoy a drive-in movie, or visit UMF, this idyllic escape promises a memorable experience in every season.

Guest favourite

Home in Cushing

4.95 out of 5 average rating, 132 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!

Superhost

Cabin in Phillips

4.82 out of 5 average rating, 17 reviews

Cub Cabin- a Peaceful Paradise at Fox Carlton Pond

Welcome to Fox Carlton Pond! Settle into our Cub Cabin surrounded by the beauty of nature at a peaceful resort on our 5 acre private pond alongside the Sandy River. Our Cub Cabin is furnished with a bunk bed (see photos) with a double mattress on the bottom bunk that sleeps 2 and a single mattress on top bunk that sleeps 1. Enjoy walking trails, lawn games, fire pit, pickle ball, use of canoes, kayaks, peddle boat and docks for exploring, fishing and swimming.

Superhost

Home in Wiscasset

5 out of 5 average rating, 3 reviews

Seahorse Shores of Wiscasset, ME

We invite you to come enjoy the peacefulness at our tranquil, cozy waterfront getaway ! Spectacular sunrises, private, gorgeous water views throughout the home, located on the Sheepscot River, in Wiscasset, ME- Private, comfortable setting ! We ask that this be an adult only retreat, as there is a strong current at times in front of the home, and just isn't suitable for children - Smaller sized pups are welcome !

Guest favourite

Townhouse in Edgecomb

4.92 out of 5 average rating, 142 reviews

Joyful Maine Escape: 3 Bdr. Waterview Townhouse

A spacious townhouse to vacation with 3 bedrooms and view of the Sheepscot River. This stylish, relaxing townhouse is perfect for family and friends looking for a Maine retreat. Relax by the fire pit on the patio or on the balcony overlooking the Sheepscot River after a day of kayaking, antiquing, or an evening in nearby Wiscasset. Pets Welcome! Self Check In/Out

Guest favourite

Treehouse in Belgrade

5 out of 5 average rating, 119 reviews

SkyView Treehouse | Lakefront • Private Hot Tub

You arrive, step onto your deck, and sink into the hot tub as the sun sets over the stream. Inside, warm wood surrounds you, and the fireplace flickers beside a cozy bed. In the morning, sip coffee with the loons, take a kayak down to the water’s edge, or curl up with a book by the fire. SkyView Treehouse is your escape—peaceful, playful, and full of charm.