Vacation rentals in Messalonskee Lake

Find and book unique accommodations on Airbnb

Top-rated vacation 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

Apartment 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!

Superhost

Home in Litchfield

4.92 out of 5 average rating, 134 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

Apartment in St. George

4.82 out of 5 average rating, 50 reviews

Lobster Lodge

The Lobster Lodge with striking glass windows, near the shore, creates a sense of the spectacular in this beautifully appointed vacation condo. As you near your vacation destination you won’t help but be able to appreciate the winding roads and you’ll likely be envisioning your family taking leisurely strolls or bike rides to absorb the scenic views. Upon arrival, you will note the lovely gardens and well-manicured grounds. Inside you will find eye-catching views of the sea from two levels.

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 favorite

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 favorite

Guesthouse 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 favorite

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 favorite

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!

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 favorite

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

0 of 0 items showing

What guests are saying

Idyllic Lakeside Cabin

4.96 out of 5 average rating, 183 reviews2 days ago

Meredith's lake house was the perfect gateway for my family and our friends. The kids were always entertained with the beautifully surroundings and the all the board games provided. The house had all the amenities that we needed and the location was great for restaurants and shopping. We are hoping to return soon for another vacation.

Cabin in Raymond

What guests are saying

Snow cottage oxford, Maine

5 out of 5 average rating, 14 reviews3 months ago

Pine Point Cabin is the absolute best. Don't miss out! The cabin is rustic but has ALL the modern comforts and amenities!! From the heating to the shower to the lighting options, you could not want for more. Even the new windows- so clear, and a joy to watch nature while toasty inside! They even have binoculars. Michael and Cathy were super helpful and responsive and I will definitely go stay there again! It's now my first choice! Can't wait to visit in the summer and get out on the lake with kayaks, but the winter visit was just magical with the snow and the pines. Just beautiful.

Cabin in Oxford

What guests are saying

Log Cabin 15 acreshunting* snowmobile*skiing

4.75 out of 5 average rating, 20 reviews3 months ago

great place for a group of friends to get away from the city ! hot tub was spacious, pool table was a great addition to the house, and the large property was awesome for exploring the woods. overall, 10/10 would definitely come back !! only downside, there were only 11 forks for 12 guests !

Home in Otisfield

What guests are saying

Lakefront Maine Camp (year round)

4.82 out of 5 average rating, 61 reviews5 months ago

My cousin and I spent a week at holly's house. We made our day trips from there. All the sights were easily and quickly accessible by car from there. Whether in the north, south, east or west of Maine. We enjoyed spending our evenings in a fully equipped house. From check-in to check-out, everything was uncomplicated. We really enjoyed our time there.

Home in Plymouth

What guests are saying

The Retreat- A Relaxing Beachside Bungalow

4.86 out of 5 average rating, 22 reviews4 months ago

We enjoyed our time in Maine, at the Retreat, being 1500+ miles away from home for work, and it felt homey. Nathan and his team were excellent about answering any questions we had. Would most definitely stay there again, if we end up back in Maine. The cabin was perfect and the views were gorgeous, especially in the snow! It was something we don’t get to experience in the south. Highly recommend Nathan and one of his cabins if you want a place to stay!

Cabin in Burnham

What guests are saying

Bath, Beautiful Views of the Kennebec River

4.95 out of 5 average rating, 65 reviews8 months ago

What an amazing place. The apartment was spotless and had everything we needed. The kitchen was fully stocked and then some. Carolyn and Dave were great hosts, available but not intrusive. I even got a text to let me know it started raining and my sunroof was open. We loved the location and will definitely check to see if it is available next time we are visiting.

Apartment in Bath

What guests are saying

Modern Lake Front Home with Hot Tub

4.9 out of 5 average rating, 70 reviews1 month ago

Spenser's place was pretty perfect for our needs. Loved the hot tub, lots of towels, lots of kitchen supplies and room for the 7 of us. Would suggest have a few more chairs for the dining room since the home can fit 8 people. We just took a chair from the deck, which was fine. There were a lot of flies just hanging out with us, a few lady bugs too. The many flies were slow, so easy to catch. But still 5 stars! Thanks so much!

Home in Liberty

What guests are saying

Stylish and Sun Filled Home With Tripp Pond Access

5 out of 5 average rating, 41 reviews6 months ago

The family love this home and location. Christy and Joe were very pleasant to deal with and always responded to our concerns no matter how small. The location was very beautiful this time of year, perfect and very quiet. Instructions to the home were straightforward and easy to understand. It felt like home, We hope to return in the future, Troy Senft

Home in Poland

1 of 12 pages