Family-friendly vacation rentals in Messalonskee Lake

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Popular amenities for Messalonskee Lake family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A colorful cabin is nestled among greenery, featuring a blue exterior with red accents. A spacious porch is shaded by a roof, with a stone seating area nearby. A fire pit is situated in front, surrounded by grass, creating a peaceful outdoor setting.
Cabin in Appleton
4.89 out of 5 average rating, 307 reviews

Raven's Crossing - Kate's Cottage

KendraRating, 5 stars1 week ago
A beautiful rustic cabin in an amazing spot. Lori is a great host and is always near in her farmhouse to communicate and get you what you need. Appleton is not far from Camden / Rockland but has that rustic getaway feel. The option of adding a wonderful soak in the hot tub, wood fired sauna, massage and breakfast are available as well. I’ll be back next year! Thank you for everything, Lori!
Top guest favorite
A modern farmhouse is situated on elevated land, surrounded by trees. Its white exterior is complemented by large windows that reflect in the calm water below. The scenic scene is framed by lush greenery, creating a serene atmosphere.
Home in Woolwich
5 out of 5 average rating, 43 reviews

Amazing view, eagles, hot tub, 1 mi walk from Bath

GregoryRating, 5 stars1 week ago
Sometimes photos just don't do the real thing justice, and this is the case with this property. The property and the views are truly spectacular! The home is huge and has everything you could ever need to live for a week or more. The porch, especially the screened in portion are magnificent and the hot tub was a perfect way to finish up a great day. We had so many plans to adventure out, but found ourselves wanting to stay and enjoy the pristine yard or just sit on the porch and enjoy each others company, we didn't want or need to leave. Having coffee and watching eagles fly by over the river was truly spectacular. Judy is one of the nicest, easiest hosts we have had the pleasure to work with and truly appreciates your patronage. And Hugh's journal on all things Graywood is a lifesaver. Not only would we return again, but we look forward to it.
Guest favorite
A wood-fired cedar hot tub sits on a deck, surrounded by trees. Two folding chairs are placed beside the hot tub, offering a serene spot for relaxation. The structure's screened-in porch provides a view of the surrounding nature.
Treehouse in Georgetown
4.97 out of 5 average rating, 340 reviews

Tree Dwelling with Water Views & Cedar Hot Tub (2)

EmilyRating, 5 stars1 month ago
We had the most wonderful staying here! A peaceful and relaxing getaway is exactly what we needed, and exactly what we received. The hot tub was the perfect touch. We couldn’t recommend this place more! Can’t wait to go back!
Superhost
The modern cabin is framed by lush greenery, featuring a large two-level deck with multiple seating areas. A hot tub is situated to one side, with a stone pathway leading to a firepit area complete with chairs. Large windows offer ample natural light.
Home in Hanover
4.83 out of 5 average rating, 87 reviews

Viewtop Cabin: Modern Cabin with Stunning Mountain

DustinRating, 5 stars6 months ago
This is as picturesque of a ski cabin as they come. Everything was clean and tight. Far enough into the mountains with a clean up to date feel including Lutron radio RA3 switching. Cleaning fees were a little steap, but we are clean and neat people so im sure they are set to expect the worst. 10 for 10 would rent this house again.
Top guest favorite
A spacious log cabin is featured, set in a natural landscape surrounded by trees. A wide wraparound deck is accessible via a wooden ramp, leading to a welcoming front door. Lush greenery and decorative plant beds border the cabin, complementing its rustic charm.
Cabin in Chesterville
4.89 out of 5 average rating, 53 reviews

Lakefront Log Cabin escape-boats-fishing-hot tub

NicholaRating, 5 stars7 months ago
Just returned from the most fantastic 2 weeks exploring the US which included a weeks stay at Kiwi Lodge. Where to start? This was exactly as described and the perfect base for exploring Maine. The property was spotless and has all the amenities needed for a comfortable stay. 3 beautiful bedrooms, 2 great sized bathrooms, wonderful living area and kitchen and fantastic games room. Hot tub was brilliant. The location on the lake is just perfect, we had the lake to ourselves and took the canoe out. Nearest town of Farmington has all the shops and cafes you’d need. The communication from Kay was great from the day we booked, and recommendations we took her up on were all absolutely spot on. Thank you Kay and thank you Kiwi Lodge for a holiday to remember!
Top guest favorite
A spacious outdoor area features several horses roaming in a fenced pasture, with trees providing a natural backdrop. A rustic barn and a house are visible in the distance, surrounded by lush greenery. Paths lead towards a gravel road nearby.
Loft in Andover
4.98 out of 5 average rating, 169 reviews

Private studio loft, decks and hot tub

DanielleRating, 5 stars2 months ago
I was happy to return to stay at Deb's, this time around in the studio loft. It was very spacious and comfortable and included anything that you might want or need. It was a perfect spot for me to rest while watching ski races at Black Mountain for the weekend. Thanks for being a wonderful host once again, Deb!
Guest favorite
A private deck area showcases a hot tub, emitting a soft blue light. Two chairs are positioned nearby, with a decorative cushion displayed on one. Lattice fencing and greenery provide privacy, creating an inviting setting for relaxation at night.
Apartment in Topsham
4.87 out of 5 average rating, 548 reviews

Cozy hot tub haven

AshleyRating, 5 stars1 week ago
Wendy’s place was really nice and the hot tub is very private.. we definitely got our usage out of it… Wendy herself was extremely kind and open minded. She didn’t rush us out come check out, instead, she encouraged us to stay a little longer and enjoy the hot tub before our long journey back home.. she gave us good tips about golden gems only locals know about 🥰 She did have a cool book to share reviews but I didn’t have a pen.. also we left grape soda in the fridge from Canada for the next person to try!! Thanks again Wendy 5⭐️
Superhost
Home in Rangeley
5 out of 5 average rating, 6 reviews

7 Valley View Lodge - Close to downtown Rangeley

DavidRating, 5 stars17 months ago
If you like the outdoors, seasonal activities and have several guest, then this is the place for you! The kitchen is restaurant quality and well stocked with spices and cooking utensils. The property has plenty of amenities, games and the fire place and hot tub gives you a resort vibe - overall a great experience.

Family- and pet-friendly home rentals

Top guest favorite
A spacious bedroom is furnished with a king-size bed featuring a plaid bedding set. Two windows allow natural light to enter, complemented by a bedside lamp. Wooden accents, including a wardrobe and a small table, enhance the room's warm ambiance.
Guest suite in Freeport
4.97 out of 5 average rating, 236 reviews

Waterfront Private Apartment only 5 min to LLBean!

VirginiaRating, 5 stars2 weeks ago
Wonderful stay, the place was in a beautiful location, walkable to Wolfe’s Neck Farm where we love to walk. My husband and I were there the first few days, then our adult daughter joined us for two nights. The place is small (described accurately) but the three of us found it very workable. The king bed was very comfortable. There was plenty of outside patio space to lounge and soak up the sun when it was out. This was a work trip for us as we were getting a property in a nearby town ready for sale. We didn’t have time to use the provided kayaks but hope to in a future stay. The hosts very friendly and accommodating, highly recommended this property.
Superhost
The interior features a vaulted wooden ceiling with exposed beams, showcasing a natural knotty pine finish. Decorative wildlife mounts, including a deer head and various metal art pieces, accentuate the rustic charm of the space.
Cabin in Carthage
4.94 out of 5 average rating, 193 reviews

Private Maine Camp

MaggieRating, 5 stars2 months ago
Great cabin for my family of 4 and our dog for a quick ski trip. I have 2 boys aged 14 and 11 who loved the loft area. We stayed to ski at Saddleback for 2 days, so was in the cabin l for just breakfast and then evening. Is described accurately in listing. Enjoyed our time!
Top guest favorite
Cabin in Weld
4.98 out of 5 average rating, 173 reviews

Colby's Cabin

TomRating, 5 stars2 weeks ago
Colby’s cabin was everything I expected and more. The location was fantastic so private and quiet, even during Memorial Day weekend I didn’t see or hear anyone. The cabin is two miles up a dirt road, nestled into the woods on the side of a hill it’s the perfect weekend hideaway. My camping car (2012 crv, 250k miles) made it up no problem in May even with heavy rain the day before. The cabin has everything you could need just pack food and clothes. This could easily be more rustic but a lot of work was put into the little touches that take this place to the next level like wood stove, well pump, refrigerator and stove, and clean comfortable furniture. Lots to do in the area check out mt blue, tumbledown and Webb lake. Can’t wait to come back soon!
Top guest favorite
A view of a quiet street in downtown Belfast is captured, featuring brick buildings and shops. A tree provides greenery, while parked cars line the road. The sky is bright with a few clouds, and the waterfront is visible in the distance, enhancing the lively atmosphere.
Apartment in Belfast
4.97 out of 5 average rating, 380 reviews

Belfast Harbor Loft

DavidRating, 5 stars1 week ago
Third year in a row staying at Hannah’s beautiful 48Main St AirBnB in downtown Belfast. Centrally located within walking distance to great restaurants, coffeehouses, markets and beautiful waterfront scenery. Great communication with Hannah throughout our visit. Awesome stay, again!
Top guest favorite
The waterfront camp is situated amid tall trees, featuring large windows that allow natural light to fill the living space. A grassy area slopes gently toward the sandy shore, creating an inviting outdoor space. The tranquil lake reflects the surrounding greenery.
Cottage in Woodstock
4.94 out of 5 average rating, 105 reviews

Cozy Camp on North Pond

GingerRating, 5 stars2 weeks ago
Let me talk for a moment about this gem... this cabin is immaculately kept! It is really private with its own sandy beach. It's road is a dead end and there is very little traffic. The views are spectacular! The lake is quiet. Perfect for kayaking and canoeing. Bethel is nearby. The hiking trails are gorgeous! Holly is very responsive and accommodating. The cabin has a propane stove which heats the whole cabin in minutes! The loons , eagles and hummingbirds are magnificent to watch! The bed is comfotable. The kitchen is STOCKED with all the essentials to prepare any type of meal. The grill is pristine! There is plenty of seating inside and out! The firepit is gorgeous! We had a fabulous time!
Guest favorite
The living area features a cozy blue sectional sofa complemented by an accent chair and a decorative pouf. Natural light fills the space through large windows, which are adorned with woven shades. Wall art and unique decor, including a moose silhouette, enhance the welcoming atmosphere.
Cabin in Greenwood
4.95 out of 5 average rating, 257 reviews

Maine Paradise at North Pond-Paddle, Fish, Swim

Jennifer RRating, 5 stars2 weeks ago
My family enjoyed an amazing stay at Heather‘s place over the Memorial Day weekend. Plenty of kayaking and paddle boarding, nightly fires and grilling! The beds were very comfortable and the kitchen had everything we needed for cooking meals. The shower has great water pressure! We visited several local family hikes and would not hesitate to stay again.
Guest favorite
A charming red farmhouse is framed by lush greenery, set on an expansive lawn. The building features multiple windows and a welcoming front entrance. A gravel driveway leads up to the house, complemented by garden beds and trees surrounding the property.
Home in Auburn
4.82 out of 5 average rating, 259 reviews

Unique artist's sun filled farmhouse meets loft

AndreaRating, 5 stars2 days ago
This was a great experience for us, the artist cottage was outfitted like home with everything we needed. We cooked on an amazing stove, fridge was large and works well for food storage. Tanja was gracious and helpful. We enjoyed meeting her. I would love to stay here again. Highly recommend. You must do stairs as all bedrooms are upstairs. One room has en-suite bath with tub. The other shower and bathroom is downstairs and both have great water pressure and temp. Enjoy this jewel which is close to everything but still super private.
Top guest favorite
A cozy living area features a large sofa adorned with a snowflake pillow. Windows on three sides provide extensive views of the surrounding landscape. Natural wood paneling complements the warm wooden floors, while a fire extinguisher is mounted near the entrance for safety.
Cabin in Greenwood
4.99 out of 5 average rating, 230 reviews

The Lookout at The Cross Farm

MariaRating, 5 stars1 month ago
Anthony was a gem to communicate with and his place was amazing. No complaints whatsoever and I’m very picky about those things. Not to mention the view was gorgeous and the place was so peaceful I didn’t hear a sound except for the beautiful nature making its calls and whatnot. I felt right at home and also like it was a unique getaway with the Nordic stylish well thought out concept. The only thing I would say I didn’t like is I couldn’t stay longer. He has thought of everything and then some to make you feel like your pleasure and comfort is of the utmost importance. Very clean too!

Family-friendly home rentals with a pool

Top guest favorite
A spacious inground pool is enclosed by a chain-link fence, featuring a water slide and lounge chairs arranged around the perimeter. Lush green trees and a clear blue sky are visible in the background, creating a serene setting for relaxation and enjoyment.
Apartment in Cornville
4.87 out of 5 average rating, 134 reviews

Large Home with Great View next to horse farm

WilfredoRating, 5 stars2 weeks ago
Beautiful and peaceful place! Just admiring the surroundings let the peace and tranquility set in and consume you. Highly recommend! Teresa is a wonderful host and flexible to your needs. Will definitely visit again, thank you Teresa!
Guest favorite
A vibrant sunset spreads across the sky, displaying shades of orange, pink, and purple. The calm waters of Rangeley Lake reflect these colors, while silhouettes of trees line the shoreline, creating a serene landscape. Mountains are visible in the distance under a dynamic cloud formation.
Chalet in Rangeley
4.87 out of 5 average rating, 173 reviews

A+ Views -Jet Spa Tub Sauna Sunset/Stars

SusanneRating, 5 stars2 months ago
Jonathan and Lisa were wonderful hosts! We stayed 3 nights to enjoy some Spring skiing at Saddleback. The home was close to town and a quick drive to Saddleback mountain. The house is perched high on a hill overlooking Rangeley lake. The downside is that the driveway is steep and icy (this time of year due to the recent March thaws) but the view and sunsets are breathtaking!! For an additional fee, you can enjoy their newly built sauna and whirlpool. So relaxing after a day of skiing that we booked it twice. The house has all the comforts of home. Being culinary masters, we had a bit of a struggle in the small kitchen. But certainly most everything you need to prepare great meals. Communication with the hosts was excellent and timely.
Superhost
A historic lake-front cottage is presented with its red siding and white trim, featuring numerous windows that enhance natural light. A cupola tops the building, while a porch extends along the front. A sandy area in front leads to the water.
Cottage in Poland
4.61 out of 5 average rating, 18 reviews

Lake Beach House at Poland Spring Resort

Erin Rating, 5 stars10 months ago
Our stay at the beach house was great! You couldn't be closer to the water! So much fun kayaking, floating and swimming in the lake! House is much better than the pictures do it justice. For a 2 bedroom house its very big and spacious, beds were extremely comfortable. The no wifi was a little bit of a downer but there were plenty of board games to play. There is some street noise but not bad at all. Would most definitely recommend if you are looking for waterfront property. The access to the resort pool was a plus too for the kiddos!
Top guest favorite
A wooden dock extends toward a calm bay, framed by lush greenery and charming coastal structures. The serene water reflects the clear blue sky, creating a peaceful atmosphere. Nearby docks and boats can be seen, enhancing the waterfront character of the setting.
Apartment in Boothbay Harbor
5 out of 5 average rating, 32 reviews

Luxury Condo on Water's Edge in Boothbay Harbor

HollyRating, 5 stars2 months ago
A few times while wandering around midcoast Maine in late March, we were asked if this is when we usually came to vacation here. Yes, we are educators from the Southwest, and this was our spring break, so this is when we came to visit, but honestly, it is so peaceful this time of year. Especially Boothbay Harbor, and what we imagined while walking around the very quiet town would be a very different place in July! Our experience at Abby’s space was absolutely wonderful and serene in the spring. The thoughtful touches (thank you for the bottle of Maine wine and jar of blueberry jelly!) made it even more special. Thank you, we hope to be back one day.
Superhost
A serene view of Penobscot Bay at sunrise, featuring a pastel sky in shades of pink and purple. Small boats are visible on the water, while a lighthouse stands on the shoreline. A grassy area has benches and picnic tables, inviting outdoor enjoyment.
Apartment in Rockland

Heart of Rockland Maine

DeborahRating, 5 stars8 months ago
Aimee was wonderful to deal with. Her place was absolutely beautiful. we definitely picked the right place. the sunrises were so awesome. Rockland was a gorgeous little town.
Guest favorite
The kitchen features wooden cabinetry and a modern design with ample counter space. A stainless steel fridge and coffee maker are visible alongside a sleek electric stove. Four tan bar stools provide seating at the granite countertop, enhancing the functional layout.
Condo in Carrabassett Valley
4.93 out of 5 average rating, 46 reviews

Post & Beam, Ski-in/Ski-Out Birchwood Penthouse

AdrianRating, 5 stars8 months ago
Great spot, would rent again!
Superhost
An indoor pool area is highlighted by a spacious swimming pool with clear blue water. Natural light filters through skylights, illuminating the wooden beams overhead. Several white lounge chairs are arranged nearby, and a hot tub is visible in the background.
Home in Carrabassett Valley
4.84 out of 5 average rating, 69 reviews

SUGARLOAF, TRAILSIDE, 4-BDRM, & AC

EstherRating, 5 stars1 month ago
We had such an enjoyable stay we didnt want to leave! All agreed we would stay here again - such a beautiful quiet retreat. Steve was a responsive host with detailed instructions for checkin/checkout. It made everything perfect for my family.
Top guest favorite
A spacious living area features large windows that allow natural light to fill the room. Comfortable seating includes a striped sofa, a cozy armchair, and a coffee table set on a circular braided rug. A brick fireplace adds a rustic touch, creating a welcoming environment.
Condo in Carrabassett Valley
4.96 out of 5 average rating, 55 reviews

Cozy Ski In, Ski Out End Unit Condo

CynthiaRating, 5 stars2 months ago
Great place to stay for a family of 4. Very close to Snubber for skiing and hiking. Hope to stay again. Thank you!

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