
Kid-friendly holiday rentals in Messalonskee Lake
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Top-rated family-friendly rentals in Messalonskee Lake
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Kid-friendly house rentals

Cute house in town Skowhegan.
Had a great stay! Donald was a great host and the house was very clean. Perfect location for any activity in the area. I was a little worried that it might be noisy because the house is on a somewhat busy street, but I didn't hear a thing! It was surprisingly quiet. Couldn't recommend this place more when you are in Maine. I look forward to staying again when I'm back in town!

Cheerful spacious updated 1825 Maine Farmhouse!
Second stay at the farm house. Two weeks this time. We just love it here. Plenty of space yet cozy, everything you need, lovely outdoors space. We enjooed watching the chickens, dicks and horse next door. I wish we could stay for months. Thank you, Amy and family!

Charming, Family-Friendly Historical In Town Home
We chose this adorable house in Rockland for our second annual book retreat! It was the perfect size for the three of us with comfortable accommodations and lots of places to sit and relax and read. The beds gave us some of the best nights sleep we’d had in a while and the living room was great for late night conversations and movies! The location was perfect and we walked into town every day for a little adventure! Alicia provided us with so many incredible recommendations for spots to try in town. One week here just wasn’t enough, and we’re already looking for reasons to come back! Maybe for the Lobster Festival?! Overall, this was a fantastic stay with a wonderful host!

Cozy & quiet on the river... the Captain's House
The hosts were very prompt in communicating. The thoughtfulness they have put into furnishing the property is amazing. It has a very vintage nautical feeling to it. The house is extremely well appointed. We didn’t have any problems at all. The surroundings are off the beaten path which we especially appreciated. It’s a short 10 minute drive to Damariscotta Downtown. I would highly recommend this property.

Trickey Moose Family Retreat | Firepit Kayaks
We booked Trickey Moose to spend quality time with our two Maine teen grandchildren while they were on spring break. The place was perfect for our needs. The home is quite spacious yet offered each of us an element of privacy. We found the home in immaculate condition and stocked with every essential needed. The “community pantry” was a pleasant surprise and was stocked with the few incidental items we hadn’t brought along. The ping pong and air hockey tables created a friendly competition between the grandkids and grandparents. Great memories were made…. only wish we could have stayed longer.

Riverside
We had an amazing time over valentines day weekend. There was a snow storm and Kent snow blowed around our vehicle to make sure we could get out. The house is very comfortable and peaceful, amazing view of the river and just off the road enough to not be bothered by passing traffic. Definitely recommend!!!!

Waterview Lake House
Beautiful spot! Far enough from everything to feel private and peaceful but not so far that it's inconvenient. Nice and clean. Would stay here again.

Waterfront Farmhouse with Modern Flair!
The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.
Family-friendly apartment rentals

Remodeled Downtown Norway 1.5 Bedroom, 1 Bath Apt
Had a great stay for a couple nights! Apartment was plenty spacious, clean, and had a great cafe a 2 min walk away

3 bed up apt with no cleaning fee or checklist
Great stay. Would stay again.

1901 Charm in Downtown Rockland
Great stay with Dom. Exactly what we were looking for. Short walk to everything. Comfy beds.

25 Middle: Two floor loft w. water view -sleeps 5
My family and I had another great stay at Kathleen’s. We arrived and were so grateful for a clean and comfortable stay. We cooked lobster and were so happy to see that Kathleen’s kitchen had everything we needed. Excited to go back a third time!

Sweet Retreat: 3 BDR Stylish Home Mins To Colby
This sweet apartment was a true haven during a challenging time for our family. It was clean, comfortable, and thoughtfully appointed—just what we needed while navigating medical appointments nearby. The host was kind, responsive, and flexible, which made a world of difference. We’re so grateful for the peaceful space and support.

Cottrill House on Damariscotta River #2
This was our second stay at the Cottrell House. The location can’t be beat. It’s nestled off the main street with access to the river while within easy walking to stores and restaurants. The apartment is quiet and clean. Lissette is a wonderful host.

Farnham Point Retreat
The place was amazing, such a great find! The hosts laid out check-in and check-out instructions very clearly and offered an abundance of amenities to make our stay more enjoyable. They offered toiletries, tide pods, cooking spices, coffee, books- the list could really go on and on. It really felt like a home away from home! Thank you to our wonderful hosts, we hope to visit again!!

Spacious 2 BR in the heart of downtown shopping!
This was an excellent place to stay that exceeded my expectations! Michelle and Nick went above and beyond to ensure we were comfortable during our stay. Very clean and felt right at home. Will definitely stay here again next time I am in Freeport, ME!
Family-friendly apartment rentals

Battered Buoy - Newly renovated, two bedroom condo
We had a wonderful stay at Heather's condo. It was cozy, clean and the location was perfect! I would definitely recommend Heather's place to anyone looking to stay in Boothbay Harbor.

South Branch 11-2 ski in ski out at Saddleback
Wonderful stay at this ski in ski out condo, perfect for a long weekend. Super nice that it was dog friendly. Having access to ski locker was convenient. Had just what we needed in kitchen. Sofa bed was just ok, and I think an upgrade on the sheets would be welcome but those things are minor. We would love to stay here again and again.

Stylish 2BR | Balcony | River Views
Great place for the price and has a great view of the water.

2 Rangeley Lake unit 2 Condo Dock, Kayaks and more
This is the second time staying at Debi's Rangeley Lake Condo. It is a perfect location to stay if you're skiing at Saddleback or just exploring the area. Debi is very responsive to any questions. The condo is comfortable and the kitchen has everything you need to have dinner at "home". When we're in the area, we would definitely stay here again.

River Escape - Studio Apt. with River Access
She made cookies the moment we checked in and delivered them to us with warm milk. Wonderful host with great knowledge of the beautiful Pemaquid region

Lovely 2 bedroom riverside condo with pool
Lovely, clean apartment with a terrific location! We highly recommend and hope to return soon--maybe even for Pumpkinfest again next year. Thank you especially for the extra blankets, that was such a kind gesture.

New 2BR 2King beds Private Apt Downtown Brunswick
We had an excellent stay. Both check-in & check-out were a breeze. It was amazingly quiet & the bed was super comfortable. The apartment was light & bright even on cloudy days. We loved the location, easily walkable to cafés & restaurants, a big supermarket, & the train station. We did the nearby Androscoggin Riverwalk each day. We especially enjoyed Frosty's Donuts, the Broadway Delicatessen, & the wine shop Vessel & Vine. Though we didn't meet Spencer (maybe next time!), he's an excellent communicator who responded immediately to all of my messages. Thank you, & we hope to return!

Harbor View Cottage Unit A 2 bedroom downtown
What a beautiful location and house. There’s nothing better than sitting in the living room or front porch and being able to see the Belfast Bay. The house is very clean and neat. Beds are comfortable, shower is very hot. Don’t miss the sunrise in the mornings. Overall this is one of our favorite places we have stayed in Belfast.
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- Saddleback Ski Mountain Maine
- Wales Beach
- Lucia Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Mt. Abram
- Samoset Resort
- Pemaquid Beach
- Wolfe's Neck Woods State Park
- Pemaquid Point Lighthouse
- Maine Maritime Museum
- Dragonfly Farm & Winery
- Pinnacle Park
- Spragues Beach
- Coastal Maine Botanical Gardens
- Sugarloaf Golf Club
- Narrow Place Beach
- Hermon Mountain Ski Area
- Black Mountain of Maine
- Mile Beach
- Bradbury Mountain State Park
- Lost Valley Ski Area
- Martindale Country Club