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Family-friendly vacation rentals in Boothbay Harbor

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Boothbay Harbor family-friendly rentals

Family-friendly home rentals with air conditioning

Top guest favorite
A modern living area is designed with large floor-to-ceiling windows that provide sweeping views of the marina and cityscape. A sleek black sectional sofa and matching ottoman are paired with a cozy armchair, accented by a striped red area rug on the hardwood floor.
Condo in Downtown Portland
4.97 out of 5 average rating, 206 reviews

Waterfront Two Master Suite Penthouse with Rooftop

MarleneRating, 5 stars6 days ago
Amazing view and location! We loved how convenient this location was to shopping and restaurants. Having never been to Portland, this was a very pleasant surprise for us. Parking in the lot directly next to the building was easy and close. Sitting on the balcony watching the boats was so relaxing. Very comfortable condo and we would definitely stay again.
Guest favorite
A wide sandy beach stretches along the coastline, with gentle waves breaking at the shore. Two figures walk along the water's edge, while a clear blue sky enhances the tranquil atmosphere of the scene.
Condo in Old Orchard Beach
4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

NadiaRating, 5 stars1 month ago
I would recommend it 100%
Guest favorite
The exterior of a Victorian farmhouse is showcased, featuring classic white siding and multiple large windows. Lush green trees frame the house, while vibrant pink and purple flowers add color to the front yard. A covered porch invites relaxation.
Apartment in Lisbon falls
4.94 out of 5 average rating, 467 reviews

Charming Victorian farmhouse 1880's bedrooms-2

KandiceRating, 5 stars2 weeks ago
Thoughtfully designed and appointed place - has all the things you need and Marcia makes it very easy to get in and check out. Easy to get to Lewiston, Brunswick, Portland and everywhere in between!
Guest favorite
A light-filled loft space is furnished with a comfortable sofa and a TV unit. A small chair sits nearby, and decorative artwork adorns the walls. A console table displays a vase of fresh flowers, while natural light streams in through the windows, brightening the neutral decor.
Apartment in Wiscasset
4.94 out of 5 average rating, 108 reviews

25 Middle: Two floor loft w. water view -sleeps 5

EmmaRating, 5 stars10 months ago
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!
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
An inviting living area features a teal sofa and decorative pillows on a plush area rug. A coffee table and wooden sideboard complement the space, while natural light fills the room through multiple windows. A television is positioned on a low, textured console against the wall.
Apartment in Brunswick
4.75 out of 5 average rating, 255 reviews

King Size Bed - Little House On Lincoln Street

DavidRating, 5 stars10 months ago
Great place and a great location! Really easy to walk to downtown and some local restaurants and pubs. Would definitely recommend it for anyone wanting to stay in the area. So many good books to read if you have an extended stay.
Top guest favorite
A bright dining area features a wooden table surrounded by four chairs. Fresh flowers are arranged in a bowl at the center of the table. An orange accent wall and large windows allow natural light to illuminate the space, complemented by kitchen appliances visible in the background.
Guest suite in Brunswick
5 out of 5 average rating, 119 reviews

Glorious Converted 1865 Brunswick Barn in Town!

AdrienneRating, 5 stars2 weeks ago
Charming, cozy and comfortable rental. This cheerful, spotless apt was the perfect location for us to enjoy Bowdoin and Brunswick and had all the amenities we needed. Nina and Tony are the consummate hosts - welcoming and highly responsive. Without hesitation, I would stay here again.
Superhost
The exterior of a classic Victorian building is displayed, characterized by its wooden siding painted in muted grey. Large windows and unique architectural details enhance its charm. Surrounding greenery adds a touch of nature to the urban setting, and a gravel path leads to the entrance.
Apartment in West End
4.78 out of 5 average rating, 733 reviews

BEST location! HUGE 1 bedroom downtown Portland

John and ZaidaRating, 5 stars2 weeks ago
The unit is rustic, will not be to everyone's taste, but it's unusually spacious and tucked away from all traffic noise, not to mention walking distance from downtown and the Old Port. Lots of places to eat! Easy to find a parking spot on the street. All we ever heard from outside were children playing and birds. The stairs are steep, so not advised for those not fit or who have balance issues, and it takes awhile for the heat to warm up the place on colder nights (though it does get there). But Sharon is responsive and accommodating. We enjoyed her little perks like Swedish Fish.

Family-friendly home rentals with Wifi

Superhost
A serene waterfront scene displays a wooden dock lined with several boats, set against a backdrop of gently rippling water. Bright clouds float in a blue sky, reflecting the tranquil atmosphere of the picturesque harbor.
Apartment in Bremen
4.85 out of 5 average rating, 109 reviews

Lobsterman’s Lodge- Working Waterfront Marina!

SusanRating, 5 stars7 months ago
I love Maine's working waterfront and even though my stay was in the off season there was a wonderful glimpse into our fishing economy and the hard work it takes to keep it happening. The quality of light in the unit was amazing, and viewing the moon across the water was stunning. Easy to access all that the midcoast has to offer within an easy ride, to Rockland and Damariscotta and Boothbay and Wiscasset -- my favorite spots. Beautiful places nearby to hike and explore. Onsite staff people Debbie and Blair were wonderful; when I had an issue with the internet -- it was fixed quickly. Unit was well equipped for a person who loves to cook. Also having a bathtub in a waterfront apartment was a plus since many don't have them. Clean, comfortable, safe-feeling -- all one could want in a Maine coastal vacation. Wish I could have stayed longer but instead I'll just plan to go back again.
Guest favorite
A large window offers a clear view of the tranquil waters of John's Bay, framed by lush greenery. Pine trees and shrubs are visible in the foreground, while the sparkling water extends towards the horizon, creating a serene coastal scene.
Cottage in South Bristol
4.79 out of 5 average rating, 47 reviews

Johns Bay Ocean View "The Nest" South Bristol ME

PamelaRating, 5 stars8 months ago
The Nest was perfect for our needs for us and our daughter's family. Snug, with a beautiful view, great walks, and a beautiful little beach close by that was perfect for a 2 1/2 year old. So lovely in October. Thank you, Dave and Betsy for your hospitality!
Superhost
The cottage is nestled among trees, displaying a classic white exterior with blue shutters. A driveway leads up to the entrance, which features a gentle slope and a set of steps. Natural greenery surrounds the property, contributing to the serene waterfront setting.
Cottage in Southport
4.95 out of 5 average rating, 20 reviews

Waterfront Cottage on Southport Island

JoyceRating, 5 stars7 months ago
Beautiful, comfortable place to stay near the water. Walkable to Robinson's restaurant is a big plus.
Top guest favorite
A two-buildings property is depicted, featuring a well-maintained main house and a detached garage. The driveway extends between the structures, leading to a grassy area. Trees border the scene, and the sky is clear with scattered clouds.
Apartment in Bath
4.95 out of 5 average rating, 65 reviews

Bath, Beautiful Views of the Kennebec River

JulieRating, 5 stars9 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.
Top guest favorite
The cabin's interior features wooden beams and a high ceiling, promoting an open atmosphere. Skylights allow natural light to illuminate the space. A modern kitchen is equipped with stainless steel appliances and a large island, while a cozy seating area invites relaxation.
Cabin in Boothbay Harbor
4.95 out of 5 average rating, 65 reviews

Modern & Antique Log Cabin in Boothbay Maine

BrittanyRating, 5 stars8 months ago
What a great cozy cabin in the heart of Boothbay. It’s walkable to everything (about a 10 minute walk to the footbridge in town) and surrounded by lovely lush Maine forest. The cabin is cozy and perfect for a family of 4 or 6. There are 2 downstairs bedrooms and a loft upstairs with a daybed/trundle. Great play space indoor and out for the kids. Hosts were helpful and super communicative. Thank you for a lovely visit!
Superhost
A tranquil view of the ocean is visible from a spacious wooden deck, featuring several white Adirondack chairs. The calm water reflects the clear blue sky and surrounding greenery, while distant islands can be seen along the horizon.
Cottage in Harpswell
4.89 out of 5 average rating, 156 reviews

Classic Maine Cottage - dock, sauna & kayaks

MaiseyRating, 5 stars4 days ago
We truly enjoyed our time in this home. Absolutely incredible views of the water and many outdoor seating options so you can soak it all in! Very simple inside, but you have all that you need!
Guest favorite
A charming cottage is presented with a stone chimney on the side. Lush greenery surrounds the home, complemented by colorful flowers in the landscaped garden. A set of steps leads to the entrance, with a clear blue sky above.
Cottage in East Boothbay
4.96 out of 5 average rating, 75 reviews

Charming Coastal Maine Cottage

CoreyRating, 5 stars2 weeks ago
Very quiet and cozy area to spend our holiday weekend! Plenty of space for the family to hang out and play games, and a kitchen we were able to cook in almost every meal! It was a very comfortable and clean home that we were grateful to get to enjoy on vacation. Not every day we Michiganders can find a place as beautiful as here at home to spend time away, but this cottage and the aesthetic in southwest Maine in general is a place that certainly measures up!
Guest favorite
The exterior of the cabin is framed by vibrant autumn foliage, showcasing logs in their natural finish. A stone fireplace is visible on one side, while a welcoming porch and small entrance enhance the rustic charm. The surrounding yard is marked by fallen leaves and greenery.
Cabin in Boothbay Harbor
4.93 out of 5 average rating, 80 reviews

Quaint, rustic 100 year old cabin, Sprucewold, BBH

TaraRating, 5 stars9 months ago
We love Katharine’s cabin! This is our second year and we plan to make it a tradition. It’s just a great location, and the cabin makes you feel right at home. It’s easy to disconnect and just take Boothsbay in! Thank you for having us!

Family-friendly home rentals with a kitchen

Guest favorite
A comfortable living area features a light gray sofa adorned with decorative cushions, positioned across from a round wooden coffee table. Natural light enters through the window, complemented by green curtains. A wooden dining table is visible in the background, adding to the inviting space.
Cabin in New Harbor
4.77 out of 5 average rating, 44 reviews

Sherwood Forest Cabin #4

EmmaRating, 5 stars8 months ago
Beautiful cabin in Sherwood Forest Campsite. Check in and check out were really easy and the cabin itself was very clean. Kitchen is bare bones but had pretty much everything we needed. Even had some firewood for us!
Guest favorite
A serene landscape showcases rolling green hills dotted with trees, leading to an orchard. A tranquil body of water is visible in the distance, complemented by an overcast sky, creating a peaceful and natural setting.
Apartment in South Bristol
4.94 out of 5 average rating, 34 reviews

Clarks Cove Farm - Orchard Apartment

PeggyRating, 5 stars9 months ago
We want to stay here now every time we go to Maine! The setting is so beautiful and peaceful and our suite was bright and airy and rustic. Tim was such a kind host and it felt like a home away from home. Checked so many boxes for beauty and escape. Don’t hesitate to stay here!!
Superhost
A three-story cottage is nestled on a hillside, showcasing large bay windows and a charming balcony adorned with decorative elements. Lush greenery surrounds the home, complementing its gentle color scheme against a clear blue sky.
Home in Southport
4.92 out of 5 average rating, 99 reviews

Maine Stowaway Cottage/Your Year-Round Destination

RuthyRating, 5 stars10 months ago
We had a fantastic stay at Luanne's! The house is in a good location, about 10 min to downtown Boothbay Harbor. The property is beautiful with a great view of the water. The bedroom and bathroom setup worked well for us, since most bedrooms had access to its own bathroom. Everything was clean, appliances and grill worked. Luanne was very responsive to any questions and issues. Renters should note that there is a guest cottage/converted garage on the property, just about 15 feet away from the main house, and this cottage is also rented out. The property is essentially shared between the two houses. It did not become an issue during our stay, but we were cognizant that there may be another car coming up the driveway when the dogs and kids were out in the yard and it did make the property feel less private. Overall, would recommend Luanne's for a great stay close to Boothbay.
Top guest favorite
A view of the riverside retreat is captured, featuring small rustic buildings surrounded by lush greenery and vibrant flowers. The calm water glimmers in the background, complemented by tall trees that provide shade and enhance the tranquil setting.
Cottage in Newcastle
4.99 out of 5 average rating, 99 reviews

Your private waterfront B&B retreat in Maine...

ChristineRating, 5 stars9 months ago
I stayed at Liz and Alex’s stunning place at the beginning of September. This was either my 3rd or 4th time and I love being there. The quiet and the utter peacefulness of being literally on the banks of the estuarial river is amazing. Although I was only able to be there for 2 nights this time, I was recharged and ready to go back home when I left. On other visits I’ve taken advantage of being near the delightful town of Damariscotta, Pemaquid Point Lighthouse, Hidden Valley Nature Preserve, Muscongus Bay Lobster dock, the Audubon preserve in Bremen, and so many others. On this visit I stayed put, letting the inward and outward flow of the river soothe me while I read and wrote. On this visit I also had a nice long chat with Liz, a remarkably talented woman. See her book and ask about her films when you go.
Guest favorite
A serene lakeside view is framed by trees as dusk approaches, showcasing calm waters reflecting soft evening light. A small table and comfortable chairs sit on a stone patio, while a dock is visible nearby, perfect for relaxing by the water.
Cottage in China
4.98 out of 5 average rating, 85 reviews

Lake House on Three Mile Pond with Amazing views

RobertRating, 5 stars7 months ago
Mark was awesome. The place was just what I needed to get away from the grind of life. I recommend him to any and everyone.
Superhost
A serene cottage is framed by lush greenery and blooming rhododendron. The structure is characterized by a metal roof and large windows, allowing natural light to fill the interior. A well-maintained lawn adds to the inviting outdoor space.
Home in Bremen
4.92 out of 5 average rating, 78 reviews

Greenland Cove Coastal Cabin

JocelynRating, 5 stars7 months ago
Crissy and this beautiful cozy cabin in the woods, are both wonderful! Arrangements couldn’t be easier, lots of recommendations for things to do, but just hanging out in the home is nice too. Great place to unwind.
Guest favorite
A tranquil sunset over Penobscot Bay is captured, with soft hues of orange and purple reflected on the water. Silhouetted trees frame the image, while a crescent moon is visible in the sky, adding to the serene atmosphere. Rolling hills are faintly outlined in the distance.
Guest suite in Searsport
5 out of 5 average rating, 73 reviews

Colcord Cottage- oceanfront Searsport cottage

KimRating, 5 stars7 months ago
Gorgeous spot. Most well appointed and lovely Airbnb ever. Denise and Ernie are outstanding hosts.
Top guest favorite
A charming red cottage is surrounded by tall green trees, with the ocean visible in the background. The front porch features steps leading to the entrance, and well-maintained grass and landscaping enhance the outdoor space.
Cottage in Harpswell
5 out of 5 average rating, 36 reviews

Dockside Cottage at Lookout Point

KeithRating, 5 stars8 months ago
My wife Paula and I found this to be a perfect place to spend our visit to coastal Maine. We loved this was rustic and cozy cottage that was furnished with antiques and filled with perfect local decor. The view of the bay from both the inside and outside was gorgeous. Drinking coffee on the porch we were treated with the enjoyment of watching boats, and abundant wildlife. We lacked nothing as there was plenty of cups, dishes, cookware, utensils, linens, etc. We took advantage of the access to live lobsters sold from the dock down below that was an easy walk. And enjoyed watching the lobstermen work their trade. We drove across to Orr and Baileys Islands for additional shops and restaurants, but the Dolphin Marina restaurant was our favorite. All in all, this cottage exceeded our expectations, and the bar was already set high. We certainly wish to return. Many thanks to our host. Keith and Paula

Quick stats about vacation rentals that are family-friendly in Boothbay Harbor

  • Total rentals

    210 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 before taxes and fees

  • Total number of reviews

    5.1K reviews

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    200 properties include access to wifi

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