Family-friendly vacation rentals in Boothbay Harbor

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Boothbay Harbor family-friendly rentals

Family-friendly home rentals with air conditioning

Guest favorite
A bright and airy living area is showcased with large glass doors letting in natural light. Potted plants are positioned throughout, and a sectional sofa offers comfortable seating. A media console holds a television, complemented by a small dining table and chairs in the background.
Condo in Old Orchard Beach
4.91 out of 5 average rating, 416 reviews

Luxury Beach Front Condo! Prime Location!

DebbieRating, 5 stars2 weeks ago
Excellent place, sunset and sunrise is just beautiful right from your private balcony, plenty of things to do even on rainy days, huge selection of places to eat, great bands play right on the premises, great people and atmosphere. The condo was very clean and has everything you need. I would love to stay again!
Guest favorite
A cozy bedroom features a spacious bed with a floral quilt and decorative pillows. Natural light filters through curtains adorned with floral patterns, enhancing the inviting atmosphere. A bedside table and a wooden dresser are present, contributing to the room's functionality.
Apartment in Old Orchard Beach
4.93 out of 5 average rating, 199 reviews

The Upstairs Moose

StacyRating, 5 stars4 months ago
Normand and his wife were simply amazing. From the eggs and snacks that were waiting for us when we arrived to the homemade cookies on our check out. The place was very cozy and comfortable with tons of toys and games for kids and adults. Normand was very accommodating to any request and even helped me chase the puppies when they accidently got out. I would highly recommend this!
Guest favorite
A scenic waterfront view showcases a serene body of water with gentle waves. The shoreline features a mix of land and water, while several parked cars outline the gravel area. The horizon is dotted with distant landmasses and a clear sky above.
Apartment in East End
4.87 out of 5 average rating, 1,021 reviews

Private Hill Top Apartment/w One Car Driveway

ChrisRating, 5 stars1 week ago
This was a fantastic launching point for our weekend getaway in Portland. Nothing glamorous but close enough to the downtown benefits to walk there (even in April snow) and yet far enough away to be quiet and out of the hubbub of the city. We would recommend Philip's place to anyone else.
Top guest favorite
A children's play area features a wooden swing set with swings and a slide, set on a grassy lawn. A simple bench offers seating nearby. The cabin and trees provide a gentle background, with a view of the water visible in the distance.
Cabin in Dresden
4.95 out of 5 average rating, 184 reviews

McKeen's Riverside Retreat

BettyRating, 5 stars2 months ago
The cabin was just as advertised. A quiet clean space!!
Top guest favorite
A two-story Victorian house is framed by large trees and a white picket fence. Lush greenery surrounds the home, enhancing the exterior’s classic charm. Multiple windows reflect natural light, while a staircase leads to the front door, inviting guests into the space.
Home in Portland
4.99 out of 5 average rating, 139 reviews

Distinctive Home & Garden

JacquelineRating, 5 stars6 months ago
My friends and I traveled to Portland, ME for a book club trip and we were so lucky to have found Marie’s house. We had an incredible stay at her peaceful home. The location was serene, providing a perfect escape from the hustle and bustle of everyday life. The house was spotless, well-maintained and had all of the amenities we needed for a comfortable stay. Marie was a wonderful host, she was very attentive, left detailed instructions and recommendations. I highly recommend this home to anyone looking for a relaxing, worry-free getaway!
Top guest favorite
A bright dining area is defined by a wooden table surrounded by mismatched chairs. Large windows provide natural light, and potted plants add a touch of greenery. A simple piece of wall art enhances the space, complementing the warm wooden flooring.
Apartment in East End
4.97 out of 5 average rating, 455 reviews

Bright and cozy Munjoy Hill neighborhood apartment

RajRating, 5 stars1 week ago
Sadie and Laughlin are the best Airbnb hosts we have come across. We could not have asked for a better place to stay. The apartment is very clean, has lovely furnishings, is nicely decorated and had everything we needed for a very comfortable 3 and a half day stay in Portland. Both bedrooms are a good size and have incredibly comfortable beds. When we needed help with something, our hosts came around fast to help us. If we are ever back in Portland, we shall gladly book again with them. I would highly recommend this apartment!
Guest favorite
A welcoming living area features two brown leather couches accented by patterned pillows. A wooden coffee table sits in the center, complemented by a decorative bowl. Shelves with plants and framed art adorn the walls, creating a cozy and inviting space.
Apartment in East End
4.94 out of 5 average rating, 302 reviews

Monument SWEET!

CristinaRating, 5 stars1 week ago
The place was nice and spacious. Good layout. Great kitchen. Kathy was super responsive and gave good local recommendations.
Superhost
A well-lit living room features a large area rug with intricate patterns, flanked by a red armchair and a blue armchair. Natural light streams through sheer curtains, illuminating the space. A television is mounted on the wall, and a wooden table adds character to the room.
Home in Portland
4.9 out of 5 average rating, 126 reviews

Charming Portland Colonial, In Town

EmilyRating, 5 stars7 months ago
We loved our stay at Katie's house in Portland. It was very comfortable, clean and nicely decorated. We would love to stay again soon!

Family-friendly home rentals with Wifi

Guest favorite
A cozy living area features a mix of comfortable seating arrangements, including a plush sofa and armchairs. A circular dining table with four chairs is positioned near a brick fireplace, while large windows allow natural light to brighten the space.
Home in Freeport
4.9 out of 5 average rating, 92 reviews

Spacious Country Home Freeport, 5 min to LL Bean

LoriRating, 5 stars1 month ago
This was our second stay at Jessica’s place in Freeport. It was everything she described and then some. The guys felt right at home and comfortable while working construction .in the area
Superhost
The rustic lodge is surrounded by lush greenery, featuring a unique tower and a welcoming entrance. The exterior showcases wood shingles and large windows, inviting natural light. Flowering bushes in the foreground add a touch of greenery to the charming facade.
Home in Frankfort
4.94 out of 5 average rating, 168 reviews

Relaxing lodge in the woods

CharlotteRating, 5 stars6 months ago
We had a great week at Charissa’s place. Everything was as listed. Charissa has thought of everything you need to have a comfortable stay. This place is very large and allows for everyone to spread out and have their own space. We will stay here again, if we are ever in the area. Thanks Charissa for the plentiful fruit basket and delicious blueberry muffins. Such a nice breakfast treat!
Top guest favorite
The exterior of the home is framed by a colorful garden filled with various flowers and greenery. A winding gravel path leads to the front door, bordered by vibrant blooms, creating a welcoming entrance. Sunlight illuminates the scene, enhancing the natural colors.
Home in South Portland
4.96 out of 5 average rating, 68 reviews

Winter Rental Monthly or Nightly Willard Beach

JennaRating, 5 stars1 month ago
Omg. SUCH a gem!💎 The house - adorable!✅ The host - amazing, communicative, friendly and SO sweet!✅ Incredibly dog-friendly✅ Safe, very quiet neighborhood✅ This was such an incredible stay! The house, the yard, the twinkle lights, the beach, just everything! I was here on a work trip in the winter and I’m crossing my fingers work will bring me back to SoPo in the summer when all the flowers are open and the water is warm! Even in the winter, it’s a beautiful, magical space 💕 couldn’t have asked for anything more! Lisa, thank you thank you for sharing your incredible space with me & Sookie. It has SUCH a good vibe and you are awesome! 💛 (Omg and the beds?! SO comfy!!)
Top guest favorite
A clear view of Penobscot Bay is captured from the rooftop, highlighting the water and surrounding landscape. The image showcases a variety of parked vehicles and buildings along the shore, with a bridge visible in the distance under a bright blue sky with scattered clouds.
Apartment in Belfast
4.89 out of 5 average rating, 199 reviews

Sunny apartment overlooks Main St.

StephanieRating, 5 stars1 month ago
This spacious place was perfect for a getaway! So close to restaurants , shops and Belfast Harbor walk, yet so quiet at night.
Guest favorite
An aerial view captures a coastal neighborhood with sandy beach access visible in the foreground. Buildings are spread out, showcasing residential homes and their proximity to the shoreline. The sun reflects off the water, creating a serene atmosphere under a partly cloudy sky.
Home in Scarborough
4.89 out of 5 average rating, 222 reviews

Adorable Beach House Across the Street From Beach!

GwenRating, 5 stars3 months ago
Even though we only stay for one night it was amazing! Loved the spaces look and coziness, the beds where pretty comfortable we went during the winter so the bedrooms got a little chilly but nothing a Mainer isn’t used too :) we loved the couch and living room it was big enough for 8 of us to fit comfortably! The beach is walking distance we had so much fun walking the beach and then coming back and enjoying our night! Over all beautiful and comfortable satay!
Top guest favorite
A comfortable living area features a brown leather sectional sofa and a glass coffee table atop a colorful area rug. Large glass doors lead to the outdoor deck, revealing a serene view of the wooded surroundings.
Home in Yarmouth
4.92 out of 5 average rating, 532 reviews

Beautiful Coastal Maine Getaway

AmandaRating, 5 stars1 week ago
Beautiful house that actually felt like a home! Randy was also very helpful and responsive. Kitchen and bathrooms were well stocked with everything we needed. Great experience overall!
Top guest favorite
A red wooden exterior of the cottage is showcased, with large windows allowing natural light to enter. A small deck is visible, leading to the entrance, surrounded by trees and a gravel area, maintaining a rustic appeal.
Cottage in Gray
4.9 out of 5 average rating, 209 reviews

Sunset Haven - Little Sebago Lake

MonicaRating, 5 stars3 days ago
Absolutely loved our stay at this lake cabin! It's nestled right on the water, making it a perfect spot for peaceful mornings and unbeatable fishing. The sunsets over the lake are absolutely stunning — a real highlight of the trip. The cabin itself has a rustic charm, filled with unique vintage touches that make it feel cozy and full of character. It's quiet, far enough from the city to truly relax, but still conveniently close to town if you need anything. A wonderful place to unwind and make lasting memories with family. Can't wait to come back!
Guest favorite
A small outdoor seating area is visible, featuring two chairs and a round table. The setting overlooks a serene view of Swan Lake, framed by trees in the background. The scene is bright, with natural light enhancing the peaceful atmosphere.
Home in Swanville
4.93 out of 5 average rating, 149 reviews

Charming home overlooking scenic Swan Lake

MaryRating, 5 stars7 months ago
We had a wonderful stay in this cottage. It is very peaceful and overlooks the lake. You can sit on the deck and enjoy your coffee as the sun rises. It is a great place to make your hub and then is only a short drive to many places you want to explore in Maine. It is close to Camden, Belfast and Searsport. Within an hour or so of Acadia National Park, Boothbay and Kennebunkport. This was our second time to stay and we will be back.

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, 305 reviews

Raven's Crossing - Kate's Cottage

CaitlinRating, 5 stars4 months ago
Lori’s is exactly what we need while visiting family over a holiday. She is very gracious to host us over Thanksgiving as the last occupants of the year. Even during a snow storm, her place is cosy and beautiful. This is our second year coming, and we love it every time. We would recommend it for those looking for a charming getaway from busy life. Thanks Lori!
Guest favorite
The exterior of the farmhouse is presented, featuring a welcoming porch with white railings and steps leading up to it. Lush green grass and trees frame the house, under a clear blue sky, creating a serene outdoor space.
Home in Woolwich
5 out of 5 average rating, 41 reviews

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

AlecRating, 5 stars2 months ago
We really enjoyed our stay at Woolwich. There is a peaceful nature vibe to the house and a beautiful view and location. The Bald Eagles live in a tree right on the edge of the backyard and were visible numerous times during our stay. The location to various towns and locations in Maine is convenient.
Top guest favorite
A warm interior scene highlights rich hardwood flooring and original wooden trim. To one side, a cozy seating area features a light grey sofa. In the background, a dining table surrounded by chairs complements a wooden sideboard, which showcases glass-paneled cabinets.
Home in Portland
4.97 out of 5 average rating, 218 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

StephanieRating, 5 stars1 week ago
Meghan's home was a perfect place to stay for my sister's Bachelorette weekend! The home is located in a quiet community with views of the river and bay, and it was conveniently located with just a short drive into the heart of Portland. We found our stay extremely comfortable, especially on such a cold and dreary April weekend. Meghan had the hottub ready for us with matching robes for all which was a fun surprise. Check in and check out were a breeze. We even took a breakfast recommendation from the guest book (Forage Market, yum!), a tasty experience indeed. Thanks again, Meghan!
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, 335 reviews

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

CaitlanRating, 5 stars4 weeks ago
We had the most amazing stay at Madawaska! Amazing views from the bedroom and hot tub in a beautiful, peaceful, and private location overlooking the water. And such a wonderful design of the cabin. We will definitely be back!
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 stars5 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!
Guest favorite
Home in Old Orchard Beach
4.96 out of 5 average rating, 141 reviews

Luxury 6 bedroom Beach House 50 ft from beach

HaileeRating, 5 stars2 weeks ago
This house has a beautiful location super close to the beach and a close walk to restaurants and activities. It has great views and plenty of room for a large group! Check in was super easy and they greeted us and went through everything so clearly that we knew where everything was and how to use it all - which was very helpful with such a big place with so many amenities. The hosts were communicative and helpful leading up to our stay and again with check out. The house itself is stunning with everything stocked for your stay. The only thing to be aware of is that there is a train that runs close by so definitely bring your sound machine. Would definitely rent this place again!
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, 547 reviews

Cozy hot tub haven

SethRating, 5 stars1 week ago
Great place. The bed was really comfortable. Hot tub was nice and private and relaxing.
Guest favorite
The exterior of a two-story house is surrounded by a green lawn and neatly trimmed bushes. The home features multiple windows and a balcony. A flag is displayed on a pole, while trees and landscaping create a natural backdrop.
Cottage in Verona Island
4.89 out of 5 average rating, 169 reviews

Nashport on the Penobscot

CendyRating, 5 stars5 months ago
This was our second time staying here, my family and I love the tranquility of this little piece of heaven. Christopher’s home was beautiful, clean and well maintained.

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

  • Total rentals

    210 properties

  • Nightly prices starting at

    $90 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

Destinations to explore