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 a hot tub

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 stars2 weeks 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.
Top guest favorite
Apartment in Falmouth Foreside
4.91 out of 5 average rating, 200 reviews

Falmouth 3br near Town landing

EllenRating, 5 stars1 week ago
David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.
Guest favorite
An aerial view showcases the cozy ranch home nestled in a vast pasture, surrounded by vibrant autumn foliage. The backdrop features rolling mountains under a clear blue sky, while winding roads and scattered trees create a picturesque rural scene.
Home in Newry
4.95 out of 5 average rating, 159 reviews

Brownie- Comfy Modern Ranch Home w/Hot Tub

TimothyRating, 5 stars3 months ago
We love staying at the Brownie. It’s a great home for any active family that appreciates a quiet surrounding. Great home and so close to SR. It can’t be beat.
Guest favorite
The three-story beach house features a prominent grey exterior with multiple large windows allowing natural light. A spacious patio is surrounded by landscaped greenery, offering seating areas with chairs and sun beds. Balconies extend from the upper levels, providing outdoor spaces with relaxing views.
Home in Old Orchard Beach
4.96 out of 5 average rating, 147 reviews

Luxury 6 bedroom Beach House 50 ft from beach

JacobRating, 5 stars3 weeks ago
The house was beautiful and worked perfectly for our group! Check in was very easy, and the house was spotless when we arrived. My favorite part it was the yard - perfect for a big barbecue with a large group.
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 stars3 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, 550 reviews

Cozy hot tub haven

ChristinaRating, 5 stars2 days ago
Very nice stay! Cozy & felt like home. Lovely private hot tub space. Beautiful!!
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, 171 reviews

Nashport on the Penobscot

DeanRating, 5 stars1 week ago
great stay for a relaxing weekend trip. perfect house for chilling but still drivable to Acadia. well stocked on the essentials, linens, and stunning views! host very responsive as well.
Guest favorite
A quaint cabin is nestled among lush greenery, featuring a shingled exterior and a red door. Flowering plants adorn the nearby area, and a rustic chair is visible on the grass. Natural light creates a serene atmosphere in this peaceful rural setting.
Guesthouse in Appleton
4.9 out of 5 average rating, 298 reviews

Raven's Crossing - Retreat Cottage

AylaRating, 5 stars2 months ago
What an awesome place to stay! Lori was incredibly gracious and accommodating with out late arrival. The cabin towards the back of the property was so cozy. Fantastic stay and would definitely recommend!

Family- and pet-friendly home rentals

Guest favorite
A spacious deck is highlighted by a large red umbrella over a table, surrounded by four wicker chairs. Lush greenery and colorful flowering bushes create a natural backdrop, enhancing the outdoor seating area in the yard.
Guest suite in Freeport
4.73 out of 5 average rating, 580 reviews

Freeport Village Sunny Studio

MattRating, 5 stars2 days ago
Jennifer was a phenomenal host. She was very accommodating (we were traveling with our 8 month old) which was extremely helpful. The place was spotless, quiet and very peaceful. We felt right at home and you can easily walk right to downtown Freeport. Highly recommend this host and this location!
Guest favorite
The rustic cabin is nestled among towering trees, featuring a stone chimney and a wooden deck adorned with green chairs. A covered porch offers protection from the elements, while the natural surroundings create a serene atmosphere.
Cabin in China
4.89 out of 5 average rating, 177 reviews

Rustic Family Cabin on China Lake

JamesRating, 5 stars1 week ago
We come every year. It’s a great quiet place.
Guest favorite
Two vintage-style homes are set against a backdrop of tall trees under a clear blue sky. One home is slightly elevated, showcasing a classic white exterior with dark shutters, while the other features a wraparound porch and larger windows, blending harmoniously with the natural landscape.
Apartment in Freeport
4.92 out of 5 average rating, 227 reviews

1000 sq. ft. 1BR+ Apt Close to Town & Nature

GemmaRating, 5 stars2 months ago
A beautiful and cozy space with lovely natural light and generous room to spread out. The full kitchen is equipped like a real home, with everything from basic pots and pans to whisks and even nut crackers! A great place for cooking full meals. A nice quiet location, even with its relative proximity to a regularly-traveled road. I'm sensitive to noise and was never bothered by sounds of traffic. Pettengill Farm is only a few minutes up the road, a beautiful place to walk for both dogs and humans and really easy to access multiple times a day. Mandana was always very responsive to communication, and when there was a glitch with Airbnb's fee calculation she was extremely helpful and approachable and took care of it immediately.
Top guest favorite
A serene view of Wilson Pond is presented, bordered by lush greenery and rolling hills. The lake reflects the blue sky and scattered clouds, creating a peaceful natural landscape. The surrounding trees provide a rich frame, highlighting the tranquil waters.
Home in Wayne
4.94 out of 5 average rating, 213 reviews

Peaceful Getaway at The Ledges

JeffreyRating, 5 stars8 months ago
Our stay at Margaret's home was very relaxing and comfortable. Pristine bathroom, kitchen and bedding. The lake view was so much more than we anticipated. It was serene, peaceful, and breathtaking. She went out of her way to answer questions for us about the area, and we left feeling like we just gained a new friend. Jeff and Donna
Guest favorite
Home in Popham Beach
4.93 out of 5 average rating, 268 reviews

Classic Maine, Modern Comfort

CristinaRating, 5 stars1 week ago
The perfect house! Beautiful and just like the photos. The location is perfect and just a short walkable distance to the beach. The home was roomy, clean, and had great amenities.
Guest favorite
The cottage features a rustic wooden exterior with a large wrap-around porch. Two Adirondack chairs are positioned on the porch, offering a welcoming spot to enjoy the surrounding nature. A large window allows light to enter the space, enhancing the warm atmosphere.
Cottage in Bridgton
4.91 out of 5 average rating, 185 reviews

True Maine Artist Cottage with Outdoor Shower

KateRating, 5 stars1 week ago
Super cute cottage! I really enjoyed a few peaceful days there on my own, it was exactly what I was looking for. It's very charming and has everything you need. Like others have mentioned, you can definitely hear the road noise so it doesn't feel totally secluded but that didn't detract from my stay. Emily was a great host, provided lots of helpful information, and very quick to respond.
Top guest favorite
Home in Deer Isle-Stonington
4.95 out of 5 average rating, 155 reviews

Blue Arches: waterfront vacation home on 18+ acres

KevinRating, 5 stars2 weeks ago
We loved the location. Peaceful and beautiful. Great views from the living room, dining room and kitchen. Mike responded quickly and had helpful suggestions. We would recommend this house to others for a peaceful getaway.
Guest favorite
A serene waterfront scene captures calm waters dotted with boats gently bobbing in the harbor. Rocky shores lead to lush greenery in the background, with a clear blue sky above, creating an inviting coastal atmosphere in this Maine setting.
Apartment in Falmouth Foreside
4.96 out of 5 average rating, 157 reviews

Falmouth Waterfront Carriage House Apt

KoriRating, 5 stars2 weeks ago
Anne’s place is wonderful! Peaceful with views of Casco Bay. I loved watching the boats from the apartment. Luxury bedding and furniture! Anne is super helpful and responsive! Amazing hosts and apartment!

Family-friendly home rentals with a pool

Superhost
An outdoor heated swimming pool is showcased, surrounded by a spacious deck. The water appears clear and inviting, with steam rising from the surface. Pool depth is marked at 8 feet. Nearby, a hot tub is available for relaxation.
Condo in Newry
4.68 out of 5 average rating, 243 reviews

Slopeside Sunday River Condo Brookside 2A210

AlexanderRating, 5 stars1 month ago
Great place to stay with an awesome view of white heat!
Guest favorite
A large outdoor pool area is surrounded by lounge chairs in vibrant colors. The pool is complemented by neighboring buildings with multiple windows, providing a welcoming atmosphere. The concrete patio offers ample space for relaxation and sunbathing, with a barbecue area visible in the background.
Condo in Wells
4.85 out of 5 average rating, 187 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

SusanRating, 5 stars1 week ago
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones
Superhost
A spacious outdoor pool area is seen, surrounded by a paved deck. Sun loungers are positioned neatly along the perimeter, with blue umbrellas providing shade. A clubhouse with a large deck overlooks the pool, set against a backdrop of trees.
Cottage in Wells
4.88 out of 5 average rating, 42 reviews

Beach Dreaming

ArtemRating, 5 stars7 months ago
A nice private cottage in a quiet community that was super handy for us to stay until we secured our house in New England. Everything is in place for comfortable living. We lived there for a month long and the hosts were always responsible.
Guest favorite
Home in Newry
4.89 out of 5 average rating, 84 reviews

Charming Farmhouse: POOL | Game Room | Hot Tub

JoshRating, 5 stars3 weeks ago
The home was beautiful and exactly as pictured. We especially loved the hot tub and the outdoor fire pit, such great touches for a relaxing stay. The space had everything we needed, and we felt right at home. We’d absolutely stay again in the future if welcomed back!
Superhost
An aerial view showcases an A-frame cabin nestled among greenery, surrounded by trees and a tranquil pond. A winding path leads to the cabin, highlighting the seamless integration of nature and architecture. The setting reflects a peaceful and private retreat.
Home in Harrison
4.9 out of 5 average rating, 308 reviews

Riverfront Luxury in the woods, Million $ Views.

KristieRating, 5 stars1 week ago
Jon’s cabin is a beautiful place to get away from it all. Very comfortable and well designed. We had everything we needed to cook and hole up for a few days. If you decide to drive to the lake, I would recommend 4WD. We had a truck but were not aware of how soft the ground was and ended up needing to be towed out. Still highly recommend! Enjoy your stay!
Guest favorite
An aerial view of a spacious backyard showcases a well-maintained heated pool surrounded by a patio area with seating. Lush greenery and trees frame the property, enhancing the outdoor space, while a shaded fire pit area and landscaped garden beds are visible.
Home in Stroudwater
5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

DanielRating, 5 stars7 months ago
Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown
Superhost
A log cabin is nestled among tall trees on a gentle slope. Large windows create airy views from the exterior, showcasing a front deck that extends along the house. The natural surroundings provide a peaceful and serene setting.
Home in Peru
4.95 out of 5 average rating, 218 reviews

the lake house

CarlaRating, 5 stars5 months ago
We had a lovely time at the cabin. Close to skiing yet peaceful and relaxing. We thoroughly enjoyed our stay ! Thank you!
Guest favorite
A spacious yard features a small above-ground pool and a playground set among trees. The two-story house with a large driveway is seen in the background under clear blue skies, creating a welcoming outdoor space suitable for families.
Home in South Thomaston
4.96 out of 5 average rating, 93 reviews

Large private area, close to Rockland

RachelRating, 5 stars9 months ago
We found the home clean and welcoming. There was plenty of room for all of us and we enjoyed the back deck very much. The kitchen was well equipped and although we did not do any cooking, if we had, everything was there for us. We really liked how private the home was. Had the weather been warmer we definitely would have checked out the pool. It is also very close to Thomaston, Rockland and Owls Head. So much to do in this area. We would recommend this home to anyone who wants a quiet retreat in Maine that is close to the coast.

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

  • Total rentals

    210 properties

  • Nightly prices starting at

    G$18,830 GYD 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