Family-friendly vacation rentals in Wiscasset

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Wiscasset 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, 305 reviews

Raven's Crossing - Kate's Cottage

CaitlinRating, 5 stars5 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 stars3 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 stars2 weeks 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, 336 reviews

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

CaitlanRating, 5 stars1 month 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 stars6 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
4.97 out of 5 average rating, 143 reviews

Luxury 6 bedroom Beach House 50 ft from beach

KelseaRating, 5 stars3 days ago
I have stayed at several beach house rentals both private and Air B&B. This was by far the best kept house I have ever stayed in. Inside there are a few very minor signs of use but it was like staying in a friends home. The linens and towels were even in great shape not the kind of wear you usually see in rental homes. Chris was great and explained everything at check in and even let us know if we needed anything to reach out as he was only 10 min away. The lay out was great, the kitchen beautiful and the location awesome. You can tell they take pride in this home. Given the opportunity I would for sure stay here again. The pictures on the listing don't even do this home justice.
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 stars2 weeks 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 stars6 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.

Family- and pet-friendly home rentals

Top guest favorite
Home in Old Orchard Beach
4.99 out of 5 average rating, 244 reviews

Walk to Beach from Spacious 1920 Home

JasonRating, 5 stars3 days ago
First off. Let me say the house was great. It was nice and big plenty of room. Very clean we had a big gathering and everyone absolutely loved it and was very satisfied with the price they paid to stay the weekend. Even though we went during the offseason it was still a great time. We Will definetly book this Airbnb again. Thank you Krystal and we will be in contact again.
Guest favorite
Apartment in Lisbon falls
4.94 out of 5 average rating, 463 reviews

Charming Victorian farmhouse 1880's bedrooms-2

HelenaRating, 5 stars1 day ago
Marcia was wonderful . accommodated my wishes. It was like I was in a dream The place was pristine and beautiful would love to return again.
Guest favorite
A yurt is set against a wooded backdrop, surrounded by trees. A wooden deck features a seating area and an umbrella, providing shade. Access to the deck is facilitated by a small ramp, ensuring easy entry.
Yurt in Lyman
4.93 out of 5 average rating, 262 reviews

Fire Fly Yurts on Funky Bow Lane

KaylaRating, 5 stars6 months ago
Absolutely love this place! The life of the brewery and the community is simply unmatched :) the hosts were warm, friendly and super responsive
Guest favorite
The exterior of the cottage features weathered wooden shingles and a blue door. A small planter filled with colorful flowers adorns a nearby window. Two wooden adirondack chairs are positioned on the rustic deck, surrounded by lush greenery.
Cabin in Deer Isle
4.88 out of 5 average rating, 142 reviews

Long Cove Artist Cottage

ZachRating, 5 stars7 months ago
This cabin was a wonderful place to spend the week, and I couldn’t be more happy. The hosts were communicative and friendly; offering great local recommendations. My girlfriend and I would be more than happy to stay here again!
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, 456 reviews

Bright and cozy Munjoy Hill neighborhood apartment

RajRating, 5 stars2 weeks 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!
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!
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, 303 reviews

Monument SWEET!

BrianneRating, 5 stars1 week ago
A group of 5 of us stayed at Kathy's listing and felt like we had plenty of room. We were all comfortable and found the location to be great with plenty to do within walking distance. Some of the doors were glass with blinds/shades that weren't entirely opaque so we had to be somewhat mindful when changing in our room. The front door battery was dead when we arrived and so the door was unlocked but this was quickly resolved with the help of the host and extra batteries on site. Location was fabulous and peaceful. No issues with finding free street parking, either. Overall, we enjoyed our time here and would stay at this listing again!
Guest favorite
A light-filled living area features large windows adorned with potted plants, providing a welcoming atmosphere. A comfortable gray sofa with colorful cushions invites relaxation, while a coffee table sits nearby. The ceiling showcases rustic wooden beams, enhancing the space's cozy aesthetic.
Home in Auburn
4.82 out of 5 average rating, 258 reviews

Unique artist's sun filled farmhouse meets loft

BrianRating, 5 stars4 days ago
Great retreat to feel relaxed and inspired. The location suits our needs for comfort and accessibility to surrounding disc golf courses and is great for travelers looking to escape screens, and the stress of cluttered and busy lifestyles. It feels like home as soon as you arrive .

Family-friendly home rentals with a pool

A grassy area features lounge chairs positioned for relaxation, surrounded by lush greenery. A stone border creates a natural division, with a deck leading towards the home. In the background, a swimming pool is partially visible, offering a refreshing option for warm days.
Home in Benton
5 out of 5 average rating, 13 reviews

Riverside home in Central Maine near Colleges

GregRating, 5 stars31 months ago
Great 2-level apartment with terrific deck and beautiful view overlooking the river. Quiet and pretty. Owners were very responsive and the kitchen is very well stocked. Nice rustic touches and great running/walking trail along the river, just down the road. WiFi works well. Recommend upgrading the beds as they are small and not very comfortable. Otherwise a great property!
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
4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

AndreiRating, 5 stars4 months ago
Great house and good location, it was warm during our stay. Enough space for our company. Not far away from the city. Overall it was nice staying there.
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 stars8 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!
Superhost
Tiny home in Harrison
4.89 out of 5 average rating, 303 reviews

Million $ views, Hot Tub, Crooked River- Private

DaniaRating, 5 stars1 week ago
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect
A panoramic view of the beach is captured from a balcony, featuring gentle waves lapping at the shore under a bright sun. The shimmering water reflects sunlight, while a sandy area stretches across the foreground, enhancing the coastal atmosphere.
Condo in Old Orchard Beach
4.67 out of 5 average rating, 3 reviews

Old Orchard Beach Oceanfront Condo w/ Pool

MartinRating, 5 stars7 months ago
Great place to enjoy the beach and the neighborhood 😃
Guest favorite
Home in Portland
5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

DanielRating, 5 stars6 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
A clear view of a swimming pool is presented, bordered by a deck featuring seating areas and lounge chairs. Lush greenery surrounds the pool area, and a parking lot can be seen in the background, providing a sense of accessibility.
Condo in Old Orchard Beach
4.8 out of 5 average rating, 10 reviews

Steps to the beach, Pool, 3rd Floor ocean view

JessieRating, 5 stars8 months ago
We had a great time at Teri’s place. The condo was described exactly, clean and had everything that we needed. The beds and furniture were. very comfortable. The view from the balcony was beautiful with nice chairs set out to enjoy your coffee. It was a 30 second walk to the beach, which was great for having a Toddler. The pool and laundry was a plus. When we head back to OOB we would stay again.

Quick stats about vacation rentals that are family-friendly in Wiscasset

  • Total rentals

    60 properties

  • Nightly prices starting at

    $90 before taxes and fees

  • Total number of reviews

    3K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi

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