Family-friendly holiday rentals in Portland

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Portland

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
Flat in East End
4.97 out of 5 average rating, 178 reviews

Cozy East End Apartment -Great location near Ocean

Location Location Location plus thoughtful character! 3 blocks from the ocean we are in a very quiet but very central part of Munjoy hill. Just 3 blocks up the street from the eastern promenade park and east end beach and only a block away to restaurants, cafes, and markets. As good as location gets for your stay in Portland! Our apt is quiet and cozy and we hope you enjoy its character. 2 Queen bedrooms on the first floor, full kitchen, dining room, and a full bath. Come enjoy its charm!!!!

Top guest favourite
A bright studio apartment features a spacious bed with neutral bedding, complemented by a plush area rug in a geometric pattern. Large windows offer natural light and a view of the outside. A small dining area with two stools is visible in the background next to the kitchen.
Flat in West End
4.98 out of 5 average rating, 382 reviews

Quiet West End Retreat - parking - 100% Non Smoker

Quiet, 2nd story sunny studio apartment in owner-occupied 4 unit building conveniently located in the historic West End residential neighborhood. It’s a short walk to all that Portland has to offer. Off-street parking for 1 car. Relax on the patio and soak in the summer warmth. Perfect for a single or couple traveling to the area. No complicated checkout procedures! Just leave the key in the lock on your way out and we will take care of the rest. 100% Non- smoking guests only, No Exceptions.

Top guest favourite
A bright bedroom features a queen bed with an ornate wooden headboard, flanked by two stylish wall lamps. Sliding glass doors provide access to the outdoors, while clerestory windows invite natural light. A cozy rug complements the wooden flooring, enhancing the spacious feel.
Flat in South Portland
4.93 out of 5 average rating, 192 reviews

Sopo Abode

Welcome to your garden oasis. Your home away from home. This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is spacious, calm, and inviting. Have a sit in your private sauna, and take in the abundant birdsong of the neighborhood from your private back patio while you sip your morning coffee. Just down the road (5 minutes) to downtown Portland, Willard Beach, or Knightville, and 10-15 minutes to Scarborough and Cape Elizabeth beaches.

Top guest favourite
The kitchen features modern stainless steel appliances, including a range and microwave. Granite countertops provide ample workspace, along with white cabinets for storage. A coffee maker and various utensils are neatly arranged, contributing to a functional and well-equipped cooking area.
Apartment in Downtown Portland
4.88 out of 5 average rating, 482 reviews

Renovated Exchange St. Loft w/Free Parking

This renovated loft-style condo is right in the heart of the Old Port. Located on Portland's bustling Exchange Street, the loft is central to everything the Peninsula has to offer. Elevator access will take you from the apartment to the secure lobby. From there, shops, restaurants, night life and the working waterfront are just steps outside the door. Free off street parking is available for one car a few blocks away or a convenient pay-to-park garage is located next to the building.

Top guest favourite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5 out of 5 average rating, 105 reviews

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Top guest favourite
A cozy living area features a light-colored sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, displaying books and a small plant. Natural light fills the space through large windows, with a sliding glass door leading to the adjacent bedroom.
Flat in West End
4.91 out of 5 average rating, 616 reviews

Sophisticated Charm at an unbeatable price!

Apartment is centrally located to all downtown amenities and transportation system. Located in the beautiful West End on a quiet residential street approximately 1 mile from the downtown area. Apartment (3rd floor) gets beautiful sun throughout and has all of the traditional charm and character of the West End homes but updated bathroom and kitchen, both recently remodeled in 2017. Rental includes access to one parking space for a small to mid size vehicle. STHR-001018-2019

Top guest favourite
An open dining area features a round wooden table surrounded by blue chairs. A comfortable living room area is visible, with a gray sofa and art on the walls. Large windows allow natural light to brighten the space, enhancing the modern design.
Flat in East End
4.98 out of 5 average rating, 125 reviews

Harborview - Curated East End Escape w/ Parking

Harborview is a newly renovated, top-floor apartment perched on the edge of Munjoy Hill in Portland's East End. This home is a short stroll to the Eastern Promenade and the East End Beach, the Casco Bay Islands Ferry Terminal, and the historic Old Port. The apartment features a spacious open kitchen, dining, and living room floor plan adjoined by a large private deck. It's the perfect spot to gather, relax, and dine while enjoying the breathtaking views of Casco Bay!

Top guest favourite
A spacious seating area features a modern white leather sectional sofa adorned with colorful accent pillows. Large skylights provide natural light and showcase views of the harbor and cityscape. Exposed brick walls contrast with the smooth wooden floors, creating a cozy, yet contemporary environment.
Loft in Downtown Portland
4.97 out of 5 average rating, 294 reviews

Downtown Penthouse Suite - Stunning Harbor Views

2023 City of Portland Registration #20182242-ST Private 1850's Old Port Penthouse w/Breathtaking Views and Complimentary Parking Nearby. Gorgeous contemporary suite full of light located right across from the working waterfront. Lobster and seafood off the boat is 100 meters from your front door. Watch ferries and smell the salt air from your private deck. Welcome to Portland! Please note: animals (including assistance animals) not allowed due to owner's health.

Top guest favourite
A spacious sleeping area features natural wood paneling and a high ceiling. A comfortable bed is dressed in light blue and white linens, accompanied by two decorative pillows. A wooden cabinet and a bedside lamp add functional elements, while a window allows soft light to fill the room.
Barn in Stroudwater
5 out of 5 average rating, 468 reviews

Garrison Cove Studio

Rare, Portland waterfront studio located in the heart of the historic Stroudwater neighborhood, awaits one or two guests looking for an urban hideaway. The newly created studio occupies a 150 year old post and beam barn situated on the banks of the Stroudwater and Fore Rivers. Enjoy morning coffee on the river swing, meditate to the soothing sound of the nearby waterfall or linger over your favorite glass of wine under the splendid backyard grape arbor.

Guest favourite
A spacious bed is adorned with white linens and two navy blue pillows. Above, a wall hanging features a tree design set against a light background. Soft lighting is provided by wall sconces on either side of the bed, creating a calm ambiance.
Flat in East End
4.92 out of 5 average rating, 300 reviews

Urban Jewel Box on Munjoy Hill

Snack and sip your way through the food mecca that is Portland, Maine from this conveniently located, newly renovated studio gem. The artfully appointed open floor plan studio is easy walking distance from the Eastern Prom, the Old Port, and Bayside breweries, allowing guests a one-of-a-kind getaway. Original wood floors are paired with exposed brick, marble, soft linens, and techy touches. Come for the lobster, stay for the lifestyle.

Guest favourite
The private roof deck offers stunning views of Portland's bustling harbor. The wooden deck features a railing for safety and is furnished with a comfortable outdoor seating area, perfect for enjoying the scenery or relaxing in the sun.
Flat in East End
4.95 out of 5 average rating, 172 reviews

62 Views

Registration #2018-4090. Windows w/massive views from kitchen, dining & living areas, and private roof deck. Enjoy Portland's bustling harbor over morning joe or an evening glass of wine, stroll the Eastern Promenade, walk to excellent restaurants, the Old Port. Like to cook? Fully equipped kitchen! NOTE: Please *do not book this space* if you can't honestly live by our House Rules.

Top guest favourite
A bright living room features a gray sectional sofa and matching ottoman, with two armchairs positioned beside a coffee table. Large windows allow natural light to fill the space, alongside a modern floor lamp and a decorative plant. A white door leads to the entrance.
Flat in East End
4.98 out of 5 average rating, 154 reviews

Lovely, East End, one bedroom apartment.

Located in the heart of Portland's East End this unit has it all. It is within two blocks of the Eastern Promenade and a 15 minute walk to downtown Portland. Private entrance, full kitchen, dining room, and queen sized bed. Enjoy all that Portland has to offer; breweries, restaurants, food trucks, museums and amazing access to Casco Bay.

Popular amenities for Portland family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Portland

  • Total holiday rentals

    Explore 860 holiday rentals in Portland

  • Nightly prices starting at

    Portland holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 77,360 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 310 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    490 properties have a dedicated workspace

  • Wifi availability

    850 of Portland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Portland rentals

  • 4.9 Average rating

    Portland stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

    Portland’s top spots include Peaks Island, Portland Museum of Art and Crescent Beach State Park

Destinations to explore