Family-friendly vacation 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 favorite

Guesthouse in Portland

4.95 out of 5 average rating, 281 reviews

Beautiful large studio on the ocean.

Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests to share our beautiful property so if you'd like to book please introduce yourselves and let us know about who is coming and some hopes for your trip. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

May 27 – Jun 3

G$31,938 GYD per night

Superhost

Apartment in Portland

4.82 out of 5 average rating, 311 reviews

Charming roomy in-town apartment, parking included

This beautiful first-floor apartment is in a gorgeous 19th century house, redone in a modern style with exposed brick and non-working fireplaces. Here you'll find everything you need for a wonderful stay in Portland, as well as proximity to some of the city's best restaurants, bars, and arts attractions - literally just four blocks up the street. We also rent our sailboat overnight through Airbnb for more adventurous guests. Drop us a line for more info! Portland STR registration #2018-0397

May 8 – 15

G$30,141 GYD per night

Guest favorite

Tiny home in Portland

4.97 out of 5 average rating, 397 reviews

The Garden Cabin Tiny Home

Love gardens, pine trees, campfires, and birds? Curious about tiny homes? Our 128 sqft cozy cabin is for you! On the spectrum between camping and a hotel room, it's a chill place to call home while visiting Portland. Enjoy our garden while sipping the beverage of your choice from your private deck. It will be a unique and amazing experience and one you will remember! Bonus: 2 super friendly dogs and a cat that will be around the property during your stay. No smoking. No pets. STHR-000718-2018

May 30 – Jun 6

G$31,799 GYD per night

Guest favorite

Guesthouse in Harpswell

4.95 out of 5 average rating, 431 reviews

Harpswell Studio on Waterview Property! Lobster!

Attached Cottage Style Studio! Clean, comfy, spacious, colorful and bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Two spectacular state parks with expansive beaches within a scenic 35 minute drive! Just 45 minutes (33 miles) to Coastal Maine Botanical Gardens! Saturday check-in may be available before mid June. Please message us.

Dec 24 – 31

G$28,676 GYD per night

Guest favorite

Condo in Portland

4.96 out of 5 average rating, 164 reviews

"Cornelia" Penthouse Waterfront Suite

2023 City of Portland Registration #20185280-ST Penthouse suite w/modern amenities, exposed beams and brick, poplar walls. Rooftop deck w/views of harbor and city. Separate master suites with custom showers and heated bathroom floors; one with soaking tub. Gas-fired Jotul stove in living room. Washer/dryer in unit. Easy elevator access. Spacious kitchen with granite countertops and wine cooler. Please note: animals (including assistance animals) not allowed due to owner's health.

Jan 7 – 14

G$87,762 GYD per night

Guest favorite

Apartment in Lisbon falls

4.95 out of 5 average rating, 383 reviews

Charming Victorian farmhouse 1880's bedrooms-2

Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

Dec 8 – 15

G$20,332 GYD per night

Superhost

Apartment in Portland

4.78 out of 5 average rating, 304 reviews

Studio w/ Patio, Sauna & Onsite Massage

Cozy daylight basement studio in the center of Rosemont. Relax with your own private patio, sauna, on-site massage & facial. Just minutes to Portland's extensive trail system. Delicious restaurants and markets within a short walk and just 2.5 miles from the historical Old Port and artsy downtown! Perfect for business and leisure! Conveniently located just 10 minutes from the Portland Jetport and less than five minutes from I-295 and I-95. STHR-000170-2018

Mar 11 – 18

G$23,048 GYD per night

Guest favorite

Cottage in Portland

4.9 out of 5 average rating, 492 reviews

Cozy & Quiet Modern Cottage

Modern studio cottage designed and maintained with sustainability and eco-friendliness in mind, located in a quiet Portland neighborhood only a 7-10 minute drive (and $9 Uber ride) from downtown Portland, the Old Port, and all local visitor attractions. The cottage is a mile down the road from the Allagash Brewing complex and is within walking distance (.5 mi) of the restaurants and bars at Morrill's Corner. This is an LBGTQIA- and BIPOC-friendly space.

Aug 17 – 24

G$36,454 GYD per night

Guest favorite

Condo in Portland

4.86 out of 5 average rating, 330 reviews

Back Cove - Sunny 2nd Floor Condo

Bright, clean, second floor 2 bedroom condo in upscale and safe Back Cove neighborhood, one block from Baxter Boulevard and Back Bay. A very clean but older building. Great location, only minutes from the Old Port. Back Bay views. Large driveway offers plenty off street parking. Large yard, patio, fire pit. Clothes Washer and Dryer available in unit. Walking distance to the Back Cove Trail for walking and biking and upscale Tipo Restaurant and Bar.

May 11 – 16

G$31,729 GYD per night

Guest favorite

Apartment in Portland

4.92 out of 5 average rating, 473 reviews

Glorious Getaway on the Eastern Promenade

This first-floor apartment is just steps from beautiful Casco Bay! On a quiet residential street, there is plenty of on-street parking available. There are several wonderful restaurants and cafes right in the neighborhood within walking distance, along with many local breweries, distilleries, and shopping spots. The historical Old Port and Downtown Portland are a fifteen-minute walk or a quick Uber, so park your car and forget about it for a while!

Dec 5 – 12

G$36,577 GYD per night

Guest favorite

Apartment in Freeport

4.91 out of 5 average rating, 195 reviews

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

This very spacious and light filled apartment has beautiful views of a marsh and the headwaters of the Harraseeket River. It is also across the street from a 100+ acre bird sanctuary. There is a queen bed in the bedroom, a twin in the large living room, and a twin in a small nook under the eaves off of the kitchen. You can put kayaks in across the street and it is a short 20 minute walk into downtown Freeport. Great year-round location.

Apr 7 – 14

G$23,205 GYD per night

Guest favorite

Guest suite in Portland

5.0 out of 5 average rating, 112 reviews

Sunset Suite offers views and charm~ hard to beat!

Breathtaking views, privacy, and convenient location make Sunset Suite a great place to be while visiting ME! The great room with a cathedral ceiling and skylights offers the best of natural light... day and night! The Portland skyline is all yours from your private and expansive deck as you put your feet up and reminisce about your day and plan for the next.

May 4 – 11

G$48,819 GYD per night