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.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home

4.88 out of 5 average rating, 195 reviews

Fun & Fabulous Getaway

Welcome to our exceptional vacation home, where stunning mountain views meet the serene beauty of Lake Winnipesaukee. Just minutes from Gunstock Mountain Resort, our home offers year-round fun and relaxation Enjoy a spacious interior ideal for socializing and dining. The lower-level family room is perfect for entertainment with a foosball table, air hockey, PlayStation, board games, and a flat-screen TV. Unwind in our hot tub for 8 and take in the beautiful surroundings both in summer and winter

Guest favourite

Cabin

4.83 out of 5 average rating, 717 reviews

The Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit

Great location! .5 mile to scenic overlook! Central to all attractions, private yard, fire pit, wood stove, outdoor space, hot tub, new furniture, cozy mattresses & linens. Walk to ice cream & scenic overlook, less than 5 mins to Saco River path, Golf, North Conway Village, Whitaker Woods, scenic train station, coffee shops, shopping, skating, nightlife, restaurants, kayaking, skiing, adventure parks, sleigh rides (discounts available), skiing, story land, hiking, Outlets, snowshoeing, etc.

Guest favourite

Flat

4.9 out of 5 average rating, 192 reviews

Falmouth 3br near Town landing

Enjoy the rocky coast of Maine with lobster rolls on Town Landing pier. Watch the Lobster fishers work and buy fresh lobster right off the boat. With Portland Maine’s iconic Foodie city with artisan brewers and fun dining and night life just down the road. (6.6 miles) Our classic New England Cape home is the perfect place to meet family and cook and eat around the counter in our amateur chef’s kitchen. Crack some fresh Lobster from Shaws on Rt One they are happy to cook them for you.

Guest favourite

Chalet

4.92 out of 5 average rating, 267 reviews

#1Chalet In The Sky | SKI N.Conway| WhiteMountains

This beautiful 2-bedroom chalet, designed by the homme team, is the ultimate retreat! Escape to our beautiful White Mountains condo in North Conway! This mountainside condo is perfect for families, friends, or a group of ski enthusiasts. Enjoy breathtaking views, modern amenities, and proximity to North Conway’s best attractions! ⛷️ Attitash Mountain Resort - 10 min drive 🏔️ Cranmore Mountain Resort - 10 min drive ❄️ Wildcat Mountain - 30 min drive See below to learn more!

Guest favourite

Home

4.87 out of 5 average rating, 126 reviews

Hot tub with country setting, close to village.

Must bring Bathing & hot tub towels We will supply everything else. ALL Major 3 day holiday weekends is a min of 3 nights!! Now close to the new Mt Washington Recreation Path. Country setting, quiet, three bedroom home close to village. All major ski resorts are minutes away. Hiking paths as well as TAX FREE OUTLETS. Brand new hot tub and wood stove works, wood is mostly supplied Storyland and Santa's village is also minutes away. Great country feeling in a good location.

Guest favourite

Townhouse

4.94 out of 5 average rating, 167 reviews

Great get away spot,historic home in Kennebunkport

Located 1.8 mi-dock square, 2.6 mi- Colony Beach, .7 mi -Cape Arundel Golf Course. Plenty of onsite parking, beach pass provided for Kbunk Beaches, a large back yard for fun and relaxation. Just on the outside of town in a country setting. Comfortable setting for relaxation. This is a daily reservation from Oct.1st-June. I love to make sure my guests have as much fun as they can while they are visiting and will help out in anyway possible. No dogs of any kind are allowed

Guest favourite

Home

4.97 out of 5 average rating, 174 reviews

Spacious 3 level family friendly home.Dog friendly

Private home 3 Levels Sleeps 14 Plus! Large fire pit! Great for family gatherings! rustic weddings and celebrations. close to Cranmore, Story Land, Local Breweries, skiing & shopping. Amazing view of the Moat mountains Close to great local restaurants. Dishwasher, Wi-Fi PacMan Arcade, Washer/Dryer, Lg backyard, deck, BBQ grill Spacious Family Room! Full home generator! We are proud of our great reviews and as a host I look forward to hosting you. Dog friendly

Guest favourite

Home

4.91 out of 5 average rating, 211 reviews

Unique Home w/ Pizza Oven, Minutes from the Beach

Enjoy a cozy and relaxing stay in a beautiful Maine family home just minutes from Goose Rocks Beach. The house sits at the end of a long dirt driveway in an incredibly quiet location. It’s hard to believe a home with this much privacy is just 3/4 of a mile from serene Goose Rocks Beach! The space is perfect for a romantic getaway, families with kids, large groups and of course, your four-legged friends.

Guest favourite

Cabin

4.97 out of 5 average rating, 179 reviews

Idyllic Winter Lakeside Cabin

Situated on a beautiful lake with 350 feet of private shoreline the cabin is ideal for family gatherings or a small group of friends, it is not available for parties and events. A seven day minimum stay is required for summer months. Cozy up with board games, a book and enjoy the tranquility. We have firewood on the property for you to use. The docks are not in the water from October to April.

Guest favourite

Home

4.91 out of 5 average rating, 111 reviews

A Great Space in a Great Place

This Lindal Cedar Home overlooks the tidal marsh. Walking distance to beach and Kennebunkport. Second story duplex with master bedroom loft. Complete kitchen. Children's play park, pitch and putt golf, kayak and bike rentals, bakery, restaurants, market, antiquing, whale watching, Shipyard brewery and retail shopping; all within walking distance. Owners on site.

Guest favourite

Chalet

4.91 out of 5 average rating, 243 reviews

Spacious, air-conditioned condo next to Storyland!

Large, mountainside condo just minutes to Storyland and all attractions in the Mt Washington Valley! Features king BR with en suite bathroom and a queen BR on the 1st fl. The 2nd level features a giant bedroom with 4 twins. Brand new ductless AC system. Perfect for families or groups! Use the condo as home base for all of your vacation adventures.

Superhost

Home

4.93 out of 5 average rating, 142 reviews

Just a get away!!

My place is close to great views - for fall time - half hour to ski area's -oxford casino 7 miles away - hour drive to Mt Washington or Portland - Plenty of hiking area's- Oxford plains speed way 3 miles - , restaurants and dining . Read all { House Rules } it's under things to know, on the bottom left, before making reservation - Thank You