
Family-friendly holiday rentals in Portland
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Portland

Total holiday rentals
Explore 820 holiday rentals in Portland

Nightly prices starting at
Portland holiday rentals start at $71 AUD per night before taxes and fees

Verified guest reviews
Over 77,480 verified reviews to help you choose

Pet-friendly accommodation
Find 330 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
460 properties have a dedicated workspace

Wi-Fi availability
820 of Portland holiday rentals include Wi-Fi 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, Crescent Beach State Park, and Portland Museum of Art
Top-rated family-friendly rentals in Portland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Luxury Year-round Hobbit House w/ private hot tub
Fern Hollow is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.
Indoor spacesFamilyQuiet

West End Artist's Getaway
Listed as one of the best Airbnb’s in Portland by Condé Nast, this wonderful artist's West End private suite is within walking distance of downtown, the best coffee shops, and dozens of restaurants. Filled with light and personal touches, this suite offers a private entrance, eat-in fully stocked kitchen, a large and sunny bedroom, and a full bathroom with antique claw foot tub perfect for a relaxing soak. A whole house water filter makes tap and shower water pure. License # STHR-003865-2021
KitchenFamilyNearby

Sauna+Near Beach+Pond+Outdoor Shower+Fire Pit
Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Outdoor Shower * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.
Indoor spacesKitchenWalkability

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!
KitchenIndoor spacesAmenities

Luxury Retreat In Back Cove | 10 Min to Downtown
Bike to downtown just 2 miles away. Ideal for a couple or family looking for a restorative getaway in a quiet, locals neighborhood. The architect owner designed and built this light-filled spacious eco-suite to meet the needs of the most discerning guest with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep soaking tub, fenced in backyard with deck, hammock, and pool - everything you need for a memorable Maine vacation!
Indoor spacesKitchenLayout

The Margaret at Hawley Marie w/ Parking
Work + play in this modern retreat featuring original architecture with updated amenities. The sunny bay windows flood the living room with light, while the rest of the space benefits from lofty ceilings and an open floor plan. The en suite bathroom has new tiled floor and backsplash, while the kitchen features a beautiful white quartz countertop with stainless appliances. The convenient location and free, private parking is really the cherry on top of this beautiful space!
FamilyIndoor spacesAccess

Mary J. Eastburn House – Eastburn Suite
City of Portland Reg. No. : STHR-002888-2021 Perched on a quiet street corner on Portland's Western Promenade, this historic residence enjoys what Longfellow called the "rarefied air of this little town by the sea," spectacular sunsets, and commanding views of the White Mountains. Built in 1891, the Mary J. Eastburn House now offers 3 private and exclusive guest suites for those who enjoy the grandeur of the past, updated with the luxuries and technology of the present.
KitchenIndoor spacesBathroom

Old Port Penthouse Suite - Amazing Harbor Views
CO2024-01992 Private Old Port Penthouse w/Breathtaking Views + Your Own Cupola. Quiet + Secure. 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 the ferries to the islands from the cupola. Smell the salt air from your private deck. Welcome to Portland! Please note: animals (including assistance animals) not allowed due to owner's health.
KitchenFamilyBathroom

The Garden Cabin Tiny Home
Curious about tiny homes? Love dogs, gardens, pine trees, campfires, and birds? Hate cleaning fees? Our private 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 a beverage from your own deck or around the campfire. Heat and A/C in the cabin. Please, no smokers, kids under 7, or guest pets. STHR-000718-2018
KitchenIndoor spacesBreakfast

Coastal Penthouse - Center of Downtown Portland!
Overlooking Portland’s historic downtown rests this coastal penthouse located on the most vibrant street in the city! This one-bedroom apartment is fitted out with all of the amenities needed for a Maine vacation! Enjoy relaxing in luxury while only feet away from Portland’s most popular destinations. This penthouse is perfect for those here for business or a Maine getaway!
Indoor spacesKitchenComfort

Cozy Rock Cabin #thewaylifeshouldbe
*As seen on Magnolia Network's 'The Cabin Chronicles'* Cozy Rock Cabin is an 800 sq ft cabin on three acres of wooded land. Carefully designed for couples and digital nomads, it has everything you'll need to explore southern Maine (#thewaylifeshouldbe) or just stay cozy in front of a fire. Follow the journey on IG at @cozyrockcabin!
Indoor spacesFamilyNearby

Extraordinary Architectural Masterpiece Downtown
Dan's place is close to nightlife, public transport, the city center, and parks. You’ll love his place because of the ambiance, the outdoors space, the light, the neighborhood, and the comfy bed. The suite is perfect for couples, solo adventurers, and business travelers.
Indoor spacesFamilySleep quality
Popular amenities for Portland family-friendly rentals
Family-friendly home rentals with a hot tub

Oceanfront Escape • Walk to Beach • Sleeps 14
FamilyIndoor spacesComfort

Tiny house in the Birch Grove with private HOT TUB
KitchenFamilyDecor

Resort-like 2 bed/1 bath - seasonal pool/hot tub
Indoor spacesKitchenPets

Beautiful West End studio, hot tub, free parking
FamilyIndoor spacesBathroom

Romantic Mirror cabin in the woods
Indoor spacesTVSleep quality

HotTub+Firepit/5 min to DockSquare, Dining, Beach
KitchenIndoor spacesLayout

Loft Apartment on Tree-Lined Street in Falmouth
Indoor spacesFamilyCheck-in

Amazing Bay View Home with Hot Tub
Indoor spacesFamilyLayout
Family- and pet-friendly home rentals

The Chickadee Tiny House
Indoor spacesFamilyBeach

2BR w/ Parking | 5 Min to Downtown
Indoor spacesKitchenSleep quality

Simple Boothbay Log Cabin on Water
FamilyIndoor spacesCheck-in

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
KitchenFamilyPool

Crescent Beach Gardens
Indoor spacesFamilyAmenities

Bright and cozy Munjoy Hill neighborhood apartment
Indoor spacesKitchenBathroom

Yurt on Chebeague Island
Indoor spacesKitchenAccess

Safe, Quiet, Friendly area
Indoor spacesFamilyHiking
Family-friendly home rentals with a pool

A Riot of Color at an Artist's Retreat on the Portland Line
KitchenIndoor spacesView

Portland Sweet Escape
FamilyIndoor spacesNearby

Starfish Condo Wells Beach
FamilyIndoor spacesGetting around

Poolside Suite-Gateway to Portland
KitchenFamilyParking

There's No Place Like Home
FamilyIndoor spacesHospitality

Historic Schoolhouse c1866 + Pool + Lake + Hot tub
KitchenIndoor spacesValue

Steep Falls Escape, river & falls just steps away
Indoor spacesFamilyShared spaces

Cozy Cottage with Ocean Views, Wells Maine
FamilyIndoor spacesHeating
When is the best time to visit Portland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $304 AUD | $291 AUD | $301 AUD | $331 AUD | $414 AUD | $499 AUD | $571 AUD | $572 AUD | $479 AUD | $462 AUD | $347 AUD | $332 AUD |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Bar Harbor Holiday rentals
- Pet-friendly rentals Portland
- Rentals with a patio Portland
- Private suite rentals Portland
- Rentals with a washing machine and dryer Portland
- Rentals with beach access Portland
- Beach house rentals Portland
- Cottage rentals Portland
- Hotel rooms Portland
- Rentals with breakfast Portland
- Beachfront rentals Portland
- Rentals with an EV charger Portland
- Rentals with a fire pit Portland
- Rentals with pools Portland
- Condo rentals Portland
- Waterfront rentals Portland
- Rentals with a fireplace Portland
- Rentals with outdoor seating Portland
- Cabin rentals Portland
- Apartment rentals Portland
- Townhouse rentals Portland
- Rentals with a kayak Portland
- Rentals with a hot tub Portland
- Rentals with a sauna Portland
- Boutique hotels Portland
- Mansion rentals Portland
- Villa rentals Portland
- Fitness-friendly rentals Portland
- House rentals Portland
- Family-friendly rentals Cumberland County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Willard Beach
- Scarborough Beach
- Short Sands Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- East End Beach
- Footbridge Beach
- Popham Beach State Park
- Cranmore Mountain Resort
- Cape Neddick Beach
- Coastal Maine Botanical Gardens
- Gooch's Beach
- King Pine Ski Area
- Conway Scenic Railroad
- Hills Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Things to do Portland
- Sports activities Portland
- Sightseeing Portland
- Food and drink Portland
- Tours Portland
- Art and culture Portland
- Nature and outdoors Portland
- Things to do Cumberland County
- Art and culture Cumberland County
- Entertainment Cumberland County
- Nature and outdoors Cumberland County
- Tours Cumberland County
- Sightseeing Cumberland County
- Sports activities Cumberland County
- Food and drink Cumberland County
- Things to do Maine
- Art and culture Maine
- Nature and outdoors Maine
- Sightseeing Maine
- Tours Maine
- Sports activities Maine
- Food and drink Maine
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Tours United States
- Entertainment United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States
- Wellness United States







