
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 840 holiday rentals in Portland

Nightly prices starting at
Portland holiday rentals start at $98 AUD per night before taxes and fees

Verified guest reviews
Over 78,500 verified reviews to help you choose

Pet-friendly accommodation
Find 340 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wi-Fi availability
830 of Portland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

Secluded Coastal Home & Cottage 3 Minutes to Beach
Escape to Thistle Pond Cottage, a peaceful coastal retreat in southern Maine. Nestled on 2 acres with pond views, lush gardens, and local wildlife, it’s minutes from beaches and Portland. Every stay begins with homemade bread from our kitchen and thoughtful, locally sourced welcome accompaniments. Weather and seasonal permitting, guests may occasionally savor a host-prepared wood-fired pizza made with fresh garden ingredients. Cozy, bright, and full of garden-to-table charm and seasonal delight.
KitchenIndoor spacesBarbecue
5.0 out of 5 average rating, 107 reviews
Unique and Stunning Beachfront property Greygoose
Brand new hot tub open all year long Stunning inside out, this spectacular oceanfront property offers bold panoramic views of the Saco Bay! Imagine enjoying the morning sunrise from your private Master Bedroom deck or gathering with family and friends on the oceanfront deck or by the fire pit in the private patio courtyard. Fondly known as the ''GreyGoose'', this lovely home was extensively renovated in 2012 with impeccable attention to maximizing ocean views, and creating spacious living areas.
FamilyIndoor spacesEV charging
4.92 out of 5 average rating, 189 reviews
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
You will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, quiet hours after 10 pm. No parties. City of Portland License #: STHR-004465-2022
Indoor spacesFamilyCleanliness
4.96 out of 5 average rating, 178 reviews
Oceanfront w/ Stunning views and Private Deck☀️🏖
Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.
KitchenIndoor spacesLocation
5.0 out of 5 average rating, 248 reviews
4br2ba House+parking@PeacefulOasis on Munjoy Hill
This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning restaurants, breweries and the Old Port. -Main floor: well-equipped kitchen + open concept living/dining room -Upper floor: 3BR (1 queen, 1 full, 1 twin) + bath -Garden level: 1BR/1 bath (queen) with private entrance - Off-street parking for 1 car This charming home @ A Peaceful Oasis offers plenty of space, privacy & comfort, making it the perfect home base for your stay.
FamilyIndoor spacesHospitality
4.97 out of 5 average rating, 305 reviews
First Floor Portland Condo 3 Bed 2 Bath + Parking
A cozy getaway nestled in the Portland's Deering neighborhood. Enjoy the retreat that this beautiful light-filled condo has to offer, whilst being less than three miles from the Old Port! The space is bright, and open--filled with luxurious touches and local Maine art. With three bedrooms and two full bathrooms, there is plenty of space for a large group to stay. Also, enjoy three free parking spots during your stay. We can't wait to have you! 3.5 miles to Airport 3 miles to bus station
FamilyKitchenLocation
4.96 out of 5 average rating, 378 reviews
The Copper Fox Treehouse
Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse
KitchenIndoor spacesParks
4.99 out of 5 average rating, 198 reviews
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!
KitchenFamilyBiking
5.0 out of 5 average rating, 116 reviews
Cape Elizabeth Garden Apt+Beach+Close to Portland!
Bright, airy, two-story, 1000 sf apartment, with view of gardens. Off-street parking and private entrance. First floor living area with kitchenette, and sofa-bed, for additional guests. Second floor king bedroom with full bath. Ideally located a short walk to Kettle Cove Beach, and just minutes from Two Lights State Park, Crescent Beach, Higgins Beach and Robinson Woods Trail. Portland - voted the best restaurant city in the US - is a 10 minute drive. STR Permit #210701.
KitchenFamilyParking
4.99 out of 5 average rating, 311 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!
FamilyIndoor spacesValue
4.99 out of 5 average rating, 155 reviews
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.
FamilyKitchenLong stay
4.97 out of 5 average rating, 327 reviews
The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for couples, small families, or a getaway with friends, our signature A-frame features soaring ceilings, oversized windows, a cozy gas fireplace, and thoughtfully designed interiors. • This cozy 1,100-square-foot space sleeps four in two bedrooms—one King and one Queen—with a shared bathroom. • 7 minutes to downtown Freeport. • Proud to be ranked in the top 1% of eligible homes and recognized as a Guest Favorite on Airbnb.
Indoor spacesKitchenAccess
5.0 out of 5 average rating, 155 reviewsPopular amenities for Portland family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Rock Cabin #thewaylifeshouldbe
KitchenFamilyBackyard
4.99 out of 5 average rating, 392 reviews
Oceanfront with amazing views and private entrance
FamilyKitchenHospitality
4.99 out of 5 average rating, 905 reviews
Romantic hideaway cabin w/ access to spa - 26
Indoor spacesKitchenAccuracy
4.98 out of 5 average rating, 123 reviews
LUX Designer Private Waterfront Hot Tub - Secluded
KitchenFamilyHiking
4.98 out of 5 average rating, 200 reviews
Luxury Home w/HOT TUB & Fire Pit
FamilyIndoor spacesBathroom
4.96 out of 5 average rating, 236 reviews
Amazing Bay View Home with Hot Tub
FamilyIndoor spacesBarbecue
4.9 out of 5 average rating, 330 reviews
Beautiful Home w-Hot Tub & Pond access
KitchenIndoor spacesGetting around
4.99 out of 5 average rating, 136 reviews
HotTub+Firepit/5 min to DockSquare, Dining, Beach
FamilyIndoor spacesBeach
4.96 out of 5 average rating, 229 reviewsFamily- and pet-friendly home rentals

Crescent Beach Gardens
Indoor spacesFamilyOutdoor spaces
4.99 out of 5 average rating, 139 reviews
Cottage on Todd Bay
FamilyIndoor spacesDecor
4.98 out of 5 average rating, 155 reviews
Charming Historic Freeport House
FamilyKitchenParking
4.89 out of 5 average rating, 114 reviews
Studio Apartment in Freeport
FamilyKitchenHeating
4.97 out of 5 average rating, 148 reviews
Higgins Beach *New* Beach Home & Private Offices
Indoor spacesKitchenAccess
5.0 out of 5 average rating, 115 reviews
Blueberry Hill
KitchenIndoor spacesAmenities
4.96 out of 5 average rating, 263 reviews
Sauna+Near Beach+Pond+Outdoor Shower+Fire Pit
FamilyIndoor spacesOutdoor spaces
4.99 out of 5 average rating, 235 reviews
Waterfront Coastal Apartment | 5 Min to LLBean
FamilyIndoor spacesHospitality
4.97 out of 5 average rating, 286 reviewsFamily-friendly home rentals with a pool

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool
Indoor spacesFamilyView
4.98 out of 5 average rating, 523 reviews
OOB Oasis: 6BR Home w/ Private Pool Near Beach
FamilyIndoor spacesOutdoor spaces
4.96 out of 5 average rating, 159 reviews
Starfish Condo Wells Beach
FamilyIndoor spacesCondition
4.9 out of 5 average rating, 119 reviews
Portland & Beach & Lighthouses! Romantic! Lovely
FamilyIndoor spacesView
4.87 out of 5 average rating, 614 reviews
Poolside Suite-Gateway to Portland
Indoor spacesFamilyQuiet
4.98 out of 5 average rating, 124 reviews
Maine Hacienda w/hot tub & seasonal pool
FamilyKitchenHot tub
4.98 out of 5 average rating, 291 reviews
Charming Saltwater Farm apartment
KitchenFamilyLong stay
4.99 out of 5 average rating, 249 reviews
Cozy Cottage with Ocean Views, Wells Maine
FamilyKitchenLayout
4.95 out of 5 average rating, 180 reviewsWhen is the best time to visit Portland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $299 AUD | $286 AUD | $296 AUD | $333 AUD | $413 AUD | $518 AUD | $562 AUD | $563 AUD | $472 AUD | $455 AUD | $341 AUD | $327 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
- Luxury rentals Portland
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- Family-friendly rentals Cumberland County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Sebago Lake
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