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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, 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.

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Top Guest favourite
An aerial view showcases the lush greenery of the property, framed by the coastline and tranquil waters of Cape Porpoise. The landscape reveals homes, docks, and boats dotting the cove, all under a bright sky with scattered clouds.
Home in Kennebunkport

Luxurious 5 bedroom on the ocean, w/ dock & kayaks

Historic 1735 home on a spacious one-acre property overlooking the ocean. Enjoy swimming from the dock in Cape Porpoise’s protected cove. Two kayaks provided for exploring the lighthouse & picnicking on nearby islands. Stroll past picturesque lobster boats to the town pier, where restaurants serve fresh local lobster & drinks. Walk to morning coffee, pastries, a local grocery store, athe renowned Nunan’s Lobster Hut. Just two miles from Kennebunkport and a nine-minute drive to Goose Rocks Beach.

Indoor spacesKitchenOutdoor spaces

4.97 out of 5 average rating, 150 reviews
Top Guest favourite
An inviting entryway is presented under a large, sloping roof supported by exposed wooden beams. Comfortable seating is arranged on the porch, with decorative pumpkins placed on the ground. Pathways made of stones lead to the entrance, surrounded by a tranquil natural setting.
Cottage in Biddeford

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 spacesQuiet

5.0 out of 5 average rating, 105 reviews
Top Guest favourite
A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.
Home in Portland

"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

FamilyKitchenComfort

4.97 out of 5 average rating, 174 reviews
Top Guest favourite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

The Canopy 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.

KitchenFamilyHiking

4.91 out of 5 average rating, 601 reviews
Top Guest favourite
Cottage in Portland

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.

FamilyKitchenCondition

4.97 out of 5 average rating, 301 reviews
Top Guest favourite
Treehouse in Pownal

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

Indoor spacesKitchenOutdoor spaces

4.99 out of 5 average rating, 192 reviews
Top Guest favourite
A spacious suite is showcased with large windows allowing natural light. A comfortable couch faces a marble-topped coffee table, and a custom-built king bed is nestled against a natural pine headboard. The decor reflects minimalism, offering a peaceful setting for relaxation.
Apartment in Portland

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!

FamilyIndoor spacesLayout

5.0 out of 5 average rating, 113 reviews
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

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!

FamilyKitchenQuiet

5.0 out of 5 average rating, 152 reviews
Top Guest favourite
A bright hallway leads into the living space, featuring light wood flooring and white walls. A dining area is seen to the left with a small table and chair, while decorative elements, including potted plants and books, add character to the space.
Apartment in Peaks Island

Peaks Island Master Bedroom Suite

Enjoy your stay at this conveniently located, light-filled, modern, chic living space--only a 4-minute walk from ferry, great sunsets, close to market and restaurants with a private entrance and deck. Walking distance to the best island beaches. Located on a quiet, dead end road off the main street. The space is found at the rear of one of Peaks Island's most beautiful, original Cape homes. Guests can enjoy a comfy queen size bed, organic cotton sheets, and a pull-out sofa bed.

FamilyKitchenLocation

4.99 out of 5 average rating, 229 reviews
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.
Apartment in Portland

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!

KitchenFamilyNearby

4.99 out of 5 average rating, 153 reviews
Guest favourite
Home in Peaks Island

Year-Round: Peaceful and Quiet Island Getaway

*Quiet and Peaceful *Easy Portland Access *Sparkling Bathroom Remote Downeast island experience just two hours from Boston ... Renovated home in the tranquil Tolman Heights section of Peaks (the island’s highest point) offers a modern kitchen and sparkling new bathroom. Sleeps 6-plus comfortably in bedrooms all equipped with ceiling fans. Spacious home is a short stroll to the Back Shore, with its dramatic views of Casco Bay and the open ocean. STHR-007313-2025

KitchenIndoor spacesCheck-in

4.87 out of 5 average rating, 185 reviews
Top Guest favourite
A modern lounge area is highlighted by large skylights, allowing abundant natural light to fill the space. A sleek, white sectional is complemented by colorful accent pillows and a patterned area rug. Exposed brick walls add an element of rustic charm, with scenic views of the harbor visible through the glass.
Apartment in Downtown Portland

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.

FamilyIndoor spacesCondition

4.97 out of 5 average rating, 327 reviews

Popular amenities for Portland family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
A patio area features white Adirondack chairs facing a scenic view of the water. Colorful flowers in various pots add vibrancy to the space, while an American flag gently flutters in the breeze. The tranquil waterway is visible beyond the floral arrangement.
Guest suite in South Portland

Oceanfront with amazing views and private entrance

KitchenIndoor spacesComfort

4.99 out of 5 average rating, 904 reviews
Top Guest favourite
The cabin is illuminated warmly at dusk, featuring a hot tub in the backyard. Outdoor seating arrangements with four chairs are positioned around a fire pit, set against a backdrop of trees, creating a serene and inviting atmosphere.
Cabin in Kennebunk

HotTub/5min to K-port, Pet friendly, @anchorunwind

Indoor spacesFamilyBeach

4.97 out of 5 average rating, 244 reviews
Guest favourite
Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

KitchenIndoor spacesHot tub

4.97 out of 5 average rating, 197 reviews
Guest favourite
A charming coastal home is showcased with light-colored siding and a bright blue front door. Surrounding greenery includes tall trees and manicured shrubs. The property is set back from a grassy area, adding to its inviting curb appeal.
Home in Falmouth

Amazing Bay View Home with Hot Tub

Indoor spacesFamilyView

4.9 out of 5 average rating, 328 reviews
Guest favourite
Bus in Durham

Solar Powered Bus in Forest | Hot Tub + Wellness

Indoor spacesKitchenHot tub

4.9 out of 5 average rating, 145 reviews
Top Guest favourite
Home in Old Orchard Beach

OOB Oasis: 6BR Home w/ Private Pool Near Beach

KitchenFamilyPets

4.95 out of 5 average rating, 155 reviews
Top Guest favourite
A spacious living area features a large sectional sofa adorned with patterned throw pillows. A wooden coffee table sits nearby, complementing the light wood flooring. Natural light fills the room through large windows, with a mounted television and decorative wall art enhancing the modern aesthetic.
Home in Old Orchard Beach

Luxury Home w/HOT TUB & Fire Pit

Indoor spacesKitchenCheck-in

4.96 out of 5 average rating, 232 reviews
Guest favourite
The outdoor area features a circular pool surrounded by reclining lounge chairs with blue and white stripes. A stone patio is adorned with a wooden table and chairs, while lush greenery and flowering shrubs frame the scene under a clear blue sky.
Guest suite in Portland

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

Indoor spacesKitchenView

4.93 out of 5 average rating, 145 reviews

Family- and pet-friendly home rentals

Top Guest favourite
A panoramic view of lush green land, featuring an array of colorful flowers. The coastline is visible in the distance, with water reflecting the clear blue sky. A shaded area with trees complements the vibrant plants, creating a serene outdoor environment.
Apartment in Cape Elizabeth

Crescent Beach Gardens

FamilyKitchenOutdoor spaces

4.99 out of 5 average rating, 136 reviews
Top Guest favourite
A relaxing outdoor area is shown, featuring several seating options around a fire pit. Two cabins can be seen, with one situated on a hill and the other by the water. A sun umbrella provides shade, surrounded by trees and nature.
Chalet in Standish

Blueberry Hill

Indoor spacesKitchenSkiing

4.96 out of 5 average rating, 261 reviews
Top Guest favourite
A bright living area is furnished with a light-colored sofa and cozy armchair. A wooden coffee table sits in front, complemented by a decorative plant. Two snowshoe decorations adorn the wall, while natural light filters through the windows with soft window treatments.
Condo in Portland

Charming 2-Bedroom Back Cove Retreat

FamilyKitchenNearby

4.98 out of 5 average rating, 99 reviews
Top Guest favourite
A serene waterfront scene captures calm waters dotted with boats gently bobbing in the harbor. Rocky shores lead to lush greenery in the background, with a clear blue sky above, creating an inviting coastal atmosphere in this Maine setting.
Apartment in Falmouth

Falmouth Waterfront Carriage House Apt

Indoor spacesFamilyBiking

4.96 out of 5 average rating, 198 reviews
Top Guest favourite
Home in Georgetown

Cottage on Todd Bay

KitchenIndoor spacesParks

4.98 out of 5 average rating, 154 reviews
Top Guest favourite
A well-maintained cottage is positioned beside a tranquil body of water, surrounded by lush greenery. A spacious lawn is visible in the foreground, showcasing an outdoor seating area with a patio umbrella. The scenic view of the water complements the serene setting.
Home in Harpswell

Waterfront Cottage On Basin Cove - Amazing Sunsets

FamilyIndoor spacesTV

4.98 out of 5 average rating, 240 reviews
Superhost
A gravel path leads to a charming two-story house surrounded by lush greenery. Three goats are seen walking along the path, accompanied by a person in casual attire, creating a serene rural scene. The lawn features various plants and a few large rocks.
Farm stay in Gray

Great Goat Get-away in Southern Maine!

KitchenIndoor spacesAir conditioning

4.93 out of 5 average rating, 321 reviews
Top Guest favourite
A modern kitchen is equipped with a stainless-steel microwave and stove beneath a stylish backsplash. The countertop features a sink and invites meal preparation. A comfortable nook with a raised twin bed can be seen in the background, surrounded by decorative plants.
Guest suite in Freeport

Studio Apartment in Freeport

KitchenFamilyCheckout

4.97 out of 5 average rating, 142 reviews

Family-friendly home rentals with a pool

Guest favourite
Condo in Wells

Starfish Condo Wells Beach

FamilyIndoor spacesTV

4.9 out of 5 average rating, 117 reviews
Guest favourite
Cabin in Freeport

A-frame w/ huge window, half-bath, and deck - 16

Indoor spacesFamilyHospitality

4.96 out of 5 average rating, 117 reviews
Guest favourite
A luxurious queen bed is adorned with intricate linens and decorative pillows. Two bedside lamps provide soft lighting, and large windows dress the space with natural light, framed by sheer curtains that enhance the overall elegance.
Apartment in Cape Elizabeth

Portland & Beach & Lighthouses! Romantic! Lovely

Indoor spacesKitchenSolo travel

4.87 out of 5 average rating, 611 reviews
Top Guest favourite
A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.
Cottage in Wells

Cozy Cottage with Ocean Views, Wells Maine

Indoor spacesFamilyTV

4.95 out of 5 average rating, 179 reviews
Top Guest favourite
Apartment in Portland

Maine Hacienda w/hot tub & seasonal pool

Indoor spacesKitchenNearby

4.98 out of 5 average rating, 289 reviews
Top Guest favourite
A charming exterior of the historic residence showcases a well-maintained garden filled with vibrant purple flowers and greenery. The pale yellow siding of the house complements the octagonal window and green door, offering a welcoming appearance.
Apartment in Brunswick

Charming Saltwater Farm apartment

FamilyIndoor spacesWalkability

4.99 out of 5 average rating, 245 reviews
Guest favourite
Home in Kennebunk

Beach House w/ Heated Pool · Fire Pit · Kennebunk

FamilyIndoor spacesCheck-in

4.83 out of 5 average rating, 179 reviews
Top Guest favourite
Cabin in Norway

Secluded Cabin: Mountain View, Hot Tub + Fireplace

KitchenIndoor spacesLayout

5.0 out of 5 average rating, 103 reviews

When is the best time to visit Portland?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$298 AUD$285 AUD$295 AUD$332 AUD$411 AUD$516 AUD$560 AUD$561 AUD$470 AUD$453 AUD$340 AUD$326 AUD
Avg. temp-4°C-3°C1°C7°C13°C18°C21°C21°C16°C10°C4°C-1°C

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