
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.

Apt in Victorian Mansion w/ Hot Tub & Parking
Mixing contemporary styling with old-world charm, the Apartment in the nationally registered Chapman House offers a relaxing, private stay, only minutes to downtown! Whether you plan to soak in the shared hot tub, cool down in our pool or relax by the fire pit, our half-acre yard offers a tranquil space for all. The apartment has a chef's kitchen, dining, and living room with gas fireplace. NB., use of the living room bed may incur a charge. We have a L2 EV charging outlet. #allarewelcome

RETRO BnB in the Heart of East End Portland
Retro BnB in The Heart of Portland's East End offers a combination of 70's mod charm with a vibrant comfortable style. Sunny, first floor back apartment with private entrance, one hybrid coil/thermarest queen bed overlooking yard with lovely perennial garden, bathroom with central, well appointed kitchen/dining room. This space is perfect for one couples looking for a cozy home base hideaway. A short walk to gourmet restaurants, cafes, East End beach and all Portland peninsula has to offer!

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

2 Bed in City w/ Laundry- Black Friday Sale Now!
Our annual Black Friday winter sale happening now! Book before it ends! At our Airbnb we leave lots of towels for each guest. We do not ask our guests to clean the apartment. Organic coffee and high quality toiletries. We strive to provide a quality experience in our fully equipped two bedroom apartment within walking distance to restaurants, bars, Longfellow Square, the State Theater, the Portland Museum of Art and the Western Promenade. Washer and dryer in the apartment and Pack n play.

Old Port Penthouse Suite - Amazing Harbor Views
2023 City of Portland Registration #20182242-ST 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.

LunaSea Suite
Be our guests and enjoy this dreamy, romantic little getaway and all that Saco and surrounding areas have to offer! Direct access to the River Walk. Short 5 minute walk to downtown Saco, Amtrak station, and 10 minute walk to downtown Biddeford. Visit our amazing shops, breweries, restaurants and cafes! Bayview Beach 3 miles OOB Pier 4.4 miles Private entrance and deck with outside fireplace. Hosts, Melissa and Doug, are quiet and considerate early risers with 2 friendly pups

*Serene* West End 2BR w/ Balcony: The Mermaid Cove
The Mermaid Cove is a bright and airy two-bedroom apartment located in Portland’s historic West End. This large private apartment is serene, yet only a few minutes walk to the center of downtown and the Old Port. Each of the two separate bedrooms are outfitted with a queen-sized Casper mattress. With a fully stocked kitchen and bathroom, separate office nook, laundry, and off-street parking, The Mermaid Cove is an easy and convenient place to call home for your visit.

Central Arts District Studio with Free Parking
2025 City of Portland registration STHR 000854 Enjoy the quieter end of Oak Street in the heart of Portland's Arts District. Abundant dining, shopping, galleries and museums are steps from this home-away-from-home studio apartment. This is a perfect space for couples, solo adventurers and business travelers. Easily walk to everything the peninsula has to offer from this centrally located studio apartment! Complementary off-street parking for one car available.

The Roost - lovely one bedroom efficiency unit
Staying at the Roost means you will be 15 minutes to the ocean, the airport and to the Old Port; 10 minutes to nearby lakes and rivers; 5 minutes to everything downtown Westbrook has to offer, including many restaurants, parks, live music venues, shopping and a movie theater: what you are looking for is nearby! Kick back and relax in this calm, stylish space with a queen-sized bed, kitchenette, dining/work area, excellent wifi, a full bathroom and a big yard.

Adorable getaway on the Eastern Promenade
Lovely third-floor apartment on the East End just steps from the glorious Eastern Promenade. Cozy and cute, this adorable spot resides in the neighborhood which boasts the best restaurants, breweries, and coffee shops in the city all within walking distance. On a quiet residential street, there is plenty of on-street parking. This apartment is on the 3rd floor of the house . **Please note that the last 9 steps leading up to the apartment are quite steep.

Downtown Historical Victorian 2 BR APT
The West End is one of Portland's most historical districts. The house is within walking distance of Long Fellow Square, and the Western Promenade. It is a great home base while exploring. From its rich history rooted in the Victorian era, to its parks and restaurants, Portland's West End is consistently ranked as a favorite local hotspot. New reno located on a popular street in a neighborhood filled with historic homes.

Cottage Under a Crabapple Tree
Steps from extensive nature trails and wildflower meadows, this quaint studio cottage is nestled conveniently between the restaurants and breweries of Portland, the outlet shopping of Freeport, and miles and miles of rocky coastline. Perfect for a quiet Maine getaway, lodging near Cumberland fairgrounds and other local attractions, or a visit to family and friends in the area.
Popular amenities for Portland family-friendly rentals
Family-friendly home rentals with a hot tub

Water View Craftsman Close to Old Port

Luxury Home w/HOT TUB & Fire Pit

Tiny A-Frame Romantic Getaway

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

LUX Designer Private Waterfront

Solar Suite surrounded by Nature

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private
Family- and pet-friendly home rentals

Alluring 1 Bedroom cabin just 50ft from beach no.6

East End Unit

Apartment Walking Distance to Willard Beach

Crescent Beach Gardens

Bright and cozy Munjoy Hill neighborhood apartment

The Knightcap

The Nest! VERY CLEAN! Near downtown! Self check-in

Higgins Beach *New* Beach Home & Private Offices
Family-friendly home rentals with a pool

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

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

There's No Place Like Home

Poolside Suite-Gateway to Portland

Steep Falls Escape, river & falls just steps away

Lovely Beach house in GRB - Heated pool!

Luxe Eco Studio near Back Cove

Cozy Cottage with Ocean Views, Wells Maine
When is the best time to visit Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $281 CAD | $279 CAD | $300 CAD | $324 CAD | $405 CAD | $489 CAD | $559 CAD | $560 CAD | $469 CAD | $422 CAD | $334 CAD | $300 CAD |
| 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 |
Quick stats about vacation rentals that are family-friendly in Portland

Total vacation rentals
Explore 870 vacation rentals in Portland

Nightly prices starting at
Portland vacation rentals start at $98 CAD per night before taxes and fees

Verified guest reviews
Over 76,070 verified reviews to help you choose

Pet-friendly vacation rentals
Find 310 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
490 properties have a dedicated workspace

Wifi availability
850 of Portland vacation rentals include wifi 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
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- Family-friendly rentals Cumberland County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Sands Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- King Pine Ski Area
- Willard Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Cliff House Beach
- Short Sands Beach
- Wentworth by the Sea Country Club
- Parsons Beach
- Crescent Beach State Park
- Ferry Beach
- White Lake State Park
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