
Kid-friendly holiday rentals in Westport Island
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Top-rated kid-friendly rentals in Westport Island
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Popular amenities for Westport Island kid-friendly rentals
Child-friendly house rentals

Hilltop Retreat with Hot Tub & Sauna near Downtown
We chose Jeff's house in Hallowell for our first trip to Maine because it is conveniently located near the Maine Cabin Masters' Kennebec Cabin Company store and Woodshed Restaurant, the town of Hallowell is quaint, and it's easy to get to Waterville, Cape Elizabeth, Portland, and Camden. We visited all of these places and were fortunate to have beautiful weather for late April. While we didn't use the hot tub and only tried the sauna once, we can definitely recommend this house for skiers. I can only imagine how good the sauna and the electric blankets on the comfortable beds would feel after a cold day on the slopes! Jeff is very friendly and provided recommendations. All around great visit and would stay again on our next trip to Maine.

Cottage style home 2 blocks from the beach!
We had a wonderful girl's trip staying in Diana's house! We walked to the beach and to Scratch bakery (twice). The house was perfect for the five of us with a great sitting area to hang out and chat. The house was clean and the instructions for cleaning up were easy to follow.

Classic Maine, Modern Comfort
We had a wonderful stay at this Maine house--Barb, the property manager was incredibly responsive, helped with a heating issue while we were there and had the repairs done same day--The house was well equipped with everything you need for a family getaway at the beach! puzzles and games galore, kitchen was fully stocked with everything needed for family meals (including lobster cooking essentials--bibs, crackers, steam pots) Great little fire pit out front which we enjoyed, and fenced in back yard area so pets or kids can be safely contained :) Linens, towels, all clean and provided--truly a wonderful home away from home, perfect for our family trip to the beach!

Charming Historic Freeport House
A perfect place to stay especially for a family with young children. The house is even more charming than the photos. The space is clean, spacious and the beds were extremely comfortable. Would definitely stay here again if visiting Portland

Kennebunkport House - Walk to Dock Square!
We had a fantastic stay! The house was in a perfect location; peaceful, private, and still just a short walk to dinner spots, which made everything so easy. There was plenty of space for lounging and gathering, and more than enough bathrooms for everyone (a huge plus!). The house had everything we needed for a relaxing weekend away. Cozy, quiet, and super comfortable; we’ll definitely be back! Highly recommend.

Feb/April school breaks available. 8 bedrooms
This was our 4th year staying at Sandy Cove to celebrate Christmas with our entire family. There are plenty of bedrooms and bathrooms to accommodate overnight stays. We love the 2 dining room tables and refrigerators. We had a small issue with a clog in the kitchen sink. I reached out to Mike and he sent someone over to fix it within a few hours. We hope to stay again next year!

Great Modern Space and House
We had an excellent stay at Mariella’s place. The cleanliness stood out to us and was much appreciated. Mariella was very accommodating and there for any questions or concerns. We felt right at home. Her home was in great location of a neighborhood for comfort and privacy while also be very convenient and a short ride to downtown Portland. I would recommend her home.

The Timeless Retreat | Walk to Downtown Kennebunk
Loved this home. Plenty of space for a girls getaway weekend away from the hustle & bustle! Everything has been re-done in this home and was a really fun weekend. Very comfortable and host was very responsive. Rob shoved the driveway prior to our arrival & We knew there was snow expected so brought some rock salt and shovels to keep the walk area safe!
Kid-Friendly apartment rentals

Sophisticated Charm at an unbeatable price!
The apartment was just as described by the host, and was very comfortable for a two night stay, for two couples. Excellent, proactive, communication by the host prior to check-in. Very clear instructions. The kitchen was well equipped for breakfast (which is the only meal we ate at the apartment during our stay). A serrated knife would be a nice addition. All of the appliances were very clean, and in good working order. Entry to the building was easy. Be comfortable climbing stairs. Five minute drive, or 15 minute walk to downtown. Quiet and peaceful neighborhood. Would definitely return, and recommended it to others. Thank you for a nice stay, Susan.

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry
Margaret’s place is very homey with all the necessities for a family gathering. The neighborhood is beautiful and close to beautiful trails

Ocean Way East End - 2
Super walkable and great for a weekend stay!

Sunny apartment overlooks Main St.
We had a wonderful time at Diane’s place. Very convenient to Belfast and a great value for the price.

Bright, Fun & Spacious Apartment on Back Cove
Ian's place was great for a girls trip ti Portland. He was a great communicator if I had any questions or cleaning instructions. Will definitely stay again for any future trips to Portland.

Portland Back Cove Hideaway-1 BR- With Patio
I highly recommend staying here if you are visiting Portland! The apartment was adorable, very clean and in a perfect location. Alex had an entire list of recommendations that we found very helpful! We will definitely be back!

Sunny, cozy 1 BR apartment
This apartment is simply perfect! I felt comfortable and safe and loved waking up to the beauty of the space, the kitchen has all new appliances and the colors and craftsmanship are impressive. There was plenty of room throughout and the bed is very comfortable. Thank you Rick! I would definitely stay at your apartment again. I also highly recommend this place because of the great, central location.

Bright and cozy Munjoy Hill neighborhood apartment
Sadie and Laughlin are the best Airbnb hosts we have come across. We could not have asked for a better place to stay. The apartment is very clean, has lovely furnishings, is nicely decorated and had everything we needed for a very comfortable 3 and a half day stay in Portland. Both bedrooms are a good size and have incredibly comfortable beds. When we needed help with something, our hosts came around fast to help us. If we are ever back in Portland, we shall gladly book again with them. I would highly recommend this apartment!
Child-Friendly Holiday Condos

"Cornelia" Penthouse Waterfront Suite
Easy to find. The description is accurate. The views are breathtaking. I enjoyed waking up early and sitting on the balcony with a cup of coffee watching the freshmen start their day and head out on their boats. Great walking area.

Luxury Beach Front Condo! Prime Location!
If you're looking for a little bit of peace and quiet, a decent meal or a drink on the beach, and to fall asleep to the sounds of waves calmly crashing than this is the place for you! Let's start with the host Sameer. Very clear and concise with visit guidelines and very quick to respond to any messages. Fantastic. The condo itself is spotless and pretty much has everything you need whether it's coffee in the morning or cookware for an afternoon dinner. Now haven't been to the Brunswick quite a bit I do know the music and crowds in the summer can be a bit much, but being able to easily go upstairs to this condo that is on the opposite side of the band I'm sure is a nice way to end your day with having the opportunity to sit on the deck to listen to the music or close the doors and relax. Can't say enough good things about this place!!

Old Port on foot
Thus was a great location for our stay in Portland. Easy to get around and plenty to see and do nearby. i will definitely stay here again when I'm in the area.

Oceanfront Condo with Awesome Views
This is the perfect place! Everything is very clean, and nothing missing! Kevin is very nice. He was good tips. I've always dreamed of coming to OOB in the winter and really enjoyed the experience! Loved our stay. With its location and double patios, the views are splendid! For lovers of the sound of the waves, the view of the sea, sunrises, long walks to the beach… this is the place!

Cozy condo by the beach!
I had an amazing stay. Place was just as described and was the perfect location for a weekend getaway!

Comfy condo with loft by the beach!
The location was convenient and easy to find, I really enjoyed the space.

Generic Two Bedroom - Stair access only
The condo was very clean, tasteful decorated. Beds were comfortable. Loved the big table to play games and the living room was cozy for the evening and morning chats. Pretty views.

Rustic Willard Beach condo ten mins from Old Port!
Dave was a very responsive host and his property was exactly what he described. The location was very good to visit downtown Portland. At last, we loved the bakery right in front!
Quick stats about holiday rentals that are kid-friendly in Westport Island
Total rentals
20 properties
Nightly prices starting at
$202 AUD before taxes and fees
Total number of reviews
600 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Destinations to explore
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- Pet-friendly rentals Westport Island
- Waterfront rentals Westport Island
- Rentals with a fire pit Westport Island
- Rentals with outdoor seating Westport Island
- Family-friendly rentals Westport Island
- House rentals Westport Island
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- Rentals with a patio Westport Island
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- Apartments with a Hot Tub United States
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- Beachfront Rentals United States
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- Sebago Lake
- Scarborough Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Popham Beach State Park
- Belgrade Lakes Golf Club
- East End Beach
- Palace Playland
- Dunegrass Golf Club
- Pemaquid Beach
- Samoset Resort
- Ferry Beach
- Portland Museum of Art
- Cliff House Beach
- Maine Maritime Museum
- Wolfe's Neck Woods State Park
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Crescent Beach State Park
- West Shore Sandy Beach
- Narrow Place Beach
- Bear Island Beach