
Kid-friendly holiday rentals in Woolwich
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Top-rated family-friendly rentals in Woolwich
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Popular amenities for Woolwich family-friendly rentals
Kid-friendly house rentals

By the Sea - sleeps 11! Walk to beach
The accommodation is located in a quiet area and a short distance from the beach. I highly recommend this affordable place for a stay in Old Orchard Beach!

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.

Charming Historic Freeport House
Spent the weekend here with friends and really appreciated the host’s hospitality! They accommodated an earlier check in, responded to messages promptly, and the space had comfortable beds and great linens. Would stay here again in a heartbeat!

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!

Cozy, Comfortable, welcoming With private suite
Marks place made our trip to visit family very comfortable and convenient to visit in the middle of winter. Very cozy and inviting and Mark was very attentive to ensuring our check-in and stay was great. If your looking for a great stay in Skowhegan with plenty of space and accommodation look no further.

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.
Family-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.
Great place to stay. Deck is nice and overlooks the water. Warm during cold weather. Host is kind and very helpful.

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!
Family-friendly apartment rentals

"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!
The place was beautiful and clean with a great balcony! Access to beach was so easy and so convenient. Thank you for hosting us !!

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!
We had the most wonderful time at Pat's place! The cottage is everything you could hope for for a cozy weekend getaway spot - comforting wood smell, slanted ceiling, skylights, and a lofted bed. The place was impeccably clean with beautiful appliances. The bed was one of the comfiest I've ever slept in! Thank you for having us and we would definitely come back!

Rustic Willard Beach condo ten mins from Old Port!
What a wonderful place in a lovely neighborhood. The condo exceeded our expectations—it was even more beautiful in person. We had a comfortable, happy stay with our small children. Scratch Bakery and an ice cream parlor are right across the street! And the book collection was great. Highly recommend!

Oceanfront condo, spectacular views
I booked wendy's place for the wife and I's honeymoon and it was perfect, was nice and cozy and the view of the ocean was amazing. Also being so close to so many attractions gave us plenty of things to do and memories to make.
Quick stats about holiday rentals that are kid-friendly in Woolwich
Total rentals
20 properties
Nightly prices starting at
£52 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Sebago Lake
- Pine Point Beach
- Peaks Island
- Goose Rocks Beach
- Scarborough Beach
- Hills Beach
- Fortunes Rocks Beach
- Wales Beach
- Lucia Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Popham Beach State Park
- Belgrade Lakes Golf Club
- East End Beach
- Samoset Resort
- Palace Playland
- Dunegrass Golf Club
- Pemaquid Beach
- Ferry Beach
- Cliff House Beach
- Portland Museum of Art
- Wolfe's Neck Woods State Park
- Pemaquid Point Lighthouse