
Family-friendly vacation rentals in Westbrook
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Top-rated family-friendly rentals in Westbrook
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Popular amenities for Westbrook family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing view, eagles, hot tub, 1 mi walk from Bath
We really enjoyed our stay at Woolwich. There is a peaceful nature vibe to the house and a beautiful view and location. The Bald Eagles live in a tree right on the edge of the backyard and were visible numerous times during our stay. The location to various towns and locations in Maine is convenient.

Stunning & Spacious 6BR Waterfront House + Hot Tub
Meghan's home was a perfect place to stay for my sister's Bachelorette weekend! The home is located in a quiet community with views of the river and bay, and it was conveniently located with just a short drive into the heart of Portland. We found our stay extremely comfortable, especially on such a cold and dreary April weekend. Meghan had the hottub ready for us with matching robes for all which was a fun surprise. Check in and check out were a breeze. We even took a breakfast recommendation from the guest book (Forage Market, yum!), a tasty experience indeed. Thanks again, Meghan!

Best backyard in N Conway w/ hot tub, game room...
We spent a lovely few days at this property enjoying the winter weather at its finest. The house is close to everything but still felt private and cozy. A great choice for families!

Beach Dreaming
Great place to stay in Ogunquit area! The cottage is exactly as described, and well located between Wells and Ogunquit - you do need a car to get around easily as others have said. This is a fantastic place to stay with kids - having the pool facilities especially is great as a break from the beach. Julie and Derek left great advice as well as flexibility on check-in - thanks again!

Luxury 6 bedroom Beach House 50 ft from beach
This house has a beautiful location super close to the beach and a close walk to restaurants and activities. It has great views and plenty of room for a large group! Check in was super easy and they greeted us and went through everything so clearly that we knew where everything was and how to use it all - which was very helpful with such a big place with so many amenities. The hosts were communicative and helpful leading up to our stay and again with check out. The house itself is stunning with everything stocked for your stay. The only thing to be aware of is that there is a train that runs close by so definitely bring your sound machine. Would definitely rent this place again!

Cozy hot tub haven
Great place. The bed was really comfortable. Hot tub was nice and private and relaxing.

Million $ views, Hot Tub, Crooked River- Private
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect

Maine Lakes Region house (private hot tub)
Paul's house was wonderful! It smelled so fresh when we arrived and was very clean. The house was more spacious than i expected. It was just us two of but could absolutely fit another couple and a few kids with plenty of privacy. We really enjoyed fires in the wood stove with firewood provided. The soaks in the hot tub were amazing! The beach towels were greatly appreciated for wrapping up in to hurry in from the cold! We had fun grilling in the snow and found everything we needed in the kitchen. We felt right at home. Our dog had a blast playing in the big backyard too! Paul has great communication and was very fast to respond. Paul's vacation home is perfect place to relax and unwind! Thank you for sharing your beautiful Maine getaway Paul!
Family- and pet-friendly home rentals

Walk to Beach from Spacious 1920 Home
This home is amazing! It was perfect for our group of ten family members that were in the area to celebrate a wedding for the weekend. Our hosts could not have been more accommodating and we were so impressed with their hospitality!! So many nice touches and such a spacious, comfortable home - no detail overlooked. Enjoyed our stay immensely and would definitely return.

Charming Victorian farmhouse 1880's bedrooms-2
Cozy and comfortable place to stay while exploring the area. Close to most anything you’d want to do in Southern Maine.

Large House in the White Mountains, Conway NH
let me start out by saying this house is exactly as described and depicted on the website. plenty of room for 6 adults and 2 bigger kids. enough seating space, kitchen utensils, linens, towels. the game room was a big hit for the old and young boys. the moms lived the warm, cozy sunroof. the house has great windows with lots of light. it was spotlessly clean. a snowplow took care of the storm..plowing and shoveling several times..Judith was easy to work with. instructions , as well as things to do, were available in a binder. we had a great week and all hope to come back here.

Fire Fly Yurts on Funky Bow Lane
Absolutely love this place! The life of the brewery and the community is simply unmatched :) the hosts were warm, friendly and super responsive

The Owl's Nest North Conway Village
My kids and I had a great time skiing and Daniel’s place was cozy and welcoming to come back to. We had what we needed and the place was clean and host was friendly. Walkable to so many things, too! For a quick trip where we were out and about for most of the day, this was a prefect place to stay.

Charming Portland Colonial, In Town
We loved our stay at Katie's house in Portland. It was very comfortable, clean and nicely decorated. We would love to stay again soon!

Monument SWEET!
A group of 5 of us stayed at Kathy's listing and felt like we had plenty of room. We were all comfortable and found the location to be great with plenty to do within walking distance. Some of the doors were glass with blinds/shades that weren't entirely opaque so we had to be somewhat mindful when changing in our room. The front door battery was dead when we arrived and so the door was unlocked but this was quickly resolved with the help of the host and extra batteries on site. Location was fabulous and peaceful. No issues with finding free street parking, either. Overall, we enjoyed our time here and would stay at this listing again!

Unique artist's sun filled farmhouse meets loft
Great retreat to feel relaxed and inspired. The location suits our needs for comfort and accessibility to surrounding disc golf courses and is great for travelers looking to escape screens, and the stress of cluttered and busy lifestyles. It feels like home as soon as you arrive .
Family-friendly home rentals with a pool

Lake Beach House at Poland Spring Resort
Our stay at the beach house was great! You couldn't be closer to the water! So much fun kayaking, floating and swimming in the lake! House is much better than the pictures do it justice. For a 2 bedroom house its very big and spacious, beds were extremely comfortable. The no wifi was a little bit of a downer but there were plenty of board games to play. There is some street noise but not bad at all. Would most definitely recommend if you are looking for waterfront property. The access to the resort pool was a plus too for the kiddos!

Two-Bedroom Condo on the Wells/Ogunquit town-line
100 percent recommended!!

Beach Dreams Cottage w/ Central A/C
Richard was very quick to respond and easy to work with! Cute little cottage in a nice little community with a pool. I would stay there again.

Poolside Suite-Gateway to Portland
Maryann was friendly, responsive and quick to reply. She left baked goods and coffee out each morning which was a pleasant surprise. The space was easily accessible, private and spotless. We would definitely stay here again

Old Orchard Beach Oceanfront Condo w/ Pool
Great place to enjoy the beach and the neighborhood 😃

Appledore Cottage is a Family Vintage Cottage
We absolutely loved our visit to Appledore Cottage! It was quaint and perfectly relaxing. The screened in porch was the best place to just sit…very quiet and peaceful!

The Hill's on Buttonwood
Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown

Wells Cottage close to clubhouse
We loved Sue’s place! Felt like a home. Kids loved the gameroom and pool. We enjoy how close it was to the beach and shops.
Quick stats about vacation rentals that are family-friendly in Westbrook
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
2.7K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Wells Beach
- Cranmore Mountain Resort
- Ogunquit Playhouse
- East End Beach
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Popham Beach State Park
- Purity Spring Resort
- Rye North Beach
- King Pine Ski Area
- Wentworth by the Sea Country Club
- Bald Peak Colony Club
- Crescent Beach
- Parsons Beach
- Mothers Beach
- Palace Playland
- Portland Museum of Art
- Ferry Beach
- Cliff House Beach
- Conway Scenic Railroad
- Diana's Baths