Kid-friendly vacation rentals in Freeport

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Popular amenities for Freeport kid-friendly rentals

Kid-friendly house rentals

Superhost

Home in Old Orchard Beach

4.72 out of 5 average rating, 18 reviews

By the Sea - sleeps 11! Walk to beach

HermannRating, 5 stars5 months ago
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!
Superhost

Home in Old Orchard Beach

4.87 out of 5 average rating, 23 reviews

Walk to beach, shuffleboard, and bunk room

RachaelRating, 5 stars4 months ago
This cottage was ideal for our group. It is atypical in that the ‘bunk room’ is good for sleepovers with the younger crowd. And, living/dining is perfect for game nights & movie nights. The simple kitchen & 2 baths made it perfect for our 8 able-bodied friends. The awkward stairs & short ceilings could be deal breakers for any parties exceeding 5’10” or with mobility issues. But, plenty of towels & hot water for longer haired kiddos who needed showers after a late October swimming down by the pier… which is walkable, but also a super short drive.
Guest favorite

Home in Kennebunkport

4.91 out of 5 average rating, 212 reviews

Unique Home w/ Pizza Oven, Minutes from the Beach

AmyRating, 5 stars1 month ago
My family and I love Sandy’s place. Lots of room, so comfortable and very clean! Sandy is so easy to communicate with and is always quick to reply! Close to the beach to take the dogs for a run in the winter months, close to town for restaurants, bowling, shopping. And just a great place to hang out, watch football, play games, or make pizza in the wood fired pizza oven! This is our second stay and we’ll be back.
Guest favorite

Home in Hallowell

4.97 out of 5 average rating, 106 reviews

Hallowell Hilltop Home & Hot Tub

ElizabethRating, 5 stars3 weeks ago
Jeff was super responsive to me when I had questions. The space was beautiful, clean, and easily accessible. Jeff provided everything you might need for your stay. Would recommend!
Guest favorite

Home in Intervale

4.97 out of 5 average rating, 177 reviews

Spacious 3 level family friendly home.Dog friendly

BrookeRating, 5 stars2 weeks ago
Tara was a great host, which any questions she got back to us with the answers almost immediately. The home was just as beautiful as the view and was a quick distance to the center of town. Fantastic place to gather with family for a cozy weekend in the woods. Most definitely will be staying with her listing again in the future!
Guest favorite

Home in South Portland

4.91 out of 5 average rating, 116 reviews

Cottage style home 2 blocks from the beach!

KatieRating, 5 stars3 months ago
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.
Superhost

Home in Freeport

4.83 out of 5 average rating, 46 reviews

Charming Historic Freeport House

MichelleRating, 5 stars1 month ago
We had an amazing stay! Everything was as shown in the pictures. The home was clean, sunny & uncluttered. We were a short drive from downtown Freeport but felt very much away from it all when relaxing in the house. We were pleasantly surprised by the view of the cove when we got up in the morning and the cool ridge behind the house! It was a great family vacation, and we will come again!
Guest favorite

Home in Old Orchard Beach

4.83 out of 5 average rating, 60 reviews

Feb/April school breaks available. 8 bedrooms

RoniRating, 5 stars1 month ago
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!

Kid-friendly apartment rentals

Guest favorite

Apartment in West End

4.91 out of 5 average rating, 550 reviews

Sophisticated Charm at an unbeatable price!

Philip And StephanieRating, 5 stars1 week ago
Susan is a wonderful host. The location is incredible, with lots of excellent local spots within walking distance. It's east to squeeze in some time at the Art Museum, too, since it's around the corner basically.
Guest favorite

Apartment in Portland

4.91 out of 5 average rating, 111 reviews

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry

ShekharRating, 5 stars1 month ago
Margaret is an extremely pleasant host. Our experience couldn't have been better from booking thru checkout. Our stay completely met our expectations and was perfect for our family of 4 (all grown individuals) and our dog. We had the pleasure of running into Margaret and her family and that was a complete validation of the quality of our fantastic experience. Thank you!
Superhost

Apartment in East End

4.73 out of 5 average rating, 122 reviews

Portland's Munjoy Hill

NatalieRating, 5 stars1 month ago
Everything was quiet and peaceful during this stay. I think there were downstairs neighbors in the building that were quiet and respectful. For 4 adults, this space was spacious, clean and comfortable.
Guest favorite

Apartment in Portland

4.85 out of 5 average rating, 481 reviews

Cozy, Private Apartment

Mitch and RachelRating, 5 stars3 months ago
Cozy, clean, and super close to downtown. Great location. Overall great place to stay! Would recommend.
Superhost

Apartment in Portland

4.86 out of 5 average rating, 853 reviews

Bright, Fun & Spacious Apartment on Back Cove

DenaRating, 5 stars3 months ago
We felt instantly at home at Ian’s place. It’s inviting and warm and decor is just the right amount of funky and cool. It was comfortable for four people. It makes a great home base for Portland.
Guest favorite

Apartment in Portland

4.89 out of 5 average rating, 102 reviews

Portland Back Cove Hideaway-1 BR- With Patio

KristinRating, 5 stars1 month ago
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!
Guest favorite

Apartment in Kennebunk

4.99 out of 5 average rating, 107 reviews

Sunny, cozy 1 BR apartment

PatriciaRating, 5 stars1 month ago
We enjoyed our stay at Rick’s place. It was very clean, comfortable and cozy, with plenty of room for us to spread out. Close to area attractions and restaurants as well. We would definitely go back.
Guest favorite

Apartment in East End

4.97 out of 5 average rating, 449 reviews

Bright and cozy Munjoy Hill neighborhood apartment

LauraRating, 5 stars1 month ago
Such a perfect location! We were able to visit many fun places in Portland. I really appreciate how dog friendly it was!

Kid-friendly condo rentals

Guest favorite

Condo in York

4.93 out of 5 average rating, 15 reviews

Cozy One bedroom condo near the beach with pool.

LaurenRating, 5 stars5 months ago
Kristin's cottage is a light filled cottage that is updated, clean and super comfy. I loved the location and how quiet it was as well. The addition of a pool was also such a nice to have. I will definitely be booking again soon. Can't wait to make this my every summer vacation spot!
Guest favorite

Condo in Wells

4.93 out of 5 average rating, 27 reviews

Family Friendly Condo | Nautical Mile Resort #111

LindaRating, 5 stars1 month ago
I had been staying here for 2 weeks and extended for another week. Again, just a great stay with very communicative hosts.
Guest favorite

Condo in Old Orchard Beach

4.9 out of 5 average rating, 406 reviews

Luxury Beach Front Condo! Prime Location!

SharonRating, 5 stars1 week ago
The condo was what we expected, clean, well-appointed, on the beach with exquisite sunrise views. Although it was winter, it was easy to get down to the beach for daily walks. The condo was exactly as pictured and Sameer was a very responsive host. It was just what we were looking for.
Guest favorite

Condo in Wells

4.91 out of 5 average rating, 89 reviews

Starfish Condo Wells Beach

GenevieveRating, 5 stars2 months ago
Daniele was very clear about rules, expectations and was very responsive to our questions when we had them. The place was actually bigger than it seemed in the pictures, we enjoyed our stay very much.
Superhost

Condo in Wells

4.77 out of 5 average rating, 123 reviews

Generic Two Bedroom - Stair access only

DannyRating, 5 stars4 weeks ago
Host was very easy to communicate with. Unit is big and comfortable, pool and spa were amazing, kids loved it, can't wait to return!
Guest favorite

Condo in Conway

4.96 out of 5 average rating, 110 reviews

Cozy, clean, 2nd floor condo in Conway, NH!

RachelRating, 5 stars1 month ago
A beautiful condo, just 20 minutes away from the heart of North Conway. Everything was in pristine condition and it is always amazing to have a kitchen at our fingertips. Beautiful views of the woods out back. Would definitely recommend to those coming to visit the North Conway, New Hampshire area and surroundings!!!!
Guest favorite

Condo in Newry

4.9 out of 5 average rating, 105 reviews

Slopeside Sunday River Condo Fall Line North 202

GaryRating, 5 stars4 days ago
The condo was easy to find when we parked where she suggested. Since you can’t bring skis inside use the locker provided on the first floor. Key is on the fridge. Very clean condo. Nice place. Getting back to the condo via the trails was easy once I learned the trails. Escapade dumps you a few hundred yards uphill from the condo, that trail is easy to link to from any peak except maybe White Cap. (Maybe you can?). I’d rent this place again!
Guest favorite

Condo in Conway

4.92 out of 5 average rating, 120 reviews

Cozy Family Retreat with Saco River Access

SathyaRating, 5 stars4 months ago
Amazing stay. what a host. Pretty good at responsiveness. Will be recommending to all my friends and the fellow readers of this post. you will not regret choosing this place. Thank you

Quick stats about vacation rentals that are kid-friendly in Freeport

  • Total rentals

    40 properties

  • Nightly prices starting at

    $120 before taxes and fees

  • Total number of reviews

    2.7K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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