Kid-friendly holiday rentals in Freeport

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Freeport

Guests agree: These kid-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Condo in Kennebunk

4.89 out of 5 average rating, 205 reviews

Over 1000 Five Star Reviews! Walk to Dock Square !

Free onsite parking for 1 car. Beautiful coastal décor and modern amenities makes this a perfect choice for your vacation. Walking distance to EVERYTHING! Dock Square is a 1 minutes walk. Music, Art and Fine Dining surrounds you. Lots of windows and a slider to the deck make this location bright and airy 2 private decks for your enjoyment, two bedrooms, 2 full bathrooms. Perfect for couples or families. Parking for one car in lot, added public park across s NO PARTIES Pets considered

Guest favourite

Home in Naples

4.95 out of 5 average rating, 104 reviews

Paradise in the Lakes Region

A spectacular, massive, state-of-the-art log cabin that's the perfect getaway for summer vacations (beaches, water-sports, cookouts, galore), fall gatherings (stunning scenery) & winter ski trips (only 25 minutes to Pleasant Mountain) with friends or family. With a chef's kitchen, two ovens, a large dining area, bedrooms for up to 12 (with two king beds), two living rooms, & tons of outdoor dining & relaxation space, there's no gathering this wonderful, warm, gorgeous home can't accommodate!

Superhost

Chalet in Woodstock

4.95 out of 5 average rating, 86 reviews

On Lake Christopher, Close to Sunday River

Cozy chalet right on Lake Christopher (aka Bryant Pond), 15 mins to Bethel, 20 mins to Sunday River, 12 mins to Mt Abram, 30 mins to Grafton Notch State Park, 1 hour 15 mins to Portland. Clear swimming water, surrounded by excellent hiking, skiing/snowboarding/XC skiing, hunting, fishing, rock climbing, kayaking, more! Kid friendly (we have toddler essentials), but not kid-proof (please use your parental discretion!) Kayaks/SUP board included with rental. July/Aug: Weekly Sat to Sat only.

Superhost

Home in Conway

4.84 out of 5 average rating, 352 reviews

Private In Village, HotTub, 1 bedroom, Fire Place

PLEASE DO NOT BOOK PEAK HOLIDAYS/WEEKENDS IN ADVANCE as we try to rent the entire house 1st. We book this listing as a 1 bedroom ONLY. Directly in the village! yet tucked away, private YARD, HOT TUB, fireplace, new furniture, cozy beds and & linens. WALK to restaurants, Saco River, Golf, Village Green, Rec Center, Whitaker Woods, scenic train station, coffee shops, stores, skating, Cranmore & nightlife. Enjoy Kayaking, skiing, adventure parks, skiing, story land, hiking, etc.

Guest favourite

Home in Conway

4.87 out of 5 average rating, 130 reviews

Hot tub with country setting, close to village.

Must bring Bathing & hot tub towels We will supply everything else. ALL Major 3 day holiday weekends is a min of 3 nights!! Now close to the new Mt Washington Recreation Path. Country setting, quiet, three bedroom home close to village. All major ski resorts are minutes away. Hiking paths as well as TAX FREE OUTLETS. Brand new hot tub and wood stove works, wood is mostly supplied Storyland and Santa's village is also minutes away. Great country feeling in a good location.

Guest favourite

Townhouse in Kennebunkport

4.94 out of 5 average rating, 167 reviews

Great get away spot,historic home in Kennebunkport

Located 1.8 mi-dock square, 2.6 mi- Colony Beach, .7 mi -Cape Arundel Golf Course. Plenty of onsite parking, beach pass provided for Kbunk Beaches, a large back yard for fun and relaxation. Just on the outside of town in a country setting. Comfortable setting for relaxation. This is a daily reservation from Oct.1st-June. I love to make sure my guests have as much fun as they can while they are visiting and will help out in anyway possible. No dogs of any kind are allowed

Top Guest favourite

Home in Greenwood

4.93 out of 5 average rating, 76 reviews

The Farmhouse at The Cross Farm

1910s farmhouse less than a mile from Mt. Abram main lodge, and 6 miles from Bethel and Sunday river. 3 private bedrooms sleep up to 6, with one full bath (with tub) on the first floor and a small half bath on the second floor. First floor laundry room. A back deck off of the kitchen has seating and a gas grill. Large full eat-in kitchen. Access to 80 acres (for walking and biking, but no motorized off-road vehicles are allowed), and approved pets are welcome!

Guest favourite

Cottage in Old Orchard Beach

4.95 out of 5 average rating, 210 reviews

#7 Family Cottage Minutes from the Beach

3 night Min. stay 6/1 to Labor Day. The Perfect 2 Bedroom Family Beach Cottage. Just a short walk to the pier and 7 miles of sandy beach, shopping and more. This cottage features a queen master bedroom and bunk beds in the second bedroom. Full size washer dryer and full size bathroom with tub and shower. Take advantage of the essentials stocked kitchen or grill outside on your private, fenced in patio. Heat and AC are included. Pets are welcome.

Guest favourite

Home in York

4.91 out of 5 average rating, 34 reviews

Happy Hours, a quaint and fun home with large yard

Your family will be within walking distance to everything when you stay in our home. There is a large grassy yard which has a play set and area for a bonfire. Screened in front porch and outdoor dining area. Entertainment room in the garage with tv, ping pong table and bar. Outdoor cold water shower. This is a kid friendly home with a packnplay, high chair, games and gates for stairs. Portable a/c in all bedrooms. Plenty of on-site parking.

Guest favourite

Home in Kennebunk

4.95 out of 5 average rating, 151 reviews

Quiet cozy cottage close to restaurants, beach

Winter-wonderland, close to skiing and a walk from great dining. In the summer, enjoy the quiet backyard or walk to the beach! No need to find parking, my place is 3/10 of a mile from downtown Kennebunkport and 7/10 of a mile to Gooch's Beach. You will love my place because of the kitchen, the coziness, and the location. My place is good for couples. It has a tempurpedic king-sized bed and a queen sized pull out bed in the living room.

Guest favourite

Home in Kennebunk

4.91 out of 5 average rating, 111 reviews

A Great Space in a Great Place

This Lindal Cedar Home overlooks the tidal marsh. Walking distance to beach and Kennebunkport. Second story duplex with master bedroom loft. Complete kitchen. Children's play park, pitch and putt golf, kayak and bike rentals, bakery, restaurants, market, antiquing, whale watching, Shipyard brewery and retail shopping; all within walking distance. Owners on site.

Guest favourite

Home in Madison

4.96 out of 5 average rating, 24 reviews

Brand new Mountain Side Family Retreat

Newly constructed (2023) Family Mountain Retreat with amazing mountain or woodland views everywhere you look. You’ll have access to the KPAA area beach and boat launch with all the fall and summer fun of Purity Lake and the nearby North Conway. Great restaurants and several kids’ playgrounds are less than five minutes away.