Kid-friendly holiday rentals in Southport

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Southport

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

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Guest favourite

Holiday home in Scarborough

5 out of 5 average rating, 41 reviews

Pine Point Beach House; Kid, Dog & EV Friendly

Come visit Pine Point! This beach house is steps away from the ocean for swimming, a marsh for kayaking, and many seasonal restaurants. It is an ideal vacation location; set up well for multiple families with a separate "kid zone" complete with beds, tv and games. Dogs will also want to tag along to enjoy the fenced in yard and morning beach walks. Short trolley to Old Orchard Beach and a 20 minute drive to Portland’s airport, restaurants, and breweries. Fully stocked kitchen & outdoor shower.

Guest favourite

Cabin in Old Orchard Beach

4.91 out of 5 average rating, 165 reviews

Spacious 2 bedroom cabin, 50ft from the beach no.8

This spacious, charming cottage features two bedrooms. One bedroom has a queen bed and one has two bunk beds, for a total of 6 people maximum. The open kitchen, dining, living room area has cathedral ceilings. The bathroom offers his & her sinks, shower and whirlpool tub. Relax with the whole family at this peaceful place to stay. Fully equipped efficiency kitchenettes, with dishes, utensils, paper towels, and coffee provided Individually controlled heat & air conditioning All linens provided

Guest favourite

Guest house in Belfast

4.98 out of 5 average rating, 51 reviews

Adorable cottage 5 minute walk from downtown

Newly custom renovated 1 BR, 2 floor cottage 5 minute walk from downtown, 2 minutes from farmers market & bay. Each floor has a balcony for AM coffee/evening drinks. Loft style master BR connecting bathroom, first floor kitchen/living room combo - full (compact) kitchen - Custom woodwork, great design. Bathroom accessible from 2nd Fl BR. (The couch was recently replaced it’s not the one pictured (it’s actually much more comfortable) Crib available upon request No pets No smoking

Guest favourite

Townhouse in Westbrook

4.96 out of 5 average rating, 89 reviews

Kid/pet friendly 3 bd Great location w/ full crib!

Great central location- 10-30 minutes from Portland, lakes/beaches, OOB, Old Port & Freeport >Short walk to Main St./downtown or less then 5 min. drive to grocers, pizza joints, sports pubs, breweries, coffee shops, the river walk, city park fields, dog park etc. - all that you could want! * KID/PET FRIENDLY - gated back deck, baby gates, full crib, pack n play, high chair & other baby items available (upon request) :: PLEASE NOTE bathroom on 1st floor & all bedrooms are upstairs

Superhost

Townhouse in Old Orchard Beach

4.89 out of 5 average rating, 9 reviews

Unit 3 Getaway - Perfect for Families!

Unit 3 **Have a large group ask us about renting all 3 units sleeps 22** This 2 bedroom, 2 bath unit has been completely renovated. Only steps to the beach, this basement unit is literally just one block away from public beach access, and will sleep up to 6 people. Off-street parking, private picnic area and large gas BBQ grill. You will need to bring your own sheets, pillow cases and towels. Check in Saturday after 3PM, check out the following Saturday by 10AM.

Superhost

Flat in Portland

4.89 out of 5 average rating, 101 reviews

Portland Back Cove Hideaway-1 BR- With Patio

Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take a short drive to the center of the city, or enjoy the waterfront walking and biking trail which loops around the cove. Dine at Tipo or Woodford F&B, two neighborhood favorites. Come home to this newly renovated space and relax on the patio! Our space can accommodate four guests. Great for a family, or close friends! We look forward to hosting you!

Guest favourite

Cottage in Old Orchard Beach

4.95 out of 5 average rating, 193 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 Old Orchard Beach

4.86 out of 5 average rating, 14 reviews

Peaceful Sun and Fun Cabin-B

Your well needed relaxing and peaceful getaway awaits in this newly renovated cabin centrally located on a quiet safe street with short walk to the beach, restaurants, and Pier and amusements. This newly renovated 1-bedroom cozy cabin is perfect for a those looking to spend a peaceful and lovely time near the white sand in Old Orchard Beach. There is a hiking trail and biking trail beginning at the end of our street.

Guest favourite

Home in Kennebunkport

4.91 out of 5 average rating, 209 reviews

Unique Home w/ Pizza Oven, Minutes from the Beach

Enjoy a relaxing and cozy stay in a beautiful Maine family-home just minutes from Goose Rocks Beach. The house sits at the end of a long dirt driveway in an incredibly quiet location. It’s hard to believe a home with this much privacy is just 3/4 of a mile from serene Goose Rocks Beach! The space is perfect for a romantic getaway, families with kids, large groups and of course, your four-legged friends.

Guest favourite

Cabin in Raymond

4.97 out of 5 average rating, 179 reviews

Idyllic Winter Lakeside Cabin

Situated on a beautiful lake with 350 feet of private shoreline the cabin is ideal for family gatherings or a small group of friends, it is not available for parties and events. A seven day minimum stay is required for summer months. Cozy up with board games, a book and enjoy the tranquility. We have firewood on the property for you to use. The docks are not in the water from October to April.

Superhost

Cottage in Windham

4.82 out of 5 average rating, 11 reviews

Rose Cottage Inn

Property Description A Charming Retreat Nestled in a peaceful, friendly neighborhood. Dirt road, camp feel but within short walking distance to town. Great spot to relax and play. Perfect rental for a small family to enjoy. An authentic Maine cottage. The Cottage is currently decorated for Christmas.