Family-friendly holiday rentals in Old Orchard Beach

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Top-rated family-friendly rentals in Old Orchard Beach

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

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Top Guest favourite
The exterior of a modern oceanfront home is captured, showcasing a two-story structure with light gray siding and a charming front entrance. Lush landscaping and a paved driveway enhance the appeal. Panoramic views of the beach and ocean are visible in the background.
Home in Old Orchard Beach
4.92 out of 5 average rating, 170 reviews

Unique and Stunning Beachfront property Greygoose

Brand new hot tub open all year long Stunning inside out, this spectacular oceanfront property offers bold panoramic views of the Saco Bay! Imagine enjoying the morning sunrise from your private Master Bedroom deck or gathering with family and friends on the oceanfront deck or by the fire pit in the private patio courtyard. Fondly known as the ''GreyGoose'', this lovely home was extensively renovated in 2012 with impeccable attention to maximizing ocean views, and creating spacious living areas.

Guest favourite
Holiday home in Old Orchard Beach
4.71 out of 5 average rating, 220 reviews

Beautiful one bedroom cabin only 50 ft from beach4

This beautiful cabin features a queen bed in the bedroom, a double futon in the living room & can accommodate up to 4 people. The cottage includes a fully equipped kitchenette with microwave, mini-fridge, coffee maker, toaster & dining area. Smart TV, WIFI. AC & Central heating. A private full bath with tub/shower combo included at this unique and tranquil getaway. Enjoy the privacy of your own seaside cottage close to the beach! BBQ grills and picnic tables with umbrellas dot the outdoor area.

Top Guest favourite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford
4.91 out of 5 average rating, 584 reviews

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Guest favourite
Home in Old Orchard Beach
4.94 out of 5 average rating, 179 reviews

The Boardwalk: Lux Vintage | 5 min Walk to Beach

Come feast your eyes on Grand Old Orchard Beach! For 125 years it’s lured seaside dreamers with 7 miles of soft sand, a bustling boardwalk, bully eats, and the only oceanfront amusement park in the land. Our swell luxury home rests quiet as a Sunday morn—just 5 min walk to the surf, and 15 min walk to the thrills. Shell huntin’, coaster ridin’, lobster rolls, and leisure galore. And only 25 minutes by motorcar—Portland awaits, a proper foodie town of cobblestone, lighthouses, markets, and art.

Top Guest favourite
A private deck is showcased with a large, colorful umbrella over a table and chairs. The ocean view is evident, with the shoreline visible in the distance. Nearby structures offer a glimpse of the surrounding area, enhancing the outdoor space's charm.
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 201 reviews

Beachside Penthouse Paradise on Old Orchard Beach

The views of Old Orchard Beach and beyond are spectacular from the private deck. And the beach is a just few steps from your door. This five room- 2 bedroom unit has everything you need. A short, easy walk to the Pier, Palace Playland and all the hubbub, yet just far enough away to enjoy the peace and quiet on beautiful, seaside Camp Comfort Ave. Head in the other direction for a short walk to Ocean Park. NOTE - Minimum age to rent is 25. Maximum number of guests is 4. Stairs are steep.

Guest favourite
Home in Old Orchard Beach
4.95 out of 5 average rating, 136 reviews

OOB Oasis: 5BR Home w/ Private Pool Near Beach

Welcome to our stunning home and your private oasis in Old Orchard Beach! Just 5 minutes from the ocean, this expansive custom-built home offers 3 suites (each with its own private bath), a gourmet kitchen with high-end appliances, a sprawling open floor plan, and ample parking for large groups. Step outside to enjoy a large fenced backyard, spacious deck with BBQ grill, and sparkling in-ground pool—perfect for summer fun, fall gatherings, or simply relaxing after a day at the beach.

Guest favourite
The living area features a light gray sofa adorned with decorative pillows, positioned in front of a wooden coffee table. A softly lit lamp and a small plant add a touch of warmth. Natural light streams in through the window, highlighting the neutral tones of the space.
Cottage in Old Orchard Beach
4.95 out of 5 average rating, 265 reviews

#7 Summit Family Cottage

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.

Top Guest favourite
The exterior of the guest suite features a two-story building with a yellow and gray facade. A welcoming porch is accentuated by white railings and planters filled with colorful flowers. The entrance is framed by large windows, and the surrounding area is landscaped with shrubs.
Guest suite in Old Orchard Beach
4.95 out of 5 average rating, 131 reviews

Old Orchard Beach Guest Suite

OOB Guest Suite is a remodeled space just 1 block from the downtown area. Walk to restaurants, shops, beach, arcade and amusement park. Free parking. Free wifi/Smart TV. Outdoor space with small deck with bistro table/chairs, new patio with picnic table and grill. Enjoy all that Old Orchard Beach has to offer! Summer reservations from June 29, 2024 through August 24, 2024, are required to be 7 nights, beginning and ending on Saturday.

Guest favourite
Condo in Old Orchard Beach
4.91 out of 5 average rating, 491 reviews

Luxury Beach Front Condo! Prime Location!

✨ Encourage reserving multiple nights to bring down the cost per night ✨ Minimum stay varies, typically 2 to 3 nights ✨ Much appreciated if guests book trips connected to other guest trips ✨ Unless the trip is within the next few weeks, please don't book a trip that leaves a single night open ✨ If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open. Just select different start date. ✨

Guest favourite
A spacious living area features a large sectional sofa with colorful decorative pillows. A throw pillow with the phrase 'together' is positioned on the couch. Natural light is filtered through multiple window shades, and a ceiling fan offers additional air circulation.
Apartment in Old Orchard Beach
4.95 out of 5 average rating, 175 reviews

Welcome to Old Orchard Beach

This ground floor 3 bedroom unit can accommodate up to 7-8 person, offer a private access to the unit. There will be 1 king bed, 1 queen, 1 full size bed and a pull out couch, full bath and a full kitchen (eat in kitchen). The place is about 4 minutes walking distance to the beach, about 6 minute walk to the train station, 8-10 minute to playland palace. A minute to a bus stop and one block to a convenient store.

Guest favourite
The exterior of a blue cottage is surrounded by tall trees, providing a natural setting. A well-maintained yard features a gravel driveway and a cozy outdoor seating area with chairs and a fire pit, inviting relaxation. The inviting entrance is accessible from the front steps.
Apartment in Old Orchard Beach
4.88 out of 5 average rating, 136 reviews

Seaside Cottage Unit under the Pines

Our Seaside Cottage Unit is located in quiet Ocean Park, Maine. We are a 5-minute walk to 7-Mile Sand Beach (OOB). ____________________________________ Kennebunkport (Prelude) - 12 miles South Portland - 15 miles North Portland International Jetport (PWM) - 15 miles Freeport (LL Bean) - 33 miles North Dune Grass 18-hole Public Golf - 2.5 miles Splashtown/Funtown - 4 miles AppleCinema IMAX Theatre - 4 miles

Guest favourite
A comfortable seating area features a fold-out couch with a light blue cover. Three framed botanical prints are arranged above the couch against a soft yellow wall, while a small lamp and a wooden dresser provide additional charm to the space.
Loft in Old Orchard Beach
4.91 out of 5 average rating, 164 reviews

Sunny studio apartment->100 yards to the beach

Sunny studio apartment in an owner occupied 2 family home. Great for an individual or a couple. A short walk to the beach (about 100 yards/5 min walk), Half way between Ocean Park and downtown OOB/the seasonal train station. Off Street parking and separate entrance at the back of the house. Centrally located to the Maine Turnpike, Jetport, UNE and other Southern Maine locations.

Popular amenities for Old Orchard Beach family-friendly rentals

When is the best time to visit Old Orchard Beach?

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Avg. price$313 AUD$313 AUD$326 AUD$348 AUD$388 AUD$452 AUD$557 AUD$555 AUD$410 AUD$378 AUD$348 AUD$359 AUD
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Quick stats about holiday rentals that are family-friendly in Old Orchard Beach

  • Total holiday rentals

    Explore 790 holiday rentals in Old Orchard Beach

  • Nightly prices starting at

    Old Orchard Beach holiday rentals start at $70 AUD per night before taxes and fees

  • Verified guest reviews

    Over 24,400 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 230 rentals that welcome pets

  • Holiday rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wi-Fi availability

    780 of Old Orchard Beach holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Orchard Beach rentals

  • 4.8 Average rating

    Old Orchard Beach stays are highly rated by guests—averaging 4.8 out of 5!

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