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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Guest favourite
Cabin in Old Orchard Beach
4.81 out of 5 average rating, 245 reviews

Alluring 1 Bedroom cabin just 50ft from beach no.6

Come to relax, or be as busy as you choose and enjoy seven uninterrupted miles of sandy beaches. Nestled in a restful pine grove just a 30 second walk from Maine’s finest beach. 0.75 mile walk to the hustly & bustle of downtown Old Orchard Beach, our Cottage is situated in the peaceful residential pocket of Ocean Park - South Old Orchard Beach. Step out of your cottage and walk just a few steps until your feet hit the flat, golden sand & take in the beautiful Atlantic ocean. Do not miss sunrise!

Top guest favourite
A beautifully crafted treehouse is illuminated at night, highlighting its wooden exterior and spiral staircase. Soft lights strung in the surrounding trees create a warm ambiance, inviting serenity and connection with nature.
Treehouse in Sanford
4.95 out of 5 average rating, 232 reviews

Luxury Year-round Treehouse with private hot tub

Cliff House 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
A vintage Skee-Ball machine is positioned along a polished wooden floor. Brightly colored graphics and a scoreboard provide a nostalgic feel. Natural light filters through nearby windows, enhancing the space's inviting atmosphere.
Home in Old Orchard Beach
4.94 out of 5 average rating, 177 reviews

Modern Retro Fun 5min Walk to Iconic Maine Beach

Experience Maine. Old Orchard Beach has been an iconic oceanfront destination for 125 years offering 7 miles of sandy beach, boardwalk, waterfront dining, and America's only oceanfront amusement park. Our luxury cottage is privately located on a quiet street yet a 5 min walk to sand and 15 min walk to fun. Hunt for shells, ride the Sea Viper, nab a lobster roll, and relax. 25min drive to foodie Portland (#4 in USA), with historic lighthouses, cobblestone markets, Old Port, and artist culture.

Top guest favourite
A modern beach house is positioned along a serene shoreline, featuring large windows that reflect the colorful sunset. The exterior showcases a blend of natural materials and white accents, with a deck that offers expansive ocean views. Rocky shores frame the property, enhancing the coastal setting.
Home in Saco
5 out of 5 average rating, 217 reviews

Oceanfront w/ Stunning views and Private Deck☀️🏖

Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

Guest favourite
Home in Old Orchard Beach
4.95 out of 5 average rating, 134 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.

Top guest favourite
A three-story blue house showcases multiple gabled roofs and a welcoming front porch. The porch is lined with planters filled with flowers, while neatly trimmed shrubs frame the entrance. Large windows allow ample natural light, contributing to the charming curb appeal.
Home in Old Orchard Beach
4.99 out of 5 average rating, 260 reviews

Walk to Beach from Spacious 1920 Home

Welcome to our newly renovated beach home just a 2 minute walk to the pier! Enjoy our large (~3000sqft), open-concept 4 bed, 3 bath, with 2 spacious kitchens, 2x washer/dryer rooms, 2x dishwasher, & off street parking. Each bedroom has memory foam queen mattress, 2 couches with full size memory foam pull out and 1 with queen pull out, this place comfortably sleeps 12. Includes access to Netflix, Hulu, Disney plus & high-speed internet although we recommend relaxing on the beach.

Top guest favourite
The spacious living area features wooden walls and a high ceiling, with a loft area visible above. Comfortable seating is provided by two sofas, and a simple coffee table sits in front. A dining table is located in the background, and a tasteful wall decoration is displayed.
Guest suite in Scarborough
4.96 out of 5 average rating, 136 reviews

Farmhouse By The Sea

This 1 bedroom + loft private apartment is located in one of the most desirable areas of Scarborough, only minutes away from several beaches and lighthouses! Guests will enjoy private parking, a private entrance, a full kitchen, separate bedroom with a queen bed, a loft with a queen and a single bed, in-unit washer and dryer, and complimentary wifi. A close drive to downtown Portland's nightlife and food scene- get the best of nature and city life with this location!

Top guest favourite
The Birch Ledge Guest House is a two-story structure nestled among trees, featuring a rustic exterior with a metal roof. A small patio with two chairs is positioned at the entrance, and a staircase leads to the loft area. Lush greenery surrounds the home.
Home in Hollis
4.99 out of 5 average rating, 472 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

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
A comfortable living area is highlighted by a gray sofa adorned with patterned cushions. A coffee table sits in front, complemented by a rustic wooden TV stand featuring decorative plants. Natural light enters through multiple windows, accentuating the open beams of the ceiling.
Cottage in Old Orchard Beach
4.92 out of 5 average rating, 316 reviews

#5 Salt Bay Cottage

3 night Min. stay 6/1 to Labor Day. Cottage #5 is a 2 bedroom historic cottage with soothing beach colors and is well appointed with comfortable furnishings. Completely updated Cottage with a fully stocked kitchen with pots and pans for those times when you may just want to stay in. The cottage also has a private back deck with a gas grill. A short walk to the 7 mile stretch of beach and Atlantic waves. Yes, pets are allowed.

Top guest favourite
A charming ranch home built in 2019 is shown from the exterior, featuring a light grey siding and a symmetrical window design. A welcoming front deck with white railings is visible, accompanied by seating arrangements and landscaping with grasses flanking the entrance.
Home in Saco
4.95 out of 5 average rating, 106 reviews

Newer single story beach home

Stay at an upscale ranch home built in 2019 located steps away from beautiful Kinney Shores Beach in Saco Bay. Enjoy beach walks and finish the day eating at one of the premier local restaurants. Explore on foot the inland hiking trails of Ferry Beach State Park, or bike on the Eastern Trail. Easy access to Old Orchard Beach and the quaint town of Saco. Short commute to University of New England or north to Portland.

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.
Flat in Old Orchard Beach
4.95 out of 5 average rating, 174 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.

Popular amenities for Old Orchard Beach family-friendly rentals

When is the best time to visit Old Orchard Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$288 SGD$288 SGD$300 SGD$321 SGD$358 SGD$417 SGD$513 SGD$512 SGD$378 SGD$349 SGD$321 SGD$331 SGD
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Quick stats about holiday rentals that are family-friendly in Old Orchard Beach

  • Total holiday rentals

    Explore 730 holiday rentals in Old Orchard Beach

  • Nightly prices starting at

    Old Orchard Beach holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 24,160 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wifi availability

    730 of Old Orchard Beach holiday rentals include wifi 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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