Family-friendly holiday rentals in Scarborough

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.

Scarborough Coastal Retreat. 1 mile to beaches!

Updated unit! A spacious and quiet apartment in the Spurwink river area of Scarborough. Set on over 4 acres of farmland, this lush property is conveniently located within minutes to multiple beaches, farms, trail systems and restaurants. Enjoy the privacy and scenery of the Scarborough Marsh! Perfect for a weekend family getaway, or a longer stay for travel nurses or business. -Multiple beaches are 1 - 1.5 miles away -Old Port: 15 minute drive -Portland Jetport/bus station: 15 minute drive

Higgins Beach *New* Beach Home & Private Offices

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

Maine Escape | 9mi Portland • 6mi to Beach

This unique cottage has a style all its own. Discover modern comfort in our brand-new suburban tiny home located in The Downs in Scarborough, ME! This stylish space offers all-new amenities and a cozy atmosphere. Ideal for solo travelers or couples, but can accommodate up to four guests. Enjoy a private escape while being ~9 miles from Portland and ~6 miles from the beach. Experience efficient living without compromising on luxury. Book now for a fresh, contemporary getaway!

Updated Studio Across From Beach!

Modern, newly renovated (2016) beach cottage with a funky industrial vibe. Located across the street from the beach, just about a 2 minute walk to reach the sand. Quick drive (15 miles) to Portland and walk or bike to Old Orchard Beach. Our unit is located across the street from the beach, making it the ideal location for your next beach vacation! Located 2 doors away from the local market and deli, grab a sandwich and head to the quiet local stretch of Pine Point beach.

Completely Private Guest Suite Near Higgins Beach

Completely private, newly renovated, sparkling clean, bright, stunning guest suite is waiting just for you! Located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, your private entrance is just steps away from your parked car. The guest suite is completely private including a private entrance, front porch, bedroom and bathroom. Old meets new in our charming antique house with modern design and decor. Our location is perfect for your Maine vacation!

Cozy condo by the beach!

Cozy condo across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area is the only sleeping space. Efficient kitchen area with fridge, stove, and microwave for preparing small meals. Wifi and TV equipped with a streaming device. Perfect place for one or two people who will spend most of their time enjoying our local trails, beaches, and restaurants before returning to this comfortable and quiet space.

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!

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.

Adorable Beach House Across the Street From Beach!

Time for a beach vacation! Cozy home right across the street from Pine Point! Stroll the seven miles of quiet, sandy, residential beach, or bring your bike for a quick ride to the Pier at Old Orchard Beach. Located within a block are several restaurants and a gift shop. Just 20 minutes drive to the heart of Portland, you won't want to miss the local breweries and shopping in Old Port. Kayak rental nearby. Be sure to check out our other listings!

Comfy condo with loft by the beach!

Comfy condo with lofted bed across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area, efficient kitchen area with fridge and convection microwave for preparing snacks and small meals. Wifi and TV equipped with a streaming device. Perfect for one or two people comfortable sharing an intimate space after returning from a day exploring our local trails, beaches, and restaurants.

Pine Point Beach Getaway - Steps From the Beach!

Welcome to your quintessential New England beach retreat! This charming beach house offers classic coastal vibes with modern comforts. Nestled just steps away from the picturesque Pine Point Beach, you'll find yourself immersed in the beauty of a seven-mile stretch of pristine coastline. Indulge in the breathtaking views of epic sunrises by the shore and tranquil sunsets over the marshlands.