Family-friendly holiday rentals in Scarborough

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.

4.92 out of 5 average rating, 184 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.

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A bright living area features a comfortable gray sectional sofa and a cozy armchair, inviting relaxation. Colorful artwork adorns the walls, and a soft area rug lies beneath. Natural light streams in, highlighting the warm wooden floors and decorative plants placed around the space.

4.82 out of 5 average rating, 173 reviews

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

Indoor spacesKitchenHiking

The property's exterior showcases a turn-of-the-century house with a green trim and large front porch. Adjoining garden beds reveal emerging spring flowers. Comfortable outdoor seating is arranged in the yard, providing a welcoming space to relax among the natural surroundings.

4.93 out of 5 average rating, 124 reviews

Tall Pines -Quintessential Maine Beach House

We, Tom and Judy, welcome you to join us at our quintessential Maine turn-of-the-century “beach house.” Tall Pines is a few minute walk down a public way to spectacular ocean views and the incredibly soft sands of aptly named Grand Beach. Nestled on a wooded five-acre lot, this very special Pine Point, Maine property has been loved and enjoyed by our family and friends since 1929. The main house affords an opportunity for you and family or friends to enjoy the ambiance of a time-gone-by.

FamilyIndoor spacesDecor

4.95 out of 5 average rating, 155 reviews

OOB Oasis: 6BR 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, new hot tub and sparkling in-ground pool; perfect for summer fun, fall gatherings, or relaxing after a day at the beach.

Indoor spacesKitchenAir conditioning

5.0 out of 5 average rating, 115 reviews

An open living area is highlighted by large windows that frame scenic views of the marsh. A modern gas fireplace serves as a focal point, while a light-colored sofa and a small table with a plant create a welcoming ambiance. Bar seating for four extends to the kitchen.

Home in Higgins Beach

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.

Indoor spacesKitchenBiking

A cozy living area is presented with a striped rug covering the floor. A comfortable blue sofa is paired with a small wooden table and two chairs. Natural light filters through the window, complemented by decorative wall art featuring a ship.

4.85 out of 5 average rating, 107 reviews

Cute apt. close to the beach!

This cozy apartment is located across the street from 7 miles of pristine beach. Everything you need is within walking distance. Come kick back and enjoy. Easily located close to Old Orchard beach (take the trolley it's right outside your door) Come back to the serene vibe of Pine Point. Better yet enjoy a walk to the Bait Shed for a lobster Roll and beer on the beach. Portland Jetport 20 min Eastern Trail 4 Minutes Ferry Beach State Park 12 Min Old Port in Portland 24 Min

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Guest suite in Scarborough

A serene bedroom is illuminated by natural light from two windows. A spacious bed is adorned with a textured blanket and positioned against a pale wall. Decorative art and a chandelier add charm, while a plush rug complements the warm color palette.

4.94 out of 5 average rating, 205 reviews

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!

Indoor spacesFamilyQuiet

Guest suite in Scarborough

4.96 out of 5 average rating, 142 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!

FamilyIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 130 reviews

The modern tiny home features a sleek exterior with horizontal siding and a dark roof. Two chairs are positioned on the covered entryway, accompanied by a small table adorned with a pot of flowers. Lush green grass surrounds the home, complemented by a newly paved pathway.

Tiny home in Scarborough

Cozy Tiny Cottage • 9mi Portland • 6mi Beach

Escape the everyday in this charming, brand-new tiny cottage in Scarborough, Maine. The Greenhouse proves you don’t need a lot of square footage to live in style — just the right details. Wake up in a king bed, cook in a fully stocked kitchen, and unwind by the electric fireplace. When evening falls, string lights set the perfect mood for a quiet Maine night. Portland’s restaurants and breweries are 9 miles away. The beach is 6. Come home whenever you’re ready.

FamilyIndoor spacesCondition

4.89 out of 5 average rating, 251 reviews

An aerial view captures a coastal neighborhood with sandy beach access visible in the foreground. Buildings are spread out, showcasing residential homes and their proximity to the shoreline. The sun reflects off the water, creating a serene atmosphere under a partly cloudy sky.

Home in Scarborough

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!

KitchenIndoor spacesAccuracy

Superhost

A cozy living space features a daybed adorned with decorative pillows and a contrasting gray cover. A small table sits at the center of the room, accompanied by a lightweight chair. Natural light illuminates the area, enhancing the relaxed atmosphere.

4.9 out of 5 average rating, 277 reviews

Comfy, cozy family beach rental!!

Welcome to your own private beach nest! A cozy, clean, beach retreat with a cottage feel! You have all of the essentials to eat, sleep, beach and explore the great coast of Maine. Plenty to do and see here at the heart of Morgan's Corners a mere 500 feet from Pine Point beach. Spend your time relaxing and rejuvenating in our cozy place! Bird watch in the marsh sanctuary, enjoy lobsters on the dock or soak up the sun on beautiful Pine Point beach!

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Cottage in Cape Elizabeth

4.86 out of 5 average rating, 161 reviews

Beach, Parks, Trails, Tranquil, Quiet, Peaceful

The Kettle Cove neighborhood is beautiful, relaxing, safe, quiet. Kettle Cove and Crescent beaches are a stroll away. We live in a 200 year-old farmhouse, and we love to host guests at our guesthouse, which is separate and private. The wide lawn, fire-pit, and BBQ are open for our guests. We are quiet, friendly, inviting, and respectful of our guests' space and privacy. ***WEEKEND STAY WE REQUIRED FRIDAY/SATURDAY/SUNDAY NIGHTS***

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Popular amenities for Scarborough family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Scarborough

A modern kitchen is presented with light green cabinetry and a dark countertop. A wooden table with stools is set for dining, adorned with decorative elements. Stainless steel appliances, including a refrigerator and stove, are visible. Natural light enters through a nearby window, enhancing the vibrant space.

4.87 out of 5 average rating, 179 reviews

Moose Creek Lodge & Cabin

Indoor spacesFamilyLaundry

4.88 out of 5 average rating, 116 reviews

The large, historical home features a spacious outdoor deck adorned with string lights, creating a soft glow during twilight. The manicured lawn is visible in the foreground, while the house showcases a combination of large windows, highlighting the inviting interior ambiance.

Home in Falmouth

Large Historic 7 Bedroom home with Pool & Hot Tub

Indoor spacesFamilyAccess

4.97 out of 5 average rating, 244 reviews

The cabin is illuminated warmly at dusk, featuring a hot tub in the backyard. Outdoor seating arrangements with four chairs are positioned around a fire pit, set against a backdrop of trees, creating a serene and inviting atmosphere.

Cabin in Kennebunk

HotTub/5min to K-port, Pet friendly, @anchorunwind

KitchenFamilyHiking

4.91 out of 5 average rating, 129 reviews

A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.

Earthen home in Sanford

Luxury Year-round Hobbit House w/ private hot tub

KitchenIndoor spacesLocation

4.93 out of 5 average rating, 140 reviews

A cozy kitchen area features a gray countertop and green cabinetry. Three barstools are positioned at the counter. Lush plants adorn the sloping ceiling, accompanied by a small dining table and vibrant flower arrangements. A comfortable seating area with decorative pillows completes the space.

Apartment in Saco

Welcome to our BoHo Treehouse! Beaches/Portland

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Superhost

A patio area features white Adirondack chairs facing a scenic view of the water. Colorful flowers in various pots add vibrancy to the space, while an American flag gently flutters in the breeze. The tranquil waterway is visible beyond the floral arrangement.

Guest suite in South Portland

4.99 out of 5 average rating, 903 reviews

Oceanfront with amazing views and private entrance

FamilyIndoor spacesWi-Fi

4.9 out of 5 average rating, 327 reviews

A charming coastal home is showcased with light-colored siding and a bright blue front door. Surrounding greenery includes tall trees and manicured shrubs. The property is set back from a grassy area, adding to its inviting curb appeal.

Home in Falmouth

Amazing Bay View Home with Hot Tub

Indoor spacesKitchenCheck-in

4.99 out of 5 average rating, 132 reviews

The lodge-style home stands amid tall trees, showcasing a modern dark exterior. A gravel driveway leads to the house, which features a welcoming front entrance. The surrounding landscape is dotted with seasonal foliage, providing a serene setting.

Home in Standish

Beautiful Home w-Hot Tub & Pond access

Indoor spacesKitchenHospitality

Family- and pet-friendly home rentals

Apartment in Cape Elizabeth

A panoramic view of lush green land, featuring an array of colorful flowers. The coastline is visible in the distance, with water reflecting the clear blue sky. A shaded area with trees complements the vibrant plants, creating a serene outdoor environment.

4.99 out of 5 average rating, 134 reviews

Crescent Beach Gardens

KitchenFamilyAir conditioning

Apartment in Old Orchard Beach

A cozy bedroom features a spacious bed with a floral quilt and decorative pillows. Natural light filters through curtains adorned with floral patterns, enhancing the inviting atmosphere. A bedside table and a wooden dresser are present, contributing to the room's functionality.

4.94 out of 5 average rating, 224 reviews

The Upstairs Moose

FamilyIndoor spacesBiking

The kitchen features modern white cabinetry, complemented by stainless steel appliances including a dishwasher and microwave. A light wooden countertop provides a spacious cooking area, while natural light pours in through the nearby window, illuminating the clean and sleek design.

4.8 out of 5 average rating, 182 reviews

Pine Point | FAST Wi-Fi |Office area |Pets welcome

Indoor spacesKitchenParks

4.97 out of 5 average rating, 140 reviews

A modern kitchen is equipped with a stainless-steel microwave and stove beneath a stylish backsplash. The countertop features a sink and invites meal preparation. A comfortable nook with a raised twin bed can be seen in the background, surrounded by decorative plants.

Guest suite in Freeport

Studio Apartment in Freeport

Indoor spacesKitchenHiking

Cottage in Old Orchard Beach

A spacious living room features two comfortable sofas, a wooden coffee table, and an area rug. Natural light is allowed in through multiple windows, and a sliding barn door leads to the adjoining room with bunk beds. A decorative plant adds a touch of greenery.

4.86 out of 5 average rating, 164 reviews

The Summit Cottage

Indoor spacesKitchenDecor

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.

4.99 out of 5 average rating, 263 reviews

Walk to Beach from Spacious 1920 Home

Indoor spacesKitchenHospitality

Apartment in Cape Elizabeth

A cozy living and dining area features comfortable seating, including a pair of light-colored armchairs and a round dining table. Soft lighting illuminates the space, and decorative accents, such as art and plants, create a welcoming atmosphere.

4.91 out of 5 average rating, 693 reviews

Portland + Cape Elizabeth + Beaches + luxurious!

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4.95 out of 5 average rating, 107 reviews

An aerial view displays a colonial home surrounded by vibrant autumn foliage, set on an expansive lawn. The nearby Kennebunk River curves through the landscape, bordered by trees. The property includes a serene setting with open spaces and distant houses visible among the greenery.

Home in Arundel

Classic, calm river view & centrally located home

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Family-friendly home rentals with a pool

5.0 out of 5 average rating, 113 reviews

A spacious suite is showcased with large windows allowing natural light. A comfortable couch faces a marble-topped coffee table, and a custom-built king bed is nestled against a natural pine headboard. The decor reflects minimalism, offering a peaceful setting for relaxation.

Apartment in Portland

Luxury Retreat In Back Cove | 10 Min to Downtown

FamilyKitchenPool

5.0 out of 5 average rating, 103 reviews

A heated pool is set within a stone patio, surrounded by lush greenery. Two lounge chairs are positioned nearby, while modern heating units stand along the patio's edge. The pool's clear water reflects the surrounding area, offering a serene outdoor retreat.

Home in Ogunquit

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

Indoor spacesFamilyBackyard

4.95 out of 5 average rating, 700 reviews

The spacious loft is highlighted by 16-foot ceilings and multiple skylights. A queen bed is positioned near a cozy seating area, complemented by a wooden dining table. Eye-catching artwork adorns the walls, and natural light fills the room through large windows.

Loft in Falmouth

Loft Apartment on Tree-Lined Street in Falmouth

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Superhost

A serene community pool is surrounded by a spacious deck with lounge chairs for relaxation. Tall trees in the background provide a natural setting, while neighboring homes are visible, enhancing the sense of community.

4.96 out of 5 average rating, 122 reviews

Faith Lane with community pool

KitchenFamilyLaundry

4.93 out of 5 average rating, 144 reviews

The outdoor area features a circular pool surrounded by reclining lounge chairs with blue and white stripes. A stone patio is adorned with a wooden table and chairs, while lush greenery and flowering shrubs frame the scene under a clear blue sky.

Guest suite in Portland

Resort-like 2 bed/1 bath - seasonal pool/hot tub

KitchenIndoor spacesBiking

4.91 out of 5 average rating, 116 reviews

Condo in Wells

Starfish Condo Wells Beach

Indoor spacesFamilyNearby

4.97 out of 5 average rating, 517 reviews

Apartment in Portland

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool

KitchenFamilyLayout