Family-friendly holiday rentals in Georgetown Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Georgetown Island

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

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Guest favourite
Cottage in Harpswell

Quaint & Peaceful Designer's Oceanfront Cottage

Coco Cottage is a peaceful, cliffside escape with stunning 180° views of Harpswell Sound. Located at the end of a private road, it’s perfect for a designer’s retreat or family getaway. Three bedrooms—two queens, plus a twin/office combo—make it ideal for remote work or rest. Relax fireside and watch a movie, dine on the patio, read on the dock, or explore the amazing trails, beaches, seafood and sunsets of Harpswell. Enjoy oceanfront tranquility just 15minutes from Bowdoin College and Brunswick.

FamilyKitchenComfort

4.86 out of 5 average rating, 242 reviews
Top Guest favourite
The image captures an aerial view of a serene landscape with lush green trees surrounding calm waters. The shoreline curves gently, leading to a private dock that extends into the water. A soft sunset glow reflects off the surface, creating a peaceful ambiance.
Home in Georgetown

Moss House: A Modern Waterfront Cabin in the Woods

Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Indoor spacesKitchenBathroom

4.99 out of 5 average rating, 144 reviews
Top Guest favourite
A waterfront view is captured from a deck, showcasing calm waters surrounded by a lush landscape of colorful trees. The bright blue sky reflects on the surface of the creek, while greenery provides a serene foreground.
Home in Bath

Waterfront Farmhouse with Modern Flair!

On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

Indoor spacesFamilyCondition

4.99 out of 5 average rating, 132 reviews
Top Guest favourite
Home in Boothbay Harbor

The Happy Harbor House! Walk to town!

The Happy Harbor House - your ultimate harbor retreat! Newly renovated in the coastal design style, located on one level, with all the modern amenities you could hope for. This 3 bedroom 2 bathroom house is an oasis for families, friends or couples looking for a fun & cheerful stay. Although not on the water, you'll be a 2 minute walk to the head of the harbor, Opera House & 3 waterfront restaurants. And a mere 5 minute walk to shops & waterfront attractions in charming Boothbay Harbor.

Indoor spacesFamilyOutdoor spaces

4.99 out of 5 average rating, 101 reviews
Top Guest favourite
Treehouse in Pownal

The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

KitchenIndoor spacesHospitality

4.99 out of 5 average rating, 198 reviews
Top Guest favourite
A cozy cabin is nestled within a forest, featuring a spacious covered porch and steps leading up to it. Seating is arranged around a fire pit in the foreground, with several black Adirondack chairs placed on a gravel surface, surrounded by lush greenery.
Cabin in Georgetown

Cozy log cabin on private pond, near Reid St Park!

Winter or summer, the Little River Retreat will help you step away from the world - but still be minutes from Reid State Park, Five Islands Lobster, the Georgetown General Store, and the rugged beauty of Midcoast Maine. This is our family camp, with our own books, games, and “vibe”. It is not a hotel, and some things may not be “industry standard”. We love the unique charm of this space and place, and many repeat guests do too. We hope you will treasure (and care for it) as we do!

KitchenFamilyGetting around

4.88 out of 5 average rating, 165 reviews
Guest favourite
The tree dwelling is elevated among sturdy trees, featuring a wraparound balcony surrounded by foliage. Large windows invite natural light, offering views of the lush surroundings. A rope bridge connects to another elevated structure, enhancing the unique treehouse experience.
Treehouse in Georgetown

Modern Treehouse w/Water Views+Cedar Hot Tub

Stay in our custom designed tree dwelling w/ wood-fired cedar hot tub up among the trees! This unique structure is perched atop a 21-acre wooded hill sloping to water views. Enjoy stunning views from the King size bed through a wall of windows. Located in a classic coastal Maine village w/ Reid State Park's miles of beaches + famed Five Islands Lobster Co. (See 2 other tree dwellings on our 21 acre property listed on AirBnb as "Tree Dwelling w/Water Views." See our reviews!).

Indoor spacesKitchenCheckout

4.98 out of 5 average rating, 468 reviews
Top Guest favourite
Cabin in Georgetown

Near Beach+Cedar Sauna+Outdoor Shower+Pond+FirePit

Unwind at your own studio cabin with forest views, private sauna & pond! * New Private Cedar & Glass Barrel Sauna * Minutes to Reid State Park Beach & 5 Island🦞 * Fire Pit * Outdoor Shower * Rain Shower & Heated Bathroom Floor * AC/Heat * TV & Record Player w/Vinyl * Fast Wifi *Spruce Studio is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart & separated by a privacy screen and natural landscaping.

FamilyIndoor spacesBathroom

5.0 out of 5 average rating, 214 reviews
Top Guest favourite
The rocky coast is lined with spruce trees, showcasing natural contours along the shoreline. Calm blue waters gently lap against the rocks, while a clear sky enhances the scenic view. A few homes are nestled among the trees, blending harmoniously with the coastal landscape.
Home in Georgetown

Perched atop the Coast of the Atlantic Ocean

Enjoy sweeping vistas of the Atlantic Ocean from this 2002 home perched among spruce trees above the rocky coast. Watch for bald eagles and seals. Fall asleep to the sound of crashing waves. Walk down to the edge of the ocean to lounge or picnic. Walk 6 minutes or drive the 0.1 miles to the park entrance. Hike the Little River Trail. The house has vaulted ceilings, panoramic views, fully equipped kitchen, and whirlpool bath.

KitchenIndoor spacesQuiet

5.0 out of 5 average rating, 131 reviews
Top Guest favourite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for couples, small families, or a getaway with friends, our signature A-frame features soaring ceilings, oversized windows, a cozy gas fireplace, and thoughtfully designed interiors. • This cozy 1,100-square-foot space sleeps four in two bedrooms—one King and one Queen—with a shared bathroom. • 7 minutes to downtown Freeport. • Proud to be ranked in the top 1% of eligible homes and recognized as a Guest Favorite on Airbnb.

Indoor spacesKitchenCleanliness

5.0 out of 5 average rating, 155 reviews
Top Guest favourite
The exterior of a rustic mid-century cabin is framed by lush greenery, featuring a screened-in porch and wooden deck. Stairs lead up to the entrance, and natural stone accents create a seamless blend with the surrounding landscape.
Cabin in Boothbay Harbor

Lakeside 3 BR Cabin in Boothbay Harbor

This swanky mid-60's cabin sits on a hill overlooking West Harbor pond in the town of Boothbay Harbor. It offers privacy yet is close to everything downtown Boothbay Harbor has to offer. It is great for couples, solo adventurers, business travelers and families (with kids), and large enough to accommodate bigger groups. If you would like to bring along your canine pal feel free, they are welcome (sorry no cats).

Indoor spacesFamilyParking

4.98 out of 5 average rating, 289 reviews
Guest favourite
Guest suite in Georgetown

Luxury suite, fireplace, jacuzzi

Private Suite in unique timberframe house. Great Room with 20' beamed ceilings, massive stone fireplace & terrace with 180-degree view. Kitchen & dining area. Marble bath with 2 person jacuzzi. Bedroom with queen bed & sitting area plus loft with 2 twin beds. The suite is totally private and separate from first floor owner of residence of owner. Water access for kayaking and canoeing.

FamilyKitchenAmenities

4.97 out of 5 average rating, 363 reviews

Popular amenities for Georgetown Island family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Cabin in Chesterville

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

Indoor spacesFamilyWi-Fi

5.0 out of 5 average rating, 213 reviews
Top Guest favourite
An open space features a vaulted wooden ceiling with beams and skylights. A cozy seating area includes a brown sofa and a modern coffee table. A wood stove adds warmth, while a well-equipped kitchen with dark green cabinets is visible in the background.
Tiny home in Freeport

Cozy Rock Cabin #thewaylifeshouldbe

FamilyIndoor spacesBarbecue

4.99 out of 5 average rating, 392 reviews
Guest favourite
Two Adirondack chairs are positioned on a rocky area overlooking a serene waterfront. Trees frame the scene, with the sky displaying soft hues of pink and orange during sunset. The calm water reflects the natural beauty of the surroundings.
Home in Phippsburg

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

Indoor spacesFamilyBiking

4.96 out of 5 average rating, 118 reviews
Top Guest favourite
Cabin in Norway

Secluded Cabin: Mountain View, Hot Tub + Fireplace

KitchenFamilyOutdoor spaces

5.0 out of 5 average rating, 106 reviews
Guest favourite
The modern cabin features a sleek design surrounded by lush greenery. Soft bistro lights create a warm glow, illuminating the outdoor seating area with two Adirondack chairs. The deck can be seen in the background, enhancing the inviting atmosphere of the natural setting.
Cabin in Freeport

Romantic hideaway cabin w/ access to spa - 26

FamilyIndoor spacesHeating

4.98 out of 5 average rating, 122 reviews
Top Guest favourite
A charming off-grid cabin stands amidst lush greenery, featuring large front windows framed by wooden trim. A picnic table with potted flowers occupies a gravel area in front, inviting outdoor gatherings. Solar panels are visible on the roof, showcasing eco-friendly energy use.
Place to stay in Owls Head

A comforting sweet off grid cabin near the beach!

FamilyKitchenHeating

4.98 out of 5 average rating, 309 reviews
Guest favourite
Bus in Durham

Solar Powered Bus in Forest | Hot Tub + Wellness

Indoor spacesKitchenBarbecue

4.9 out of 5 average rating, 146 reviews
Top Guest favourite
Treehouse in Woodstock

LuxuryTreehouse w/ Hot Tub Near Sunday River

KitchenIndoor spacesAmenities

4.98 out of 5 average rating, 330 reviews

Family-friendly home rentals with a pool

Top Guest favourite
A charming exterior of the historic residence showcases a well-maintained garden filled with vibrant purple flowers and greenery. The pale yellow siding of the house complements the octagonal window and green door, offering a welcoming appearance.
Apartment in Brunswick

Charming Saltwater Farm apartment

Indoor spacesFamilyLong stay

4.99 out of 5 average rating, 249 reviews
Top Guest favourite
A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.
Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Indoor spacesFamilyWi-Fi

4.96 out of 5 average rating, 178 reviews
Top Guest favourite
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

Indoor spacesFamilyParks

5.0 out of 5 average rating, 116 reviews
Guest favourite
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

KitchenIndoor spacesAccess

4.95 out of 5 average rating, 702 reviews
Top Guest favourite
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

KitchenFamilyView

4.93 out of 5 average rating, 147 reviews
Top Guest favourite
Apartment in Portland

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

FamilyIndoor spacesCondition

4.98 out of 5 average rating, 523 reviews
Guest favourite
Home in South Thomaston

Large private area, close to Rockland

Indoor spacesKitchenLaundry

4.94 out of 5 average rating, 117 reviews
Guest favourite
A luxurious queen bed is adorned with intricate linens and decorative pillows. Two bedside lamps provide soft lighting, and large windows dress the space with natural light, framed by sheer curtains that enhance the overall elegance.
Apartment in Cape Elizabeth

Portland & Beach & Lighthouses! Romantic! Lovely

Indoor spacesFamilyLaundry

4.87 out of 5 average rating, 614 reviews