Family-friendly vacation rentals in Deer Isle

4.93 out of 5 average rating, 394 reviews

A tiny house constructed with quality materials is visible amidst a lush green landscape. Bright purple flowers bloom in the foreground, complemented by a large stone. The house features large windows and a sleek design, surrounded by trees and open sky.

Tiny home in Stonington

Modern Coastal Tiny House Retreat + Private Sauna

Welcome to your modern coastal escape in the heart of Stonington — one of Maine’s most charming, artistic, and unspoiled working waterfront towns. This beautifully crafted tiny home blends luxury materials with timeless cabin warmth, offering a unique stay just a short walk from downtown shops, galleries, and restaurants. Relax in your private wood-fired sauna, unwind by the firepit, or watch the harbor glow at sunrise through the loft skylights. Perfect for couples, small families, or friends.

4.93 out of 5 average rating, 434 reviews

A hot tub is situated outdoors amidst a serene wooded setting, surrounded by trees with the faint hint of steam rising. The structure features a partially enclosed wooden fence for privacy, with a few nearby seating options visible, set against a softly lit twilight sky.

Cottage in Deer Isle

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access (if you bring your own) and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

A calm cove surrounded by dense green trees reflects serene water. A sailboat gently floats on the bay, complemented by soft rock formations emerging from the water's surface. Sunlight brightens the landscape, casting a tranquil atmosphere over the scene.

4.95 out of 5 average rating, 175 reviews

Blue Arches: waterfront vacation home on 18+ acres

A lovely custom-designed home nestled in a pristine oceanfront cove, Blue Arches offers 18 acres of privacy and relaxation on beautiful Deer Isle, Maine. Charming Stonington Village is just five minutes away & features harbor-front restaurants, shops, kayaking adventures, galleries and the acclaimed Opera House Arts center. Day trips to nearby Bar Harbor, Mt. Desert Island and Acadia National Park expand your possibilities and let you create a truly memorable vacation for your friends & family.

4.88 out of 5 average rating, 215 reviews

A wooden pathway leads towards a serene water view, bordered by lush greenery. A picnic table and several chairs are positioned on a gravel area adjacent to the water, offering a perfect spot for relaxation and enjoying the scenery under a clear blue sky.

Cottage in Deer Isle

Private Waterfront Home with Kayaks and Firepit

Retreat to your own coastal oceanfront paradise, where each day begins with breathtaking views. A private boardwalk leads to your secluded beach — perfect for morning strolls, exploring tidal pools, or launching kayaks into sparkling waters. Evenings bring fireside marshmallows under the stars with waves as your soundtrack. Whether you seek adventure with scenic drives to Acadia National Park or quiet mornings with coffee, sea breezes, and seabirds, this is where comfort meets Maine’s coast.

4.97 out of 5 average rating, 119 reviews

A modern cabin is nestled among trees, supported by stilts within the forest. Sunlight filters through the foliage, highlighting the cabin's wooden exterior and windows. The surrounding greenery creates a serene, natural setting that offers a sense of privacy and tranquility.

Cabin in Sedgwick

The Cabins at Currier Landing Cabin 3: Pine

Relax in this stylish, cozy & bright queen bed studio cabin. The Cabins at Currier Landing - featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest” - are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of our shore on the Benjamin River Harbor. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins afford access to outdoor activities, cultural events, restaurants & shops.

A charming light-colored condo is displayed, featuring a mix of shingle and clapboard siding. Vibrant flowers and greenery surround the entrance, which is framed by a white picket fence. A bright blue door stands out, and an American flag gently flutters in the breeze.

4.96 out of 5 average rating, 70 reviews

Stonington Dream House

Welcome to Schooner! Schooner is a light filled, first floor condo that lives like a single family home. LOCATION * LOCATION * LOCATION the home overlooks Main Street, Stonington Harbor and the gorgeous archipelago beyond. Enjoy all of this charming coastal town. Walk everywhere! Coffee house, library, restaurants, museum, opera house, charming shops, plein air painters, photographers, cool art around town and more. This is what coastal Maine dreams are made of. We love to share this town!

4.93 out of 5 average rating, 124 reviews

Bayview House 1br 2ba Stunning Harbor Views

Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

4.99 out of 5 average rating, 248 reviews

Bungalow in Sedgwick

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and luxurious, this 2,000 square foot modern cottage nestled on 12 acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 10 minutes to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

4.94 out of 5 average rating, 104 reviews

Blue Heron

Blue Heron, recently renovated with modern amenities, is conveniently located near local art, culture, restaurants, and fine dining. Its beautiful Burnt Cove sunsets, peaceful private settings, and natural ambiance make it a favorite among couples, solo adventurers, and families. The spacious front lawn offers ample space for relaxation. Just a short walk away, you can enjoy a lobster bake on the shore, launch your kayak in the backyard, or explore the local shops within a mile’s reach.

4.99 out of 5 average rating, 135 reviews

The exterior of a charming tiny house showcases a light gray wooden façade and a green roof. The building features several large windows, allowing natural light to enter. Surrounding trees and rocky terrain add to the serene landscape.

Cottage in Stonington

Stonington Harbor Cottage

SPECIAL: 10% discount for a 28+ day stay. This bright and cozy two-room TINY HOUSE was built in 2018 as a honeymoon suite. A full kitchen with cookware, dinnerware, coffee pot, microwave. A heat pump provides heating and cooling. Shaded picnic table and propane grill. Parking for one car only (no trucks/trailers). Ask about extra parking. One well-behaved dog is allowed only, with a 45 lb weight limit, $40 pet fee. No other pets or children. No TV, good wifi. 10pm quiet zone.

4.98 out of 5 average rating, 91 reviews

The farmhouse set against a clear sky features white siding and distinctive maroon shutters. A spacious lawn surrounds the structure, complemented by a few trees providing shade. The exterior design reflects a blend of rustic charm and updated style, inviting guests to enjoy the serene surroundings.

Home in Deer Isle

Cozy Deer Isle Farmhouse Retreat

Cozy two-bedroom farmhouse located in the heart of Deer Isle Village. This inviting home features a queen bed and a full bed for a cozy stay. The farmhouse's ambiance and handcrafted touches blend rustic and updated designs. The extensive library and screened porch add to the comfort, making our farmhouse an ideal choice for a quintessential Maine getaway. Strategically situated, it off of a small downtown and is perfect for local visits to Stonington and Acadia National Park.

4.96 out of 5 average rating, 327 reviews

A small guest house is set amidst lush greenery, featuring a dark exterior with large windows. A bright green door provides a striking contrast. The surrounding trees and plants contribute to a natural, secluded atmosphere that emphasizes privacy.

Guesthouse in Sedgwick

Tiny house with AC!!

A tiny guest house (450 sq ft) overlooking the Benjamin River. AC!!. Enjoy a cup of coffee on your private porch. Living area has a smart tv (no cable, but internet available to access your streaming account). DVD's also available. Kitchenette comes with Keurig with k-cups included, mini fridge, coffee maker/filters, toaster oven, microwave, 2 burner hot plate (no oven), dishes/pots and pans. There is a loft with an army cot. Not suitable for children under age 5.

Popular amenities for Deer Isle family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Place to stay in Owls Head

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.

A comforting sweet off grid cabin near the beach!

4.98 out of 5 average rating, 311 reviews

4.95 out of 5 average rating, 327 reviews

A two-story post and beam house is set on a spacious green lawn, surrounded by trees and autumn foliage. The exterior features wooden siding with multiple windows, showcasing a blend of rustic charm and natural beauty.

Home in Swans Island

Hot Tub Time Machine

4.91 out of 5 average rating, 130 reviews

Home in Penobscot

Delight<Farmhouse

4.97 out of 5 average rating, 191 reviews

A modern cabin is set against a backdrop of tall pine trees, featuring large windows that invite natural light. The exterior showcases a wooden deck with a seating area, complemented by a staircase leading to the entrance.

Cabin in Penobscot

Modern Cabin in the Pines • Hot Tub + Near Acadia

4.98 out of 5 average rating, 281 reviews

A charming modern cottage with a red exterior and a pitched roof stands amidst lush greenery. The covered porch is furnished with comfortable seating, inviting relaxation. Large windows allow natural light to enter, enhancing the welcoming atmosphere of the property.

Home in Northport

Cute Midcoast Cottage w Hot Tub

4.97 out of 5 average rating, 303 reviews

The cabin's exterior features a colorful mural along one side, complemented by large windows. A spacious deck is furnished with black rocking chairs and a small table, surrounded by natural landscaping and gravel pathways.

Cabin in Lamoine

Unique, Whimsical Off-Grid Cabin

4.96 out of 5 average rating, 365 reviews

A spacious wooden yurt is illuminated from within, showcasing its round shape against a starlit sky. Surrounding trees are visible, with a welcoming atmosphere created by the warm glow emanating from the windows.

Yurt in Appleton

SUMMER ROSE a Yurt for ALL Seasons

4.94 out of 5 average rating, 586 reviews

Treehouse in Hancock

Acadia Treehouse near Bar Harbor - Private Luxury

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 125 reviews

A bright and airy living space features large windows that overlook the peaceful waters of the Salt Pond. Comfortable seating arrangements include an armchair and chaise lounge, complemented by a decorative rug on polished wooden floors.

Home in Blue Hill

Sunny Waterfront Home Overlooking Blueberry Field

4.77 out of 5 average rating, 141 reviews

A wide, open landscape extends to the ocean, featuring lush greenery and shrubs in the foreground. The calm blue water meets a clear sky, with distant islands visible along the horizon, creating a serene view that highlights the beauty of the coastal surroundings.

Cabin in Brooklin

Ocean Views/Access at The Lookout~Owenta Cottage

4.86 out of 5 average rating, 101 reviews

A view of the serene water is framed by lush greenery and colorful foliage. The calm surface of the water reflects the light, while a road bordered by plants is visible in the foreground. Distant islands can be seen along the horizon under a clear sky.

Apartment in Brooklin

Liz's Reach View Apt

4.95 out of 5 average rating, 106 reviews

A cottage is positioned near the water's edge, surrounded by trees. Outdoor seating in the form of Adirondack chairs is visible, offering a view of the ocean. Steps lead from the door to the grassy area, which features a barbecue grill.

Cottage in Rockport

Cottages at Oakland Seashore (Cottage #8)

5.0 out of 5 average rating, 116 reviews

The boathouse exterior features a two-story structure with a wraparound deck overlooking the harbor. A small patio area is furnished with a round table and four chairs. Lush green grass surrounds the building, and a winding brick path leads to the dock area by the water.

Cottage in Islesboro

Islesboro Boathouse

4.96 out of 5 average rating, 431 reviews

Apartment in Belfast

Belfast Harbor Loft | Downtown

Cottage in South Thomaston

An open-concept great room features high wooden ceilings with exposed beams. Large windows provide ample natural light and views of the surroundings. A comfortable seating area includes a sofa and coffee table, while a dining space with chairs is positioned near the kitchen.

Timeless Tides Cottage

4.96 out of 5 average rating, 216 reviews

4.94 out of 5 average rating, 364 reviews

The log home's exterior features a large, angled window surrounded by tall trees. A wooden deck is visible, and natural stone landscaping with patches of vibrant foliage is present in the foreground, capturing the home's serene connection to the forest.

Chalet in Gouldsboro

Great Timbers Retreat Minutes from Schoodic Park

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 117 reviews

Home in South Thomaston

Large private area, close to Rockland

4.97 out of 5 average rating, 372 reviews

Home in Bangor

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

5.0 out of 5 average rating, 46 reviews

The house is set on a grassy hill, surrounded by neatly trimmed bushes and rocks. A welcoming porched area wraps around the front, and the roof features dormer windows. The backdrop consists of a clear blue sky with scattered clouds, creating an inviting atmosphere.

Home in Belfast

Gorgeous house with a view

5.0 out of 5 average rating, 9 reviews

Cabin in Orland

Camping Cabin

Superhost

An in-ground pool is surrounded by a concrete deck, featuring a roofed area with three bar stools. Lush greenery lines the perimeter, ensuring a private and peaceful environment. The clear blue water is inviting, ideal for summer relaxation and recreation.

Home in Tremont

Large MDI house w/pool perfect for groups+families

4.71 out of 5 average rating, 51 reviews

4.97 out of 5 average rating, 35 reviews

A rustic cabin interior features warm wooden walls and ceiling beams. Two bunk beds and a spacious bed are arranged within the room. Natural light streams through two windows, highlighting a simple table and stool set. A wall clock adds a functional touch to the decor.

Cabin in Trenton

Camping Cabin at Wild Acadia

Superhost

The living area presents a blend of comfort and style, featuring a spacious gray sofa complemented by a wooden coffee table. A stone fireplace serves as a focal point, while built-in shelves display curated items. Natural light fills the space through large windows, enhancing the inviting ambiance.

Home in Lincolnville

Coastal Retreat with Pool and Cheerful Vibes

4.86 out of 5 average rating, 22 reviews