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Family-friendly vacation rentals in Castine

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Castine

  • Total vacation rentals

    Explore 60 vacation rentals in Castine

  • Nightly prices starting at

    Castine vacation rentals start at G$31,381 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,500 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Castine vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Castine rentals

  • 4.9 Average rating

    Castine stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Castine

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

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Top guest favorite
Home in Stockton Springs

Private Beach, Bar Harbor, Acadia, 15 beds, Pets

" Memories that will last a lifetime". Discover The Retreat House, a charming Waterfront Maine haven near Bar Harbor and Acadia. Unlike typical rentals, our property offers a private beach and stunning water views while being pet-friendly. The House is designed to meet the needs of multi-generational families and larger groups, providing ample space for unforgettable vacation moments. Enjoy beach bonfires, whale watching, lobster bakes, and swimming. Be sure to view the 200+ photos, then book.

Indoor spacesFamilyPets

4.91 out of 5 average rating, 111 reviews
Top guest favorite
A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.
Guesthouse in Orland

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 800 Mbs fiber internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. We’re very pet friendly!

KitchenFamilyWifi

4.98 out of 5 average rating, 209 reviews
Guest favorite
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

5 acres of lawns, gardens, and meadows and a gentle rocky beach on Blue Hill's Salt Pond, a protected inlet of the Atlantic Ocean. The house faces south towards the water and overlooks a gorgeous blueberry field that turns a majestic shade of deep red in the fall. Please feel free to reach out with us for more information or to inquire about a longer term booking. The house has two bedrooms and baths on the main level and an two additional bedrooms, bathroom, and living space downstairs.

KitchenIndoor spacesWalkability

4.94 out of 5 average rating, 124 reviews
Top guest favorite
The cabin is nestled among lush greenery, featuring a modern wooden exterior with multiple windows. Elevated on stilts, it harmonizes with the natural surroundings of ferns and trees, allowing for a serene atmosphere in a tranquil forest setting.
Cabin in Sedgwick

The Cabins at Currier Landing Cabin 2: Meadow

Tranquil cabin; open plan. Bedroom w/queen bed & privacy doors. Alcove w/bunkbeds. 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 the Benjamin River Harbor shore. 2 seasonal cabins; 1 studio cabin. Centrally located on the Blue Hill Peninsula near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

KitchenFamilyTV

5.0 out of 5 average rating, 116 reviews
Top guest favorite
A charming cottage is framed by lush green trees and sits along the Penobscot River. The gravel path leads to the entrance, with water visible in the background under a clear blue sky, creating a serene setting for visitors.
Home in Orland

Lavender by the Sea

The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.

KitchenIndoor spacesBreakfast

4.97 out of 5 average rating, 151 reviews
Top guest favorite
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 * One 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

Indoor spacesKitchenBeach

4.99 out of 5 average rating, 246 reviews
Top guest favorite
The cottage is nestled among trees, accessed via a gravel pathway. A shaded seating area with red Adirondack chairs and a tent is visible, alongside a barbecue grill. The house features a distinctive steep roof and is set within a natural, serene environment.
Cottage in Castine

Maine cabin coast & forest Acadia Bar Harbor

Retreating or working remotely here is a dream. Inspiration by wildlife, quiet time, focus and reflection, an incredible secluded ocean beach nearby. The cottage sits off the beaten path, yet is only 2.5 miles from stunning sunsets at the back shore beach. The small bedrooms have comfortable beds with 100% cotton linens and bedding, USB chargers, hi speed WiFi. Large country kitchen is a pleasure to cook in. Adventures-Penobscot Bay, miles of hiking trails, lighthouse & historic forts

Indoor spacesFamilyDecor

4.95 out of 5 average rating, 157 reviews
Top guest favorite
A serene landscape captures a vibrant sunset over a tidal bay, with hues of orange, pink, and purple reflected on the water's surface. Silhouettes of distant trees line the shore, framed by rocky terrain in the foreground.
Guesthouse in Penobscot

Sea Pearl

This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

KitchenIndoor spacesBreakfast

4.98 out of 5 average rating, 267 reviews
Top guest favorite
A screened porch offers a view of Penobscot Bay, featuring two green wicker chairs adorned with floral cushions. The scenery includes a lush lawn and Adirondack chairs positioned for relaxation, with water visible in the background and distant hills framing the horizon.
Cottage in Belfast

Spectacular Cottage on Penobscot bay in Belfast

Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

FamilyKitchenHiking

4.99 out of 5 average rating, 175 reviews
Superhost
Home in Penobscot

Delight<Farmhouse

Escape to Penobscot on Maine’s Blue Hill Peninsula. This 1,100-sq-ft coastal home sleeps 6 with 2 bedrooms and a sleeper sofa. Enjoy a sunny sunroom, large eat-in kitchen, BBQ, and eclectic art with warm, lived-in charm. Close to beaches, hiking, villages, and Acadia; market across the street. An older farmhouse with uneven floors and classic quirks—perfect for guests who love authentic, cozy, historic homes, not modern rentals. Experience slow coastal Maine living.

Indoor spacesFamilyHeating

4.9 out of 5 average rating, 126 reviews
Guest favorite
The exterior of a historic farmhouse is presented, showcasing a large white building with multiple gabled roofs. Lush green grass surrounds the home, while colorful flower beds add a vibrant touch. A welcoming porch features steps leading to the entrance, framed by leafy trees.
Apartment in Brooksville

Exceptional Historic Coastal Farm Experience

Authentic and Unique Historic Waterfront farm experience with cozy, private apartment and private beach on the Blue Hill Peninsula. In remote, quintessential Maine style, gaze at breathtaking sunsets over meadows and walk down the mowed path to our private beach. Queen bed, full kitchen, full bath and 5G await. Antique charm and complete modern comfort and privacy. Experience the real Maine on a Sea Captain Farm. Acadia National Park, Castine. Dog OK $30 per day

Indoor spacesKitchenGrill

4.85 out of 5 average rating, 157 reviews
Top guest favorite
The main living space features a modern kitchen with light wood cabinetry and dark appliances. A dining table sits center, surrounded by chairs. Large windows provide an abundance of natural light, while a cozy seating area invites relaxation. A wood stove is present for warmth during colder months.
Cabin in Jackson

Forest Cabin w/ Stunning Wall of Windows

Escape to our newly built 850 sq ft cabin in Midcoast Maine, a peaceful retreat nestled in a 30-acre forest. Perfect for up to 6 guests, this unique space features a wall of windows with forest views, just a short drive from charming coastal towns and scenic parks. Wake up to the gentle morning sun cresting over the trees, relax and breathe deeper under a star-filled sky, and witness what all four seasons have to offer. Your serene getaway awaits!

FamilyKitchenWifi

4.99 out of 5 average rating, 221 reviews

Popular amenities for Castine family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
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

Indoor spacesFamilyHot tub

4.98 out of 5 average rating, 274 reviews
Top guest favorite
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!

Indoor spacesKitchenHot tub

4.98 out of 5 average rating, 307 reviews
Superhost
A spacious white tipi is nestled among trees, with a clear view of a quiet lake. A picnic table sits nearby, accompanied by a hammock stretched between two trees, inviting relaxation in this serene natural setting.
Tent in Brooks

Waterfront Tipi Glamping // Phoenix Landing

FamilyIndoor spacesAccuracy

4.9 out of 5 average rating, 272 reviews
Top guest favorite
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

Indoor spacesKitchenHot tub

4.95 out of 5 average rating, 322 reviews
Guest favorite
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!

Indoor spacesFamilyCheck-in

4.93 out of 5 average rating, 427 reviews
Guest favorite
A view from a shaded patio showcases a round table surrounded by wicker chairs. The lush green lawn extends to the water's edge, where trees provide a natural frame for the serene expanse of the bay, dotted with clouds reflecting in the distance.
Home in Belfast

[Trending Now]Belfast Ocean Breeze

Indoor spacesKitchenCleanliness

4.93 out of 5 average rating, 277 reviews
Top guest favorite
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

KitchenIndoor spacesComfort

4.97 out of 5 average rating, 295 reviews
Guest favorite
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

Indoor spacesFamilyCheck-in

4.98 out of 5 average rating, 467 reviews

Family- and pet-friendly home rentals

Top guest favorite
Apartment in Belfast

Belfast Harbor Loft | Downtown

FamilyIndoor spacesWalkability

4.96 out of 5 average rating, 428 reviews
Top guest favorite
The exterior of a two-story house is set against a clear blue sky and surrounded by trees. A spacious lawn features a fire pit with several Adirondack chairs arranged around it, inviting gatherings. The driveway provides access to the house, enhancing its private setting.
Home in Orland

Tides' Reach - Private Waterfront King Beds

KitchenFamilyView

4.96 out of 5 average rating, 116 reviews
Top guest favorite
The image captures a serene view of the water at sunset, with the sun reflecting on the surface. Framed by lush green foliage, a small rustic bench is positioned on the shore, inviting quiet moments of contemplation.
Cottage in Belfast

Quiet cottage on the bay

Indoor spacesFamilyParks

4.98 out of 5 average rating, 212 reviews
Guest favorite
A charming cottage exterior is framed by lush green grass and shrubs. A stone pathway leads to the entrance, while the sky above features soft clouds, suggesting a warm day. The cottage is adorned with wood shingles and large windows, providing a welcoming appeal.
Cottage in Deer Isle

Ferry Keeper’s Cottage: Deer Isle (Waterviews)

KitchenFamilyWifi

4.89 out of 5 average rating, 163 reviews
Top guest favorite
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

FamilyIndoor spacesGetting around

5.0 out of 5 average rating, 114 reviews
Top guest favorite
A wooden dock extends into a calm lake, framed by distant hills and clear skies. The water's surface reflects the surroundings, creating a serene and tranquil atmosphere.
Home in Orland

Private Lakefront Cottage Close to Bar Harbor

KitchenIndoor spacesBathroom

4.98 out of 5 average rating, 127 reviews
Top guest favorite
A serene lakeside scene captures the sunset over Toddy Pond, with vibrant shades of orange and purple reflecting off the calm water's surface. Silhouettes of trees outline the horizon, while mist gently rises above the lake, enhancing the tranquil atmosphere.
Campsite in Penobscot

Private Lakeside Camping in Penobscot, Maine

FamilyIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 143 reviews
Guest favorite
The view showcases a well-maintained yard with a grassy area and a pathway leading to the entrance of the bungalow. Trees provide a natural frame, while the sparkling water of the cove glimmers in the background, complemented by distant hills.
Cabin in Blue Hill

Bungalow with Swimming Cove

KitchenIndoor spacesPets

4.83 out of 5 average rating, 144 reviews

Family-friendly home rentals with a pool

Guest favorite
Home in South Thomaston

Large private area, close to Rockland

KitchenFamilyGrill

4.94 out of 5 average rating, 113 reviews
Guest favorite
Home in Bangor

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

Indoor spacesFamilyHiking

4.97 out of 5 average rating, 368 reviews
Guest favorite
Cabin in Orland

Camping Cabin

FamilyLocationNearby

5.0 out of 5 average rating, 7 reviews
Guest favorite
Cottage in Belfast

Oceanfront Shore Cottage - Newly Renovated

KitchenFamilyBeach

4.84 out of 5 average rating, 43 reviews
Top guest favorite
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

Indoor spacesFamilyCondition

5.0 out of 5 average rating, 44 reviews
Guest favorite
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

KitchenFamilyGetting around

5.0 out of 5 average rating, 30 reviews
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

KitchenIndoor spacesNearby

4.71 out of 5 average rating, 51 reviews
Guest favorite
The backyard features a fenced-in in-ground pool, surrounded by a concrete patio. Colorful floatables and pool toys are scattered throughout the clear water. Several lounge chairs are positioned poolside, providing space for relaxation in a tranquil outdoor setting.
Home in Bangor

New Boho Cape with Pool! Fenced yard, pet friendly

KitchenFamilyDecor

4.96 out of 5 average rating, 75 reviews

When is the best time to visit Castine?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$42,259 GYDG$42,259 GYDG$48,954 GYDG$51,673 GYDG$57,531 GYDG$59,623 GYDG$68,410 GYDG$67,364 GYDG$56,694 GYDG$57,949 GYDG$50,837 GYDG$54,602 GYD
Avg. temp-7°C-6°C-1°C6°C13°C18°C21°C20°C16°C9°C3°C-3°C

Destinations to explore