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Family-friendly vacation rentals in Penobscot

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 90 vacation rentals in Penobscot

  • Nightly prices starting at

    Penobscot vacation rentals start at G$23,012 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,170 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Penobscot vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Penobscot rentals

  • 4.9 Average rating

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

Top-rated family-friendly rentals in Penobscot

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

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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!

4.98 out of 5 average rating, 213 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

Newly renovated historic lakefront home on 8 acres with a lot of privacy. Conveniently located only 20 minutes from airport, this 2-story cedarshake home sits on the water's edge and is close to Bar Harbor and surrounding picturesque towns for shopping, restaurants and sightseeing. Large wrap-around porch (with dining table that seats 10 and several comfy seating areas) for family fun & outdoor dining. Large deck, perfect for swimming, lake fun and canoe rides. AC and heats in upstairs bedrooms.

4.98 out of 5 average rating, 127 reviews
Top guest favorite
A stretch of private beach features several teal Adirondack chairs arranged beneath bright red umbrellas. Smooth sand and gentle waves create a tranquil atmosphere, while sparse vegetation is visible along the shoreline, enhancing the serene coastal view.
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.

4.91 out of 5 average rating, 111 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.

4.97 out of 5 average rating, 153 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

4.95 out of 5 average rating, 157 reviews
Top guest favorite
Apartment in Belfast

Belfast Harbor Loft | Downtown

Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

4.96 out of 5 average rating, 432 reviews
Top guest favorite
A wooden deck elevates the camp structure, featuring a railing with vertical slats. Two barstools are positioned along the edge, allowing for a view of the surrounding greenery. The structure's warm-toned wood complements the natural setting, with trees and sunlight visible in the background.
Tiny home in Blue Hill

New enchanting retreat near Acadia National

The camp is brand new on 27 acres of land 3 min to Blue Hill Mountain and 5 min to Blue Hill downtown which is right on the water of The Blue Hill Bay. This is an edge wood enchanting retreat perfect for two to hear birds, squirrels and porcupines. Remember to pick some blueberries when it is in season before the black baby bear down the road eat them all. 3D nature is unfolding right in front of your eyes and Acadia National Park is 50 min drive from here. Oh man, you are free! 编辑

4.95 out of 5 average rating, 344 reviews
Guest favorite
A contemporary wooden home is nestled among tall trees, with a spacious deck extending from the entrance. The natural surroundings and large windows offer scenic views of the lake, creating a serene setting for relaxation.
Home in Surry

Gran Den Lakefront Home Near Acadia

Gran Den is a large, kid-friendly home on the sunset side of a 9 mi lake (Toddy Pond). Enjoy privacy, stunning elevated sunsets, a dock, raft, canoe, big yard and a tennis court! Deck spans the length of the home - great for grilling, sunbathing, meals, drinks, naps and stargazing. Waterfront and tennis ct only 100 ft from deck. Enjoy all nature offers, loons, bald eagles, humming birds – on a lake that you’ll feel like you own. Close to Acadia National Park, Deer Isle & Blue Hill.

4.94 out of 5 average rating, 181 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.

4.98 out of 5 average rating, 270 reviews
Guest favorite
The exterior of a charming home is shown, featuring a wooden deck with two blue chairs positioned for relaxation. Lush green trees provide a natural backdrop, and a clear blue sky enhances the inviting outdoor space. The entrance is marked by a blue door.
Home in Blue Hill

Blue Hill Bungalow with open, natural light

Newly finished single-floor home close to everything in Blue Hill. Open floor concept, large windows and view of Blue Hill itself from the front porch make this a comfortable place to hang out or base out of for day trips. Everything is within reach with either a short drive, a lovely walk or bike ride, including hiking trails, the ocean, Blue Hill mountain, restaurants, a coffee shop, and boutique shops, as well as the Blue Hill Co-Op and Tradewinds for your grocery needs.

4.88 out of 5 average rating, 165 reviews
Guest favorite
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.

4.91 out of 5 average rating, 130 reviews
Top guest favorite
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

Enjoy our cozy home-away-from-home amid towering pines and granite boulders — the perfect respite after exploring Acadia. Our newly built cabin has rustic Maine charm and modern comforts: AC, waterfall shower, memory foam mattresses, indoor gas fireplace, outdoor gas fire pit, gas grill, hot tub, 4KTV, high-speed internet, modern kitchen, filtered water, gas range, high-end appliances, and front-loading washer/dryer.

4.97 out of 5 average rating, 191 reviews

Popular amenities for Penobscot family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

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!

4.98 out of 5 average rating, 311 reviews
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

4.98 out of 5 average rating, 281 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

4.97 out of 5 average rating, 304 reviews
Guest favorite
A charming lakefront home showcases large windows and a spacious deck. The exterior features a mix of green siding and natural stone pathways, with a fire pit surrounded by seating. Nearby, seasonal foliage adds vibrant color to the serene landscape.
Home in Otis

Tranquil lakefront retreat for nature lovers

4.95 out of 5 average rating, 108 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

4.95 out of 5 average rating, 327 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!

4.93 out of 5 average rating, 434 reviews
Top guest favorite
The exterior of a contemporary yurt is illuminated at night, set among trees in a wooded area. The structure features a circular design with a central roof vent and a wrap-around deck. Soft lighting highlights seating areas on the porch.
Yurt in Appleton

SILVER MOON, a Yurt for All Seasons

4.95 out of 5 average rating, 353 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

4.91 out of 5 average rating, 279 reviews

Family- and pet-friendly home rentals

Top guest favorite
The charming exterior of a Cape Cod-style cottage is displayed, featuring gray siding and white window trims. A red door is centered between two bay windows adorned with planters. An American flag is proudly displayed, and seasonal decorations, including pumpkins, enhance the welcoming entrance.
Home in Verona Island

The Ward House

4.99 out of 5 average rating, 148 reviews
Top guest favorite
A spacious living area features vaulted wood ceilings and large windows offering views of the lake. A cozy sectional sofa and a red accent chair are arranged around a patterned rug. A wooden dining table is positioned nearby, enhancing the open layout.
Cabin in Bucksport

The Sunset Chalet | PERFECT Location!

4.99 out of 5 average rating, 138 reviews
Superhost
A serene waterfront deck is visible, featuring a flagpole with an American flag and colorful seating. Relaxing chairs are arranged near blooming flower pots, with the water and distant greenery providing a tranquil backdrop.
Cabin in Brooksville

Historic, unique water stay at Tapley Boat House

4.76 out of 5 average rating, 103 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)

4.89 out of 5 average rating, 166 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

4.94 out of 5 average rating, 125 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

4.98 out of 5 average rating, 219 reviews
Top guest favorite
A lakeside view showcases a cottage surrounded by tall trees, with a wooden deck featuring large windows. Colorful kayaks and a canoe rest on the shore near a sandy waterfront, reflecting the serenity of the calm water.
Cottage in Ellsworth

Peaceful Branch Lake Cabin minutes to Acadia

4.88 out of 5 average rating, 113 reviews
Guest favorite
A serene outdoor space features wooden seating facing the lake, surrounded by tall trees. The grassy area leads to a pebble fire pit, creating a cozy gathering spot. The calm water reflects the clear blue sky, enhancing the natural setting.
Home in Ellsworth

Coveside Lakehouse on Sandy Point

4.96 out of 5 average rating, 158 reviews

Family-friendly home rentals with a pool

Guest favorite
Home in Bangor

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

4.97 out of 5 average rating, 372 reviews
Guest favorite
Home in South Thomaston

Large private area, close to Rockland

4.94 out of 5 average rating, 117 reviews
Guest favorite
Cabin in Orland

Camping Cabin

5.0 out of 5 average rating, 9 reviews
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

5.0 out of 5 average rating, 46 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

4.71 out of 5 average rating, 51 reviews
Guest favorite
Cottage in Belfast

Oceanfront Shore Cottage - Newly Renovated

4.84 out of 5 average rating, 44 reviews
Guest favorite
Home in Bangor

New Boho Cape with Pool! Fenced yard, pet friendly

4.96 out of 5 average rating, 81 reviews
Top guest favorite
A spacious great room features vaulted wooden ceilings and a large leather sectional sofa. A wooden coffee table is centered on a patterned area rug, while large windows allow natural light to fill the space. A TV console is visible against the wall, enhancing the inviting environment.
Apartment in Palmyra

Peaceful, Spacious Lodge with Golf & Sunset Views

4.97 out of 5 average rating, 38 reviews

When is the best time to visit Penobscot?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,631 GYDG$36,610 GYDG$34,518 GYDG$48,325 GYDG$52,300 GYDG$57,321 GYDG$54,183 GYDG$54,392 GYDG$47,070 GYDG$47,907 GYDG$40,794 GYDG$38,074 GYD
Avg. temp-7°C-6°C-1°C6°C13°C18°C21°C20°C16°C9°C3°C-3°C

Destinations to explore