Family-friendly vacation rentals in Penobscot

4.98 out of 5 average rating, 213 reviews

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!

KitchenIndoor spacesComfort

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.

4.98 out of 5 average rating, 127 reviews

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.

Indoor spacesKitchenCondition

4.95 out of 5 average rating, 146 reviews

A loft bedroom features a spacious bed adorned with a soft coverlet and accent pillows. Warm wooden walls enhance the cozy atmosphere, while natural light filters through two windows on either side. Reading lamps provide soft illumination on nightstands, creating a serene retreat.

Cabin in Brooksville

Quiet A-Frame w/Fire Pit in Maine Woods • Maple

Come relax in our newly constructed, 4 season modern A frame on the Blue Hill Peninsula. Located in the beautiful town of Brooksville, only 10 mins from Holbrook Island Sanctuary, 15 minute scenic drive to Blue Hill and Deer Isle/Stonington or 1 hour to Bar Harbor/Acadia National Park. Stocked with everything needed to enjoy a relaxing getaway- EV Charger too! Is the property not available when you need it? “Birch” A Frame is just next door. See separate listing for availability OR to book both

KitchenIndoor spacesSleep quality

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.

4.97 out of 5 average rating, 153 reviews

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.

FamilyKitchenSleep quality

4.95 out of 5 average rating, 157 reviews

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

FamilyIndoor spacesCheckout

4.95 out of 5 average rating, 344 reviews

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

Indoor spacesKitchenAccuracy

4.94 out of 5 average rating, 181 reviews

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.

Indoor spacesKitchenBreakfast

4.98 out of 5 average rating, 270 reviews

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.

KitchenFamilyBackyard

4.88 out of 5 average rating, 166 reviews

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.

KitchenFamilySleep quality

4.91 out of 5 average rating, 130 reviews

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 spacesKitchenView

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

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.

FamilyKitchenView

4.99 out of 5 average rating, 158 reviews

A spacious lakeside deck features two comfortable lounge chairs with red cushions and two Adirondack chairs surrounding a small side table. The serene water reflects soft pastel hues from the sunset, while distant hills create a peaceful backdrop.

Home in Ellsworth

Green's Landing on Branch Lake

Welcome to Green’s Landing on Branch Lake, a waterfront retreat on one of Maine’s cleanest lakes. Enjoy two private docks, four kayaks, two paddleboards, a canoe, the Game Barn, fire pit, and room for up to 16 guests. Bring your boat or have one delivered nearby, then spend your days swimming, fishing, and making memories. Just minutes from Acadia National Park, it’s the perfect escape for families and friends.

Indoor spacesFamilyAir conditioning

Popular amenities for Penobscot 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!

Indoor spacesFamilySleep quality

4.98 out of 5 average rating, 311 reviews

4.98 out of 5 average rating, 282 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

Indoor spacesKitchenBeach

4.97 out of 5 average rating, 304 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

KitchenFamilyParks

4.95 out of 5 average rating, 108 reviews

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

KitchenFamilyLayout

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

KitchenIndoor spacesGetting around

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!

FamilyKitchenCondition

4.94 out of 5 average rating, 587 reviews

Treehouse in Hancock

Acadia Treehouse near Bar Harbor - Private Luxury

FamilyKitchenWalkability

4.93 out of 5 average rating, 282 reviews

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

FamilyIndoor spacesOutdoor spaces

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 148 reviews

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

Indoor spacesKitchenBreakfast

4.96 out of 5 average rating, 432 reviews

Apartment in Belfast

Belfast Harbor Loft | Downtown

Indoor spacesFamilyDecor

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.

4.96 out of 5 average rating, 117 reviews

Tides' Reach - Private Waterfront King Beds

Indoor spacesKitchenHospitality

4.99 out of 5 average rating, 138 reviews

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!

FamilyKitchenCheckout

4.91 out of 5 average rating, 111 reviews

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

KitchenFamilyAccuracy

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

KitchenIndoor spacesWifi

4.76 out of 5 average rating, 103 reviews

A two-story cabin is nestled among trees, providing a serene natural setting. Adironack chairs are arranged in a circle on the grass, inviting relaxation. A wooden picnic table is visible in the background, offering an outdoor dining option surrounded by lush greenery.

4.97 out of 5 average rating, 140 reviews

Waterfront-40min to Acadia-Main House-Kayaks

Indoor spacesKitchenLayout

4.94 out of 5 average rating, 209 reviews

The open living area is highlighted by a large area rug featuring a geometric pattern. A cozy leather sofa is positioned next to a glass coffee table. Natural light filters in through multiple windows, illuminating a dining space with a wooden table and chairs.

Home in Ellsworth

The Acadia House on Westwood

FamilyIndoor spacesLocation

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 372 reviews

Home in Bangor

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

KitchenIndoor spacesBathroom

4.94 out of 5 average rating, 117 reviews

Home in South Thomaston

Large private area, close to Rockland

FamilyKitchenHiking

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

Indoor spacesKitchenBackyard

5.0 out of 5 average rating, 9 reviews

Cabin in Orland

Camping Cabin

FamilyConditionCleanliness

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 spacesCleanliness

4.71 out of 5 average rating, 51 reviews

4.84 out of 5 average rating, 44 reviews

Cottage in Belfast

Oceanfront Shore Cottage - Newly Renovated

FamilyKitchenBreakfast

4.96 out of 5 average rating, 81 reviews

Home in Bangor

New Boho Cape with Pool! Fenced yard, pet friendly

FamilyIndoor spacesDecor