
Family-friendly vacation rentals in Orland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Orland
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Cozy Cottage on the Penobscot — Panoramic Luxury!
Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinmaine.

The Greenhouse Cottage
We feel that the best way to describe our getaway to be “Rustic Elegance”. When you walk through the door you will instantly feel the warmth of a uniquely styled Adirondack cottage. Located nearby to the Acadia Highway (aka Route 1), we are close by to historic Fort Knox, Castine, and Acadia. Enjoy our attached “Greenhouse” which has been made over into a delightful screenhouse/patio, the country setting, blueberry fields, and the beautiful sunrises and sunsets! Fire pit, horseshoes, more!!!

Tiny House at Wooded Bliss Homestead
On the edge of our family homestead overlooking meadow & forest, this tiny house offers a quiet, cozy refuge only 40 minutes from Acadia National Park. There's a twin daybed on the ground floor & a double futon in the loft. Full kitchen & tiny bathroom with shower too. A heat pump keeps the place toasty warm or nice and cool. The tiny house and meadow are very private on the edge of the property, and just for you. Our family's gazebo, fire pit, hammock, trail & garden are shared with guests.

Farm stay in a cozy yurt
Welcome to Bald Mountain Farm. The yurt has a full bed. It is hooked up to electricity for lights and a hot plate. Pots, pans and utensils are in the drawer. The compost toilets are in the back. Wood for the stove is included for colder nights with kindling. There is no running water but we provide a drinking fountain and a little sink to wash up (pumping pedal). No shower. The distance between parking and the yurt is about 150 yards. In the spring it can be very muddy with the snow melting.

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.

Waterfront-40min to Acadia-Main House-Fire Place
Enjoy all four of Maine's seasons at this lakehouse. The Main House at Getogether Stays cabin micro-resort sleeps 8 and includes free kayaks. Have you ever dreamed of being the owner of a campground or wondered what it is like to stay in the owner's building at one? Well here is your chance to live your dream for a visit to this cabin campground. The cabins are closed in the winter, but the main house is still available to rent! Enjoy this lovely home and the entire grounds of the property

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 400 Mbs cable 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. Pet friendly!

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

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.

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 in bedrooms.

Waterfront Tipi Glamping // Phoenix Landing
Majestic private waterfront Tipi * on a lake. Quiet nature oasis with hot tub, woodstove, firepit, modern grill, and all the essentials. Ice skate or xc-ski across the frozen lake and watch the bald eagles fly overhead, or relax in the Adirondack chairs in front of the bonfire while you make smores and cook dinner on the grill or over the open fire, then snuggle up inside the tipi while you listen to vintage vinyl and let the owls hoot you to sleep. *Tipi closed March-April.

Camp Ottah' Knot Rustic Camping Cabin 2
10 X 12 Rustic Cabins. Two twin beds in each cabin. Each cabin includes two Adirondack Chairs, Firepit, small table, and two chairs indoors, 2 LED powered lanterns and 1 fan, 5 gallons of potable water, simple outdoor kitchen table, a picnic table, propane on demand shower house, The bathroom facility is port-o-Potty shared with the other cabin or a compostable toilet. Both options are available. These are OFF the grid. No power or water in the two cabins.
Popular amenities for Orland family-friendly rentals
Family-friendly home rentals with a hot tub

Raven's Crossing - Kate's Cottage

Beachfront Guest Cottage - Year-round Hot Tub!

Cute Midcoast Cottage w Hot Tub

Field of Dreams Tiny Home

Modern Cabin in the Pines • Hot Tub + Near Acadia

Birch Hill Cabin w/Hot Tub

Canoe House Bungalow and Spa Retreat ,Searsport

Unique, Colorful Off-Grid Cabin
Family- and pet-friendly home rentals

Historical Hideaway/In-Town

Tapley Farm Waterfront Apartment, Acadia, Pets

Modern Condo #3!

Gran Den Lakefront Home Near Acadia

Maine Wilderness Oasis: Hike Swim Kayak Fish

Boreal Blueberry Bungalow - Organic Farm Getaway

The Phenix | DTWN Hotel *King Bed* 3rd Floor

Lakefront Log Cabin on Pleasant Lake
Family-friendly home rentals with a pool

Lovely 1 bedroom loft above garage, with big yard.

Camping Cabin at Wild Acadia

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

Coastal Retreat with Pool and Cheerful Vibes

New Boho Cape with Pool! Fenced yard, pet friendly

The Jarvis Homestead | Historic Maine Mansion

Park Place in the Heart of Bar Harbor

Loon Sound Cottage, On the Water
Quick stats about vacation rentals that are family-friendly in Orland
Total rentals
80 properties
Nightly prices starting at
G$27,345 GYD before taxes and fees
Total number of reviews
2.9K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi
Destinations to explore
- Montreal Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Capital District, New York Vacation rentals
- Portland Vacation rentals
- Salem Vacation rentals
- Newport Vacation rentals
- Island of Montreal Vacation rentals
- Martha's Vineyard Vacation rentals
- Quebec City Area Vacation rentals
- Halifax Vacation rentals
- Bar Harbor Vacation rentals
- Rentals with a fire pit Orland
- House rentals Orland
- Rentals with a washer and dryer Orland
- Rentals with a patio Orland
- Rentals with a fireplace Orland
- Pet-friendly rentals Orland
- Waterfront rentals Orland
- Rentals with beach access Orland
- Rentals with outdoor seating Orland
- Rentals with lake access Orland
- Cabin rentals Orland
- Rentals with a kayak Orland
- Family-friendly rentals Hancock County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Acadia National Park
- Northeast Harbour Golf Club
- Samoset Resort
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Sandy Point Beach
- Sand Beach
- Kebo Valley Golf Club
- Bear Island Beach
- Eaton Mountain Ski Resort
- Lighthouse Beach
- Spragues Beach
- Farnsworth Art Museum
- Three Island Beach
- Wadsworth Cove Beach
- Narrow Place Beach
- Driftwood Beach
- Hero Beach
- Islesboro Town Beach
- North Point Beach
- The Camden Snow Bowl
- Hunters Beach
- Rockland Breakwater Light
- Pinnacle Park