
Family-friendly vacation rentals in Orland
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Top-rated family-friendly rentals in Orland
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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!

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.

Hike-in off-grid Yurt on top of Maine Mt. w/Kayaks
Welcome mountain climbers, pilgrims and nature revelers! Hike-in to your fully outfitted off grid yurt and stay the night on a mountain top enjoying magnificent southerly views with a bonfire and watching the stars put on a show. Bring your sleeping bag, linens, food, and musical instruments to begin your incredible Maine adventure. The mountain is waiting, get on your way! Mountain report: blueberries are starting to ripen. Get them while they are plump and blue.

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.

Private Lakeside Camping in Penobscot, Maine
Private lakeside camping on Toddy pond in Penobscot, Maine 50 min. from Acadia and Bar Harbor. This 400 foot private wooded lakeside lot is available for camping. This rental is close to Acadia, Ellsworth, Bucksport and the Blue Hill Peninsula. Go out and explore the area attractions or stay put and swim, fish, and kayak on one of Downeast Maine's most popular lakes; Toddy Pond.

Quiet lakefront cottage on Graham Lake
Waterfront cottage on quiet Graham lake in the middle of our small working farm. Great spot for quiet relaxation, fishing or kayaking. 2 canoes on the property. Good central location for visiting Bangor, Bar Harbor, Acadia National Park and Downeast Sunrise ATV Trail. Private setting. Wifi available at the farmhouse. Because of family allergies, we cannot host pets
Popular amenities for Orland family-friendly rentals
Family-friendly home rentals with a hot tub

Raven's Crossing - Kate's Cottage

6 Lovely 1Br Acadia Apartment Open Hearth Inn

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

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Nashport on the Penobscot
Family- and pet-friendly home rentals

Lakefront Cottage on Tracy Pond

Tapley Farm Waterfront Apartment, Acadia, Pets

Gran Den Lakefront Home Near Acadia

Modern Condo #3!

Maine Wilderness Oasis: Hike Swim Kayak Fish

Historic Hotel|Heart of Bangor|Fiber Wi-Fi|Roku TV

Cabin on the rocks

The Maine Getaway - Lakefront with Beach
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.

New Boho Cape with Pool! Fenced yard, pet friendly

The Jarvis Homestead | Historic Maine Mansion

Lawn Cottage - Newly Renovated 2024

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
R1,910 ZAR before taxes and fees
Total number of reviews
3.4K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi
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- Acadia National Park
- Northeast Harbour Golf Club
- Samoset Resort
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Sandy Point Beach
- Sand Beach
- Bear Island Beach
- Kebo Valley Golf Club
- Eaton Mountain Ski Resort
- Farnsworth Art Museum
- Spragues Beach
- Lighthouse Beach
- Narrow Place Beach
- Three Island Beach
- Driftwood Beach
- Wadsworth Cove Beach
- Islesboro Town Beach
- The Camden Snow Bowl
- North Point Beach
- Hero Beach
- Pinnacle Park
- Rockland Breakwater Light
- Hunters Beach