
Family-friendly vacation rentals in Orland
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Orland

Total vacation rentals
Explore 100 vacation rentals in Orland

Nightly prices starting at
Orland vacation rentals start at G$27,197 GYD per night before taxes and fees

Verified guest reviews
Over 3,580 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
90 of Orland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Orland rentals

4.9 Average rating
Orland stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Orland
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!
Indoor spacesKitchenSleep quality

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.
KitchenIndoor spacesAir conditioning

Cozy Cottage on the Penobscot – Panoramic Luxury!
Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme
Indoor spacesKitchenAccess

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!!!
KitchenFamilyParking

Loon Sound Cottage, On the Water
Loon Sound Cottage, on beautiful Toddy Pond in Surry, is centrally located between Bar Harbor/Acadia & Blue Hill. Come and enjoy the peace and tranquility of a lakeside oasis while just being a short distance from many sites of interest. Visit nearby Castine, Blue Hill, Bar Harbor, and Acadia National Park. Hear the loons at night, kayak to beaver cove and see an eagles nest. A tranquil and peaceful setting. A perfect balance of rest and adventure. We prefer Sat-Sat. rental but flexible.
KitchenIndoor spacesAmenities

Waterfront-40min to Acadia-Main House-Kayaks
Lakehouse for those seeking outdoor adventures at Acadia National Park, a relaxing lake trip, or a true historic Maine cabin resort experience. Enjoy a four-season, pet-friendly, Maine lakehouse! The converted Main House at the Getogether Stays cabin micro-resort sleeps 8 and includes WiFi, kayaks, a gas grill, A/C and heat, a picnic table, and Adirondack chairs around the fire pit. The cabin is convenient to Bucksport, Ellsworth, Bangor, and Bar Harbor, making it ideal for exploring Acadia.
FamilyIndoor spacesBeach

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.
FamilyKitchenBreakfast

Farm stay in a cozy yurt
Want to be surrounded by nature? Listen to animal sounds? Eat quality food? You're in the right place! The yurt has a full bed. It has electricity for lights and a hot plate. Pots, pans and utensils are available. The compost toilets are in the back. There is no running water inside but we provide a drinking fountain and foot pump sink. An outdoor shower is available near our house. The distance between parking and the yurt is about 150 yards. Petting goats or sheep available. .
Indoor spacesKitchenLocation

Streamside Cabin at Trailhead
Enjoy some peace and quiet at this stream side cabin. This stylish little cabin is tucked away at the end of a quiet, dead end road. It is also located just steps away from historic Mount Waldo. Hike up the mountain to see beautiful vistas and a granite quarry. Put in a canoe or kayak at the public boat launch right down the road! Centrally located for travel to many coastal towns and beaches. Right off from scenic Route 1A. One hour away from Acadia National Park.
Indoor spacesKitchenQuiet

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.
FamilyIndoor spacesHospitality

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.
Indoor spacesKitchenBeach

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
FamilyIndoor spacesAccuracy
Popular amenities for Orland family-friendly rentals
Family-friendly home rentals with a hot tub

Tranquil lakefront retreat for nature lovers
KitchenFamilyBathroom

Waterfront Tipi Glamping // Phoenix Landing
FamilyIndoor spacesBiking

Modern Cabin in the Pines • Hot Tub + Near Acadia
FamilyKitchenLayout

A comforting sweet off grid cabin near the beach!
FamilyKitchenBathroom

Delight<Farmhouse
Indoor spacesKitchenQuiet

Hot Tub Time Machine
FamilyKitchenAmenities

Unique, Whimsical Off-Grid Cabin
KitchenFamilyQuiet

Cute Midcoast Cottage w Hot Tub
KitchenIndoor spacesTV
Family- and pet-friendly home rentals

Gran Den Lakefront Home Near Acadia
Indoor spacesFamilyLocation

Coveside Lakehouse on Sandy Point
Indoor spacesFamilyAccess

Cozy Cottage in the Woods
Indoor spacesKitchenCleanliness

The Sunset Chalet | PERFECT Location!
KitchenFamilyLaundry

Branch Lake Cabin minutes to Acadia (Weekend deal)
Indoor spacesFamilyAccess

The Ward House
FamilyIndoor spacesBiking

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

Cozy cottage close to Acadia National Park!
Indoor spacesKitchenGetting around
Family-friendly home rentals with a pool

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

Large private area, close to Rockland
KitchenIndoor spacesBackyard

Camping Cabin
FamilyAmenitiesQuiet

Indoor Pool*Hot Tub*Sauna*Game Room*Near Acadia
Indoor spacesKitchenDecor

The Jarvis Homestead | Historic Maine Mansion
KitchenFamilyNearby

Gorgeous house with a view
FamilyKitchenQuiet

Deluxe Cabin C at Wild Acadia
Indoor spacesFamilyHospitality

New Boho Cape with Pool! Fenced yard, pet friendly
KitchenFamilyHospitality
When is the best time to visit Orland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,633 GYD | G$41,633 GYD | G$45,608 GYD | G$41,633 GYD | G$52,303 GYD | G$55,232 GYD | G$55,650 GYD | G$55,441 GYD | G$44,143 GYD | G$47,072 GYD | G$47,072 GYD | G$42,470 GYD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°C | -3°C |
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