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

Total holiday rentals
Explore 90 holiday rentals in Orland

Nightly prices starting at
Orland holiday rentals start at $140 AUD per night before taxes and fees

Verified guest reviews
Over 3,570 verified reviews to help you choose

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of Orland holiday rentals include Wi-Fi access

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

4.8 Average rating
Orland stays are highly rated by guests—averaging 4.8 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!

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.

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!!!

The Cabins at Currier Landing Cabin 2: Meadow
Tranquil cabin; open plan. Bedroom w/queen bed & privacy doors. Alcove w/bunkbeds. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins; 1 studio cabin. Centrally located on the Blue Hill Peninsula near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

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.

Hand built cabin overlooking a pond
Beautiful hand built cabin, overlooking Cotton Pond. Ten minutes from Camden, the sailing mecca of the east coast. Solar lights, (we are off the grid) gravity fed kitchen water, gas-hot water outdoor shower, outhouse overlooking the forest. Hiking trails everywhere! Swimming across the road on Hobbs Pond. If you book in November, there is a possibility that if it gets cold, you will not have a hot outdoor shower and will use water from a 5 gallon ceramic container for drinking and cooking.

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.

Gateway Cottage Inn Acadia Natl Park Bar Harbor
Keep life simple at this cozy, peaceful and private little "cottage in the woods" that feels more like an Inn with little surprises around every corner. Centrally-located to many attractions such as Acadia National Park, Bar Harbor, Whale Watching, Lobster Fishing tours. Less than 5 minutes from local Ellsworth restaurants, shops, gas stations and supermarkets. The sunroom is perfect for morning coffee, winding down with a glass of wine or curling up with a good book on the boat bed.

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.

The Ward House
A sunny Maine cottage on a quiet Island sitting on the banks of the east branch of the Penobscot River. 20 miles from Bangor, Belfast, and Ellsworth. 40 miles to Mt. Dessert Island and Acadia National Park. There is room for 7 people. Three beds that sleep two people and one single bed. One bedroom , with a queen size bed, is on the first floor with a small living room. There is a dining room and full kitchen with washer and dryer. The one bathroom is on the first floor.

Spectacular Cottage on Penobscot bay in Belfast
Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

Nomad's Rest-Secluded Modern Camp 30 miles to MDI
The modern Maine camping experience. Enjoy an unforgettable stay in a geodesic dome outfitted with detached bathroom and shower. A fantastic jumping-off point for your favorite outdoor sports with hiking and biking trails within 10 minutes of the property and 30 miles from Acadia National Park. Return from a day of exploration to views of Maine lakes, the national park and a roaring fire pit! @nomaddomehome on Insta for more pictures.
Popular amenities for Orland family-friendly rentals
Family-friendly home rentals with a hot tub

Beachfront Guest Cottage - Year-round Hot Tub!

Cute Midcoast Cottage w Hot Tub

Field of Dreams Tiny Home

Secluded Retreat w/ Luxe Hot Tub & Forest Views

A comforting sweet off grid cabin near the beach!

Nashport on the Penobscot

Delight<Farmhouse

SNOW SWEET, A Yurt for All Seasons
Family- and pet-friendly home rentals

Unwind in Nature Cabin #4 • Beach • Cedar Sauna

Rustic Cabin on Beech Hill Pond near Acadia

Farm stay in a cozy yurt

Private Lakeside Camping in Penobscot, Maine

Quaint Oceanfront Island Cottage, off Bar Harbor

‘Round the Bend Farm - private, modern cabin

The Maine Getaway - Lakefront with Beach

Belfast Harbor Loft | Downtown
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

House in the woods

Ocean View Lawn Cottage - Newly Renovated 2024

Three Sisters Retreat

Bar Harbor, near Acadia with seasonal dock & pool
When is the best time to visit Orland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $278 AUD | $278 AUD | $304 AUD | $279 AUD | $294 AUD | $326 AUD | $371 AUD | $370 AUD | $294 AUD | $314 AUD | $314 AUD | $283 AUD |
| 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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- Rentals with a fire pit Orland
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- Acadia National Park
- Acadia National Park Pond
- The Camden Snow Bowl
- Rockland Breakwater Light
- Sand Beach
- Farnsworth Art Museum
- University of Maine
- Schoodic Peninsula
- Bass Harbor Head Light Station
- Maine Lighthouse Museum
- Camden Hills State Park
- Hollywood Slots Hotel & Raceway
- Cellardoor Winery
- Moose Point State Park
- Cold Stream Pond





