
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 $172 NZD 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!!!

Peaceful Branch Lake Cabin minutes to Acadia
Ellsworth is the gateway to Downeast Maine. Just minutes from Acadia National Park, and Bar Harbor, enjoy relaxing along Ellsworth's pristine 9 mile long 120 foot deep Branch Lake (one of Maine's most best kept secrets)! Our furnished lake side cottage is a perfect place to vacation in Maine. You won't find a more beautiful or convenient, yet secluded spot, anywhere. Enjoy using our kayaks, pedal boat, fishing equipment, and canoe. Go swimming in our sandy waterfront or just relax on shore.

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.

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.

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. .

Restful Maine Cabin • Fire Pit • Sauna • Beach
Discover our most private eco-modern cabin in Midcoast Maine, set furthest into the woods and closest to the cedar sauna. Perfect for couples or solo travelers seeking seclusion, this retreat includes a queen bed, private bathroom, kitchenette, and a forest seating area with Adirondack chairs. Relax in the sauna, enjoy evenings by the firepit, or walk to Sandy Point Beach just 0.5 miles away. With Belfast, Camden, and Acadia nearby, Cabin 6 is your secluded Maine hideaway.

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.

Cozy Cottage in the Woods
Our open concept 2 bedroom home nestled in the woods has the charm of a cottage but the comforts of home. Morning coffee on the porch is often accompanied by sightings of deer in the large field out the front door and hummingbirds busy at the feeder. Get away from it all while being only 25 min from Bangor, under an hour from Belfast & Camden, and 45 min to an hour from Acadia & Bar Harbor!
Popular amenities for Orland family-friendly rentals
Family-friendly home rentals with a hot tub

Cute Midcoast Cottage w Hot Tub

Hot Tub Art Sail Loft. Swans Island

Modern Cabin in the Pines • Hot Tub + Near Acadia

A comforting sweet off grid cabin near the beach!

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Delight<Farmhouse

Riverside Getaway w/HotTub | 3br 2 bth

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

Gran Den Lakefront Home Near Acadia

Bayview House 1br 2ba Stunning Harbor Views

Simple Boothbay Log Cabin on Water

Rustic Cabin on Beech Hill Pond near Acadia

"The Lair" Guesthouse

Private Lakeside Camping in Penobscot, Maine

Early Riser barn-loft on Organic farm near Acadia

One bedroom apartment in rural Waldo County, Maine
Family-friendly home rentals with a pool

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

Bar Harbor, near Acadia with seasonal dock & pool

Loon Sound Cottage, On the Water

Peaceful, Spacious Lodge with Golf & Sunset Views
When is the best time to visit Orland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $341 NZD | $341 NZD | $374 NZD | $343 NZD | $362 NZD | $401 NZD | $456 NZD | $454 NZD | $362 NZD | $386 NZD | $386 NZD | $348 NZD |
| 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 |
Destinations to explore
- House rentals Orland
- Rentals with a washing machine and dryer Orland
- Rentals with beach access Orland
- Rentals with outdoor seating Orland
- Rentals with a patio Orland
- Cabin rentals Orland
- Waterfront rentals Orland
- Rentals with a fireplace Orland
- Pet-friendly rentals Orland
- Rentals with a fire pit Orland
- Rentals with lake access Orland
- Rentals with a kayak Orland
- Family-friendly rentals Hancock County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Acadia National Park
- Acadia National Park Pond
- Schoodic Peninsula
- The Camden Snow Bowl
- University of Maine
- Rockland Breakwater Light
- Sand Beach
- Farnsworth Art Museum
- Cellardoor Winery
- Camden Hills State Park
- Maine Lighthouse Museum
- Moose Point State Park
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Maine Discovery Museum
- Echo Lake Beach





