
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 $128 SGD per night before taxes and fees

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
80 of Orland holiday rentals include wifi 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!

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. Adults-only and not equipped to handle children or infants

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.

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.

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 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. There is no running water but we provide a drinking fountain and foot pump sink. There is no shower. The distance between parking and the yurt is about 150 yards. If you want to pet goats or sheep, message us.

Newly renovated cottage in the heart of Downeast
The Woodlands is tucked away on a quiet street off Route 1, minutes from downtown Ellsworth. Newly renovated in 2021, this delightful one bedroom, 2 bathroom cottage has new appliances, including a gas range and washer and dryer, along with all the thoughtful amenities you'll need for a relaxing retreat. With central access to Acadia National Park and all your coastal adventures, the Woodlands is a perfect destination for a peaceful getaway in the heart of Downeast Maine.

The Tiny House with the Enormous View of Acadia
The Tiny House on Goose Cove is the perfect place from which to enjoy your visit to Acadia National Park. Set on three acres of shore front property, the house features spectacular views of Mount Desert Island. The entrance to the Park, and the shops and restaurants of Bar Harbor, are just 20-25 minutes away by car. And when you've had enough of the bustle and crowds, you can retreat to the peace and serenity of this beautiful property.

Modern Cabin in the Pines • Hot Tub + Near Acadia
Enjoy our cozy home-away-from-home amid towering pines and granite boulders — the perfect respite after exploring Acadia. Our newly built cabin has rustic Maine charm and modern comforts: AC, waterfall shower, memory foam mattresses, indoor gas fireplace, outdoor gas fire pit, gas grill, hot tub, 4KTV, high-speed internet, modern kitchen, filtered water, gas range, high-end appliances, and front-loading washer/dryer.

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

Waterfront near Acadia | Hot Tub| Kayaks| Bay View

Beachfront Guest Cottage - Year-round Hot Tub!

Cute Midcoast Cottage w Hot Tub

Field of Dreams Tiny Home

Unique, Whimsical Off-Grid Cabin

A comforting sweet off grid cabin near the beach!

Nashport on the Penobscot

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

Sunset Pines

Converted Wood Shop - Peaceful Mountain Retreat

Loon Lodge

Sunset views on Chemo *45 minutes to Acadia*

Stunning waterfront Lucerne views, private dock

Sun House Acadia

2026 Spring Waterfront! Hi-Speed Wifi on Flat Bay

Islesboro Boathouse
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

House in the woods

Ocean View Lawn Cottage - Newly Renovated 2024

Three Sisters Retreat
When is the best time to visit Orland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $254 SGD | $254 SGD | $278 SGD | $255 SGD | $270 SGD | $299 SGD | $340 SGD | $338 SGD | $270 SGD | $287 SGD | $287 SGD | $259 SGD |
| 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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- Family-friendly rentals United States
- Acadia National Park
- Acadia National Park Pond
- The Camden Snow Bowl
- Rockland Breakwater Light
- Sand Beach
- Farnsworth Art Museum
- Camden Hills State Park
- University of Maine
- Cellardoor Winery
- Schoodic Peninsula
- Moose Point State Park
- Bass Harbor Head Light Station
- Cold Stream Pond
- Samoset Resort
- Maine Lighthouse Museum
- Hollywood Slots Hotel & Raceway
- Maine Discovery Museum
- Echo Lake Beach





