
Family-friendly holiday rentals in Orland
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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 spacesKitchenSolo travel

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.
FamilyIndoor spacesHospitality

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!!!
KitchenFamilyWi-Fi

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.
Indoor spacesKitchenCheck-in

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 spacesAmenities

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.
FamilyKitchenPets

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.
FamilyKitchenView

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. .
FamilyIndoor spacesComfort

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.
Indoor spacesKitchenDecor

Field of Dreams Tiny Home
Escape to our charming tiny home near Bangor, a perfect retreat for 2. Enjoy serene field views from a panoramic window, a private hot tub, and a cozy fire pit. Inside, a modern wood-paneled interior with a projector screen for movie nights awaits. This unique stay offers tranquility and modern comfort, just minutes from the city.
Indoor spacesKitchenPets

Quiet unit w/ outdoor shower, fire pit near Acadia
Thirty minutes from Belfast, Blue Hill, and Bangor, and just under an hour from the Hull's Cove Visitor Center at Acadia National Park. Visit a nearby beach; take a shower outdoors by moonlight; listen to owls calling at night while having a campfire under the stars; or relax on the deck with a book.
Indoor spacesFamilyParks

The Sunset Chalet | PERFECT Location!
Cozy lakefront cottage nestles in nature with private water access on beautiful Hancock Pond. Only 35 miles (45-60 minute drive) to Bar Harbor & Acadia National Park. Comfortably furnished with all the conveniences of home! Includes a dock, fire pit, and two kayaks. ***We are Dog Friendly!***
Indoor spacesFamilyHospitality
Popular amenities for Orland family-friendly rentals
Family-friendly home rentals with a hot tub

Maybelle the Tiny Cabin on 100 acres
FamilyKitchenSkiing

Cute Midcoast Cottage w Hot Tub
KitchenFamilyQuiet

Hot Tub Art Sail Loft. Swans Island
KitchenIndoor spacesOutdoor spaces

A comforting sweet off grid cabin near the beach!
Indoor spacesKitchenHospitality

Secluded Retreat w/ Luxe Hot Tub & Forest Views
KitchenFamilySleep quality

Delight<Farmhouse
KitchenIndoor spacesSleep quality

Riverside Getaway w/HotTub | 3br 2 bth
Indoor spacesFamilyLocation

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

Gran Den Lakefront Home Near Acadia
FamilyIndoor spacesAccess

Peaceful Branch Lake Cabin minutes to Acadia
FamilyKitchenLayout

Simple Boothbay Log Cabin on Water
KitchenFamilyGetting around

Rustic Cabin on Beech Hill Pond near Acadia
Indoor spacesFamilyAir conditioning

"The Lair" Guesthouse
Indoor spacesKitchenComfort

Private Lakeside Camping in Penobscot, Maine
KitchenIndoor spacesAccuracy

‘Round the Bend Farm - private, modern cabin
FamilyKitchenComfort

The Ward House
Indoor spacesKitchenValue
Family-friendly home rentals with a pool

Large Home with Great View next to horse farm
Indoor spacesKitchenAmenities

Camping Cabin at Wild Acadia
Indoor spacesFamilyValue

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

Coastal Retreat with Pool and Cheerful Vibes
Indoor spacesKitchenHospitality

New Boho Cape with Pool! Fenced yard, pet friendly
FamilyIndoor spacesCheck-in

House in the woods
KitchenFamilyLocation

Ocean View Lawn Cottage - Newly Renovated 2024
FamilyKitchenComfort

Loon Sound Cottage, On the Water
Indoor spacesKitchenHospitality
When is the best time to visit Orland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $284 AUD | $284 AUD | $311 AUD | $285 AUD | $301 AUD | $334 AUD | $379 AUD | $378 AUD | $301 AUD | $321 AUD | $321 AUD | $289 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 |
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 $143 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!
Destinations to explore
- Cabin rentals Orland
- Rentals with lake access Orland
- Rentals with a kayak Orland
- Rentals with a fire pit Orland
- Rentals with a patio Orland
- Rentals with a fireplace Orland
- Pet-friendly rentals Orland
- Rentals with outdoor seating Orland
- Rentals with beach access Orland
- House rentals Orland
- Rentals with a washing machine and dryer Orland
- Waterfront rentals 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





