
Vacation rentals in Orland
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Top-rated vacation rentals in Orland
Guests agree: these stays are highly rated for location, cleanliness, and more.

BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Cozy Cottage on the Penobscot — Panoramic Luxury!
Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinmaine.

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!!!

Relaxing & peaceful AFrame in Maine woods “Maple”
Come relax in our newly constructed, 4 season modern A frame on the Blue Hill Peninsula. Located in the beautiful town of Brooksville, only 10 mins from Holbrook Island Sanctuary, 15 minute scenic drive to Blue Hill and Deer Isle/Stonington or 1 hour to Bar Harbor/Acadia National Park. Stocked with everything needed to enjoy a relaxing getaway- EV Charger too! Is the property not available when you need it? “Birch” A Frame is just next door. See separate listing for availability OR to book both

Tiny House at Wooded Bliss Homestead
On the edge of our family homestead overlooking meadow & forest, this tiny house offers a quiet, cozy refuge only 40 minutes from Acadia National Park. There's a twin daybed on the ground floor & a double futon in the loft. Full kitchen & tiny bathroom with shower too. A heat pump keeps the place toasty warm or nice and cool. The tiny house and meadow are very private on the edge of the property, and just for you. Our family's gazebo, fire pit, hammock, trail & garden are shared with guests.

Whitetail by the River, Acadia National Park 10m
Whitetail Cottage - 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 & cozy for 4. Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

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.

Waterfront-40min to Acadia-Main House-Fire Place
Enjoy all four of Maine's seasons at this lakehouse. The Main House at Getogether Stays cabin micro-resort sleeps 8 and includes free kayaks. Have you ever dreamed of being the owner of a campground or wondered what it is like to stay in the owner's building at one? Well here is your chance to live your dream for a visit to this cabin campground. The cabins are closed in the winter, but the main house is still available to rent! Enjoy this lovely home and the entire grounds of the property

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 400 Mbs cable 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. Pet friendly!

Belfast Ocean Breeze
Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

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 in bedrooms.

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 vacation rentals
Other great vacation rentals in Orland

Carriage House at Bald Hill Cove

Cute and cozy in-town apartment

AcadiaWinterport Retreat W/Jacuzzi Bangor

Bucksport gem, hot tub! One hour to Acadia NP!

Penthouse Dynamic Water Views

Delight<Farmhouse

Enchanting Tiny Home Near Acadia

Welcome to The Maine View
When is the best time to visit Orland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 130 | € 138 | € 131 | € 127 | € 158 | € 169 | € 186 | € 173 | € 160 | € 160 | € 150 | € 137 | 
| 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 | 
Frequently Asked Questions
- Are there house rentals with a dedicated workspace in Orland? - Yes! Work meets play with ease at over 20 house rentals in Orland featuring dedicated workspaces. Stay connected and productive in your home away from home. 
- How much does it cost to stay in cabin rentals in Orland? - Experience the best of Orland with our cabin rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home. 
- What are the most popular amenities for House Rentals in Orland? - Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 40 homes with a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences. 
- Do cottage rentals in Orland have wifi? - Absolutely! We offer over 10 cottage rentals with wifi in Orland. Enjoy a tailored experience with all the comforts you desire. 
- Do cabin rentals in Orland have self check-in? - Absolutely! We offer over 10 cabin rentals with self check-in in Orland. Enjoy a tailored experience with all the comforts you desire. 
- Are there pet-friendly house rentals in Orland? - Four-legged friends are welcome in Orland. Choose from more than 20 house rentals for guests traveling with pets. 
- Do cabin rentals in Orland have a bbq area? - Absolutely! We offer over 10 cabin rentals with a bbq area in Orland. Enjoy a tailored experience with all the comforts you desire. 
- Are there family-friendly house rentals in Orland? - Orland has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers. 
Quick stats about vacation rentals in Orland
 - Total vacation rentals- Explore 160 vacation rentals in Orland 
 - Nightly prices starting at- Orland vacation rentals start at € 17 per night before taxes and fees 
 - Verified guest reviews- Over 6,330 verified reviews to help you choose 
 - Family-friendly vacation rentals- 80 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 60 rentals that welcome pets 
 - Vacation rentals with a pool- 10 properties feature pools 
 - Rentals with dedicated workspaces- 40 properties have a dedicated workspace 
 - Wi-Fi availability- 130 of Orland vacation rentals include wi-fi access 
 - Popular amenities for guests- Guests love Self check-in, Gym, and BBQ grill across Orland rentals 
 - 4.9 Average rating- Orland stays are highly rated by guests—averaging 4.9 out of 5! 
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- Rentals with a fire pit Orland
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- Waterfront rentals Orland
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- Cabin rentals Orland
- Acadia National Park
- Northeast Harbour Golf Club
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Sandy Point Beach
- Bear Island Beach
- Sand Beach
- Lighthouse Beach
- Kebo Valley Golf Club
- Eaton Mountain Ski Resort
- The Camden Snow Bowl
- Wadsworth Cove Beach
- Farnsworth Art Museum
- Narrow Place Beach
- Spragues Beach
- Three Island Beach
- Driftwood Beach
- Rockland Breakwater Light
- Islesboro Town Beach
- Hero Beach
- North Point Beach
- Hunters Beach
- Billys Shore
- Pinnacle Park
