
Vacation rentals in Orland
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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 G$4,181 GYD per night before taxes and fees

Verified guest reviews
Over 6,960 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

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!
Top-rated vacation rentals in Orland
Guests agree: these stays 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!
4.98 out of 5 average rating, 213 reviews
Cozy Cottage on the Penobscot – Panoramic Luxury!
Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme
5.0 out of 5 average rating, 168 reviews
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.
4.98 out of 5 average rating, 127 reviews
Whitetail Cottage by the River, 10 mi to Acadia NP
Whitetail by the River- 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 more Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound
4.99 out of 5 average rating, 754 reviews
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!!!
5.0 out of 5 average rating, 150 reviews
Beautiful Maine Retreat: 4 Bdrm Lakeside Cottage
Enjoy Fall/Winter! It’s beautiful in Maine. Blueberry Cove is a retreat, but the road and drive are plowed and the garage is attached. On Toddy Pond you have ice fishing, cross country skiing, snow shoeing. You're cozy: full house heat, a propane fireplace and a Generac generator for backup. Experience the beauty of winter in beautiful villages and Acadia NP nearby. 4 Bedrooms: Primary w/queen and full bath; 1 with queen; 1 with daybed/two twin. Loft over garage w/queen. Second full bath.
4.89 out of 5 average rating, 94 reviews
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.
4.97 out of 5 average rating, 140 reviews
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.
4.97 out of 5 average rating, 152 reviews
Romantic Lakeside Cottage - Fireplace - To Acadia
The cottage is new, directly on the water and the perfect romantic getaway for two. Come escape, relax and spend time in a peaceful setting amid trees and rock gardens. The cottage is located on Toddy Pond in Orland, Maine. Toddy Pond is a large lake (9+ miles long) and located between Ellsworth and Bucksport. The cottage is only 50 feet from the water's edge Use of a canoe and kayaks is included. Bar Harbor and Acadia National Park are about 45 minutes away and perfect day trip.
4.97 out of 5 average rating, 65 reviews
Magical Lakefront Cabin on 5 Acres-25 Mi to Acadia
Enjoy a truly immersive experience in our unique open air lakefront cabin. The expansive screen windows allow you to lounge in comfort and feel the fresh air as you experience the birds chirping, loons calling, and frogs singing at night. On chilly nights, draw the curtains and light the gas fireplace for a cozy evening you'll never forget. Relax in a hammock, hike the trails, enjoy kayaking, paddleboarding, swimming or fishing on our peaceful lake. 40 min. to Acadia
5.0 out of 5 average rating, 92 reviews
Bayside vista
I would like to welcome you to a spacious yet cozy, luxury bayside apartment. This 2 bedroom, 1 bath can sleep 6. Two comfy queen beds, a daybed with trundle on the cantilevered sunroom with breathtaking view. You are a short 30 minute ride from many locations that are popular here in Maine. Also a beautiful 45 to 60 minutes ride down Coastal Route 1, brings you to places like Acadia National Park, Bar Harbor, Camden, Rockport, & Rockland.
5.0 out of 5 average rating, 95 reviews
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.
4.97 out of 5 average rating, 191 reviewsPopular amenities for Orland vacation rentals
Other great vacation rentals in Orland

Sunset Cove Cottage
5.0 out of 5 average rating, 26 reviews
Legacy Way Vacay
4.97 out of 5 average rating, 90 reviews
Maple Cove Camp Lakeside Cottage
5.0 out of 5 average rating, 81 reviews
Fern Tiny House - private, cozy, minutes to Acadia
5.0 out of 5 average rating, 25 reviews
Casa on the Bagaduce River
5.0 out of 5 average rating, 45 reviews
Fish Point Hideaway
5.0 out of 5 average rating, 57 reviews
Timberlight Retreat | Tiny Home Cabin
4.86 out of 5 average rating, 44 reviews
Lakehouse in the trees
5.0 out of 5 average rating, 11 reviewsWhen is the best time to visit Orland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,359 GYD | G$31,359 GYD | G$34,495 GYD | G$30,941 GYD | G$41,812 GYD | G$45,784 GYD | G$43,693 GYD | G$43,484 GYD | G$36,585 GYD | G$36,585 GYD | G$33,240 GYD | G$31,359 GYD |
| 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
How much does it cost to stay in cottage rentals in Orland?
Experience the best of Orland with our cottage rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
Are there pet-friendly cabin rentals in Orland?
Four-legged friends are welcome in Orland. Choose from more than 20 cabin rentals for guests traveling with pets.
Do house rentals in Orland have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Orland. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Orland have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Orland. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Orland have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Orland. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cabin Rentals in Orland?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with a bbq area, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly house rentals in Orland?
Orland has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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