House vacation rentals in Orland

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Top-rated house rentals in Orland

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Guest favorite
A serene outdoor space features wooden seating facing the lake, surrounded by tall trees. The grassy area leads to a pebble fire pit, creating a cozy gathering spot. The calm water reflects the clear blue sky, enhancing the natural setting.
Home in Ellsworth
4.97 out of 5 average rating, 126 reviews

Coveside Lakehouse on Sandy Point

If you are looking for a beautiful vacation spot on Green Lake, look no further. Cove Side Lake House on Sandy Point is the perfect place for you and your whole family to enjoy the lovely Maine summer, from sunrise until sun set. Whether you enjoy relaxing on the deck, catching a nap in the hammock, or fishing and kayaking, this is the vacation destination you've been dreaming of. Green Lake, located in Ellsworth/Dedham Maine, is a 3,132 acre freshwater lake with a maximum depth of over 170ft.

Top guest favorite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5 out of 5 average rating, 136 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

Superhost
An open living area features a light-colored sofa and a gray armchair. A wooden coffee table sits in front of the seating, with a decorative piece on top. The kitchen is visible in the background, showcasing white cabinetry and appliances, with a window allowing natural light.
Home in Bangor
4.77 out of 5 average rating, 313 reviews

Come relax in our cozy and fresh home!

Welcome to a newly renovated two bedroom and 1 bathroom home in a welcoming residential neighborhood. Our home has an open layout w/ a spacious deck and yard off the back of the house and an attached garage. We welcome children and families. This space is centrally located to the shopping areas; 5-10 minutes by car, we are also quite close to the eclectic downtown. Downtown Bangor is a quick 10 minute drive or if you enjoy walking approximately 30-35 minutes through the lovely ‘tree’ streets.

Superhost
A charming house is surrounded by a snowy landscape, illuminated by soft outdoor lighting. A vehicle is parked in the snow-covered driveway, while the front porch features steps leading to the entrance. Leafless trees are seen in the background, enhancing the winter scene.
Home in Bucksport
4.89 out of 5 average rating, 119 reviews

Maine Wilderness Oasis: Hike Swim Kayak Fish

Take it easy at this unique getaway. Spend your days hiking the backyard trails (25 acres behind the house!), swimming or paddle boarding on the lake with a private dock (lake is a 2 minute walk down the driveway!), or traveling to near by coastal towns like Bar Harbor (Bucksport was voted #1 small coastal town in USA!). For dinner, stop by one of the lobster shacks just down the road to bring home your fresh Maine lobster! Come and disconnect (or stay connected if you’re working remotely!).

Top guest favorite
A two-story cabin is nestled among trees, providing a serene natural setting. Adironack chairs are arranged in a circle on the grass, inviting relaxation. A wooden picnic table is visible in the background, offering an outdoor dining option surrounded by lush greenery.
Home in Orland
4.97 out of 5 average rating, 118 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.

Guest favorite
A single-story red house is surrounded by greenery, featuring a welcoming deck with outdoor seating. Flanking the entrance are two neatly trimmed shrubs, and a small garden bed is visible in the foreground. The natural setting conveys a sense of tranquility.
Home in Lamoine
4.82 out of 5 average rating, 114 reviews

Quiet 2-bedroom house on Acadia's doorstep.

Minutes from Acadia, Bar Harbor, Ellsworth and other DownEast destinations. Relax with the whole family at this peaceful home in the heart of Vacationland. We are nearing the end of a long renovation, so you will find some projects unfinished (mostly exterior). But, we hope that won't stop you from having a great time exploring the area. New floors, kitchen, lighting, and hot water heat pump - we've poured a lot of love and energy into making this a great spot for our family, and yours!

Top guest favorite
A charming cottage is framed by lush green trees and sits along the Penobscot River. The gravel path leads to the entrance, with water visible in the background under a clear blue sky, creating a serene setting for visitors.
Home in Orland
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.

Top guest favorite
A fire pit surrounded by four chairs is positioned by the tranquil waters of Molasses Pond. The scene is framed by a grove of trees, with a dramatic sky stretching overhead, reflecting the calmness of the lake.
Home in Eastbrook
4.99 out of 5 average rating, 150 reviews

The Maine Getaway - Lakefront with Beach

If you are looking for a place to get away and relax, our house on Molasses Pond may be a good fit for you/your family. It is a hidden gem down a dirt road away from hustle and bustle. Peace and quiet is what you’ll find, along with a gorgeous view. It’s a great place for swimming, kayaking, paddle boarding, grilling, fishing, and laying on the hammock. We try to provide you with all the necessities you may need and are happy to answer any questions. We hope you enjoy it as much as we do!

Top guest favorite
A wooden dock extends into a calm lake, framed by distant hills and clear skies. The water's surface reflects the surroundings, creating a serene and tranquil atmosphere.
Home in Orland
4.98 out of 5 average rating, 117 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 in bedrooms.

Guest favorite
The exterior of a charming home is shown, featuring a wooden deck with two blue chairs positioned for relaxation. Lush green trees provide a natural backdrop, and a clear blue sky enhances the inviting outdoor space. The entrance is marked by a blue door.
Home in Blue Hill
4.86 out of 5 average rating, 144 reviews

Blue Hill Bungalow with open, natural light

Newly finished single-floor home close to everything in Blue Hill. Open floor concept, large windows and view of Blue Hill itself from the front porch make this a comfortable place to hang out or base out of for day trips. Everything is within reach with either a short drive, a lovely walk or bike ride, including hiking trails, the ocean, Blue Hill mountain, restaurants, a coffee shop, and boutique shops, as well as the Blue Hill Co-Op and Tradewinds for your grocery needs.

Guest favorite
A spacious living area features a large sectional sofa adorned with various textured throw pillows. Two round woven coffee tables sit on a soft area rug, while natural light enters through the windows, creating a welcoming environment with neutral wall colors and tasteful decor.
Home in Ellsworth
4.83 out of 5 average rating, 111 reviews

11 Jude Ln

You’ll enjoy staying in this cozy historic cottage, located conveniently within walking distance of many local amenities including downtown Ellsworth’s shops, restaurants, bakeries, The Grand Theater, Ellsworth Harbor Park and Marina, Knowlton Playground and Splash-pad. This property is approximately: 30 minutes-Hulls Cove Entrance Acadia National Park 45 minutes- Schoodic Entrance Acadia National Park 20 minutes- Blue Hill Mountain 45 minutes- Bangor International Airport

Guest favorite
Home in Rockport
4.92 out of 5 average rating, 169 reviews

Romantic Coastal Escape near Harbor

Hidden at the end of a quiet lane and surrounded by forest, The Romantic Coastal Escape – 46 Lime Rock offers refined comfort and meaningful hospitality with extravagance. Two blocks from Rockport’s five-star restaurants and harbor walks, with forest views, complete privacy, and trails just outside the door, guests call it “a secluded paradise just minutes from everything.”

Popular amenities for Orland house rentals

When is the best time to visit Orland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,812 GYDG$42,857 GYDG$45,157 GYDG$44,739 GYDG$47,038 GYDG$52,265 GYDG$55,610 GYDG$56,655 GYDG$45,157 GYDG$48,502 GYDG$50,174 GYDG$44,948 GYD
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Quick stats about house rentals in Orland

  • Total vacation rentals

    Explore 50 vacation rentals in Orland

  • Nightly prices starting at

    Orland vacation rentals start at G$14,634 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,000 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Orland vacation 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!

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