Holiday houses in Orland

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Quick stats about holiday rentals in Orland

  • Total holiday rentals

    Explore 160 holiday rentals in Orland

  • Nightly prices starting at

    Orland holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,780 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Orland holiday 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 holiday rentals in Orland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.
Guesthouse in Orland
4.99 out of 5 average rating, 203 reviews

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!

Top Guest favourite
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, 123 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.

Top Guest favourite
A rustic cottage is viewed at sunset, with vibrant hues of orange and pink illuminating the sky. A gravel pathway leads to the entrance, framed by green lawns and decorative flower pots. Trees are visible in the background, enhancing the natural setting.
Guesthouse in Orland
5 out of 5 average rating, 135 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!!!

Guest favourite
The exterior of the cottage is depicted, showcasing a deck area with two chairs and a grill. The building is surrounded by trees, with a stone path leading toward the entrance. Sunlight filters through the leaves, highlighting the warm tones of the cottage's siding.
Cottage in Orland
4.92 out of 5 average rating, 25 reviews

Waterfront Cottage on Toddy Pond, Orland, Me.

COTTAGE IS RENTED ON A WEEKLY BASIS- GUESTS MAY ARRIVE AT 300PM ON SUNDAY AND DEPART BY 10 am ON SATURDAY. (6 NIGHTS) Recently restored cottage, 15-feet from the water, on 8-mile long Toddy Pond. Water-front cottage contains a master bedroom, a full bath, kitchen, living room, and dining area. Newly renovated detached bunk house has one full-size bed. New lighting and skylights allow plenty of sunlight to brighten the interior of the bunk house and cottage. 1 dog, 20 lbs. or less is allowed.

Top Guest favourite
Guesthouse in Orland
4.98 out of 5 average rating, 51 reviews

Converted Wood Shop - Peaceful Mountain Retreat

Peaceful retreat in Orland between Bangor and Acadia. Located in a safe, quiet wooded setting with mountain views and ultra-fast Wi‑Fi. Enjoy morning coffee on your private deck before hiking, exploring Acadia, or venturing into the great outdoors & local communities. Originally a working woodshop, our space has been transformed to accommodate guests and families seeking a laid back getaway. Enjoy easy access to trails, lakes & more. Noted for privacy and surrounded by nature with heat and AC.

Top Guest favourite
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, 131 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.

Top Guest favourite
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, 146 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 favourite
A rustic cabin is set amidst green foliage, featuring a porch with wooden chairs. The entrance is visible, framed by natural elements. Nearby, a wooden dock leads to the ground, providing easy access to the surrounding area.
Guesthouse in Ellsworth
5 out of 5 average rating, 31 reviews

Rustic Lakefront Bunkhouse

Come enjoy and embrace the rustic charm of our bunkhouse, one of three family-owned camps on beautiful Branch Lake. Close to downtown Ellsworth and Acadia National park, this cozy, one-room cabin (hello minimalists) is ideal for solo travelers or couples. The porch adds extra space for savoring morning coffee and enjoying the view. You’ll have direct lake access with your own dock, perfect for swimming, fishing, kayaking and star gazing! We think life is pretty good here!

Top Guest favourite
A path leads toward the camp, with wooden steps framed by trees on either side. A green and white flag gently flutters, signaling proximity to the lake. In the background, the calm water reflects the verdant surroundings, creating a peaceful natural setting.
Cottage in Surry
5 out of 5 average rating, 52 reviews

Maine camp on lake with island near Acadia

This is a special place, away from the world. You will drive past blueberry fields and turn onto a winding dirt road... ending up at our tiny camp. We call it "Upta" because in Maine we go "upta camp." This is a true Maine camp lake experience - a chance to kayak, swim, and relax while still being close to Acadia, the ocean, and coastal towns to explore. There is cell service but no wifi - we like to put devices away and reconnect with nature (and ourselves) here.

Top Guest favourite
Cabin in Orland
5 out of 5 average rating, 76 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

Top Guest favourite
A contemporary yurt is nestled among snow-dusted trees, surrounded by a blanket of white snow. A spacious deck extends from the yurt, providing access to the inviting living space. The serene winter landscape and trees enhance the retreat's secluded charm.
Yurt in Appleton
4.95 out of 5 average rating, 378 reviews

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Top Guest favourite
A modern cabin is set against a backdrop of tall pine trees, featuring large windows that invite natural light. The exterior showcases a wooden deck with a seating area, complemented by a staircase leading to the entrance.
Cabin in Penobscot
4.97 out of 5 average rating, 178 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.

Popular amenities for Orland holiday rentals

When is the best time to visit Orland?

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Avg. price$260 NZD$260 NZD$286 NZD$255 NZD$318 NZD$340 NZD$363 NZD$361 NZD$304 NZD$304 NZD$276 NZD$260 NZD
Avg. temp-7°C-6°C-1°C6°C13°C18°C21°C20°C16°C9°C3°C-3°C

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Orland?

    Experience the best of Orland with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Orland?

    Yes! Work meets play with ease at over 40 vacation rentals in Orland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Orland?

    Four-legged friends are welcome in Orland. Choose from more than 60 vacation 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 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 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 House Rentals in Orland?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 30 homes with a bbq area, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly cabin rentals in Orland?

    Orland has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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