Waterfront vacation rentals in Orland

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Orland

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

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Guest favorite

A view of Tracy Pond is framed by the cottage's window. Lush trees with vibrant autumn foliage border the serene water's edge, reflecting a peaceful landscape. The clear sky above enhances the natural beauty of the secluded environment.

Cottage in Hermon

4.93 out of 5 average rating, 108 reviews

Lakefront Cottage on Tracy Pond, New Hampshire

Lakefront private cottage right on 47 acre Tracy pond. This pond has no public access so it is very quiet with only my home and another Air BnB rental on the 25 acre parcel. Loons, eagle, deer, otter and beaver are around. It has a fully equipped kitchen, deck and gas grill along with a stone firepit. Minutes to Bangor airport and downtown and one hour to Acadia National Park. You can swim and boat on the pond with kayaks and a canoe provided. Pets welcome but keep on leash and clean up after.

Guest favorite

The exterior of a contemporary wooden home is framed by tall pine trees. A spacious deck extends from the house, leading to a grassy area. The setting overlooks a calm lake, enhancing the natural ambiance of the surroundings.

Home in Surry

4.94 out of 5 average rating, 154 reviews

Gran Den Lakefront Home Near Acadia

Gran Den is a large, contemporary, kid-friendly home on the sunset side of a 9 mi lake (Toddy Pond). Enjoy privacy, stunning elevated sunsets, a dock, raft, canoe, big yard and a tennis court! Deck spans the length of the home - great for grilling, sunbathing, meals, drinks, naps and stargazing. Waterfront and tennis ct only 100 ft from deck. Enjoy all nature offers, loons, bald eagles, humming birds – on a lake that you’ll feel like you own. Close to Acadia National Park, Deer Isle & Blue Hill.

Guest favorite

An outdoor movie screen is positioned by the lake, reflecting a scene from a film. Warm lights are strung around the area, enhancing the ambiance. A fire pit is visible, surrounded by a rocky edge. The tranquil water and forest backdrop provide a serene setting.

Guest suite in Orrington

4.97 out of 5 average rating, 112 reviews

Lake front luxury retreat with an Island View

Indulge in lakeside luxury at our modern, waterfront studio retreat! Perched on the water's edge, this pet-friendly haven offers: Private dock and lake access · Spa-inspired indoor and outdoor showers · Cozy fire pit for a relaxing movie night under the stars · Unbeatable views and direct access to the lake for swimming & soaking up the sun · The serene sounds of loons and unforgettable memories to cherish. A short drive from town, experience the best of Maine living in style and tranquility.

Guest favorite

A modest building is nestled among trees, featuring a green door and an overhang for shelter. A decorative horse emblem is mounted beside the entrance. Stone pathway leading to the door is surrounded by gravel and natural landscaping.

Tiny home in Blue Hill

4.87 out of 5 average rating, 166 reviews

Mini Moose Tiny Home

Our Mini Moose sits on our 75 + acres of beautiful Maine woods. Two miles from the center of the coastal village of Blue Hill. We have had 6 years of successful rentals. Fire pit & view of the pond from the deck. A wonderful path around 2 ponds, swimming is allowed and a contemplative walking labyrinth. Perfect getaway for a couple or single person to explore the natural beauty of Downeast Maine. Only 45 minute drive to Acadia National Park and close to all that Downeast Maine has to offer.

Guest favorite

A wooden dock extends into a calm lake, featuring two Adirondack chairs overlooking the water. A vibrant sunset paints the sky in hues of orange and pink, reflecting beautifully on the lake's surface. Lush trees frame the view, enhancing the serene atmosphere.

Home in Bucksport

4.9 out of 5 average rating, 107 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!).

Guest favorite

The cottage is framed by vibrant greenery, showcasing a spacious wrap-around porch adorned with white railings. A lush wildflower field occupies the foreground, leading to the entrance. A parked car is visible nearby, set against the backdrop of tall trees and a serene atmosphere.

Cottage in Verona Island

4.85 out of 5 average rating, 172 reviews

Cottage on Maine's Penobscot River

Luna Cottage, located on the West Branch of the Penobscot River on Verona Island, offers a serene get-a-way while being only a short distance from some of Maine's best-known coastal towns & vacation destinations. Take day trips or just stay & relax! The town of Bucksport is just across the river and is in a renaissance after the closing of its paper mill. New businesses are developing along Main St. Maybe you'll even decide to live here! I REQUIRE GUESTS TO BE FULLY VACCINATED FOR COVID.

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

4.98 out of 5 average rating, 127 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.

Guest favorite

The cabin's exterior features a new blue siding with white trim, a wooden front porch, and a decorative flag. A palm tree and flower beds enhance the entryway, providing a welcoming appearance. Large windows allow natural light to brighten the interior space.

Cottage in Dedham

4.93 out of 5 average rating, 107 reviews

My Blue Heaven

The cabin is totally renovated with new appliances. Very cute and cozy, perfect for couples looking for a romantic get away. Jenkins Beach is closed for renovations this summer but you can still rent/launch boats there for a small fee. The cabin has WiFi and two TV’s, one has Apple TV, the other has streaming services as well and both have DVD players. Our cabin is not childproof, so not suitable for children under 5. Please look closely at the pictures if you’re bringing a small child.

Top guest favorite

A serene landscape captures a vibrant sunset over a tidal bay, with hues of orange, pink, and purple reflected on the water's surface. Silhouettes of distant trees line the shore, framed by rocky terrain in the foreground.

Guesthouse in Penobscot

4.97 out of 5 average rating, 215 reviews

Sea Pearl

This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

Guest favorite

A spacious white tipi is nestled among trees, with a clear view of a quiet lake. A picnic table sits nearby, accompanied by a hammock stretched between two trees, inviting relaxation in this serene natural setting.

Tent in Brooks

4.91 out of 5 average rating, 218 reviews

Waterfront Tipi Glamping // Phoenix Landing

Majestic private waterfront Tipi * on a lake. Quiet nature oasis with hot tub, woodstove, firepit, modern grill, and all the essentials. Ice skate or xc-ski across the frozen lake and watch the bald eagles fly overhead, or relax in the Adirondack chairs in front of the bonfire while you make smores and cook dinner on the grill or over the open fire, then snuggle up inside the tipi while you listen to vintage vinyl and let the owls hoot you to sleep. *Tipi closed March-April.

Guest favorite

A spacious bedroom features large windows offering views of the lake and surrounding trees. Natural light fills the room, highlighting the hardwood floors. A wooden dresser and a small desk with a chair provide functional furnishings, while a cozy bed with a dark coverlet invites relaxation.

Home in Bucksport

4.96 out of 5 average rating, 154 reviews

Lake Front-Maine Themed-Soaking Tub-Fire Pit-Kayak

Brand new year-round lake house is perfect for the outdoor recreational enthusiast visiting Acadia National Park, the work-from-home adventurist, a big family lake house trip, or a cold-weather spa escape. Enjoy this spacious waterfront home in Bucksport, Maine. Relax in the soaking tub, fish and paddle the lake, or work remotely with a view. When you want to explore, the home's location is convenient to Bangor, Brewer, Ellsworth, and Bar Harbor!

Top guest favorite

A modern tiny house features large glass doors opening to a spacious wooden deck. Adirondack chairs are placed near a table under a black umbrella, surrounded by flower pots filled with colorful blooms. Lush greenery is visible in the background, framed by a partly cloudy sky.

Tiny home in Trenton

5 out of 5 average rating, 182 reviews

The Tiny House with the Enormous View of Acadia

The Tiny House on Goose Cove is the perfect place from which to enjoy your visit to Acadia National Park. Set on three acres of shore front property, the house features spectacular views of Mount Desert Island. The entrance to the Park, and the shops and restaurants of Bar Harbor, are just 20-25 minutes away by car. And when you've had enough of the bustle and crowds, you can retreat to the peace and serenity of this beautiful property.