Pet-friendly holiday rentals in Orland

4.99 out of 5 average rating, 189 reviews

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.

Guest house in Orland

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!

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.

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.

4.97 out of 5 average rating, 118 reviews

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

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.

4.82 out of 5 average rating, 114 reviews

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

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!

4.99 out of 5 average rating, 150 reviews

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

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!

4.98 out of 5 average rating, 133 reviews

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

Lakefront Gem with Breathtaking Island Views

You didn’t know you needed this- until you arrived. A modern studio tucked right on the water’s edge, where nothing is between you and the lake but loons, sunlight, and a whole lot of time to just be. Private dock (float, fish, float again) Spa-style indoor + outdoor showers (yes, both. Why not?) Outdoor movie night under a blanket of stars Pet-friendly Swimming, stargazing, and stories you’ll be telling next year Just a short drive from town or Acadia — if you ever want to leave.

4.99 out of 5 average rating, 199 reviews

The exterior of a two-story brick building is shown, featuring large windows and bright signage that reads 'Coffee & Bikes.' A bicycle is displayed in the window, and a teal bike is parked outside. Red adirondack chairs are arranged in front, adding a welcoming touch to the scene.

Flat in Belfast

Harborview Escape Downtown Belfast

Enjoy a bright, sun-filled, stylish experience at this centrally-located 2nd floor apartment. This open concept, king bed studio apartment is perfect for a couple or a solo experience. (The bedroom space is defined but does not have a door.) Spacious and cozy with a well-appointed kitchen and washer/dryer. Lots of restaurants & shops nearby with a superb coffee bar downstairs. Belfast waterfront, Saturday morning United Farmers Market, and the fabulous Harborwalk just 2 blocks away.

4.97 out of 5 average rating, 406 reviews

The exterior of a historic building features a brick facade with large, framed windows. The storefront displays the name 'BOBBY PIN' in elegant lettering. A red door is visible on the right side, contributing to the building's character on a sunny day.

Flat in Belfast

Belfast Harbor Loft | Downtown

Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

4.95 out of 5 average rating, 138 reviews

A cozy living area features wood-paneled walls and a high ceiling with a small arched window. A futon is placed against one wall, adorned with decorative pillows. A small wooden table and two chairs are positioned nearby, with a lamp providing soft lighting.

Flat in Trenton

6 Lovely 1Br Acadia Apartment Open Hearth Inn

#6 is a spacious room with a fully stocked kitchen (refrigerator, stove, oven, microwave, coffee pot), cooking supplies (dishes, silverware, pots, pans), a bedroom with a queen bed, folding twin in the bedroom closet, and living room with a futon. Other amenities: A/C (bedroom), full bathroom with shower, cable, TV, a small dining area, and free wifi. All guests have full access to common areas: Indoor kitchen in the main building, outdoor kitchen, hot tub, and bonfire pit.

4.98 out of 5 average rating, 149 reviews

A red door is being held open, revealing the interior of a yurt. Inside, a wood stove is visible, surrounded by wooden floors. The setting is cozy and rustic, with natural light filtering through the fabric walls.

Yurt in Orland

Hike-in off-grid Yurt on top of Maine Mt. w/Kayaks

Welcome mountain climbers, pilgrims and nature revelers! Hike-in to your fully outfitted off grid yurt and stay the night on a mountain top enjoying magnificent southerly views with a bonfire and watching the stars put on a show. Bring your sleeping bag, linens, food, and musical instruments to begin your incredible Maine adventure. The mountain is waiting, get on your way! Mountain report: blueberries are starting to ripen. Get them while they are plump and blue.

4.99 out of 5 average rating, 191 reviews

The exterior of a cozy cabin is showcased, featuring wooden shingles and a dark roof. A small deck includes a two-chair dining set and a hot tub nearby, surrounded by lush greenery and a well-maintained lawn.

Cabin in Searsmont

Birch Hill Cabin w/Hot Tub

Birch Hill Cabin is set on the side of a hill, surrounded by almost 8 acres of woods. The cabin is 288 square feet, and the bathroom is detached and located approximately 20 feet from the cabin. A hot tub is conveniently located off the deck for ultimate relaxation! This cabin is tucked away, surrounded by nature! But also conveniently located to so many wonderful spots in the Midcoast! Come enjoy the peace and quiet, where you can rest and recharge!

4.98 out of 5 average rating, 161 reviews

The cabin exterior is softly illuminated by string lights, enhancing the porch area. A cozy seating arrangement is visible, complemented by a wooden railing and steps leading to the yard. Surrounding trees provide a natural backdrop under the twilight sky.

Cottage in Bucksport

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 pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 175 reviews

A contemporary wooden home is nestled among tall trees, with a spacious deck extending from the entrance. The natural surroundings and large windows offer scenic views of the lake, creating a serene setting for relaxation.

Home in Surry

Gran Den Lakefront Home Near Acadia

5 out of 5 average rating, 63 reviews

A private back deck offers a relaxing space featuring a hot tub and outdoor seating. String lights create a warm ambiance, while surrounding greenery adds a touch of nature. The wooden deck is spacious, inviting guests to unwind and enjoy the outdoors.

Home in Bucksport

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

The open living area is highlighted by a large area rug featuring a geometric pattern. A cozy leather sofa is positioned next to a glass coffee table. Natural light filters in through multiple windows, illuminating a dining space with a wooden table and chairs.

4.95 out of 5 average rating, 154 reviews

The Acadia House on Westwood

4.99 out of 5 average rating, 206 reviews

A charming cottage exterior is displayed, featuring traditional shingled siding and a light blue front door. Two gable dormers top the structure, while flower planters with colorful blooms line the entryway, complemented by clear blue skies overhead.

Home in Bar Harbor

Hulls Cove Cottage

4.86 out of 5 average rating, 49 reviews

A spacious patio area is featured, equipped with metal seating arranged around a central fire pit. Stone landscaping encircles the area, and the home is visible in the background, showcasing multiple levels and a wraparound balcony. Lush greenery and trees provide a natural setting.

Home in Orland

Sun House Acadia

4.95 out of 5 average rating, 118 reviews

A bright and airy living space features large windows that overlook the peaceful waters of the Salt Pond. Comfortable seating arrangements include an armchair and chaise lounge, complemented by a decorative rug on polished wooden floors.

Home in Blue Hill

Sunny Waterfront Home Overlooking Blueberry Field

4.95 out of 5 average rating, 112 reviews

Two red chairs are positioned on a wooden deck overlooking Beech Hill Pond. A small table is placed between the chairs, providing a perfect spot for relaxation while enjoying views of the calm water and surrounding trees.

Home in Otis

Lake Front-Kayaks-Dock-Fire Pit-Sand Beach-Acadia

4.92 out of 5 average rating, 310 reviews

The exterior of a single-story house is shown, featuring a brown shingled facade and a metal roof. Large windows provide ample natural light, and a white door adds contrast to the earthy tones. A flower pot sits at the entrance, complemented by greenery.

Home in Brooks

Cedar Swamp Farm

Pet-friendly home rentals with a pool

5 out of 5 average rating, 12 reviews

An inviting interior showcases warm wooden walls and ceilings. A dining table is set with plates and glasses, while a kitchen area features modern appliances. A staircase leads to an upper loft space, and large windows allow natural light to fill the room.

Cabin in Trenton

Deluxe Cabin A at Wild Acadia

4.97 out of 5 average rating, 340 reviews

A hot tub is displayed with calming blue lights illuminating the water. Surrounding benches provide seating, and a user-friendly control panel is positioned at the edge. The private area offers a relaxing atmosphere for unwinding.

Home in Bangor

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

4.98 out of 5 average rating, 54 reviews

The backyard features a fenced-in in-ground pool, surrounded by a concrete patio. Colorful floatables and pool toys are scattered throughout the clear water. Several lounge chairs are positioned poolside, providing space for relaxation in a tranquil outdoor setting.

Home in Bangor

New Boho Cape with Pool! Fenced yard, pet friendly

4.89 out of 5 average rating, 100 reviews

A spacious blue house is set against a backdrop of lush green grass and trees. The property features a landscaped front area with various shrubs and stone walls, inviting outdoor seating arrangements, and a clear sky above, enhancing the serene atmosphere.

Home in Liberty

Luxe Liberty: Getaway with Heated Indoor Pool!

4.95 out of 5 average rating, 66 reviews

A heated saltwater pool is visible in the foreground, surrounded by wooden decking. Lush greenery and colorful flowering plants frame the space, leading to a picturesque ocean view in the distance. The scene captures the tranquility of the landscaped garden.

Home in Rockport

Ocean View Retreat with Heated Pool / Hot Tub

4.93 out of 5 average rating, 82 reviews

A bright and spacious living room features a bay window with views of the park. Soft gray curtains frame the window, while a wooden coffee table sits atop a decorative rug. A plush sofa and an armchair provide comfortable seating, complemented by a television on a dark wooden console.

Flat in Bar Harbor

Main Street Suite with Waterfront Resort Access

An outdoor dining area is positioned on a spacious deck, featuring a long weathered table surrounded by ten wooden chairs. A large umbrella provides shade, while expansive views of the ocean and distant islands are visible in the background.

Home in Blue Hill

1798 - Spacious - Sleeps 10 - On Morgan Bay

4.7 out of 5 average rating, 50 reviews

An in-ground pool is surrounded by a concrete deck, featuring a roofed area with three bar stools. Lush greenery lines the perimeter, ensuring a private and peaceful environment. The clear blue water is inviting, ideal for summer relaxation and recreation.

Home in Tremont

Large MDI house w/pool perfect for groups+families

Private, pet-friendly home rentals

5 out of 5 average rating, 15 reviews

Flat in Bangor

Cozy, Sunny, Coastal • Spacious 2BR Near Downtown

5 out of 5 average rating, 67 reviews

An inviting sleeping area features a spacious bed with a muted coverlet. Natural light streams through two windows adorned with sheer white curtains. A cozy seating area is provided by a dark-colored armchair positioned next to a small television.

Guest suite in Blue Hill

Blue Hill in the Woods

The exterior of a two-story home is displayed against a colorful sunset sky. The house features a light-colored façade with white trim and large windows, surrounded by greenery. A paved driveway leads to two garage doors, while lush grass fills the yard.

4.9 out of 5 average rating, 20 reviews

The Acadia Base Camp

4.94 out of 5 average rating, 80 reviews

A light-colored couch is positioned opposite a wooden coffee table, which rests on a decorative area rug. A mirror hangs above the sofa, reflecting the space. Soft natural light can be seen filtering through the nearby curtains.

Flat in Ellsworth

Peaceful Coastal Oasis

5 out of 5 average rating, 28 reviews

Cabin in Ellsworth

River Views | Private Hot Tub | The Willow Cabin

4.92 out of 5 average rating, 25 reviews

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

Waterfront Cottage on Toddy Pond, Orland, Me.

4.86 out of 5 average rating, 14 reviews

A cozy nook features a tufted emerald green armchair adorned with decorative pillows. The dark green walls complement the elegant wall sconce candle holders, while a framed piece of art adds character to the space. Velvet curtains frame the window, enhancing the room's ambiance.

Flat in Bucksport

The Library

A charming exterior view of a two-story white house is presented, featuring a covered porch with a welcoming American flag gently waving. Lush greenery surrounds the property, and a wooden railing leads to the porch, inviting guests to explore further.