House holiday rentals in Orland

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Top-rated house rentals in Orland

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Guest favourite

Home in Bar Harbor

4.92 out of 5 average rating, 71 reviews

Downtown Bar Harbor Cadillac Views

This beautiful, recently renovated historic house has everything you need and more! It is located on MDI, right in the hub of downtown Bar Harbor, but on a quiet neighborhood street. It is 1.5 miles away from Acadia National Park entrance, steps away from Shore Path and has incredible 2nd story deck views of Cadillac Mountain. 6 bedrooms, 3 bathrooms, nice large kitchen, living & dining room with 2 beautiful porches and a nice sized fenced back yard as well! This house has room for 12 guests

Guest favourite

Home in Bar Harbor

4.82 out of 5 average rating, 22 reviews

Historic 1850 Downtown Retreat [Driftwood Cottage]

This Dutch Colonial is THE OLDEST Small Building in Bar Harbor, built in 1850. Originally residing on Cottage Street until it was saved and moved in 2003 when condos were being built on Cottage Street. The entire 2nd Floor is a spacious master bedroom with a large attached bathroom, large walk-in closet, and an indoor and outdoor patio space. The home has 2 living rooms and still boasts many historic aspects to it. The PERFECT Location in the Heart of Downtown, and the ability to walk anywhere!

Superhost

Home in Owls Head

4.79 out of 5 average rating, 124 reviews

Bayview- Lobster Dinner included!

Come enjoy this newly updated house! This rental includes a lobster dinner for all guests, caught by a local fisherman and delivered to your door in the same day! Seasonal water views of Rockland Lighthouse. With expansive backyard and deck, great for grilling, lounging and visiting. Local artwork decorate the walls and wood floors run throughout. The kitchen is well stocked for your needs. The rooms are equipped with flatscreen smart TVs with Roku and Amazon Prime. Come experience real Maine!

Guest favourite

Home in Bar Harbor

5 out of 5 average rating, 37 reviews

Home away from home, Updated 3 bedroom 2 bath

Immaculate newly appointed, 3 bedroom, 2 bath home comfortably accommodates 6. Air-conditioned bedroom with queen-size sleigh bed, new mattress and bedroom furniture and antiques. Remodeled bath with granite countertop and vessel sink. Dining room seats 6. The kitchen has everything needed to prepare meals. Large dedicated office. .Living area with flat-screen TV, gas fireplace, new leather seating. Upstairs air-conditioned master suite and guest bedroom with newly renovated bathroom.

Top guest favourite

Home in Bar Harbor

4.96 out of 5 average rating, 107 reviews

Skipping Stone on Frenchman's Bay Weekly Rental

Our beachfront home is good for families and pets, with open plan, private bedrooms and an enclosed deck. The beach is perfect for cookouts, walking and exploring. We are nestled down a long gravel drive with quiet neighbors. The main floor bedroom (queen bed) accesses a screened sitting area. The downstairs bedroom (walkout basement) has twin beds and futon chair (single). We are 5 miles from the village, 2.5 miles from Acadia Visitor Center, and .5 miles from an Explorer stop.

Guest favourite

Home in Ellsworth

4.94 out of 5 average rating, 103 reviews

The Acadia House on Westwood

Relax with the whole family at this tranquil centrally located place to stay. Slowly unwind at this lovingly remodeled entire home. Enjoy a peaceful walk down the quiet family friendly street its nestled on, or quickly arrive at all the areas attractions. The house is located in Ellsworth Maine and although shops, restaurants, local lakes, Acadia National Park and area attractions are only a quick drive away, the home feels soothing, very safe, secluded and welcoming to all.

Guest favourite

Home in Cushing

4.95 out of 5 average rating, 131 reviews

Dockside Retreat - 2025 booking quickly

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Superhost

Home in Owls Head

4.9 out of 5 average rating, 207 reviews

Comfortable, Close to Town Home, with Oceanview.

This conveniently located home is 1.5 miles from downtown Rockland and all the local festivals. It is a short drive to Camden & Thomaston and only minutes to the Farnsworth Art Museum & Transportation Museum . Centrally located, about 1.5 hours from both Portland and Bangor and only 2 hours from Acadia National Park. Local amenities include, beaches, scenic hiking trails, light houses, lakes, golf, skiing, art galleries, and of course lobsters.

Superhost

Home in Tremont

4.92 out of 5 average rating, 145 reviews

Fitter House@ Acadia NP, A/C, Seafood, Privacy

This property is very private and centrally located to cater to your every needs as it is within close proximity to places that cater to such. Acadia National park is close as 2 mins and furthest 25mins and Bar Harbor area 25mins away. Sleeps up to 14 people. Air Conditioning in all living areas, high quality everything and very stock kitchen & bathrooms. Well Landscaped, very spacious front and backyard Your home away from home

Top guest favourite

Home in Bar Harbor

4.95 out of 5 average rating, 120 reviews

The Near EVERYTHING House!

Bar Harbor! Enjoy the benefits of being right in town, walking distance to the best restaurants, bakeries, and spas; but also live where you can access the famous Acadia National Park with ease. The ocean, of course, is also a short walk away should you be desiring a picnic by the sea. (For the High Season (June 21st - September 7th, 2025) stays are by the WEEK ONLY from Saturday - Saturday).

Guest favourite

Home in Stonington

4.79 out of 5 average rating, 110 reviews

Island Getaway - 4BR House (Ocean Views)

★ You will be walking distance from downtown Stonington where you can enjoy local shops, artwork and immerse yourself in the island community. A delightful in-town home with views of Stonington Harbor! The property has a large yard with minimal traffic, perfect for families or a friends getaway. ★ Complementary Kayaks Rentals when you stay 3 nights or more!

Guest favourite

Home in Lamoine

4.93 out of 5 average rating, 123 reviews

LAMOINE BEACH HOUSE

Stunning ocean front property overlooking Frenchman and Mt Desert island and Cadillac mt. 270 degrees of ocean frontage with sandy beach. Open concept 1st floor with a wall of windows overlooking the ocean. 4 bedrooms, each with expansive water views. Large front deck for relaxing. 20 minute drive to get to acadia national park trails.