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Orland Rentals

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139 Results

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139 Houses

The Riverhouse

Orland house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$139

Cozy, dog-friendly cottage w/ deck, free WiFi - near attractions

Orland apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 0 minutes

Price per night from

$174

Lakefront dog-friendly home w/ dock & outdoor fire pit!

Orland cottage

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$176

Updated lakefront cottage w/ shared grill & boat dock - near Acadia

Orland cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$94

Waterfront shingled cottage w/ shared boat dock - near Acadia!

Orland cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 0 minutes

Price per night from

$168

Lakefront cottage w/ beautiful views, furnished deck & cozy atmosphere

Orland house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 0 minutes

Price per night from

$261

Great rentals within 20 miles that match your search

Traditional Two Bedroom - Otis Street Executive Rentals

Bangor apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$82

Dog-friendly home w/ four separate apartments in heart of downtown!

Castine house

7 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 30 minutes

Price per night from

$691

Portside Manor

Searsport house

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$1,678

Classic Shingled Lakeside Cottage on Maine's Beautiful Down East Coast

Sedgwick house

6 bedrooms / 4 bathrooms / sleeps 10

“More than a vacation destination!” I'm a nature lover so I was not upset that it was pouring rain when we arrived because the brief rain brought a beautiful gift---the loons drifting out of the mist on Walker Pond. You don't have to be a nature lover to enjoy your stay at Cathy and Dan's incredible house on the lake. My husband and I were guests of our daughter's mother-in-law, and we were prepared to be delighted because she had been coming up to Kill Kare Kamp for a few years and we had heard how much she loved it. The house is cozy, spacious and comfortable with a spectacular view of the "pond" from the wraparound veranda. You can also take a trip back in time when you peruse the family photos on the walls or by reading the story of the camp in a book lovingly kept up by Cathy and Dan. The kitchen is like home where you'll want for nothing, every kitchen tool is available in the fully equipped kitchen. We kayaked, we read, we hiked, we tooled around the town, and we did nothing! We loved it!!! I hope to go back.

Price per night from

$586

William's Wonder

Bucksport house

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$281

Eclectic Loft - Otis Street Executive Rentals

Bangor apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$75

Windward Home and Cottage

Northport house

5 bedrooms / 6 bathrooms / sleeps 11

Price per night from

$779

Lakefront Cottage - Otis Street Executive Rentals

Bangor cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$216

Stunning Victorian home w/ ballroom & sun porch - walk to events downtown!

Bangor house

5 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 1 hour 58 minutes

Price per night from

$279

Starry Nights Cottage- Bayside Village, Northport

Northport cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$208

Perfect alternative to hotel

Ellsworth house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$147

Leveque

Blue Hill house

4 bedrooms / 6 bathrooms / sleeps 9

Price per night from

$801

Luxury Sea Captain's Cottage 5 minutes from sea.

Searsport house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$237

Farm Stay Cottage @ Toddy Pond Farm

Belfast house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$298

Sunrise Cottages - Sky Cottage

Brooksville b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$109

Maine Squeeze

Surry house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$424

Maine. Lovely Cottage on Penobscot Bay

Penobscot cottage

3 bedrooms / 1 bathroom / sleeps 6

“Amazingly well equipped and idylically located.” Everything you could want in a vacation cottage except a beach. Great for a poet or a painter. Not a lot of action in the immediate neighborhood, but not far away.Quiet, well maintained and comfortable.

Price per night from

$180

Golf house in the best small town in Maine

Castine house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$343

"Eagles Nest' Mountain Retreat with 250 mile views on way to Acadia

Holden house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$315

Price per night from

$327

Seacroft

Stockton Springs log cabin

1 bedroom / 1 bathroom / sleeps 2

“clean,quiet and comfortable” very conviently located,to all that taht mid-coast Maine has to offer. Bed was comfortable and kitchen well equiped. The outside porch was a great place to relax after a busy day,with a nice view of the beautiful gardens. Within a short distance you will find several good local resturants and shopping. Margaret is a wonderful hostess and makes you feel right at home. Also,it is a great value for anyone not needing special handicap access.

Price per night from

$115

Gen Joshua Chamberlain Birth Home

Brewer b&b

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$171

Ocean View Cape on 14 Private Acres

Searsport house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 54 minutes

Price per night from

$343

Quaint, dog-friendly condo w/ a full kitchen - walk to the waterfront!

Castine house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$211

Edgewater waterfront 2 bedrooms 2 baths sunsets

Trenton cottage

2 bedrooms / 2 bathrooms / sleeps 4

“Seaside Heaven...” Edgewater is amazing! Fully stocked kitchen, very comfortable beds, clean as a whistle. At waters edge. And hosts who go out of their way to make your stay comfortable and enjoyable. My 2 adult sisters and I stayed here a week in mid June. Mornings on the deck drinking coffee gazing out at the water, low tides spent combing the rocks for shells and such. AMAZING sunsets from the deck while enjoying a bottle of wine. Very quiet and forested, cottages here are not elbow to elbow! A quick trip to MDI and all it's sights and activities. We would not hesitate to book with Bill and Ruth again. The map that pinpoints where the cabin is, at least on this site, is not correct. It is not near Hwy 3 and the small airport, it is just West of Trenton on Union river bay, a very quick trip onto MDI. We loved being off Island, way less traffic. Get your Lobster already cooked at Trenton lobster pound, grab your wine, and have a beautiful evening on the deck. Beautiful place to stay.

Responds fast! avg. 3 hours 40 minutes

Price per night from

$295

Retreat w/ dock & stunning lake views, only 45 minutes from Bar Harbor

Dedham house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$195

Family Friendly Four Bedroom - Otis Street Executive Rentals

Bangor apartment

4 bedrooms / 1 bathroom / sleeps 7

Price per night from

$89

Price per night from

$165

Price per night from

$270

Estabrooke Cottage, in the Heart of the Village of Castine

Castine house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$163

Turtle Camp

Sargentville house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$266

Bayside Sunshine Cottage with Water Views Sleeps 6

Northport house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$360

Viewing 38 of 139
rentals in Orland

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Top Destination reviews

The Riverhouse
The Riverhouse is magic!

Within minutes of stepping through the door at The Riverhouse, I can feel myself relax! The serenity of the scenic deck is only seconded by the interior charm. Located within an hour of so many destinations (Camden, Acadia National Park, Deer Isle/Stonington, Belfast, Blue Hill and Castine), The Riverhouse offers fabulous opportunities for recreation, dining and cultural events. There's so much to do before returning to this restful retreat, you'll wish you stayed longer!see more

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