
House holiday rentals in Orland
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Top-rated house rentals in Orland
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Lakefront Log Cabin on Pleasant Lake
Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Hidden Gem
This recently renovated home is located in the heart of historic Winterport, Maine. It’s located on a quiet street with views of the Penobscot River. Winterport is an old fashion, quaint town, where everyone is very friendly. The home has three bedrooms and one bath with plenty of room to spread out. This house is so centrally located its only 52 miles to Bar Harbor and Acadia National Park, 21 miles to Belfast and 40 miles to Camden just to name a few of the beautiful coastal towns in Maine.

Modern Maine Beach House
Welcome to our 1970’s modern architecture house meets rustic cabin. Nestled along the coast, this property offers breathtaking ocean walks and serene atmosphere. The house boasts an open concept layout with sunken living room. Featuring expansive windows that flood the space with natural light and invite the beauty of the outdoors in. Art lovers will appreciate our curated collection thoughtfully selected to enhance the mid-century modern design. Deeded beach access; 300 feet to the ocean

Cozy Cottage on the Penobscot — Panoramic Luxury!
Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinme.

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!).

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.

Waterfront-40min to Acadia-Main House-Fire Place
Enjoy all four of Maine's seasons at this lakehouse. The Main House at Getogether Stays cabin micro-resort sleeps 8 and includes free kayaks. Have you ever dreamed of being the owner of a campground or wondered what it is like to stay in the owner's building at one? Well here is your chance to live your dream for a visit to this cabin campground. The cabins are closed in the winter, but the main house is still available to rent! Enjoy this lovely home and the entire grounds of the property

Gran Den Lakefront Home Near Acadia
Gran Den is a large, 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.

Belfast Ocean Breeze
Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

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 in bedrooms.

The Ward House
A sunny Maine cottage on a quiet Island sitting on the banks of the east branch of the Penobscot River. 20 miles from Bangor, Belfast, and Ellsworth. 40 miles to Mt. Dessert Island and Acadia National Park. There is room for 7 people. Three beds that sleep two people and one single bed. One bedroom , with a queen size bed, is on the first floor with a small living room. There is a dining room and full kitchen with washer and dryer. The one bathroom is on the first floor.

Graham Lakeview Retreat
Escape to the beauty of coastal Maine in this peaceful and fully-equipped waterfront home—just 40 minutes from Acadia National Park. Enjoy serene water views, launch one of the provided kayaks, or soak in the jacuzzi tub after a day of hiking. Ideal for couples, families, solo travelers, and your four-legged friends, too! Whether you're here for the national park, the coast, or just a quiet escape, this welcoming retreat has everything you need.
Popular amenities for house rentals in Orland
House rentals with a pool

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

Coastal Retreat with Pool and Cheerful Vibes

Luxe Liberty: Getaway with Heated Indoor Pool!

New Boho Cape with Pool! Fenced yard, pet friendly

House in the woods

Dog Friendly Midcoast Cape

Ocean View Retreat with Pool / Hot Tub

Acadia get away.! With pool and hot tub
Weekly house rentals

Oceanfront, Private Beach/Sauna

#1 NE Small Coastal Town- Castine, Shell Cottage

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

Villa Acadia w/ Mountain Views

Waterfront w/ Kayaks, SUP, A/C, 30 miles to Acadia

Delight<Farmhouse

Sun House Acadia

Tides' Reach - Private Waterfront King Beds
Private house rentals

River View | Private Hot Tub | Poplar Treehouse

Sunset Retreat on Brewer Lake

3 bdrm Farmhouse on the Blue Hill Peninsula

Branch Woods Sunset Retreat #1

AcadiaWinterport Retreat W/Jacuzzi Bangor

4 BR Waterfront Unique House + Dock! [Osprey Cove]

Home in Bangor | Private Yard

Acadia Waterfront Escape w/ firepit & dock
When is the best time to visit Orland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 SGD | $267 SGD | $281 SGD | $279 SGD | $293 SGD | $325 SGD | $404 SGD | $389 SGD | $325 SGD | $323 SGD | $229 SGD | $247 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°C | -3°C |
Quick stats about house rentals in Orland

Total holiday rentals
Explore 60 holiday rentals in Orland

Nightly prices starting at
Orland holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 1,990 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Orland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Orland rentals

4.8 Average rating
Orland stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a firepit Orland
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- Acadia National Park
- Northeast Harbour Golf Club
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Sandy Point Beach
- Bear Island Beach
- Sand Beach
- Lighthouse Beach
- Kebo Valley Golf Club
- Eaton Mountain Ski Resort
- The Camden Snow Bowl
- Wadsworth Cove Beach
- Farnsworth Art Museum
- Narrow Place Beach
- Spragues Beach
- Three Island Beach
- Driftwood Beach
- Rockland Breakwater Light
- Islesboro Town Beach
- Hero Beach
- North Point Beach
- Hunters Beach
- Billys Shore
- Pinnacle Park