
House holiday rentals in Orland
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Top-rated house rentals in Orland
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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.

Cute Midcoast Cottage w Hot Tub
Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

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

Cozy Cottage on the Penobscot — Panoramic Luxury!
Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

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

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.

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.

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.

Newly renovated cottage in the heart of Downeast
The Woodlands is tucked away on a quiet street off Route 1, minutes from downtown Ellsworth. Newly renovated in 2021, this delightful one bedroom, 2 bathroom cottage has new appliances, including a gas range and washer and dryer, along with all the thoughtful amenities you'll need for a relaxing retreat. With central access to Acadia National Park and all your coastal adventures, the Woodlands is a perfect destination for a peaceful getaway in the heart of Downeast Maine.

Sunrise Over Schoodic Mountain
Located within 40 minutes of the Acadia Bar Harbor entrance this small private home offers quiet peaceful mountain views and tons of wildlife. Brand new custom built home comfortably sleeps 4. A wall of glass faces 3 mountains. Home is located 200’ from the Donnell Pond Rd and offers access to the Downeaster Rails to Trails for Atv’s. Donnell Pond offers great kayaking,boating ,swimming and fishing. Great sand beaches surrounded by the mountains you see from the house.
Popular amenities for house rentals in Orland
House rentals with a pool

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

The Jarvis Homestead | Historic Maine Mansion

Coastal Retreat with Pool and Cheerful Vibes

New Boho Cape with Pool! Fenced yard, pet friendly

House in the woods

Three Sisters Retreat

Bar Harbor shorefront near Acadia with dock & pool

Dog Friendly Midcoast Cape
Weekly house rentals

The Colby House - Built in 2025!

River View | Private Hot Tub | Poplar Treehouse

3 bdrm Farmhouse on the Blue Hill Peninsula

Peaceful Lakeside Retreat Near Acadia & Bar Harbor

Acadia Retreat W/hot tub 10 min to downtown Bangor

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

The Captain's Home: Art and History on the Coast

Cozy Stay in Bucksport
Private house rentals

Oceanfront, Private Beach/Sauna

The Stairway to Heaven

Oceanfront home in Castine

*NEW* Bagaduce River Cottage @ Old Hart Farm

Jamaica Lane Cottage

Coastal Getaway Near Sandy Point

Swazey Carriage House

Waterfront w/ Kayaks, SUP, A/C, 30 miles to Acadia
When is the best time to visit Orland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 SGD | $261 SGD | $275 SGD | $273 SGD | $287 SGD | $318 SGD | $339 SGD | $345 SGD | $275 SGD | $295 SGD | $306 SGD | $274 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 $89 SGD per night before taxes and fees

Verified guest reviews
Over 2,020 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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- Acadia National Park
- Acadia National Park Pond
- The Camden Snow Bowl
- Sand Beach
- Farnsworth Art Museum
- Rockland Breakwater Light
- University of Maine
- Schoodic Peninsula
- Bass Harbor Head Light Station
- Maine Discovery Museum
- Maine Lighthouse Museum
- Moose Point State Park
- Cellardoor Winery
- Hollywood Slots Hotel & Raceway
- Cold Stream Pond
- Camden Hills State Park




