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Winter Harbor Holiday Rentals

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Holiday Rentals in Winter Harbor

Luxury at its best! Large home w/ gorgeous views & luxurious accommodations!
Pool

Luxury at its best! Large home w/ gorgeous views & luxurious accommodations!

10.0 out of 10, Exceptional, (19)
"Fans and hair dryers were available along with spices, coffee, tea, and numerous kitchen items.So great! But…. We brought them from home unnecessarily. A couple criticisms- The kitchen cookware was poorly maintained, had hit spots and rounded bottoms- difficult to cook with. Cast iron pans would be a great addition! The fridge needs an ice maker. Knives were very dull- all of them. The compactor and light switches should be labeled for easier use. Living room was rearranged by our group...
Luxury at its best! Large home w/ gorgeous views & luxurious accommodations!
Hanscom's Motel and Cottages
Courtyard

Hanscom's Motel and Cottages

3.0 star property
9.2 out of 10, Wonderful, (219)
"The unit was modern, extremely clean. Community fire pits stocked with plenty of wood just bring your own marshmallows 😎. We loved the communication. We received a welcome text the day before our visit and a text the day of our visit with the room code so there was no check in required. "
The price is AU$208
includes taxes & fees
1 Dec - 2 Dec
Hanscom's Motel and Cottages
Jones Pond - Rustic Cabin. One step above camping.
Miscellaneous

Jones Pond - Rustic Cabin. One step above camping.

10.0 out of 10, Exceptional, (106)
"This was a captivating setting. If we were to stay there for a few days, it would have been delightful. As it was, we were driving back from Acadia NP. We just weren’t prudent. We were up for indoor camping and maybe even the wood stove, but elected not to stay after arriving after dark…totally our choice. Another time, it would have been PERFECT. "
Jones Pond - Rustic Cabin. One step above camping.
Cottage with a View of Acadia National Park
Exterior

Cottage with a View of Acadia National Park

9.6 out of 10, Exceptional, (66)
"The cottage was cute and well equipped. At first as we were driving there it seemed so far off the beaten path. As we ventured out the next day to Acadia National park we realized we weren’t that far away. It was about a 45 min drive. We do like to watch a little tv before bed; so, if you want a tv, there is no tv. We listened to our music. It was a little too cold to sit outside to do any star gazing. The view of the sunrise over Cadillac mountain was beautiful!"
The price is AU$258
includes taxes & fees
1 Dec - 2 Dec
Cottage with a View of Acadia National Park
Idle Hour - Dramatic Direct Oceanfront 2 bed 2 bath
Terrace/patio

Idle Hour - Dramatic Direct Oceanfront 2 bed 2 bath

10.0 out of 10, Exceptional, (106)
"..."
Idle Hour - Dramatic Direct Oceanfront 2 bed 2 bath
Dog-friendly, bayfront home w/rocky beach, full kitchen, washer/dryer & firepit
Property grounds

Dog-friendly, bayfront home w/rocky beach, full kitchen, washer/dryer & firepit

9.0 out of 10, Wonderful, (25)
"We found this hidden gem by chance when looking for a quiet oceanfront place to stay with our family and dog. Home was as advertised and we immediatwly wished we booked a third night. Clean, quiet and right at the waters edge."
Dog-friendly, bayfront home w/rocky beach, full kitchen, washer/dryer & firepit
1 mile to Main Gate of Acadia. 3 mi to Bar Harbor Your Gateway to Acadia Awaits.
Beach

1 mile to Main Gate of Acadia. 3 mi to Bar Harbor Your Gateway to Acadia Awaits.

8.2 out of 10, Very good, (17)
"Great location slightly dated but roomy and cozy house. You can't beat the proximity to the harbor or acadia. My family had a great experience."
1 mile to Main Gate of Acadia. 3 mi to Bar Harbor Your Gateway to Acadia Awaits.
Lighthouse Cabins Maine
Coffee/tea maker

Lighthouse Cabins Maine

3.0 star property
10.0 out of 10, Exceptional, (91)
"Property was very nice and clean. Just 3 cabins on site so a small establishment. The owner/manger seemed nice. There were pastries etc for breakfast but we had bagels with us which we toasted in the toaster in the cabin and had with some nice hot coffee. The roon was mostly well appointed. The bed was a bit soft for us but others may like it. Best part is you can walk to the lighthouse which makes great sense during sunset times. "
Lighthouse Cabins Maine
Coastal Maine Cottage 45 Minutes To Bar Harbor And Acadia National Park
1 bedroom, desk, free WiFi, bed sheets

Coastal Maine Cottage 45 Minutes To Bar Harbor And Acadia National Park

9.8 out of 10, Exceptional, (23)
"Alan is a great host! Very helpful and polite, and everything about the place was perfect us!"
The price is AU$258
includes taxes & fees
2 Dec - 3 Dec
Coastal Maine Cottage 45 Minutes To Bar Harbor And Acadia National Park
Acadia Seaside Cottage, Family & Pet Friendly, 400 ft from shore. Has AC WiFi
Beach nearby

Acadia Seaside Cottage, Family & Pet Friendly, 400 ft from shore. Has AC WiFi

9.8 out of 10, Exceptional, (123)
"The title says it all. Karen very nice, communication easy and friendly. Enjoyed very much. "
Acadia Seaside Cottage, Family & Pet Friendly, 400 ft from shore. Has AC WiFi
Little Brook Cottage Mount Desert Island “Pet Friendly”
Property grounds

Little Brook Cottage Mount Desert Island “Pet Friendly”

9.4 out of 10, Exceptional, (152)
"We enjoyed our stay in this quaint, cozy cottage in a sleepy town close to several Acadia trailheads. Our host was easy to communicate with and ensured our stay was comfortable. "
The price is AU$465
includes taxes & fees
27 Nov - 28 Nov
Little Brook Cottage Mount Desert Island “Pet Friendly”
Quiet and Cozy Seaside Cottage with Amazing Sunsets
Interior

Quiet and Cozy Seaside Cottage with Amazing Sunsets

9.8 out of 10, Exceptional, (48)
"Very clean and comfortable cottage in a beautiful setting "
Quiet and Cozy Seaside Cottage with Amazing Sunsets
Cabin, heated, hiking, 1 dog, canoe supplied, woods, Log cabin on Saltwater Cove
Fridge, microwave, oven, stovetop

Cabin, heated, hiking, 1 dog, canoe supplied, woods, Log cabin on Saltwater Cove

9.8 out of 10, Exceptional, (87)
"Very nice and clean. Had everything we needed. Very peaceful."
Cabin, heated, hiking, 1 dog, canoe supplied, woods, Log cabin on Saltwater Cove
Sunny , cozy 1-bedroom, wooded, private, central Island location, close to ocean
Exterior

Sunny , cozy 1-bedroom, wooded, private, central Island location, close to ocean

9.8 out of 10, Exceptional, (155)
"Accommodations were amazing. Definitely recommend! "
Sunny , cozy 1-bedroom, wooded, private, central Island location, close to ocean
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
Interior

“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME

9.8 out of 10, Exceptional, (148)
"cottage was darling- not as functional as we would have liked for colder weather-( table in porch) but comfortable otherwise!"
The price is AU$961
includes taxes & fees
30 Nov - 1 Dec
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
14 Mi to Schoodic Point: Gouldsboro Artists Home
4 bedrooms, desk, iron/ironing board, Internet

14 Mi to Schoodic Point: Gouldsboro Artists Home

9.0 out of 10, Wonderful, (13)
"Property needs a good bit of TLC. Nonetheless a comfy place."
14 Mi to Schoodic Point: Gouldsboro Artists Home
Beach 1 mile, firepit, heat/AC, dog, jetted tub, hike, Pine & Sea Beach Retreat
On the beach

Beach 1 mile, firepit, heat/AC, dog, jetted tub, hike, Pine & Sea Beach Retreat

9.8 out of 10, Exceptional, (42)
"We had a wonderful stay! The house was clean and very comfortable. A great place to explore Acadia National Park."
Beach 1 mile, firepit, heat/AC, dog, jetted tub, hike, Pine & Sea Beach Retreat
Epic Water View. Pet Friendly Fenced-In Yard. Add'l Private Suite.
Dining

Epic Water View. Pet Friendly Fenced-In Yard. Add'l Private Suite.

9.6 out of 10, Exceptional, (49)
"Nice welcoming home with well-stocked kitchen! Great fenced-in yard with a water view! "
Epic Water View. Pet Friendly Fenced-In Yard. Add'l Private Suite.
Quintessential Waterfront Cottage on Schoodic Peninsula - Near Acadia
Interior

Quintessential Waterfront Cottage on Schoodic Peninsula - Near Acadia

9.0 out of 10, Wonderful, (88)
"It was nice, but, based on age, but, another door on bedroom would have been great. We had some allergy issues with the basement smell, so we sealed it off. We loved it!!"
Quintessential Waterfront Cottage on Schoodic Peninsula - Near Acadia
2 BR Apt WALKABLE to Jordan Pond inside Acadia National Park! [Acadia Outpost]
Fridge, microwave, oven, stovetop

2 BR Apt WALKABLE to Jordan Pond inside Acadia National Park! [Acadia Outpost]

9.6 out of 10, Exceptional, (11)
"Listing says it’s walkable, but it’s probably a good 20 minute walk and it’s not ideal with kids because of traffic once you get into Acadia. It is a short drive to Jordan pond house though. Our mattress was from 2007 and we did not sleep good at all because of it. Not enough seats for 4 to relax in living room after a long day of hiking either. Very responsive host so that was a positive."
2 BR Apt WALKABLE to Jordan Pond inside Acadia National Park! [Acadia Outpost]
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Winter Harbor you may be interested in

Luxury at its best! Large home w/ gorgeous views & luxurious accommodations!
Pool

Luxury at its best! Large home w/ gorgeous views & luxurious accommodations!

10.0 out of 10, Exceptional, (19)
"Fans and hair dryers were available along with spices, coffee, tea, and numerous kitchen items.So great! But…. We brought them from home unnecessarily. A couple criticisms- The kitchen cookware was poorly maintained, had hit spots and rounded bottoms- difficult to cook with. Cast iron pans would be a great addition! The fridge needs an ice maker. Knives were very dull- all of them. The compactor and light switches should be labeled for easier use. Living room was rearranged by our group...
Luxury at its best! Large home w/ gorgeous views & luxurious accommodations!
Bar Harbor Manor
Exterior

Bar Harbor Manor

3.5 star property
9.4 out of 10, Exceptional, (1039)
"Very nice property and the staff was excellent ! "
Bar Harbor Manor
The Inn on Mount Desert
Property entrance

The Inn on Mount Desert

3.0 star property
9.6 out of 10, Exceptional, (1003)
"All wonderful"
The price is AU$140
includes taxes & fees
3 Dec - 4 Dec
The Inn on Mount Desert
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

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Frequently asked questions

Are there holiday rentals in Winter Harbor?

Yes, there are holiday rentals close to the most popular sights in Winter Harbor, or you can select a more secluded option if you're looking for a relaxing stay. Winter Harbor is known for its waterfront and musical theatre. Make sure you have time to check out the seafood restaurants and golf courses during your trip.

What are some of the best holiday rentals that Winter Harbor has to offer?

Luxury at its best! Large home w/ gorgeous views & luxurious accommodations!: This highly rated holiday home rental in Winter Harbor is located by the ocean, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Winter Harbor?

Expedia has 15 holiday rentals for your stay in Winter Harbor.

What’s there to see and do in Winter Harbor?

Acadia National Park and Schoodic Peninsula are a couple of lovely local spots to get outside and enjoy nature. Schoodic Point and Grindstone Neck Golf Course are other places to visit while you're in town.

What’s a holiday rental in Winter Harbor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Harbor. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.