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Winter Harbor Vacation Rentals

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Oct 17 - Oct 19
In two months
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Jan 23 - Jan 25

Vacation Rentals in Winter Harbor

One-of-kind estate with unique & luxurious decor and wooded oceanside location.
Dining

One-of-kind estate with unique & luxurious decor and wooded oceanside location.

10.0 out of 10, Exceptional, (25)
"This lovely home was perfect for our family reunion. We had 16 people comfortably enjoying the amenities. It was a quiet location after busy days of hiking and sightseeing.! We thoroughly enjoyed our stay!! "
The price is ￥231,456
￥520,860 total
includes taxes & fees
Oct 6 - Oct 7
One-of-kind estate with unique & luxurious decor and wooded oceanside location.
Stone Park
Building design

Stone Park

4.0 star property
9.2 out of 10, Wonderful, (149)
"Great stay"
Stone Park
Hinckleys Dreamwood Cottages
One Bedroom Cabin with Living Room, Kitchen & Private Patio | Terrace/patio

Hinckleys Dreamwood Cottages

3.0 star property
7.4 out of 10, Good, (83)
"Close to Acadia and Bar Harbor. The cabins are older but they are clean. The staff was polite and helpful. I would stay there again. "
The price is ￥36,831
￥47,520 total
includes taxes & fees
Oct 19 - Oct 20
Hinckleys Dreamwood Cottages
Hanscom's Motel and Cottages
Courtyard

Hanscom's Motel and Cottages

3.0 star property
9.4 out of 10, Exceptional, (301)
"Easy access to Acadia National Park and Bar Harbor."
The price is ￥22,218
￥24,218 total
includes taxes & fees
Nov 3 - Nov 4
Hanscom's Motel and Cottages
Bring everything to camp minus the tent at our little cabin.
Miscellaneous

Bring everything to camp minus the tent at our little cabin.

10.0 out of 10, Exceptional, (115)
"I liked that it was pet friendly, and had paddle boards for use! It was a beautiful cabin, and suited our needs and wants perfectly! We plan on coming back next year!"
Bring everything to camp minus the tent at our little cabin.
Woodland Apartments-Acadia National Park
Exterior

Woodland Apartments-Acadia National Park

3.0 star property
8.0 out of 10, Very Good, (5)
"Everything exceeded our expextations. The place was spotless. The road to get the rental was rough. You have to watch out for the pot holes but definitely not a deal breaker. "
The price is ￥30,317
￥55,167 total
includes taxes & fees
Oct 5 - Oct 6
Woodland Apartments-Acadia National Park
210 Main St
Luxury Apartment, Non Smoking | Private kitchen | Coffee/tea maker

210 Main St

3.0 star property
9.4 out of 10, Exceptional, (6)
"Restaurants nearby "
The price is ￥18,993
￥39,136 total
includes taxes & fees
Oct 19 - Oct 20
210 Main St
Bar Harbor Main Street Apartments
Comfort Apartment, 2 Bedrooms, Kitchen | Living area | TV

Bar Harbor Main Street Apartments

3.5 star property
9.2 out of 10, Wonderful, (7)
"Great location, incredible breakfast. Air conditioner is extremely loud though!"
The price is ￥56,223
￥83,404 total
includes taxes & fees
Oct 26 - Oct 27
Bar Harbor Main Street Apartments
House near Acadia National Park
Classic House | Living area | TV, fireplace, heated floors

House near Acadia National Park

4.0 star property
10.0 out of 10, Exceptional, (21)
"Great place, close to the main road."
The price is ￥48,886
￥82,780 total
includes taxes & fees
Oct 26 - Oct 27
House near Acadia National Park
Beautiful Apartments in Thorsen Road Maine
Comfort Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop

Beautiful Apartments in Thorsen Road Maine

3.0 star property
8.4 out of 10, Very Good, (9)
"Very nice, clean, new, good towels, great new on the outskirts of Hancock. I extended my stay a couple of extra days and they were very accommodating. I will stay here again. "
Beautiful Apartments in Thorsen Road Maine
Bar Harbor Condos
Suite A | Private kitchen | Toaster, dining tables

Bar Harbor Condos

2.5 star property
10.0 out of 10, Exceptional, (6)
"Condo was so clean and full of great amenities. Good for small families. Walkable to main stuff in Bar Harbor and easy drive to Acadia. Owners great with communication. Would easily stay here again!"
The price is ￥45,293
￥49,369 total
includes taxes & fees
Oct 28 - Oct 29
Bar Harbor Condos
Downtown Apartments in Bar Harbor
Classic Apartment, 1 Queen Bed with Sofa bed, Kitchen | Living area | 52-inch flat-screen TV with digital channels, Netflix, Hulu

Downtown Apartments in Bar Harbor

3.0 star property
9.2 out of 10, Wonderful, (10)
"The location was great to walk to almost everything. Was able to take a trolley to the park for a tour which we would highly recommend. The room was very clean. Shower was great lots of pressure. The gifts that were left in the place was very thoughtful. Would definitely recommend for anyone we know coming to Maine - bar harbor. "
The price is ￥54,380
￥81,396 total
includes taxes & fees
Oct 25 - Oct 26
Downtown Apartments in Bar Harbor
Genuine Farm experience! Barn loft on Organic Farm—pet pig and chickens below!
Exterior

Genuine Farm experience! Barn loft on Organic Farm—pet pig and chickens below!

10.0 out of 10, Exceptional, (1)
"This quaint stay was everything we needed for our trip to MDI. Becka was a wonderful host (as was her angelic dog, Cayenne), and we loved the rustic setting. The rental was well and thoughtfully stocked. The outdoor shower was so enjoyable, serenaded by the nearby apiary. Even the early bird rooster made us laugh. Would happily stay again."
Genuine Farm experience! Barn loft on Organic Farm—pet pig and chickens below!
Private And Cozy Tiny Home For Your Acadia Escape. Pet Friendly with Kayaks.
Outdoor spa tub

Private And Cozy Tiny Home For Your Acadia Escape. Pet Friendly with Kayaks.

10.0 out of 10, Exceptional, (21)
"We had a great time staying here - super cute and cozy. We were able to cook in most nights and the pond for kayaking was so beautiful. Really enjoyed staying on the quieter side of Acadia and the drive to the main Acadia area was easy and scenic! "
The price is ￥31,646
￥65,138 total
includes taxes & fees
Oct 19 - Oct 20
Private And Cozy Tiny Home For Your Acadia Escape. Pet Friendly with Kayaks.
Private Indoor Pool Near Acadia National Park 25 mins from Bar Harbor
Fridge, microwave, oven, stovetop

Private Indoor Pool Near Acadia National Park 25 mins from Bar Harbor

9.2 out of 10, Wonderful, (39)
"Fantastic house on a nice secluded side of the island. House was the perfect home base for all Acadia activities. The pool after a long day was a great way to wind down."
The price is ￥73,735
￥127,790 total
includes taxes & fees
Oct 19 - Oct 20
Private Indoor Pool Near Acadia National Park 25 mins from Bar Harbor
Charming Seaside Cottage with a Gas Fireplace, Spacious Patio, and Nearby Hiking
Interior

Charming Seaside Cottage with a Gas Fireplace, Spacious Patio, and Nearby Hiking

9.4 out of 10, Exceptional, (3)
"Very charming place with a lot of attention to detail which made it feel like home."
Charming Seaside Cottage with a Gas Fireplace, Spacious Patio, and Nearby Hiking
Perfectly Centered in Birch Harbor Village! Unit 4
Fridge, microwave, oven, stovetop

Perfectly Centered in Birch Harbor Village! Unit 4

10.0 out of 10, Exceptional, (42)
"The stay was perfect. Very clean and I will stay there again"
Perfectly Centered in Birch Harbor Village! Unit 4
Historic , cozy 2 bedroom original cabin at the waters edge in Franklin ME
Interior

Historic , cozy 2 bedroom original cabin at the waters edge in Franklin ME

10.0 out of 10, Exceptional, (18)
"This was a wonderful place to stay, felt just like a summer camp! Cute cabin with a beautiful pond next to it for swimming/fishing/kayaking, etc. About 45 minutes from Acadia National Park, depending on what trail you're headed to."
Historic , cozy 2 bedroom original cabin at the waters edge in Franklin ME
Spectacular Ocean Views, Walking Distance To Town, Bike Into Acadia
Interior

Spectacular Ocean Views, Walking Distance To Town, Bike Into Acadia

9.8 out of 10, Exceptional, (82)
"Landmark 1910 Shingle-style mansion centrally located next to downtown Bar Harbor, just steps from the sand bar to Bar Island. House was as advertised; maintenance and operating features fine; booking and check-in process smooth. A perfect venue for an extended family reunion. (We booked the house for my wife's 70th birthday.)"
Spectacular Ocean Views, Walking Distance To Town, Bike Into Acadia
Acadia Cabin 2 Cozy cabin with 1 bedroom and WiFi, AC
1 bedroom, WiFi, bed sheets

Acadia Cabin 2 Cozy cabin with 1 bedroom and WiFi, AC

2.0 star property
2.8 out of 10, (3)
"The stay was fine and the host a nice enough guy. However, just to lay out some facts: - The primary picture of the shed was taken before the units 1 and 2 were hung on the outside. The unit is half of that and you share a wall with another guest where you can hear everything they say or do. - The shed is about 50 yards from the primary house and about 50 feet from another structure that is an active construction site. - In order to turn on the AC, you have to stand on an old fold out wooden...
Acadia Cabin 2 Cozy cabin with 1 bedroom and WiFi, AC
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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Top Winter Harbor Hotel Reviews

Edenbrook Motel

Edenbrook Motel

10/10 Excellent
"Staff was very helpful in answering questions about things to do in the area, places to eat, etc. The woman we spoke with spent a lot of time showing us maps, writing things down for us. Room was spacious & clean. "
Chris 1-night trip
Posted 2 days ago
Edenbrook Motel

Find out more about Winter Harbor

Find out more about Winter Harbor

Search for holiday rentals in Winter Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Harbor using one of the methods below:

  • View our selection of featured holiday rentals in Winter Harbor
  • Use the map to find apartments and other holiday homes in the Winter Harbor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Harbor while they last

Look no further and take a look at our great range of rental properties in Winter Harbor!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Winter Harbor?

Yes, we have vacation rentals close to well known attractions in Winter Harbor, or you can go with a more remote option if you're looking for a relaxing stay. Winter Harbor is known for its waterfront and musical theater. Make sure you have time to check out the seafood restaurants and golf courses during your trip.

What's the top vacation rental that Winter Harbor has to offer?

House near Acadia National Park: This vacation home rental outside of Winter Harbor is located in a national park and offers a fireplace, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and an oven, so you can cook with friends or family. Another good choice for your trip to Winter Harbor is One-of-kind estate with unique & luxurious decor and wooded oceanside location..

How many vacation rentals are there in Winter Harbor?

Expedia has 17 vacation 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 vacation rental in Winter Harbor like?

Vacation rentals are private properties where you can stay for short or long periods in Winter Harbor. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip.