Photo by Ricky Batista

Winter Harbor Holiday Rentals

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Holiday Rentals in Winter Harbor

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

Winter Harbor
10.0 out of 10, Exceptional, (25)
"I can't say enough good things about this house. It is comfortable, stocked with everything you could need, and the views are spectacular. We enjoyed a wonderful vacation week and even had a small wedding on the property surrounded by our kids. We made some great memories here!"
United States
Melissa G.
The price is NZ$6,470
includes taxes & fees
11 Nov - 12 Nov
One-of-kind estate with unique & luxurious decor and wooded oceanside location.

Stone Park

4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (186)
"Good location and convenient "
United States
Chris
The price is NZ$365
includes taxes & fees
15 Nov - 16 Nov
Stone Park

Hinckleys Dreamwood Cottages

3.0 star property
Bar Harbor
7.6 out of 10, Good, (90)
"amazing place "
United States
Mackenzie
Hinckleys Dreamwood Cottages

Hanscom's Motel and Cottages

3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (317)
"Great location, nice and cozy room, super easy check-in "
United States
Ximena
The price is NZ$236
includes taxes & fees
10 Nov - 11 Nov
Hanscom's Motel and Cottages

210 Main St

3.0 star property
Ellsworth
9.0 out of 10, Wonderful, (10)
"Such a cool place to stay. Love the history of the building yet had modern amenities. Good location."
United States
Eric
The price is NZ$475
includes taxes & fees
11 Nov - 12 Nov
210 Main St

Bar Harbor Condos

2.5 star property
Bar Harbor
10.0 out of 10, Exceptional, (7)
"It’s was lovely! A very special and beautiful property! Wonderful to be able to walk to dinner and shops. Unfortunately, with only a one-night stay, the late check-in (4p) and early checkout (10a) felt a bit rushed. It would be best enjoyed with more nights, or a slightly later checkout. Still an excellent place."
United States
Nikki
The price is NZ$537
includes taxes & fees
1 Dec - 2 Dec
Bar Harbor Condos

Bar Harbor Main Street Apartments

3.5 star property
Downtown Bar Harbor
9.0 out of 10, Wonderful, (8)
"Great location, plenty of space. Bathroom needs repair work but otherwise a great choice"
United States
Molly
Bar Harbor Main Street Apartments

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

Gouldsboro
10.0 out of 10, Exceptional, (118)
"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!"
United States
Mary
Bring everything to camp minus the tent at our little cabin.

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

Franklin
10.0 out of 10, Exceptional, (4)
"Host was Great pet friendly cabin I found 4 leaf clovers "
United States
Stephany K.
Genuine Farm experience! Barn loft on Organic Farm—pet pig and chickens below!

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

Hancock
9.4 out of 10, Exceptional, (3)
"Very charming place with a lot of attention to detail which made it feel like home."
United States
Betty C.
Charming Seaside Cottage with a Gas Fireplace, Spacious Patio, and Nearby Hiking

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

Gouldsboro
10.0 out of 10, Exceptional, (25)
"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! "
United States
Deanna C.
The price is NZ$692
includes taxes & fees
10 Nov - 11 Nov
Private And Cozy Tiny Home For Your Acadia Escape. Pet Friendly with Kayaks.

Lighthouse Cabins Maine

3.0 star property
Bass Harbor
10.0 out of 10, Exceptional, (132)
"Very nice location. Separate cabins were very nice and quite clean. Close to water and some nice photo opportunities.Stayed there at the beginning of our trip and on the way home. Owner was very attentive with good communication. We would stay there again."
United States
James E
Lighthouse Cabins Maine

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

Bar Harbor
9.8 out of 10, Exceptional, (82)
"Perfect location! Being only a short walk into town was great! No worries about parking. More than enough room to accommodate our guests comfortably. just a beautiful space and comfortable stay."
United States
Jenn M.
Spectacular Ocean Views, Walking Distance To Town, Bike Into Acadia

Bar Harbor Home Near Everything

Bar Harbor
9.8 out of 10, Exceptional, (115)
"We enjoyed our visit. The home had plenty of space for our family. It was very convenient to the Park Loop, Acadia, and Bar Harbor. The pool table was well used with challenges between the family members. "
United States
Sarah G.
Bar Harbor Home Near Everything

Perfectly Centered in Birch Harbor Village! Unit 4

Birch Harbor
10.0 out of 10, Exceptional, (43)
"We love the location - we loved having a restaurant, ice cream spot, and grocery store/gas station across the street, and being 15 minutes from the beautiful schoodic point. The drive to the bar harbor side is about an hour, but it's an easy and pretty drive. The house itself was clean, well maintained, and beautifully decorated. Would definitely stay again!"
United States
Jessica M.
Perfectly Centered in Birch Harbor Village! Unit 4

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

Tremont
9.2 out of 10, Wonderful, (43)
"We enjoyed being on the quiet side of the island. We enjoyed the comfortable beds, spacious downstairs, big outside deck and pool."
United States
William L.
The price is NZ$1,440
includes taxes & fees
10 Nov - 11 Nov
Private Indoor Pool Near Acadia National Park 25 mins from Bar Harbor

Historic 1940s lakeside cabin on spring-fed pond. Close to Acadia National Park

Franklin
9.8 out of 10, Exceptional, (25)
"We loved being on the lake - charming cabin. "
United States
Susan R.
Historic 1940s lakeside cabin on spring-fed pond. Close to Acadia National Park

Downtown Apartments in Bar Harbor

3.0 star property
Downtown Bar Harbor
9.2 out of 10, Wonderful, (10)
"Cute and tidy apartment, close to downtown but not too close and we were very happy with our stay. "
United States
Rebecca
Downtown Apartments in Bar Harbor

Camping at the Ice-Shack

Milbridge
8.0 out of 10, Very good, (2)
"I loved the concept. However, it was a muddy mess to get back there. I don’t mind mud but you can’t carry everything back with you. I think they could put a path way with wood berms or hravel. I fell and slid in mud so walking back with a clean change of clothes impossible because your most definiy gonna fall i. the mud. loved the animals though"
United States
sarah f.
Camping at the Ice-Shack

Woodland Apartments-Acadia National Park

3.0 star property
Bernard
8.0 out of 10, Very good, (5)
"You will not be disappointed with what you see once you see inside the doors. Beautifully decorated and everything you need, but... it is more like a modular 4-apartment home / b&b - no ocean view, at the end of a dirt road (lots of dust), but a few deer met us as we unpacked. We were skeptical at first, yet pleasantly surprised with our stay. I highly recommend, so long as your expectations are set."
United States
Theresa
Woodland Apartments-Acadia National Park
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

Find out more about Winter Harbor

Everything you need to know about Winter Harbor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Harbor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Harbor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winter Harbor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Harbor. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Harbor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Harbor holiday rentals we have selected for you start as low as NZ$236 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winter Harbor rentals

At Expedia, we put the best Winter Harbor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winter Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Harbor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

One-of-kind estate with unique & luxurious decor and wooded oceanside location.: 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 17 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.