Photo by Ricky Batista

Holiday Rentals in Winter Harbor

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Check prices for these dates

Holiday Rentals in Winter Harbor

Downtown 3-Bedroom Home in Walkable Harborside Village

10.0 out of 10, Exceptional, (4)
"Beautiful place to stay in a beautiful town. Very attentive host. "
Downtown 3-Bedroom Home in Walkable Harborside Village

Hanscom's Motel and Cottages

3.0 star property
9.4 out of 10, Exceptional, (237)
"Nice little rooms great for a group of people"
The price is €154
includes taxes & fees
1 Jun - 2 Jun
Hanscom's Motel and Cottages

Stone Park

4.0 star property
8.8 out of 10, Excellent, (71)
"Very spacious and clean. My family and I were very happy with our stay."
The price is €131
includes taxes & fees
18 May - 19 May
Stone Park

Bar Harbor Condos

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is €268
includes taxes & fees
22 May - 23 May
Bar Harbor Condos

Lighthouse Cabins Maine

3.0 star property
10.0 out of 10, Exceptional, (92)
"Absolutely loved our stay!"
Lighthouse Cabins Maine

Hinckleys Dreamwood Cottages

3.0 star property
7.0 out of 10, Good, (52)
"Great place, not far from to bar harbor."
The price is €222
includes taxes & fees
28 May - 29 May
Hinckleys Dreamwood Cottages

Family-Friendly Yurts with Onsite Games, Hiking & Wellness Amenities

10.0 out of 10, Exceptional, (16)
"The yurt glamping was perfect. The property is amazing with activities and we were able to collect a couple eggs from the hens. Highly recommend this stay for any occasion. "
The price is €565
includes taxes & fees
19 May - 20 May
Family-Friendly Yurts with Onsite Games, Hiking & Wellness Amenities

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

10.0 out of 10, Exceptional, (106)
"We loved the location and seclusion of the cabin and it was so close to everything we wanted to visit in Maine."
Bring everything to camp minus the tent at our little cabin.

Cottage with a Vista

9.6 out of 10, Exceptional, (79)
"Wonderful time, great location, and a great host."
The price is €206
includes taxes & fees
22 May - 23 May
Cottage with a Vista

Quiet and Cozy Seaside Cottage with Amazing Sunsets

9.8 out of 10, Exceptional, (48)
"Wonderful place to relax with lots of ammenities!"
Quiet and Cozy Seaside Cottage with Amazing Sunsets

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...
The price is €155
includes taxes & fees
8 Jun - 9 Jun
Acadia Cabin 2 Cozy cabin with 1 bedroom and WiFi, AC

Deluxe King Room w/ Breakfast Included

10.0 out of 10, Exceptional, (24)
"Easy communication and great location, definitely will be coming back! "
The price is €170
includes taxes & fees
22 May - 23 May
Deluxe King Room w/ Breakfast Included

Bar Harbor Main Street Apartments

3.5 star property
8.0 out of 10, Very good, (2)
"Had a great stay right down town where we wanted to be"
The price is €543
includes taxes & fees
18 May - 19 May
Bar Harbor Main Street Apartments

House near Acadia National Park

4.0 star property
10.0 out of 10, Exceptional, (14)
"Amazing property and it is very close to lot of restaurants and shopping stores. "
The price is €558
includes taxes & fees
18 May - 19 May
House near Acadia National Park

Mariner's Reach with Epic Water View. Pet Friendly Fenced-In Yard.

9.6 out of 10, Exceptional, (49)
"Nice welcoming home with well-stocked kitchen! Great fenced-in yard with a water view! "
Mariner's Reach with Epic Water View. Pet Friendly Fenced-In Yard.

Little Brook Cottage Mount Desert Island “Pet Friendly”

9.4 out of 10, Exceptional, (153)
"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. "
Little Brook Cottage Mount Desert Island “Pet Friendly”

Beehive Tiny House at Acadia Yurts

10.0 out of 10, Exceptional, (137)
"Great property, great management!"
Beehive Tiny House at Acadia Yurts

Cozy cottage loft on the quiet side of Mount Desert Island -Now booking for 2025

10.0 out of 10, Exceptional, (77)
"Super clean and comfortable loft. Hosts were super nice and created a great place to stay. Bathroom seemed brand new, mattresses were super comfortable, great place to stay!"
Cozy cottage loft on the quiet side of Mount Desert Island -Now booking for 2025

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

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

On The Rocks is located near Acadia National Park and Mount Desert Island.

10.0 out of 10, Exceptional, (99)
"The accommodation was superior in every way. Great location, quiet and very comfortable furnishings."
On The Rocks is located near Acadia National Park and Mount Desert Island.
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

Atlantic Oceanside Hotel & Conference Center

3.0 star property
9.4 out of 10, Exceptional, (1018)
"Great stay!!!"
The price is €180
includes taxes & fees
18 May - 19 May
Atlantic Oceanside Hotel & Conference Center

Bar Harbor Manor

3.5 star property
9.6 out of 10, Exceptional, (1007)
"The staff at Bar Harbor Manor were warm and welcoming and the rooms are clean and spacious. Great location in Bar Harbor."
The price is €165
includes taxes & fees
19 May - 20 May
Bar Harbor Manor

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

3.0 star property
8.2 out of 10, Very good, (1000)
"The staff and location were excellent!"
The price is €153
includes taxes & fees
22 May - 23 May
Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor
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.

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?

House near Acadia National Park: This holiday home rental outside 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. Kitchen amenities include a full-sized fridge, a dishwasher and an oven.

How many holiday rentals are there in Winter Harbor?

Expedia has 16 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.