Winter Harbor holiday homes

We found 1,226 holiday rentals — enter your dates for availability
Discover a selection of 19 homes and other holiday rentals in Winter Harbor that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for hanging out with the people that matter most, including Wi-Fi and parking. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Winter Harbor

Showing deals for:13 Nov - 20 Nov

Stone path with side garden.
View from breezeway lounge area.
Kitchen area with breakfast bar.
Dining Area
Exceptional
(121 reviews)

Seabreeze Cottage - A Seaside Beachfront Retreat.

Ellsworth

8% off
NZ$4,341
for 7 nights, 1 cottage
NZ$620 per night
includes taxes & fees
Seabreeze Cottage - A Seaside Beachfront Retreat.
Private kitchen
Adirondacks on the shore- lobster boats, seals, eagles and coastal views.
Perched across from Acadia NP the cottage gets both ocean and mountain views.
Comfortable open floor plan for group gatherings
Exceptional
(101 reviews)

Waterfront Historic Maine Cottage • Private Shore • Acadia Views

Ellsworth

8% off
NZ$7,115
for 7 nights, 1 cottage
NZ$1,016 per night
includes taxes & fees
Waterfront Historic Maine Cottage • Private Shore • Acadia Views
Dining
View from property
Interior
Room
Exceptional
(35 reviews)

Designer Seal Harbor Home w/ Ocean Views in the heart of Acadia- sells out fast!

Seal Harbor

9% off
NZ$22,266
for 7 nights, 1 home
NZ$3,181 per night
includes taxes & fees
Designer Seal Harbor Home w/ Ocean Views in the heart of Acadia- sells out fast!
Formal Dining w/ Seating For 9 Overlooking Beach
Enclosed Beachfront Porch w/ Outdoor Couch & Chaise, Stairs To Backyard/Beach
2,000 Sq Ft of Beachfront w/ 3 Bedrooms, 5 Beds, Gameroom & Firepit Near Acadia
Magnificent Views!
Exceptional
(19 reviews)

⭐NEW⭐ Stunning Beachfront Living w/ Gameroom & Firepit Near Acadia

Corea

8% off
NZ$8,068
for 7 nights, 1 home
NZ$1,153 per night
includes taxes & fees
⭐NEW⭐ Stunning Beachfront Living w/ Gameroom & Firepit Near Acadia
Exterior
Terrace/patio
Seaside Path
Balcony
Exceptional
(182 reviews)

Ocean Front Cabins - Water & Mountain View, Brook - Near Acadia and Beaches

Ellsworth

8% off
NZ$2,858
for 7 nights, 1 cabin
NZ$408 per night
includes taxes & fees
Ocean Front Cabins - Water & Mountain View, Brook - Near Acadia and Beaches
view from Bedroom 1 (master-king bed)
Lots of seating/lounging options--both on deck and nearby on granite ledge
house design offers lots of space--seamless to the outdoor areas
As seen from the shore at dusk
Exceptional
(82 reviews)

Private Oceanfront "Coppertop" house, Acadia National Park

Mount Desert

8% off
NZ$17,466
for 7 nights, 1 home
NZ$2,495 per night
includes taxes & fees
Private Oceanfront "Coppertop" house, Acadia National Park
Dining
Property grounds
Living area
Exterior
Exceptional
(44 reviews)

Spacious Home in the Heart of Acadia National Park

Bar Harbor

8% off
NZ$8,656
for 7 nights, 1 home
NZ$1,237 per night
includes taxes & fees
Spacious Home in the Heart of Acadia National Park
Dining
Interior
Living area
Property grounds
Exceptional
(51 reviews)

Nestled between Bar Harbor and Acadia, a bright and spacious house in the woods

Bar Harbor

8% off
NZ$7,309
for 7 nights, 1 home
NZ$1,044 per night
includes taxes & fees
Nestled between Bar Harbor and Acadia, a bright and spacious house in the woods
View of home and property.
Living room off Kitchen, back door to hot tub on back deck
Living room with stereo, CD player, cabinet full of board games, cards
Interior
Exceptional
(84 reviews)

Spacious Farmhouse with Mtn Views, quiet. Available year round.

Mount Desert

7% off
NZ$7,755
for 7 nights, 1 home
NZ$1,108 per night
includes taxes & fees
Spacious Farmhouse with Mtn Views, quiet. Available year round.
Interior
Property grounds
enjoy sitting in the sunroom right off of the living area
Interior
Exceptional
(14 reviews)

Oceanfront Peaceful Getaway - close to Acadia's Schoodic Peninsula

Gouldsboro

8% off
NZ$4,194
for 7 nights, 1 home
NZ$599 per night
includes taxes & fees
Oceanfront Peaceful Getaway - close to Acadia's Schoodic Peninsula
Living Room
Well-stocked Kitchen
The Log Cabin
Outdoor dining
Exceptional
(14 reviews)

A remote worker's paradise in Bar Harbor

Bar Harbor

12% off
NZ$6,307
for 7 nights, 1 home
NZ$901 per night
includes taxes & fees
A remote worker's paradise in Bar Harbor
Jordan Pond perimeter path is a favorite
Patio hammock for adult relaxation under deck
Exterior
Open kitchen (with large island), adjacent indoor dining and living room
Exceptional
(51 reviews)

A spacious sanctuary with 10+ private acres a few miles from Acadia NP entrance

Bar Harbor

8% off
NZ$8,850
for 7 nights, 1 home
NZ$1,264 per night
includes taxes & fees
A spacious sanctuary with 10+ private acres a few miles from Acadia NP entrance
Dining
Living area
Interior
Private kitchen
Exceptional
(39 reviews)

Newly renovated in-town Bar Harbor, five bdrm apartment. Walk to shore & shops.

Bar Harbor

7% off
NZ$5,178
for 7 nights, 1 home
NZ$740 per night
includes taxes & fees
Newly renovated in-town Bar Harbor, five bdrm apartment. Walk to shore & shops.
Cozy Living Room with comfy seating, architectural interest, and lovely views.
Relax in the Sunroom!
Property grounds
The cottage before we bring out the lawn furniture.  A very special retreat.
Exceptional
(62 reviews)

'Acadia Haven' - The peaceful side of Bar Harbor, by lovely Acadia.

Bar Harbor

8% off
NZ$2,970
for 7 nights, 1 home
NZ$424 per night
includes taxes & fees
'Acadia Haven' - The peaceful side of Bar Harbor, by lovely Acadia.
View from our balcony towards pool and ocean.
Beach right across the street for your enjoyment!
Kitchen has counter with barstools.
Balcony overlooks the pool. Has chairs and tables
Exceptional
(112 reviews)

Ocean Views from every room. Enjoy nearby beach and Acadia National Park

Bar Harbor

8% off
NZ$5,746
for 7 nights, 1 home
NZ$821 per night
includes taxes & fees
Ocean Views from every room. Enjoy nearby beach and Acadia National Park
Kitchen all new with granite counter tops
Different view
Back deck
Please look over Steve's ancient cans that he is so proud of 🤦🏼‍♀️
Exceptional
(54 reviews)

Quiet and located close to the ocean 2 bedroom 2 bath home

Steuben

8% off
NZ$4,112
for 7 nights, 1 home
NZ$587 per night
includes taxes & fees
Quiet and located close to the ocean 2 bedroom 2 bath home
A guest favorite! Perfect spot to enjoy coffee & bird watch in the morning
New back deck completed May 2024
Exterior
So much natural light!
Exceptional
(132 reviews)

CLEAN, spacious, each BR has private full bathroom attached, high speed internet

Southwest Harbor

8% off
NZ$5,825
for 7 nights, 1 home
NZ$832 per night
includes taxes & fees
CLEAN, spacious, each BR has private full bathroom attached, high speed internet
Dining
Private kitchen
Living area
Room
Exceptional
(87 reviews)

Recently Renovated In-Town Bar Harbor 4 Bed 3 Bth Apartment with Private Parking

Bar Harbor

11% off
NZ$5,297
for 7 nights, 1 apartment
NZ$757 per night
includes taxes & fees
Recently Renovated In-Town Bar Harbor 4 Bed 3 Bth Apartment with Private Parking
Dining
Property grounds
Living area
Private kitchen
Exceptional
(5 reviews)

Down East Maine Beach Front Escape Near Bar Harbor

Sullivan

8% off
NZ$3,818
for 7 nights, 1 home
NZ$545 per night
includes taxes & fees
Down East Maine Beach Front Escape Near Bar Harbor
Interior
The Raven's Nest
Interior
Room
Exceptional
(164 reviews)

Outstanding Oceanfront Log Home near Acadia National Park

Gouldsboro

8% off
NZ$5,694
for 7 nights, 1 cabin
NZ$813 per night
includes taxes & fees
Outstanding Oceanfront Log Home near Acadia National Park
Two Queen Beds
Living area
Front Door
Exterior
Exceptional
(48 reviews)

Perfectly Centered in Birch Harbor Village! Unit 4

Gouldsboro

8% off
NZ$2,749
for 7 nights, 1 apartment
NZ$393 per night
includes taxes & fees
Perfectly Centered in Birch Harbor Village! Unit 4
Property grounds
Living area
Private kitchen
Terrace/patio
Exceptional
(38 reviews)

Perfectly centered in the Birch Harbor Village!

Birch Harbor

8% off
NZ$2,312
for 7 nights, 1 apartment
NZ$330 per night
includes taxes & fees
Perfectly centered in the Birch Harbor Village!
The “butcher shop” game room with air hockey, couch, shuffleboard, TV, & games.
Enjoy the beautiful backyard, boarding on Somes Brook, and wildlife sanctuary
The “butcher shop” game room with air hockey, couch, shuffleboard, TV, & games.
Sit under the twinkling lights on the deck off of the second floor.
Exceptional
(23 reviews)

Acadia Historic Home with Hot Tub and Game Room

Mount Desert

8% off
NZ$6,370
for 7 nights, 1 home
NZ$910 per night
includes taxes & fees
Acadia Historic Home with Hot Tub and Game Room
Interior
Town pier- Stewman lobster on the left
Dining
Lobby
Exceptional
(33 reviews)

Steps to Restaurants, Shops & Waterfront, Bar Island, Free 2-car Parking, Wi-fi

Bar Harbor

8% off
NZ$4,405
for 7 nights, 1 home
NZ$629 per night
includes taxes & fees
Steps to Restaurants, Shops & Waterfront, Bar Island, Free 2-car Parking, Wi-fi
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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Delight in the waterfront landscape of Winter Harbor

Enjoy the musicals and other features of Winter Harbor. This city's seafood restaurants, golfing and boating draw many visitors. Acadia National Park and Acadia National Park's Visitors Center are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Winter Harbor

Are you hoping to discover things to do in the city? Venture out of your cosy holiday rental and experience everything that makes Winter Harbor a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Bar Harbor Whale Watch Co (6 mi / 9.7 km)
  • Kebo Valley Golf Club (7 mi / 11.2 km)
  • Grindstone Neck Golf Course (0.7 mi / 1.2 km)
  • Bartlett Maine Estate Winery (6.1 mi / 9.8 km)
  • Heart of Acadia Loop (8.4 mi / 13.5 km)
  • Bubble Rock (9.7 mi / 15.7 km)

Exploring the natural landscape of Winter Harbor

Whether you're an outdoor enthusiast or just want to take in the scenery, Winter Harbor is a great place to get outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Acadia National Park (10.2 mi / 16.4 km)
  • Acadia National Park's Visitors Center (8.2 mi / 13.1 km)
  • Schoodic Peninsula (2.3 mi / 3.7 km)
  • Schoodic Point (4.4 mi / 7.1 km)
  • Shore Path (6 mi / 9.6 km)
  • Agamont Park (6 mi / 9.7 km)

Transport options to and around Winter Harbor

The nearest airport is in Bar Harbor, ME (BHB-Hancock County - Bar Harbor), located 14.2 mi (22.8 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Winter Harbour?
Houses are the most popular type of holiday home in Winter Harbour, according to our data. Even if you have a different idea about what you want, Bookabach has properties in a variety of shapes and sizes. Look through our options to find your ideal fit.
How much does it cost to rent a holiday home in Winter Harbour?
Property type, length of stay and time of year are some of the things that can influence the price of a holiday home. Simply add your dates of travel to find your ideal fit. From homey country cottages to plush villas, all Bookabach holiday homes offer amazing value.
How much does it cost to rent a beach house in Winter Harbour?
When you travel and the size and style of the property will influence the cost of your beachside escape. Type in your Winter Harbour travel dates to see your options on Bookabach. Can't live without a hot tub? Use the filters to select the amenities and features you need.
Are there pet-friendly holiday homes in Winter Harbour?
You're in luck. There are. Choose from 18 stays that roll out the welcome mat in Winter Harbour on Bookabach. Our furry best friends need a getaway too, so simply use our search function for pet-friendly holiday homes to find a perfect pad where your puppy dog can lap up the good times.
What are popular home amenities in Winter Harbour?
An ocean view, a barbecue grill and a beach view top the list of most popular home amenities in Winter Harbour. Whether you're planning to travel by yourself, with a partner or as a family group, Bookabach can help you find a holiday home that suits your tastes with all the features you're looking for.
Are there large group holiday homes in Winter Harbour?
Take your pick of 12 Bookabach holiday homes in Winter Harbour that can host five or more people. You'll get all the room and privacy you need to relax with your favourite people — and no one else.
Are there holiday homes in Winter Harbour that welcome kids?
Winter Harbour has 18 family-friendly holiday homes to pick from. And tracking down a stay that welcomes little ones is simple with our "Properties good for families" filter. As well as having the whole place to yourselves, you'll also enjoy access to perks and conveniences such as dining rooms, private pools and yards.
What are the top attractions for families in Winter Harbour?
Keep the kids entertained at these top family-friendly attractions in Winter Harbour:
  • Bar Harbour Whale Watching
  • Bar Harbour Historical Society
  • College of the Atlantic Natural History Museum
Are there one-bedroom holiday homes in Winter Harbour?
Yes, Winter Harbour has two one-bedroom homes available. Often located in popular spots due to their smaller size, a one-bedroom holiday home is perfect if you're getting away with a pal or your partner. And with plenty of home comforts like wireless internet and more privacy than a standard hotel, you'll be able to kick back and relax while discovering this exciting destination.
Can I find two-bedroom holiday homes in Winter Harbour?
Gather your besties and enjoy peace, privacy and comfort in one of the five two-bedroom holiday properties Winter Harbour has to offer.
Are there holiday homes with WiFi in Winter Harbour?
Whether you want to stay in touch with world events, send some emails or surf social media, there are 10 holiday homes with WiFi in Winter Harbour. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Winter Harbour?
There are six holiday homes with air conditioning in Winter Harbour providing that gentle, cool breeze and extra bit of comfort. Just enter your preferred dates of travel and then take advantage of our filter tool to help you book properties with air conditioning.
How old do you have to be to rent a holiday home in Winter Harbour?
The minimum age requirements can vary across properties on Bookabach, so be sure to look at the rules of the holiday home in Winter Harbour you want. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Winter Harbour for?
The amount of time you can rent a Winter Harbour holiday home for depends on the property. Simply enter your dates of travel to browse options that offer long-term stays. They include all you need to make your extended getaway more comfortable such as kitchens and laundries. Some holiday homes may also offer weekly or monthly discounted prices, so you can hang around longer for less.

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