Compare Winter Harbor Cottage Rentals

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Featured Cottages in Winter Harbor

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages

3 out of 5
318 Maine 3 Bar Harbor ME
$275 nightly
The price is $290 total per night
$290 total
Oct 20 - Oct 21
Total with taxes and fees
Guests of Hinckleys Dreamwood Cottages enjoy free WiFi in public areas, a seasonal outdoor pool, and a garden. If you drive, take advantage of free parking. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. This smoke-free cottage also has barbecue grills.
Pool
Pet friendly
Hanscom's Motel and Cottages

Hanscom's Motel and Cottages

3 out of 5
273 ME-3 Bar Harbor ME
$157 nightly
The price is $171 total per night
$171 total
Oct 26 - Oct 27
Total with taxes and fees
At Hanscom's Motel and Cottages, guests have access to free WiFi in public areas, express check-in, and express check-out. If you plan to drive, free parking is available. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a terrace, barbecue grills, and a picnic area.
Pet friendly
Parking included
Oceanfront on the doorstep to Acadia National Park

Oceanfront on the doorstep to Acadia National Park

Trenton ME
This cottage is a smoke-free cottage.
Kitchen
Outdoor Space
Downeast Getaway Victorian Cottage - Year-round

Downeast Getaway Victorian Cottage - Year-round

Harrington ME
Guests staying at this cottage have access to an arcade/game room, a garden, and barbecue grills.
Kitchen
Air conditioning
Downeast Maine Cottage with Water View

Downeast Maine Cottage with Water View

Steuben ME
$533 nightly
The price is $581 total per night
$581 total
Sep 30 - Oct 1
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Cottage with a Vista

Cottage with a Vista

Surry ME
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
Private Cottage in Quiet Woods near Acadia National Park & Bar Harbor

Private Cottage in Quiet Woods near Acadia National Park & Bar Harbor

Bar Harbor ME
At this cottage, guests have access to barbecue grills.
Kitchen
Free WiFi
Brand New House!! Charming tiny home close to Schoodic Peninsula.

Brand New House!! Charming tiny home close to Schoodic Peninsula.

Gouldsboro ME
$374 nightly
The price is $408 total per night
$408 total
Sep 30 - Oct 1
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Wonderful views of Somes Sound and Sargent Mountain

Wonderful views of Somes Sound and Sargent Mountain

Mt Desert ME
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
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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.

Hotel Options in Winter Harbor

    Stone Park

    Stone Park

    377 High St Ellsworth ME
    $199 nightly
    The price is $217 total per night from Oct 20 to Oct 21
    $217 total
    Oct 20 - Oct 21
    Total with taxes and fees
    9.4/10 Exceptional! (373 reviews)
    Seasider Motel

    Seasider Motel

    40 Kebo Street Bar Harbor ME
    $99 nightly
    The price is $108 total per night from Oct 27 to Oct 28
    $108 total
    Oct 27 - Oct 28
    Total with taxes and fees
    8.8/10 Excellent! (1,157 reviews)
    Kimball Terrace Inn Northeast Harbor

    Kimball Terrace Inn Northeast Harbor

    10 Huntington Road Northeast Harbor ME
    $219 nightly
    The price is $239 total per night from Oct 20 to Oct 21
    $239 total
    Oct 20 - Oct 21
    Total with taxes and fees
    9/10 Wonderful! (1,025 reviews)

Cottages

Book a cottage in Winter Harbor
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Winter Harbor. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Winter Harbor better.

Cottage apartments in Winter Harbor range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Winter Harbor
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Winter Harbor and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Winter Harbor cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Winter Harbor. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Winter Harbor Cottages essential information

Accommodation
295 Cottages
Lowest Price
$108
Highest Price
$581
Popular accommodation
Hinckleys Dreamwood Cottages, Hanscom's Motel and Cottages, Oceanfront on the doorstep to Acadia National Park, Downeast Getaway Victorian Cottage - Year-round, Downeast Maine Cottage with Water View, Cottage with a Vista, Private Cottage in Quiet Woods near Acadia National Park & Bar Harbor, Brand New House!! Charming tiny home close to Schoodic Peninsula., Wonderful views of Somes Sound and Sargent Mountain