Compare Winter Harbor Vacation Rentals

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Winter Harbor Rentals

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

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

1.47 mi from city center
$3,338 nightly
The price is $3,638 total per night
$3,638 total
Nov 16 - Nov 17
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Charming Coastal House with Cozy Living Spaces and Outdoor Firepit

Charming Coastal House with Cozy Living Spaces and Outdoor Firepit

0.28 mi from city center
Guests of this vacation home enjoy access to a water park, laundry facilities, and barbecue grills. This smoke-free vacation home also has a garden.
Kitchen
Washer
Bar Harbor Main Street Apartments

Bar Harbor Main Street Apartments

3.5 out of 5
317 Main St, Bar Harbor, ME
6 mi from city center
A stay here includes free parking.
Breakfast included
Kitchen
Bar Harbor Condos

Bar Harbor Condos

2.5 out of 5
7 Brewer Ave, Bar Harbor, ME
6.45 mi from city center
$199 nightly
The price is $217 total per night
$217 total
Dec 2 - Dec 3
Total with taxes and fees
At Bar Harbor Condos, guests have access to features like laundry facilities. A stay here includes free parking. Friendly staff can provide luggage storage, and also offer advice about sightseeing.
Kitchen
Parking included
Private And Cozy Tiny Home For Your Acadia Escape. Pet Friendly with Kayaks.

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

5.1 mi from city center
$354 nightly
The price is $386 total per night
$386 total
Nov 15 - Nov 16
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Bar Harbor Home Near Everything

Bar Harbor Home Near Everything

7.42 mi from city center
At this vacation home, guests have access to a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include barbecue grills and a garden.
Hot Tub
Kitchen
Hanscom's Motel and Cottages

Hanscom's Motel and Cottages

3 out of 5
273 ME-3, Bar Harbor, ME
8.96 mi from city center
$135 nightly
The price is $147 total per night
$147 total
Nov 16 - Nov 17
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, a picnic area, and a garden.
Pet friendly
Parking included
Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages

3 out of 5
318 Maine 3, Bar Harbor, ME
9.17 mi from city center
Guests of Hinckleys Dreamwood Cottages have access to free WiFi in public areas. If you drive, take advantage of free parking. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing.
Pet friendly
Parking included
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!

13.62 mi from city center
This cabin is a smoke-free cabin.
Kitchen
Washer
Lighthouse Cabins Maine

Lighthouse Cabins Maine

3 out of 5
254 Harbor Dr, Bass Harbor, ME
16.93 mi from city center
At Lighthouse Cabins Maine, guests have access to free WiFi in public areas, a computer station, and laundry facilities. If you decide to drive, there's free parking. Staff members can help with accommodation requests, and provide front-desk service during limited hours. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. This cabin also has a vending machine.
Kitchen
Pet friendly
Stone Park

Stone Park

4 out of 5
377 High St, Ellsworth, ME
Free Cancellation
Reserve now, pay when you stay
17.78 mi from city center
$139 nightly
The price is $152 total per night
$152 total
Nov 15 - Nov 16
Total with taxes and fees
Guests of Stone Park enjoy a 24-hour gym, free WiFi in public areas, and a seasonal outdoor pool. You can take advantage of free parking if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include express check-in, express check-out, and laundry facilities.
Pool
Pet friendly
210 Main St

210 Main St

3 out of 5
210 Main St, Ellsworth, ME
19.55 mi from city center
$253 nightly
The price is $276 total per night
$276 total
Nov 24 - Nov 25
Total with taxes and fees
210 Main St features free WiFi in public areas and laundry facilities. Free parking is available if you drive.
Parking included
Free WiFi
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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.

Winter Harbor Large Group Rentals

How to Book Vacation Rentals in Winter Harbor



🏠 What is the best price for Winter Harbor vacation rentals?

Winter Harbor vacation rentals range in price, starting at $147 per night.


🏠 What types of vacation rentals in Winter Harbor can I rent?

Orbitz offers a wide range of Winter Harbor rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Winter Harbor condo rentals.


🏠 Is it free to cancel my Winter Harbor vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Winter Harbor vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Winter Harbor. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Winter Harbor?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Winter Harbor apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Winter Harbor?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Winter Harbor package deals will get you even more savings.

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