Winter Harbor Holiday Rentals from €82: Search Short-Term Rentals

Q: 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. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and an oven, so that you can cook with friends or family.

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Holiday Rentals in Winter Harbor

"Super clean and nice place for family staying"

includes taxes & fees

31 Aug - 1 Sept

Luxury Cabin with Hot Tub | Terrace/patio

"Driveway is bumpy but the cabin was nice"

includes taxes & fees

9 Sept - 10 Sept

"Wonderful stay"

includes taxes & fees

15 Sept - 16 Sept

"We loved the location and seclusion of the cabin and it was so close to everything we wanted to visit in Maine."

Classic Apartment, 1 Queen Bed with Sofa bed, Kitchen | Living area

"Cute and tidy apartment, close to downtown but not too close and we were very happy with our stay. "

includes taxes & fees

1 Sept - 2 Sept

Luxury Apartment, Non Smoking | Private kitchen

"This apartment was so beautiful and located next to a charming Main Street with plenty of coffee shops, restaurants, bars, and cute shops. It was perfect for the 3 of us at the end of our trip. It’s pretty close to Acadia National Park without all the regular drama of the crowd in Bar Harbor."

includes taxes & fees

3 Sept - 4 Sept

"We loved being on the lake - charming cabin. "

Comfort Apartment, 2 Bedrooms, Kitchen | Living area

"Had a great experience at this property. Everything was very clean and well kept. Great apartment space and it was walking distance to everything in downtown."

includes taxes & fees

10 Sept - 11 Sept

"Wonderful stay! Cabins are brand new, comfortable, spotless, and nicely decorated. Appreciated the laundry facilities! Staff was friendly and helpful with recommendations about the area. "

"Cute little place to stay. Very clean and a decent location for going to Acadia. Watch your head!"

includes taxes & fees

1 Sept - 2 Sept

"This cabin is perfect for a small family with a car. It’s in the middle of everything. It’s a basic house but has everything you need- nice hot shower, cooking utensils, camp fire, etc. I still dream of the naps we had on the sofa. The surroundings are peaceful with lots of deer strolling by. "

"Everything exceeded our expextations. The place was spotless. The road to get the rental was rough. You have to watch out for the pot holes but definitely not a deal breaker. "

includes taxes & fees

10 Sept - 11 Sept

"This quaint stay was everything we needed for our trip to MDI. Becka was a wonderful host (as was her angelic dog, Cayenne), and we loved the rustic setting. The rental was well and thoughtfully stocked. The outdoor shower was so enjoyable, serenaded by the nearby apiary. Even the early bird rooster made us laugh. Would happily stay again."

"Condo was so clean and full of great amenities. Good for small families. Walkable to main stuff in Bar Harbor and easy drive to Acadia. Owners great with communication. Would easily stay here again!"

includes taxes & fees

31 Aug - 1 Sept

"Beautiful area and the house was perfect for our group "

includes taxes & fees

3 Sept - 4 Sept

"The quietness of the area and close distance to Bar Harbor."

"It’s name says it all. A perfectly sized, literal “bed room” in the middle of the woods. The fire pit had wood all ready for me to use. If you were to come in the winter, the tiny home has a wood stove to use as well."

includes taxes & fees

4 Sept - 5 Sept

"Very nice, clean, new, good towels, great new on the outskirts of Hancock. I extended my stay a couple of extra days and they were very accommodating. I will stay here again. "

includes taxes & fees

3 Sept - 4 Sept

"Great property for 3 generation family vacation. Plenty of room to spread out. Well supplied with necessities. Gorgeous outdoor space. Perfect location walkable to everything. Would definitely book again if vacationing in the area. "

"This was the perfect stay for our family of 8. The 3 bathrooms, well-stocked kitchen and laundry machines made everything very convenient and enjoyable versus all of us being separated in hotel rooms. The owner was super responsive to all of our questions. Location is perfect as it’s close to downtown Bar Harbor, Acadia National Park and is right by a beautiful river just down the street! Highly recommend this property. "

includes taxes & fees

1 Sept - 2 Sept

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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, apart-hotels, 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 €82 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?

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. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and an oven, so that you can cook with friends or family.

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.

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Holiday Rentals in Winter Harbor

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Holiday Rentals in Winter Harbor

Stone Park

Hinckleys Dreamwood Cottages

Hanscom's Motel and Cottages

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

Downtown Apartments in Bar Harbor

210 Main St

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

Bar Harbor Main Street Apartments

Lighthouse Cabins Maine

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

Seawall Retreat! Close to Ocean & Acadia!

Woodland Apartments-Acadia National Park

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

Bar Harbor Condos

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

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

Camping at the Ice-Shack

Beautiful Apartments in Thorsen Road Maine

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

House near Acadia National Park

Top Winter Harbor Hotel Reviews

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