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Vacation Rentals in Winter Harbor, Maine

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about Winter Harbor

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Winter Harbor, Maine vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Winter Harbor are added and updated every week!

Compared to hotels, Winter Harbor vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Winter Harbor, Maine Vacation Rentals and Tourism

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Winter Harbor things to do

 

Acadia National Park

My wife made the "executive decision" for us to go to Acadia National Park as we were going to be in MA for a friends wedding and we were going to be in NE...read more

 

Lulu Lobster Boat Rides

This was a great trip and the kids (7 and 9) loved it. Capt John was humorous, entertaining and knowledgeable. My son taught what he learned to the rest of...read more

 

Reel Pizza Cinerama

My BF and I instantly agreed that our date to Reel Pizza was the best date night we've had in forever! This is everything a movie experience should be. The...read more

 

ImprovAcadia

Don't miss out on the comedic highlight of Bar Harbor, ImprovAcadia. I've been to comedy shows in just about every country throughout Asia and Europe while...read more

 

Atlantic Climbing School Inc

If you're considering whether to book these guys for a climb on your trip to Acadia, quit thinking about it. Just book it. It will be a (or THE) highlight...read more

 

Lompoc Cafe

Great menu and vibe in an ocean of mediocre and expected food. The ambience was just what we needed after a mind numbing tour of Bar Harbor's tourist...read more

 

National Park Sea Kayak Tours

Highlight of our trip. Our leader, Mark, was knowledgeable and fun! Saw seals, porpoise and a bald eagle. Highly recommend this company as they go to the...read more

 

Bar Harbor Whale Watch Co.

I've always wanted to see marine animals up close and personal since I was a child so when I found out there was an opportunity to watch whales and dolphins...read more

 

Blackwoods Campground

Acadia! You made it! Congratulations.. now give us $20 more dollars. Make sure you read the fine print on your reservation confirmation. While your site...read more

 

Aquaterra Adventures

Very reasonable and perfect for newbies and skilled kayakers alike. The gear was in good condition. They made newbies and skilled individuals feel right at...read more

 

Corea Wharf Gallery

Great place! Has everything one would want for lunch in the area- tasty lobster grilled cheese and local red hot dog (yes, it's quite red). Small ice cream...read more

 

A Little Mad

Really cute and unique store in town! Ceramics, housewares, recycled/refurbished goods, and other fun unique stuff to browse and empty your wallets for.read more

 

Acadia Bike & Canoe

Extremely good experience. They were ready for us. Friendly staff. Great directions to the park. In all, very convenient to rent and return. The bikes...read more

 

Acadia Park Kayak Tours

AMAZING kayak trip. We went on a sunset tour and it couldn't have been better. The Porcupine Islands are gorgeous. Perfect weather, time, and distance...read more

 

Bar Harbor Bicycle Shop

We rented bikes here to ride in Acadia on the carriage trails. This was my first time renting a bike and my first time riding in years. The people helping...read more

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

26 Room Victorian Cottage-gorgeous view of Frenchman's Bay
Winter Harbor House Rental Picture
  • bedrooms 7
  • community Grindstone Neck
  • rental type House
  • sleeps 12
  • baths
  • rates (USD) $3,800 - $4,800 /wk
 
 
 
 
 

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Beautiful Oceanfront Log Home near Acadia National Park- Hike, Fish, and Kayak
Winter Harbor Cabin Rental Picture
  • bedrooms 3
  • rental type Cabin
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $2,000 - $3,500 /wk
 
 
 
 
 

10 reviews write a review

Spacious Winter Harbor 'Cook's Cottage'
Winter Harbor House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $359 - $379 /nt
    $1,795 - $1,895 /wk
 
 
 
 
 

7 reviews write a review

Schoodic Pen., Acadia Nat. Pk, Bar Harbor; Water - 2 Min. Walk
Winter Harbor House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD)
 
 
 
 
 

8 reviews write a review

Charming waterfront house with gorgeous view of the ocean and Acadia
Winter Harbor House Rental Picture
  • bedrooms 6
  • rental type House
  • sleeps 8
  • baths 4
  • rates (USD) $2,150 /wk
 
 
 
 
 

1 reviews write a review

Beautiful Ocean Views, Large Cabin Home with Floating Dock
Winter Harbor House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $2,000 - $3,000 /wk
 
 
 
 
 

7 reviews write a review

Caddo North- The A Perfect Blend Of Luxury And Down East Maine Charm
Winter Harbor House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $2,500 - $3,400 /wk
 
 
 
 
 

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Escape the crowds and retreat to your own Private Island
Winter Harbor House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 2
  • rates (USD) $1,000 - $1,800 /nt
    $7,000 - $9,000 /wk
 
 
 
 
 

21 reviews write a review