COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Winter Harbor Rentals

Updating...

age 0-16
160 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

160 Houses

ACADIA National Park. Walk to Ocean, Restaurants! Private Deck Mountain VIEW

Winter Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

“Comfy and Clean” Our family of five just returned from staying five nights in Winter Harbor. The stay was wonderful and the house was really great. We all felt so at home. The house was spotlessly clean. The neighborhood was very friendly. The owner provided so much helpful information on area sights and restaurants. There was everything we could possible need in the house for cooking. Three bedrooms upstairs provided nice privacy for early risers to start their day without bothering the others. Nice little deck for quiet reading in the sun. Short bike ride to Grindstone Neck. Could have easily biked to Schoodic Point but ended up driving. Just loved it. Hope we can go back again!!!

Responds fast! avg. 16 minutes

Price per night from

$206

Schoodic Point Cottage

Winter Harbor cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 18 minutes

Price per night from

$115

The Schoodic Apartment

Winter Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 18 minutes

Price per night from

$94

Winter Harbor Apartment (aka: Fred's Place)

Winter Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 18 minutes

Price per night from

$94

Captain Guptill House steps from the waters edge in Winter Harbor

Winter Harbor house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$253

Guptill Cottage on Schoodic Point, Winter Harbor

Winter Harbor house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$221

The Boat House on Guptill Point

Winter Harbor cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$221

Great rentals within 20 miles that match your search

Test Property S2-Signup

Birch Harbor boathouse

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$1,160

Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia

Southwest Harbor cottage

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$631

Virginia's Sunset at Sunset Cottages

Bernard cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 54 minutes

Price per night from

$162

Family Friendly Farmhouse with fantastic views

Southwest Harbor house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$444

Return to Beauty

Bar Harbor house

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$1,082

Ocean view Cottage

Southwest Harbor cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$164

Waterfront Cabin on Long Pond

Mount Desert log cabin

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$187

Shore Cottage with Ocean and Lighthouse Views

Steuben cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$146

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$159

The Gray Barn

Bass Harbor apartment

2 bedrooms / 1 bathroom / sleeps 6

“Close to Nirvana” It would be difficult to find a better spot for spending a vacation than the Quietside of Mt. Desert, and the Gray Barn experience is part of the fun. The accomodations are modern and in great shape, and the windows both have a great view over upper Bass Harbor and give great air circulation. Access to cellphone and internet coverage is a convenience. The kitchen is very functional, though you'll want to visit the lobster pounds and restaurants in the area. A perfect base for hiking in acadia National Park. The week we were there was perfect for using the owner's kayaks in the upper harbor and the estuary beyond. We've stayed three different years and will be happy to return.

Price per night from

$206

Private, peaceful, close to shopping.

Ellsworth house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$130

Pine Cone Cabin near Hodgdon Pond

Seal Cove cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 30 minutes

Price per night from

$160

Annie's Outlook at Sunset Cottages

Acadia National Park cottage

1 bedroom / 1 bathroom / sleeps 2

“Great location, beautiful view, cosy place” We visited for a week with our kids (9, 12 years) in July, I can only support my Co-reviewers: a most beautiful location, the sea at your feet, a spectacular sight with sunsets and rocks for kids to climb, with love, taste and insight prepared surroundings (find a bench/picknic table at the places you like to sit), a cosy, clean place, with all you need to feel comfortable, kind people meeting your needs/wishes whereever possible, lots of interesting things to do (hikes, biking, whale watching) in close distance.

Price per night from

$181

Victorian Home-Northeast Harbor, Maine-Acadia Park

Northeast Harbor house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$301

Aldernest Cottage (Loft) "quiet" side of Mount Desert Island/Acadia Nat'l Park

Southwest Harbor apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 7 minutes

Price per night from

$144

Aldernest Den-Quiet Side of Mount Desert Island/Acadia - short walk to the shore

Southwest Harbor apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 7 minutes

Price per night from

$144

Captain's Quarters at Captain Bennis House

Sullivan apartment

2 bedrooms / 2 bathrooms / sleeps 3

Price per night from

$112

New! Charming Cottage with Ocean View near Acadia National Park

Tremont cottage

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$263

Summer Cottage Nestled in the Woods

Southwest Harbor house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$204

Acadiacamper rentals delivered to campground

Southwest Harbor caravan/mobile home

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$113

Pristine oceanfront cottage

Milbridge cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$193

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

2 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 1 hour 10 minutes

Price per night from

$317

Long Pond Waterfront with Dock and Views of Acadia

Mount Desert house

3 bedrooms / 1 bathroom / sleeps 5

“Wonderful, quiet lakefront house” My wife, my daughter and I stayed here for a week in July 2013. The house, lakefront location and various amenities were as described in the Flipkey listing, no surprises. The lake is beautiful with clear water and great for swimming. We hiked the trails on the mountains on both sides of Long Pond and also trails connecting to Echo Lake. There are many fewer people using the acadia National Park trails in this part of Mount Desert Island, which is a definite plus in July. We also used the kayaks and canoe, which are provided with the house, on Long Pond. The house was very clean and well maintained and communication with the owner was excellent. We highly recommend this rental and would like to return next year if possible.

Responds fast! avg. 1 hour 15 minutes

Price per night from

$683

Perfect Downtown Bar Harbor Location Holland Ave Vacation Rentals

Bar Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$228

Little Island House Upstairs Appartment

Bass Harbor house

1 bedroom / 1 bathroom / sleeps 2

“Perfect slice of Peace” The Little Island House is the perfect place to stay when you journey to Maine. It is located in Bass Harbor, which is a peaceful village where lobster fishermen and women come and go. Less than a block from the house is a place to purchase crab and live lobster which you can steam in a kitchen which has Everything you could possibly need. If you are not interested in cooking, a wharf restaurant is close by and will meet your every need. The bed and bedding were perfect. Everything was very comfortable. From your little house, you can quickly jump to other villages and acadia National Park. My favorite part was sitting on the porch watching boats come in and out of the harbor. We also took a boat trip which left from the dock near the house. We saw the part of Maine that you can only see from a boat.

Price per night from

$192

Spectacular Ocean & Mountain View-10 min to Acadia/ 3 Lakes nearby

Acadia National Park house

7 bedrooms / 4 bathrooms / sleeps 15

Responds fast! avg. 1 hour 15 minutes

Price per night from

$903

Downtown Bar Harbor Near Ocean - Holland Ave Vacation Rentals

Bar Harbor house

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$229

The Carriage House in Downtown Bar Harbor! Holland Ave Vacation Rentals!

Bar Harbor house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$297

Beautiful ocean view close to Seawall

Southwest Harbor apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 11 minutes

Price per night from

$222

Log Cabin in the Best Town on Mt. Desert Island

Southwest Harbor log cabin

3 bedrooms / 2 bathrooms / sleeps 8

“This is very clean, well-accomodated, and in a great location!” Our family just returned from a week in this great cabin. We wanted to be very close to acadia National Park, but not in a busy area. The location was perfect for this. The cabin is within walking distance of a small town with great restaurants and stores, and a very short drive (some 5 minutes, some 10 minutes, some 15 minutes) to all the sights of the national park. And when you return to the cabin you experience its quiet and natural setting at its best. It was rejuvenating to be there. The owners have obviously taken a lot of time and effort to make their home user-friendly. It comes equipped with everything you need for cooking and relaxing. Everything is clean and cared for, and the entire cabin has a cozy yet spacious feel to it. Very highly recommended!

Price per night from

$262

Little Island House, Downstairs Apartment (Upstairs Apt. is totally separate)

Bass Harbor apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$191

Viewing 38 of 160
rentals in Winter Harbor

×

Top Destination reviews

ACADIA National Park. Walk to Ocean, Restaurants! Private Deck Mountain VIEW
Great family stay

We have 4 generations staying here for several nights. First of all the owners were wonderful to work with and the home had everything we needed to have a wonderful time. There was plenty of space for everyone and we enjoyed walking into Winter Harbor to explore, get groceries and to eat. It was a great place to relax after taking the ferry across to Bar Harbor and we could get away from all the hustle and bustle. We would definitely stay here again.see more
Captain Guptill House steps from the waters edge in Winter Harbor
Girls trip

To start off the house was just as beautiful, if not more so, than the pictures. If you are looking for a nice place to relax, take some time off from your crazy lives, this is definitely the place to do it. The town is small and quaint and the people were friendly and so helpful with directions and suggestions.We were fortunate enough to meet the owners of the home and they were just wonderful people, so welcoming and you could tell they loved being part of the community in Winter Harbor. There is part of the Acadia Forest a mile or two from the main part of town where you can hike and bike and see beautiful things. There is a convenient island ferry that can take you back and forth to Bar Harbor for some additional shopping, tours, and restaurants. I will be back again someday to this beautful home and area.see more

Also consider