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
165 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

165 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. 14 minutes

Price per night from

$213

Schoodic Point Cottage

Winter Harbor cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 20 minutes

Price per night from

$112

The Schoodic Apartment

Winter Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 20 minutes

Price per night from

$91

Down East Maine Modern, Well Equipped Cottage in Heart of Coastal Winter Harbor

Winter Harbor cottage

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$183

Winter Harbor Apartment (aka: Fred's Place)

Winter Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 20 minutes

Price per night from

$91

Rustic Waterfront Cabin w/ Beach in Winter Harbor!

Winter Harbor log cabin

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 8 minutes

Price per night from

$184

Captain Guptill House steps from the waters edge in Winter Harbor

Winter Harbor house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 17 minutes

Price per night from

$254

Guptill Cottage on Schoodic Point, Winter Harbor

Winter Harbor house

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 17 minutes

Price per night from

$222

The Boat House on Guptill Point

Winter Harbor cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 17 minutes

Price per night from

$222

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

$1,178

Captain's Quarters at Captain Bennis House

Sullivan apartment

2 bedrooms / 2 bathrooms / sleeps 3

Price per night from

$132

Acadia National Park and Quiet Fields

Seal Cove apartment

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$165

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

Southwest Harbor cottage

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$641

Private, peaceful, close to shopping.

Ellsworth house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$140

Acadiacamper rentals delivered to campground

Southwest Harbor caravan/mobile home

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$123

NEW! Southwest Harbor Condo Near Main Street!

Southwest Harbor condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 14 minutes

Price per night from

$130

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

$164

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

$200

Family Friendly Farmhouse with fantastic views

Southwest Harbor house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$451

Home & Cottage w/ Great Ocean Views near Acadia

Tremont house

7 bedrooms / 5 bathrooms / sleeps 16

Price per night from

$730

Luxury Home w/ Great Ocean Views Near Acadia Park

Tremont house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$480

Long pond, amazing sunsets, quiet

Mount Desert house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$761

Return to Beauty

Bar Harbor house

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$1,099

Cedar Ridge Cottage

Southwest Harbor log cabin

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 17 minutes

Price per night from

$196

"The Love Nest"

Southwest Harbor apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$258

Michaels cabin

Southwest Harbor cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$316

Ocean view Cottage

Southwest Harbor cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$167

Waterfront Cabin on Long Pond

Mount Desert log cabin

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$190

Shore Cottage with Ocean and Lighthouse Views

Steuben cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$148

Pristine oceanfront cottage

Milbridge cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$196

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$162

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

$263

Beautiful custom built in town home

Southwest Harbor house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$748

Deer Track, Cabin Overlooking Somes Sound

Mount Desert house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$149

BEAUTIFUL VACATION RENTAL nr ACADIA NATIONAL PARK!

Southwest Harbor condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 35 minutes

Price per night from

$174

Responds fast! avg. 1 hour 48 minutes

Price per night from

$319

Charming Cottage Great Ocean Views Near Acadia

Tremont cottage

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$248

Beautiful ocean view close to Seawall

Southwest Harbor apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 45 minutes

Price per night from

$226

Viewing 38 of 165
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