Entire home

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

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

A cabin with a deck overlooking a lake, a picnic table, and two Adirondack chairs. - Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia (Southwest Harbor)
A dining area with a wooden table, chairs, and a view of a lake through large windows. - Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia (Southwest Harbor)
A bedroom with a bed, two windows, a chair, a table, and a lamp. - Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia (Southwest Harbor)
A two-story log cabin with a porch, stone steps, and a sign indicating it's a guesthouse. - Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia (Southwest Harbor)
A wooden staircase with a black chair and a rug in a room with wooden floors and a white wall. - Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia (Southwest Harbor)
Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia provides amenities like a garden and laundry facilities. Stay connected with in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Outdoor Space
  • Parking available
  • Barbecue grill

Add dates for prices

About this property

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

  • In a prime location on Mount Desert Island Maine, this property has been lovingly cared for and enjoyed by the same family for four generations. The Cottage was designed and built in 2003-2004 by our father, Caleb, to take full advantage of this ideal spot which has direct access to the water, dock, mooring and gorgeous views of the harbor.

    Near the end of a private road on Connor Point, you will feel the peacefulness of a true get-away. Steps away from hiking in Acadia National Park, and yet you are only a 5 minute drive from the charming downtown of Southwest Harbor and 25 minutes from bustling and fun town of Bar Harbor. Feel life slow down as you enjoy your morning coffee on the large deck overlooking the ocean and decide whether you will hike, sail, swim, kayak or shop. Great place for kids with large grassy area, beach combing, and many kid-friendly activities. Ideal for up to 6 adults and 2 children.


    Accommodations: Our cottage features clean, open and bright rooms overlooking the ocean, a fully equipped kitchen and all of the modern amenities to enhance your stay. All the modern amenities: washer, dryer, dishwasher, gas stove, microwave, satellite TV, DVD, high speed internet (wifi), and heat. Great for boaters with both dock and mooring access.

    Nearby Activities: Walk just a few minutes to hiking trails, or drive (or take a free bus) around Mt. Dessert Island where you can stop to hike up mountains, swim in lakes, view the rocky coast, or visit Thunder Hole. You can hike (or drive) up Cadillac Mountain, the highest mountain in Acadia National park,which is one of dozens of mountains to climb. From here you can look down to Bar Harbor and the Porcupine Islands, the Cranberry Islands, and much of Mt. Desert Island

Similar properties

About the neighborhood

Located in Southwest Harbor, this cottage is in the mountains and on the waterfront. Bar Harbor Whale Watch Co is a popular attraction and the area's natural beauty can be seen at Acadia National Park and Acadia National Park's Visitors Center. Traveling with kids? Consider Pirate's Cove Adventure Golf and College of the Atlantic Natural History Museum. Discover the area's water adventures with kayaking and water skiing nearby, or enjoy the great outdoors with hiking and mountain climbing. Visit our Southwest Harbor travel guide
View more Cottages in Southwest Harbor
Map
Southwest Harbor, ME

What's nearby

  • A lighthouse on a rocky hill with a forested background.
    Acadia National Park
    4 min drive - 2.9 km
  • A large whale swimming in the ocean.
    Bar Harbor Whale Watch Co
    21 min drive - 28.3 km
  • A coastal landscape with dense forests, rocky terrain, and a view of the ocean.
    Acadia National Park's Visitors Center
    23 min drive - 26.1 km
  • A mountainous landscape at sunset with photographers capturing the scene.
    Cadillac Mountain
    33 min drive - 34.0 km
  • Flying Mountain Trailhead
    11 min walk - 1.0 km

Getting around

  • Bar Harbor, ME (BHB-Hancock County - Bar Harbor)
    23 min drive

Restaurants

  • Jordan Pond House
    31 min drive
  • Shell
    12 min drive
  • The Salty Fisherman
  • Beal's Lobster Pier
    6 min drive
  • Thurston's Lobster Pound
    12 min drive

Frequently asked questions

Is Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia?

Check-in begins at 4:00 PM.

What time is check-out at Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia?

Check-out is at 10:00 AM.

Where is Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia located?

This family-friendly Southwest Harbor cottage is located on the waterfront, within 1 mi (2 km) of Flying Mountain Trailhead and Somes Sound. Acadia National Park is 1.6 mi (2.5 km) away.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

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

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 79 out of 87 reviews
Rating 8 - Good. 8 out of 87 reviews
Rating 6 - Okay. 0 out of 87 reviews
Rating 4 - Poor. 0 out of 87 reviews
Rating 2 - Terrible. 0 out of 87 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property and great views! Maine cabin experience. Very well stocked. Had everything we needed super quiet location and close to hiking trails and Acadia. Would definitely stay here again.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was very clean and spacious. Easily located to the national park. Great view.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay near Acadia

We had a wonderful time and would definitely stay here again. The house was very well stocked for anything you need and the whole house was very comfortable.
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stunning views! Cute cabin that had everything we needed! Had a great time hiking, visiting the Acadia Mountains, and shopping in Bar Harbor. Highly recommend!!
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Caleb's Cottage!

We had another wonderful vacation while staying at Caleb's Cottage in Southwest Harbor. The cottage is clean and comfortable, and the location is amazing.
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Caleb’s Cottage

Clean, plenty of room, comfortable and well situated with a nice view! We would stay there again …
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was in perfect order, spotless, and extremely comfortable. The area is beautiful and close to Acadia with a trail within walking distance. The harbor, restaurants and shops are 10 minutes from the house. Ben (the host) directions to the house, and recommendations to all activities were excellent. I would love to stay again if I'm ever in this area of Maine.
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent cottage, outstanding view

Everything was easy to find within the cottage. Extremely clean. The family history is intriguing. Beautiful land
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful and Relaxing

I absolutely loved our stay at Caleb’s Cottage! The location was perfect for our trip. The house and surrounding area were beautiful. I loved sitting on the porch relaxing as the sun went down. Water pressure was fantastic and the showers were nice and hot. The host was super responsive. I would highly recommend this place!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Week in Southwest Harbor

This was our 2nd time visiting Caleb's Cottage and the 2nd time that our family loved out stay. Our sons *(7 & 2) loved having access to the water using the dock and kayak's that we had rented. The house is very comfortable and has allowed our family to create wonderful memories. Being so close to Flying Mountain, the Causeway Club and the new Mini Golf course made the week even better.
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

Our family really enjoyed staying at Caleb's Cottage. It was comfortable, spacious, and had all the comforts of home. The view from the lovely front porch is beautiful and we loved drinking our coffee in the morning and gathering there to relax after our day exploring Acadia National Park. As seniors we were able to walk from the cottage to "Flying Mountain" where we hiked to the top and back. This property is only about a 20-minute drive to Bar Harbor and other scenic spots in Acadia National Park. We had a great stay!
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful location, beautiful cottage

This was our first visit to Caleb's Cottage and we were so thrilled to pull up and see the house we had hoped for was really ours for a few days! The bedrooms were comfortable, the kitchen was well furnished as was the laundry room. Sitting on the porch with a mug of coffee was the best! So close to Acadia- some trails within walking distance. We love to come back.
Stayed 4 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family had the best time at Caleb’s Cottage. The house and property was even more beautiful in person. The house had everything we needed, and was exceptionally clean. Every morning we got to watch seals and have coffee on the deck which was so amazing. Thank you, Ben, for making our annual family vacation one for the books!
Stayed 4 nights in Jul 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Acadia Family vacation

Great location
Stayed 7 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tale of two harbors

Caleb's cottage was great! Super clean, all the necessities, and what a view!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Caleb’s Cottage

Lovely location and cottage - as good as billed. Would strongly recommend!
Stayed 4 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Family Vacation

Our family enjoyed a wonderful stay at Caleb's Cottage. A short drive to Bar Harbor, and a very serene setting. The cottage was clean and well appointed. Thank you for allowing us to enjoy your family cottage!
Stayed 3 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Coastal Relaxation

Cabin on steroids - new, clean, but maintains the feel of an old seaside summer cabin. Sitting on the deck, sipping a beverage, watching the tide go in and out - just what we needed.
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place for a getaway

Everything was great. Such a warm and homey feel. The only downside is the front steps are very slippery in the morning. Warn others to be careful as I slipped and fell down the steps
Stayed 4 nights in Oct 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A perfect getaway

Peaceful and Perfect GetawayWe had a wonderful stay at Caleb’s Cottage in Southwest Harbor. The cabin was clean, cozy, and had everything we needed for a comfortable and relaxing week. It was the perfect place to come back to after long days of hiking and biking in Acadia.We enjoyed cooking big breakfasts, packing lunches for the trail, and spending quiet evenings playing games or relaxing by the dock. Watching the jellyfish drift by in the peaceful harbor was an unexpected highlight.Ben was a great host, and we’d happily recommend this cabin to anyone looking for a quiet retreat with easy access to outdoor adventures.
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Third Visit to Caleb's Cottage

This is our 3rd time staying here. Our family loves it! Looking out at the cove is so beautiful and peaceful. We hike, we rent a kayak for the week, we go to Echo Lake, we enjoy dinner at the Little Fern restaurant at the Clairmont Hotel. We played 9 holes of golf this year at the club down the street. Lots of hiking within walking distance from the cottage. The cottage is very clean and the kitchen is stocked with everything you need. The pictures are exactly how the cottage looks - beautiful. Ben is great and responsive.
Stayed 8 nights in Jun 2023
Archival

10/10 Excellent

Excellent Place to Stay

The cottage was very well stocked- all the comforts of home. Southwest Harbor is a great, quiet area, but with 5-6 very good reasonably priced restaurants and excellent local seafood, including Beal's Lobster Pier- a must for lobster lovers. Practically walk to Flying Mountain in Acadia National Park, and a great hike! Also great lake swimming at Echo Lake (in Acadia). Only negatives- Bar Harbor is a solid 25 minute drive each way (this was July, with some traffic), the house had a great cabin type feel, lots of knotty pine, but it did creak quite a bit when you walked around. Otherwise, a million dollar view of the cove and a great experience!
Archival

10/10 Excellent

Wonderful "family" vacation

Our three generation "family" spent a wonderful week at Caleb's Cottage. The cabin is spacious and the amenities were more than we expected - linens, towels, laundry, dishes, spices, games, small appliances, you name it, it was there. Loved enjoying our morning tea/coffee on the front porch. The cabin was spotlessly clean upon arrival. We all got to do something special during our stay and we did all the activities together - hiking, biking, kayaking, car museum. logging show, boat trip around island, magic show, sea glass hunting, miniature golfing, shopping, and the list goes on. Was wonderful to spend time enjoying the view and spend time with the "family".
Archival

10/10 Excellent

Caleb's Cottage is Picture Perfect

We recently completed a week-long stay at Caleb's Cottage. The cottage, the setting, the location were all perfect. The house was very well laid out, we had 3 adults and 2 kids. There was easily room for another 2-3 adults. The cottage was very well stocked with all the necessities. We took full advantage of the deep water dock and had kayaks delivered to the cottage for use during the week. The sunsets over the cove and distant mountains were simply spectacular. The location was very convenient to SW Harbor shops, restaurants and grocery store. You're also located right next to Acadia NP (Flying Mountain). The setting, while close to SW Harbor, is private and quiet. The kids loved riding their bikes along Connor Pt and playing in the rocks during low tide. We also had some very competitive wiffle ball games in the side yard. While the cottage is great, we spent most of our time on the dock and expansive front porch. You will not go wrong by considering Calab's cottage for your visit to Acadia. Thanks, Reagan Family
Archival

8/10 Good

A beautiful well stocked vacation spot

This was a beautiful, sparkly clean, well stocked home- linens and dishes, pots and pans (our adult children baked and cooked great meals) dishwasher, washer and dryer, good books, games, sundries were all provided. There were open shelves and large airy spaces and lots of windows, which made the house even nicer. We enjoyed home-made cinnamon buns on the porch one sunny morning. There was a dock and a view of the water that was peaceful and quintessentially Maine. The only reason that this is not a 5 is that it was a little tricky to find, (no one's GPS got it right) and the road is a bit narrow and dark at night; I was concerned when our children were arriving late in the evening. And, although part of our group hiked directly from the house onto great trails, the villagers among us needed to get into a car to visit a town. Also, through no fault of our gracious host, the internet was spotty at best, and sometimes did not work at all. Because we were 6 adults (some were working remotely), we tended to overload the demand. But this is a fabulous home, and we all felt grateful that we got to experience Acadia while staying here. Acadia, by the way, is also a great destination!
Stayed 7 nights in May 2017