Entire home

Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views.

Photo gallery for Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views.

A two-story house with a front porch, a garage, and a landscaped garden with various shrubs and a brick pathway leading to the front door.
A forested area with a sunset over a body of water.
A forested area with a wooden dock extending into a body of water.
A spacious living room with a high ceiling, a wooden staircase, and a flat-screen TV mounted on the wall.
A living room with a sofa, chairs, a rug, a lamp, and a television.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Discover nearby landmarks
    Close to Casco Bay

Popular amenities

  • Balcony
  • Barbecue grill
  • Air-conditioning
  • Refrigerator
  • Internet
  • Washing machine

Explore the area

View in a map
Harpswell, ME
  • Place, Casco Bay
    ‪1 min walk‬
  • Place, Land's End Gift Shop
    ‪2 min walk‬
  • Place, Mackerel Cove
    ‪5 min walk‬
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)
    ‪67 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Downstairs Bedroom

1 Queen Bed

Office 1

1 Double Sofa Bed

Upstairs Bedroom

1 Queen Bed

2 bathrooms

Bathroom 1 Downstairs

Towels provided · Bathtub or shower · Toilet

Bathroom 2, Master Bedroom

Towels provided · Bidet · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

Add dates for prices

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About the area

Bailey Island

Located in Bailey Island, this holiday home is on the waterfront. LL Bean Flagship Store and Maine Street are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Brunswick Town Commons and Casco Bay. Land's End Gift Shop and Ash Cove Pottery are also worth visiting. Sailing and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking and hiking nearby.
View more Holiday homes in Bailey IslandOpens in a new window
Map
Harpswell, ME

What's nearby

  • Casco Bay - 1 min walk - 0.0 km
  • Land's End Gift Shop - 2 min walk - 0.2 km
  • Mackerel Cove - 5 min walk - 0.5 km
  • beach near Mackerel Cove Lot - 1 min drive - 1.1 km
  • Bailey Island Bridge - 5 min drive - 4.3 km

Getting around

  • Brunswick Station - 34 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 61 min drive

Restaurants

  • ‪Erica's Seafood & Lobster Shop - ‬35 min drive
  • ‪Cook's Lobster & Ale House - ‬5 min drive
  • ‪Dolphin Marina & Restaurant - ‬35 min drive
  • ‪Salt Cod Cafe - ‬4 min drive
  • ‪Sundrenched - ‬3 min drive

Frequently asked questions

Is Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views. pet-friendly?

No, pets are not allowed at this property.

How much is parking at Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views. ?

On-site parking is available at the property.

What time is check-in at Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views. ?

Check-in begins at 4:00 PM.

What time is check-out at Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views. ?

Checkout is at 10:00 AM.

Where is Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views. located?

Situated on the waterfront, this holiday home is within a 5-minute walk of Casco Bay, Land's End Gift Shop and Mackerel Cove. Bailey Island Bridge and Cobwork Bridge are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 53 out of 59 reviews
Rating 8 - Good. 5 out of 59 reviews
Rating 6 - Okay. 1 out of 59 reviews
Rating 4 - Poor. 0 out of 59 reviews
Rating 2 - Terrible. 0 out of 59 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house…will be back.
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

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

Long weekend vacation

We enjoyed our stay! The property had a great view of the sunset.
Stayed 3 nights in Aug 2024
Response from VrboOwner on 22 Sept, 2024
So glad you enjoyed your stay! Agreed, you can't beat the sunset view!
Verified review

10/10 Excellent

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

Beautiful Location

We loved our stay on Bailey Island! The views were spectacular! Having coffee by the water in the more was so peaceful. We will definitely go back!
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

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

Remote and relaxing.

We had a great time observing the locals.Those that aren't catching lobsters are serving them in their local restaurants.
Stayed 6 nights in Dec 2024
Verified review

10/10 Excellent

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

Beautiful and peaceful location

We spent a week in late May at the house. The house was clean and well stocked - nothing lacking. The location is perfect, at the tip of Bailey island - very quiet. Would return there again for relaxation or work from home-from-home.
Stayed 7 nights in May 2021
Verified review

10/10 Excellent

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

Maine Perfection

Rudman's Retreat provided the quintessential Maine vacation. This is what made it perfect: a bright comfortable house, with a fully stocked kitchen, a dock to watch the sunset over the cove, a 5 minute walk to the the beach, and a super friendly and attentive host. Of the many properties we have rented Rudman's Retreat is at the top of the list.
Stayed 7 nights in Jul 2023
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location

Review

Overall, great property. Disappointed gas stove was not functional.
Stayed 3 nights in Apr 2025
Response from VrboOwner on 22 May, 2025
We were very sorry to learn about the stove not working. We were not aware of the issue prior to your arrival. The stove was fixed immediately upon departure. We hope you will consider joining us again.
Verified review

10/10 Excellent

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

Wonderful Stay

We had a wonderful stay at this beautiful house on the ocean. Everything was so perfect for our small work retreat. The only issue we had at all was the downstairs bed was very hard. A memory foam mattress added would fix it and make his house absolutely perfect! Thank you for sharing your beautiful home!
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

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

Didn't really want to leave

There isn't much we can say other than what other reviewers have posted. We loved this property unabashedly and are hoping to return next summer (if not sooner!).
Stayed 14 nights in Jul 2024
Response from VrboOwner on 5 Aug, 2024
We are so glad you enjoyed your stay at Rudman's Retreat. We would love to see you this fall/winter if you are able to make it.
Verified review

10/10 Excellent

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

Wonderful 2nd time stay at a gorgeous property

Rudman's retreat isn't a basic cottage on a postage size lot, it is a beautiful, meticulously maintained, 4 season home VERY tastefully decorated with cherry furniture. The waterfront views of lobster boats coming and going was spectacular. Nearby we walked through the woods to an old WW II ocean observation tower and gun emplacements. David, the caretaker was super friendly, responsive, and easy to work with. As NH residents, we were impressed that our former US Senator's family owns this property, even displaying several items from his time as Senator. We will likely return, if they'll have us!
Stayed 7 nights in May 2024
Verified review

10/10 Excellent

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

left behind?

I may have left behind (or didn't pack) a couple of men's linen shirts. We are still in the area Aug 3-10 so if you have them, we can arrange to pick them up. overall, we really enjoyed the property. either I didn't notice or it wasn't clear that the 2nd bedroom was in a loft with no ability to close it off. maybe that was my fault. otherwise, I really liked it. very very much. Mike 248-231-1093
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Gorgeous views from bright and spacious home

We loved our stay at Rudman's Retreat. David was a pleasure to deal with and just down the road for any questions. The house was very clean and comfortable and the views from almost every room were awesome. We loved watching the parade of fishing boats, sail boats and even a ferry going by while sitting out on the deck for breakfast and dinner. House has all the conveniences we wanted including a washer and dryer and WIFI. Having two bathrooms is really handy for getting ready in the morning. There's a great spot in the study to work at the desk overlooking the ocean should you need to. I admit to falling in love with the flock of turkeys that made daily appearances. Bailey Island has some great restaurants just a short drive away where you can eat in or do take away and eat on your deck. We did both. The strawberry shortcake at Cooks was amazing. It's the first I've had that I preferred to my homemade! We would happily recommend this place to others.
Stayed 7 nights in Sep 2018
Verified review

10/10 Excellent

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

Great stay

Amazing property. Enjoyed our stay.
Stayed 6 nights in Oct 2022
Verified review

8/10 Good

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

Good but some attention needed

Great location. In general the property is good but it is a little tired in a few respects.
Stayed 7 nights in Sep 2022
Verified review

10/10 Excellent

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

Seamless Stay

Location is lovely, home is clean and comfortable and rental process was easy.
Stayed 3 nights in May 2022
Verified review

10/10 Excellent

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

Just what the Dr ordered!

We arrived and it was instant balm for the soul, the water is closer than appeared. The home is open and airy and had all you could need. We enjoyed our winter break home away from home....Thank you.
Stayed 7 nights in Feb 2022
Verified review

10/10 Excellent

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

Wonderful Cottage

Love this place. It was our second time staying here. It's well maintained, very clean and tidy, and incredibly cozy. Lovely for a winter week in nature.
Stayed 4 nights in Dec 2021
Verified review

10/10 Excellent

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

Bailey Island retreat is a perfect Christmas home

The serene and lovely views matched with just enough snow on Christmas Day to make everything a bit magical. The well supplied kitchen made our dinner a breeze.
Stayed 6 nights in Dec 2021
Verified review

10/10 Excellent

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

Rudman Review from BZ

This was Nirvana. Reserving this property next year. We didn’t want to leave. Perfect location. Peaceful, beautiful. Can’t say enough about how wonderful it is!
Stayed 6 nights in Oct 2021
Verified review

10/10 Excellent

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

Bailey Island beauty

The property was better than the pictures! Stocked with all the necessities, very clean and comfortable. So peaceful and relaxing. Loved the family of turkeys that visited every day. Will definitely rent this house again.
Stayed 7 nights in Sep 2021
Verified review

10/10 Excellent

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

Love Rudman’s Retreat

Second time we’ve rented Rudman’s Retreat… love the setting overlooking outer Mackeral Cove. House is well equipped, comfortable, and in a quiet area. Enjoy watching the lobsterman come out in am to pull traps.
Stayed 7 nights in Jul 2021
Verified review

8/10 Good

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

Nice Place but Construction Noise

The house is very nice and accurately represented by the photos. Very clean and well equipped and the view and sunsets were beautiful. However, the house next door is building an addition and the construction noise was pretty constant from 7:30 AM until about 5:00 PM.
Stayed 4 nights in Jun 2021
Verified review

10/10 Excellent

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

Baileys Island

Wonderful stay.
Stayed 3 nights in May 2021
Verified review

8/10 Good

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

Beautiful home, beautiful location

The process was smooth and simple, the property gorgeous. Our only complaint was that we were awakened by jack hammers next door each morning at 7:30. Not ideal, especially in coming from a western time zone.
Stayed 2 nights in Apr 2021
Verified review

10/10 Excellent

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

Retreat review

Everything we hoped for. Relaxing, quiet, sunsets and salt air. Well appointed, clean and comfortable.
Stayed 4 nights in Apr 2021
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