Entire home
Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views.
Waterfront holiday home with kitchen and balcony
Photo gallery for Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views.





Reviews
9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6166.3 sq m
Popular amenities
Explore the area

Harpswell, ME
- Place, Casco Bay1 min walk
- Place, Land's End Gift Shop2 min walk
- Place, Bailey Island Bridge7 min drive
- Airport, Portland, ME (PWM-Portland Intl. Jetport)71 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
About this property
Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views.
Located near the south end of Bailey Island, this comfortable custom-built year-round home sits along the coast with a western view of Casco Bay and the mouth of Mackerel Cove. You can enjoy spectacular sunsets from the house or down on the pier, where you may also see Mt. Washington on the horizon.
The home has two bedrooms. Upstairs, the master loft bedroom has a queen bed and ensuite bathroom with shower. The master loft bedroom also features a western facing private balcony to enjoy your morning coffee or an evening breeze with a glass of wine. The second bedroom, located on the main floor, has a queen size bed. A bathroom is located on the first floor featuring a deep tub and shower.
Providing a private room for additional 1 or 2 guests, there is a den with a double-sized sofa bed. The den also features a desk for remote work access (via wifi) with a beautiful view.
The home is open and airy, but does have air conditioning, if needed. The kitchen has all the utensils needed for cooking that lobster dinner and enjoying the quiet of Bailey Island. The living room features a propane fireplace to remove the chill on early mornings or rainy afternoons. From the living room enjoy stepping out onto the deck for relaxing, reading, or watching lobsterman haul their traps.
We recommend a car for your stay here in Harpswell, Rudman’s Retreat is located 25 minutes from major grocery stores and the town of Brunswick. We hope you will be able to enjoy exploring all the Maine coast has to offer. If you will be flying to Maine, we recommend Portland International Jetport (PWM). If assistance is needed for varying flight arrivals of your party, Safe Harbour Property Management offers concierge rides to and from PWM starting at $125.00.
Please note there is an automatic generator located at this property.
Kayak rental and rate inquiries may be found at:
Seaspray Kayaking 207-404-1100
RIngs Marine Service 207-865-6143
The home has two bedrooms. Upstairs, the master loft bedroom has a queen bed and ensuite bathroom with shower. The master loft bedroom also features a western facing private balcony to enjoy your morning coffee or an evening breeze with a glass of wine. The second bedroom, located on the main floor, has a queen size bed. A bathroom is located on the first floor featuring a deep tub and shower.
Providing a private room for additional 1 or 2 guests, there is a den with a double-sized sofa bed. The den also features a desk for remote work access (via wifi) with a beautiful view.
The home is open and airy, but does have air conditioning, if needed. The kitchen has all the utensils needed for cooking that lobster dinner and enjoying the quiet of Bailey Island. The living room features a propane fireplace to remove the chill on early mornings or rainy afternoons. From the living room enjoy stepping out onto the deck for relaxing, reading, or watching lobsterman haul their traps.
We recommend a car for your stay here in Harpswell, Rudman’s Retreat is located 25 minutes from major grocery stores and the town of Brunswick. We hope you will be able to enjoy exploring all the Maine coast has to offer. If you will be flying to Maine, we recommend Portland International Jetport (PWM). If assistance is needed for varying flight arrivals of your party, Safe Harbour Property Management offers concierge rides to and from PWM starting at $125.00.
Please note there is an automatic generator located at this property.
Kayak rental and rate inquiries may be found at:
Seaspray Kayaking 207-404-1100
RIngs Marine Service 207-865-6143
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
- Kitchen
- Pet-friendly
- Free WiFi
- Air conditioning
9.8 out of 10, (29 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 22
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Owner allows NO exceptions due to health reasons
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
We should mention
This property does not have any lifts
About the area
Bailey Island
Located in Bailey Island, this holiday home is on the waterfront. Fifth Maine Museum and Clay Play are cultural highlights, and travellers looking to shop may want to visit LL Bean Flagship Store and Maine Street. Land's End Gift Shop and Paddleworks 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 hiking/biking trails and cycling nearby.

Harpswell, ME
What's nearby
- Casco Bay - 1 min walk - 0.0 km
- Land's End Gift Shop - 2 min walk - 0.2 km
- Bailey Island Bridge - 7 min drive - 4.3 km
- Ash Cove Pottery - 36 min drive - 29.0 km
- LL Bean Flagship Store - 47 min drive - 53.0 km
Getting around
Restaurants
- Dolphin Marina & Restaurant - 35 min drive
- Erica's Seafood & Lobster Shop - 35 min drive
- Cook's Lobster House - 5 min drive
- B.I.G.S. Bailey Island General Store - 2 min drive
- Slow Bell Cafe - 192 min drive
Frequently asked questions
About the host
Hosted by David Johnson
Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback




























