Entire home

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

Choose dates to view prices

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

Miscellaneous
Fridge, microwave, oven, stovetop
Smart TV, fireplace, books, video library
Property grounds
Terrace/patio

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 61790 sq ft

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Kitchen
  • Barbecue grill
  • Parking available

Explore the area

Map
Harpswell, ME
  • Casco Bay
    ‪1 min walk‬
  • Land's End Gift Shop
    ‪3 min walk‬
  • Bailey Island Bridge
    ‪3 min drive‬
  • Portland, ME (PWM-Portland Intl. Jetport)
    ‪61 min drive‬

Room options

About the neighborhood

Bailey Island

This vacation home places you next to Casco Bay and within a 5-minute walk of Land's End Gift Shop. The vacation home includes a kitchen, a fireplace, and a balcony.

What's nearby

  • Casco Bay - 1 min walk - 0.0 miles
  • Land's End Gift Shop - 3 min walk - 0.2 miles
  • Bailey Island Bridge - 3 min drive - 2.1 miles
  • Eagle Island - 37 min drive - 17.5 miles
  • LL Bean Flagship Store - 41 min drive - 28.5 miles

Getting around

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

Restaurants

  • ‪Cook's Lobster House - ‬4 min drive
  • ‪Dolphin Marina and Restaurant - ‬36 min drive
  • ‪Erica's Seafood - ‬36 min drive
  • ‪Allen's Seafood - ‬24 min drive
  • ‪Salt Cod Cafe - ‬4 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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 vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. The bathroom offers hair dryers and bidets. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

Property manager

David Johnson

Languages

English

Similar properties

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 15 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • Thin carpet in public areas
  • Upper floors accessible by stairs only
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Mountain biking nearby
  • Sailing nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Recycling
  • Unit size: 1,790 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 22

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • This property doesn't allow pets
  • Note from host: Owner allows NO exceptions due to health reasons

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 22

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Property is also known as

10 Dicount all Full Week Reservations Through Rest 2018 House
10 Dicount all Full Week Reservations Through Rest 2018
Rudman's Retreat A Shoreline Haven with Incredible Sunsets
Rudman's Retreat A Beautiful Private Rental on Bailey Island

Frequently asked questions

What is there to do within easy reach of this vacation home?

This vacation home is located in Bailey Island and just steps from Casco Bay and Land's End Gift Shop. You'll also find Bailey Island Bridge and Cobwork Bridge within a short drive.

Will I be able to park at this vacation home?

No, there isn't parking available at the vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What do couples enjoy most about Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views. ?

Amenities that appeal to couples at this waterfront vacation home include a fireplace, a kitchen, and a smart TV.

Are there hot tubs at Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views. ?

No, this vacation home doesn't have a spa tub.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at this vacation home?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Wiscasset, ME (ISS), which is 28.1 mi away (42 minutes by car). Another top airport is Portland Intl. Jetport Airport (PWM), which is around 16.2 mi away.

Are there rooms with balconies that I can book at Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views. ?

Yes, every accommodation at Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views. comes with a balcony with some featuring water views.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 50 out of 55 reviews
Rating 8 - Good. 5 out of 55 reviews
Rating 6 - Okay. 0 out of 55 reviews
Rating 4 - Poor. 0 out of 55 reviews
Rating 2 - Terrible. 0 out of 55 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Eric M.

Liked: Cleanliness

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

10/10 Excellent

Sarah C.

Liked: Cleanliness

Long weekend vacation

We enjoyed our stay! The property had a great view of the sunset.
Stayed 3 nights in Aug 2024

10/10 Excellent

michael u.

Liked: Cleanliness

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

10/10 Excellent

David S., Bronxville, NY

Liked: Cleanliness

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

10/10 Excellent

Jennifer B.

Liked: Cleanliness

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

10/10 Excellent

Peter B.

Liked: Cleanliness

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

10/10 Excellent

Karen H.

Liked: Cleanliness

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

10/10 Excellent

Jan O.

Liked: Cleanliness

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

10/10 Excellent

Ben R.

Liked: Cleanliness

Great stay

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

8/10 Good

Keith H.

Liked: Cleanliness

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

10/10 Excellent

Jill S.

Liked: Cleanliness

Seamless Stay

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

10/10 Excellent

suzanne s.

Liked: Cleanliness

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

10/10 Excellent

Fiyel L.

Liked: Cleanliness

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

10/10 Excellent

Martin M.

Liked: Cleanliness

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

10/10 Excellent

Elizabeth Z.

Liked: Cleanliness

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

10/10 Excellent

DIANE D., Cheektowaga

Liked: Cleanliness

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

10/10 Excellent

Jamie R.

Liked: Cleanliness

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

8/10 Good

Maura T.

Liked: Cleanliness

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

10/10 Excellent

Jeremy G., Waltham, MA

Liked: Cleanliness

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

10/10 Excellent

Susan B.

Liked: Cleanliness

Baileys Island

Wonderful stay.
Stayed 3 nights in May 2021

8/10 Good

Steve W.

Liked: Cleanliness

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

10/10 Excellent

Joel R.

Liked: Cleanliness

Retreat review

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

10/10 Excellent

Nancy W.

Liked: Cleanliness

Quintessential Maine

Nestled into a hill on the rocky coast of Maine made for a quiet and relaxing vacation. Wonderful views of the sea to watch the tides, gulls, and lobster boats go by. House was well-equipped with everything that we needed.
Stayed 7 nights in Apr 2021

10/10 Excellent

Joyce T., Westfield, US

Liked: Cleanliness

Perfect Week on Bailey’s Island.

We spent a week - family of 3. The home is basically perfect. The photos do not do it justice. It is more beautiful in person! I would highly recommend. The loft bedroom may not offer a lot of privacy, but it was fine for my daughter. She loved having her own floor with a large bathroom and her own deck. The extra office space was great for work/zoom meetings. Excellent wifi. LOVED the gas fireplace, which we called - the raddish. Turkeys visit at dinner. Sunsets are beautiful. Ocean views in every location. Easy to get to all the trails, parks and Cook’s Lobster House. 5 stars. We will return.
Stayed 8 nights in Mar 2021

10/10 Excellent

Fiyel L.

Liked: Cleanliness

Wonderful Cottage

Beautiful house, well equipped, really cozy. The water in front with the balcony was wonderful and it was a lovely weekend because of this cottage. Would highly recommend.
Stayed 3 nights in Feb 2021