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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Dramatic Oceanfront Home on Flying Point

Bedrooms 4
Space 3,000 sq. ft.
Property type house
Minimum Stay 1 - 7 nights


About the property

4 bedrooms, 4 full bathrooms (one with whirlpool tub!), sleeps 8

Sunrise or moonrise, it's your choice! Sip your coffee or wine while you sit on the deck or patio of this spectacular waterfront home. You will be treated to an ever-changing natural drama from this recently built home on Flying Point overlooking Casco Bay. Herons, gulls, and other sea birds share the scene, and if you are lucky, you may even spot seals swimming right in your back yard! The four bedrooms, four full baths, gourmet kitchen, stone patio, deck, and hot-tub are waiting for you. Even when you are inside, you can enjoy beautiful waterfront views from every window.


Cumberland House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3000 sq. ft.
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 8
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • Ocean View
  • Oceanfront
  • Waterfront ...
  • Family
  • Activities Guide
  • Alarm Clock
  • Basic Soaps
  • Ceiling Fans
  • Clothes Dryer
  • Filtered Water
  • Fireplace
  • Garage
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking Off Street
  • Telephone
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Water Cooler
  • Wireless Internet
  • Wood Stove
  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Freezer
  • Grill
  • Ice Maker
  • Lobster Pot
  • Microwave
  • Mini Refrigerator
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 8 people
  • 4 Bathrooms
  • Master Bathroom - toilet , tub , shower , jetted tub , Ocean view!
    Bathroom #2 - toilet , combination tub/shower , Upstairs off hallway
    Bathroom #3 - toilet , combination tub/shower , Downstairs off hallway and adj. bedroom.
    Bathroom #4 - toilet , shower , Downstairs off hallway
  • Master bathroom has whirlpool tub.
  • 4 Bedrooms, Sleeps 8
  • Bedroom #3 - 2 twin/ single , 2nd floor
    Master Bedroom - 1 queen , 2nd floor. Ocean views, sunroom, spiral stairs to hot-tub
    Bedroom #4 - 1 queen , 1st floor. Ensuite bath.
    Bedroom #2 - 1 sleep sofa /futon , 2nd floor. Next to master bedroom. Comfortable sleep sofa
  • All bedrooms have water views.
  • Audio Tape Player
  • Books
  • CD Player
  • DVD Player
  • Radio
  • Satellite / Cable
  • Stereo
  • Television
  • VCR
  • Video Library
  • Balcony
  • Barbecue
  • Beach Chairs
  • Beach Towels
  • Bicycles ...
  • Boat with Paddles
  • Canoe
  • Lawn / Garden
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Porch / Veranda
  • Unscreened Porch / Veranda
  • Walkway to Water
  • Wood Deck
  • 2 bicycles
  • 4 garden chairs
  • wheelchair inaccessible
Pool / Spa:
  • Hot Tub
  • Jacuzzi
  • Outdoor Hot Tub
  • autumn foliage
  • bay/sound
  • churches
  • cinemas
  • coin laundry
  • forests
  • library
  • live theater
  • marina
  • museums
  • playground
  • pond
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • outlet shopping
  • paddle boating
  • scenic drives
  • sight seeing
  • sledding
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • golf
  • hiking
  • mountain biking
  • sailing
  • sound/bay fishing
  • swimming
  • tennis


Wonderful! 4.9/5 -
(12 traveler reviews)

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Dramatic Oceanfront Home on Flying Point
average rating of 4.9166665 based on 14 reviews


  • 5 of 5

This spacious home was perfect for our graduation weekend! Betsy assured through constant communication that every one of our needs were met. The home was immaculate, well appointed and had a completely stocked kitchen. The adirondack chairs and fire pit were such a bonus! We only wished that we could have taken advantage of the kayaks and bikes, but it was actually pre-season for such activities. The view was absolutely stunning! We would not hesitate to recommend this property and hope to return ourselves!

  • Submitted: May 11, 2017
  • Stayed: April 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you, Sharon! We're glad you enjoyed your stay at Heron House. It was a pleasure to host you!
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Duxbury ma


  • 5 of 5

Perfect getaway in the perfect location. Views and location were outstanding. We enjoyed the hot tub, playing cards, and didn’t turn the TV on once . Freeport was a great base point for the many day trips we took. We enjoyed day trips to Harpswell, Camden, Boothbay, Bath, and Scarborough. We enjoyed hikes at Bradbury and Wolfsneck Farm. We hope to return. The house was great for our three year old who loved playing outside on the swing and looking for treasures during low tide. The owners were pleasant and very accommodating. The house had lost power and we did not have power the first few days. They have a generator that works great and you would never know there was no power while you are inside enjoying the beauty of the home.,

  • Submitted: Nov 12, 2017
  • Stayed: November 2017
  • Source: HomeAway
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Awesome Place

  • 5 of 5

This was a great house to stay at. The owners are awesome people and we’re plesant to rent from. The house has an amazing view with a beautiful sunrise every morning. It is a quiet home with shopping 10 minuets from the home. Would come back again and strongly recommend to anyone.

  • Submitted: Oct 22, 2017
  • Stayed: October 2017
  • Source: HomeAway
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Visalia, CA

Tremendous place to stay

  • 5 of 5

The pictures are accurate and the views from the property were amazing!

The house accommodated 4 couples with ease and the location was quiet and convenient to Freeport and Portland.

We would stay here again. The owners where helpful and so was the property manager.

My only caution is there are lots of stairs and steps so that may be a consideration for some.

  • Submitted: Oct 3, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
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House was amazing.

  • 5 of 5

We went for a long weekend in late summer and was perfect. Every thing you could want for a nice relaxing vacation. House was spotless and yard was beautiful. Would definitely stay again.

  • Submitted: Sep 22, 2017
  • Stayed: September 2017
  • Source: Vacation Rentals, from HomeAway
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Fantastic Views and House - 4.5 Stars

  • 4 of 5

The house is great & large. All bedrooms good size. Unique floor plan & very functional. 3 Bedrooms have direct access to a bathroom. One full bath off the foyer area is on the small side, with limited storage and shower only, but fully functional. Master bedroom is huge as is the master bath, Great views from this room. The Town of Freeport is awesome. The Town is the headquarters for LL Bean. All kinds of upscale shops here and a short drive to the Town from the house. The views are FANTASTIC. Big bay windows on back to enjoy the views. We were very fortunate with perfect sunny weather for 3 days and in the low 70's in mid September. Great sunrises! But we also had heavy fog roll in so no views in the AM, but it burned off during the day. The tide goes out 2 times a day. So when it goes out the water is very low and tide goes out pretty far, but in the morning and evenings the tide is high. Great for KAYAKING with their boats at the property. That was so much fun. Also a Row Boat. The kitchen is HUGE, high end appliances, etc. and the home is stocked with every kind of utensil or tool you could wish for. Basement area has a Pool Table. Plenty of towels, linens, blankets, toilet paper, Teas, spices galore, iron and board. We drove to Glouster 2 hours away. Saw the Crows nest bar where the Perfect Storm movie depicted the loved ones awaiting the sailors fate there. Some people at the bar knew the sailors when that happened. Saw the Memorial and Statue in town and had a great lunch at the Sea port Grill I think was the name, almost right across from the Crows Nest. PERFECT place to eat and good views of the marina area. Cannot miss it if you are there. Portland is only about 20 minutes drive and everything you could want is there and we took the Harbor lights boat cruise to see all the lighhouses. You cannot miss a trip to the Portland Headlight light house museum. Very nice. Also Broken Arrow Tavern in Freeport, Very Good Eats!

The only reason this is a 4.5 star is preparedness for our arrival at the home was lacking BUT the house manager quickly remedied that for us and we were perfectly happy with the end result. There is a gravel road that leads to the home, but not long. Home sits fairly close to this road but little traffic. Again Views on back AWESOME!

Betsy and GAR owners of the house were very nice and answered all of our questions beforehand very quickly. Thank you so much. We would return!

  • Submitted: Sep 20, 2017
  • Stayed: September 2017
  • Source: HomeAway
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Betsy & Gar Roper
Member since: 2008
Premier Partner

This HomeAway partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
January 31, 2018

Guestbook comments from the owner

Thank you so much for giving us this wonderful week. Your home is beautiful; the water, soothing and relaxing. We have appreciated the serenity of the ocean.Thank you again! Terry
Jul 2004
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Maine Maritime Museum
Children's Museum & Theatre of Maine
Portland Symphony Orchestra
Ri Ra Irish Restaurant and Pub
"A lively pub. Nice views. Excellent menu."
Land's End Gift Shop
"Beautiful location on Bailey Island. If you are into Maine souvenirs, this is your place!"
Maine State Music Theater
"Broadway quality musicals right in Brunswick."
Boothbay Botanical Gardens
Wolfe's Neck Woods State Park
"Located close by. Wonderful hiking out to the rocks on Casco Bay. Views of an osprey nest on..."
Nearest Airport
20 Miles
Portland Jetport
Nearest Barpub
7 Miles
Nearest Ferry
20 Miles
Portland area
Nearest Golf
8 Miles
Freeport Country Club
Nearest Train
5 Miles
Freeport - Downeaster train
Nearest Motorway
6 Miles
Rte. 295
Nearest Restaurant
5 Miles
Many on Main St., Freeport
Nearest Ski
68 Miles
Sunday River
Nearest Beach
10 Miles
Winslow Park, Freeport
Car: necessary

Freeport, Maine is a favorite vacation destination for families who enjoy a great variety of outdoor activities. Without leaving Freeport, you can swim at a sandy beach, play golf, hike the picturesque coast at Wolf Neck State Park, visit a bird sanctuary or a working farm, or you can discover the curious Desert of Maine.

You can have a traditional lobster dinner on the dock at Harraseeket Landing and of course you can shop endlessly in the outlet stores and L.L. Bean just a few miles into town. If you venture further north up the coast, you can visit a Maritime Museum in Bath, take an island cruise out of Boothbay Harbor, visit the Farnsworth Museum in Rockland and take in the famous works of art by Jamie, Andrew and N.C. Wyeth. And of course Acadia National Park and Bar Harbor are well-known Maine landmarks on the must-do list.

Other Activities: Shopping in the Freeport outlets!


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $100
Damage Deposit $600

During the Summer Peak season with a 7-day minimum, the rental period is Saturday to Saturday.
9% lodging tax is added to each rental fee.
We also require a $600 refundable security/damage deposit, payable at booking. Refund is made within two weeks of the end of the rental period.

Owner's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.