Entire home·Private host

Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore!

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A bedroom with a large window offering a view of the sea and surrounding buildings. - Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! (South Portland)
A living room with a fireplace, two armchairs, a coffee table, and a patterned rug. - Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! (South Portland)
A dining room with a long table, chairs, a chandelier, and a view of the outdoors through large windows. - Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! (South Portland)
A coastal scene with a rocky shoreline, clear water, and a large house with a balcony overlooking the sea. - Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! (South Portland)
A waterfront property with a wooden dock, two stone buildings, and a view of boats on the water. - Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! (South Portland)
Take advantage of a garden, a playground and laundry facilities at Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore!. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

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About this property

Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore!

  • Classic colonial overlooking Casco Bay and Maine’s rocky shore. This beautiful coastal home is located at the highest point in the historic Loveitt’s Field area of South Portland with stunning harbor, bay, and island views from a newly-renovated living room and master suite. A two-minute walk through the friendly neighborhood to Willard Beach for sun, sand, swimming, and a ride on our SUP. A five-minute walk to award-winning Scratch Bakery, Willard Scoops’ homemade ice cream, Rosemont Market & Bakery, and coffee shops. A five-minute drive or twenty-minute bike ride across the bridge brings you to the heart of Portland’s Old Port rich with restaurants, galleries, and shops. A ten-minute drive to the famous Portland Headlight and the cliff-walk in Fort Williams Park. Five lighthouses are within a few miles’ radius, including Two Lights and the not-to-be missed seafood and sweeping ocean views at The Lobster Shack. Plenty of opportunities in South Portland, Portland, Cape Elizabeth, and environs for biking, kayaking, sailing, fishing, sunset cruising, lobster clam bakes, whale watching, and more. Easy days trips to Kennebunkport, Ogunquit, Freeport for L.L.Bean shopping, Sebago Lake, Boothbay Harbor, and beyond.
    The beloved residence of multiple generations of a Maine family, this delightful three-bedroom, two-and-a-half bath home sleeps six comfortably and is airy and bright in ocean-inspired whites, blues, and greys. Spectacular features include original hardwood floors, oversize sliding glass screened doors opening to a deck and wonderful harbor views, fireplace with pellet stove; antique nautical fixtures and nautical décor; extensive Maine flower gardens and plants encircling the home.
    The welcoming colonial entryway with Deco powder room, shoe bench, and coat closet leads to the splendid newly-renovated living room. Features include: two oversize sliding glass screened doors leading out to a porch perfect for sunrise coffee, after-beach cocktails, and sunset and harbor viewing; brand new pull-out queen-size sleeper sofa; plenty of plush seating; window A/C; flatscreen TV.
    The fully-equipped kitchen has new countertops and sink; plenty of storage; coat and supply closet; a small, bright eating area with views of plants and gardens; and opens onto a roofed porch ideal for reading and relaxation.
    Directly off the kitchen, the elegant dining room, with southern exposures and lovely original built-in cabinets, seats 8. Built-in drawers contain board games, cards, and puzzles for rainy day fun.
    Wake up to stunning ocean and island views in the newly renovated second floor master bedroom and en suite bathroom: queen-size bed with new mattress; cozy seating area; oversize sliding glass screened door to Juliet balcony and breathtaking views; two large dressers; TV; window A/C and ceiling fan. Walk-in closet. Bathroom features 5-foot vanity with charging station; large walk-in shower with 9-inch showerhead plus hand-held shower.
    A second bedroom with queen-size memory foam mattress and a third bedroom with new full-size mattress are drenched in sunlight, have window A/Cs and generous dresser and closet space. These share a charming original Deco bathroom with tub/shower off hallway, which also provides a well-stocked linen closet, including beach towels.
    In the large basement are a new washer/dryer; propane grill; new SUP and paddle; assortment of beach/lawn chairs and life jackets.
    The spacious driveway, shared with neighbor, has room for several cars. Exterior security cameras located over the front and back doors for security purposes only.
    Make this beautiful Loveitts Field home your Maine getaway. Known for its working waterfront, South Portland is on Portland Harbor, overlooking the skyline of Portland and the Casco Bay islands. Just over Casco Bay Bridge is Portland, the largest city in Maine which retains old-world charm. Bon Appetit declared Portland "Restaurant City of the Year;" Forbes called Portland “America’s Most Livable City;” and Thrillist named Portland one of “the most underrated food cities in the U.S,” and the Old Port “one of the best drinking neighborhoods.” This refined home offers the perfect combination of proximity to superb dining, beaches, watersports, sightseeing, and shopping, while providing a peaceful, relaxing haven. A house in which lasting memories are made.
    Please Note: The city of South Portland requires a minimum stay of 30 consecutive days in this neighborhood.

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About the area

Located near the beach, this holiday home is in Willard, a neighbourhood in South Portland. Shoppers can check out Maine Mall, while everyone can enjoy the natural beauty of Thompson's Point and Old Orchard Beach. Looking to enjoy an event or a game while in town? See what's happening at Cross Insurance Arena or Merrill Auditorium. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and ecotours nearby. Visit our South Portland travel guide
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Map
South Portland, ME

What's nearby

  • A lighthouse, rocky coastline, and a house by the sea during sunset.
    Casco Bay
    1 min walk - 0.0 km
  • A lighthouse, a pier, and people walking along the shore.
    Southern Maine Community College
    14 min walk - 1.3 km
  • A lighthouse on a rocky coastline with clear blue skies.
    Fort Williams Park
    3 min drive - 2.5 km
  • Willard Beach
    5 min walk - 0.4 km
  • South Portland Historical Society Museum
    3 min drive - 1.8 km

Getting around

  • Portland Transportation Center
    17 min drive
  • Portland, ME (PWM-Portland Intl. Jetport)
    26 min drive

Restaurants

  • McDonald's
    4 min drive
  • Luke’s Lobster
    7 min drive
  • DiMillo's On the Water
    7 min drive
  • Starbucks
    4 min drive
  • Dunkin'
    4 min drive

Frequently asked questions

Is Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! pet-friendly?

Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 9 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking at Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore!?

On-site parking is available at the property.

What time is check-in at Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore!?

Check-in begins at 4:00 PM.

What time is check-out at Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore!?

Checkout is at 10:00 AM.

Where is Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! located?

Located in Willard, this holiday home is within a 10-minute walk of Casco Bay and Willard Beach. Southern Maine Community College and Fort Williams Park are also within 1 mile (2 km).

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Reviews

Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! Reviews

10

Exceptional

10

Cleanliness

10

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

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very comfortable house with a beautiful view in a location close to the beach and downtown Portland
Stayed 30 nights in Aug 2025
Verified review

10/10 Excellent

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

Maine Vacation

Had a wonderful time! Lovely home and location.
Stayed 30 nights in Aug 2023
Verified review

10/10 Excellent

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

July 2024 Stay

This was our second stay - we also rented in July-2022. We had a wonderful experience again and would highly recommend the property to anyone looking to enjoy authentic coastal Maine vacation. The hosts are very welcoming, and we would love to return for a third time in the future.
Stayed 30 nights in Jun 2024
Verified review

10/10 Excellent

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

Loveitts Field July-22

We recently rented from Anne for one month and the experience exceeded our expectations. Anne was a gracious host, and we were made to feel comfortable from the moment we arrived. The home had all the amenities (and more) one would expect for an extended stay and was beautifully decorated throughout. The location and the view made our stay memorable - with great vistas of Casco Bay from the living room and primary bedroom. Willard Beach and several local bakeries/cafes were within a short walking distance. As someone who grew up in Maine, but currently lives away, I could not think of a more ideal "homecoming" and highly recommend the property to future guests.
Stayed 31 nights in Jun 2022