Entire home

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

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

Front entrance and kitchen porch
Street facade and front garden
Ocean-view deck off living room
Upper garden
Street garden

Reviews

10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 7

Popular amenities

  • Onsite parking available
  • Dogs and cats allowed
  • Kitchen
  • Washer/dryer
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
South Portland, ME
  • Place, Willard Beach
    ‪5 min walk‬
  • Place, Southern Maine Community College
    ‪14 min walk‬
  • Place, Fort Williams Park
    ‪3 min drive‬
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)
    ‪20 min drive‬

Rooms & beds

3 bedrooms (sleeps 7)

Front bedroom

1 Queen Bed

Living Room

1 Double Sofa Bed

Primary Suite

1 Queen Bed

Sail bedroom

1 Double Bed

2 bathrooms, 1 half bathroom

Powder Room

Soap · Towels provided · Toilet

Primary Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Second Bathroom

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden

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.
Our prices include all fees. No hidden fees.

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About the area

South Portland

Located near the beach, this holiday home is in Willard, a neighbourhood in South Portland. The area's natural beauty can be seen at 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 ecotours and hiking/biking trails nearby.
Map
South Portland, ME

What's nearby

  • Willard Beach - 5 min walk - 0.4 km
  • Southern Maine Community College - 14 min walk - 1.3 km
  • Fort Preble - 3 min drive - 1.5 km
  • Fort Williams Park - 3 min drive - 2.5 km
  • Goddard Mansion - 3 min drive - 2.5 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Starbucks - ‬4 min drive
  • ‪Second Rodeo Coffee - ‬4 min drive
  • ‪Dunkin' - ‬4 min drive
  • ‪North43Bistro - ‬4 min drive

Reviews

10

Exceptional

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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

carole d.

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

10/10 Excellent

Tammy R.

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

10/10 Excellent

David F.

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
Response from VrboOwner on 3 Aug 2024
Thank you, David. It is always a pleasure to host you and Robin!
Verified

10/10 Excellent

David F.

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
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