Entire home

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

Bayside holiday home with kitchen and balcony

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Beach nearby, sun-loungers, beach towels - Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! (South Portland)
Dining - Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! (South Portland)
Smart TV, fireplace, DVD player, books - Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! (South Portland)
Exterior - Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! (South Portland)
3 bedrooms, memory-foam beds, desk, iron/ironing board - Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! (South Portland)
Perched at the highest point in Loveitt's Field, this classic colonial home offers a tranquil retreat with harbor and island views from its newly-renovated living room and master suite. Unwind on the deck or stroll to Willard Beach for sun, sand, swimming, and SUP rides; explore nearby Scratch Bakery, Rosemont Market & Bakery’s offerings within walking distance.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 7167 sq m

Popular amenities

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

Add dates for prices

About this property

Entire place

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

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.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Memory foam mattress
  • Sofa bed

Bathroom

  • 2.5 private bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Music library
  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Computer monitor
  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Ceiling fan
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • Up to 9 kg per pet

Suitability/Accessibility

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

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city centre
  • Near a hospital
  • Near an outlet shopping centre
  • Near the marina
  • Near the sea
  • On the bay

Things to do

  • Kayak
  • Water sports equipment
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Whale watching nearby
  • Windsurfing 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)
  • First aid kit
  • Security system
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Recycling
  • Unit size: 1,800 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 35

Check-out

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

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to complete the following before checking out:
Load the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Used sheets and towels can be left in a laundry basket on top of the washing machine in the basement.
Failure to complete these may result in a negative review from the host.

Rules

No parties, barbecues, gatherings, or events of more than 8 people (including children) at any time inside or outside
No fireworks, candles, open flames, vaping, smoking inside or outside the premises
No wipes of any kind may be disposed of in toilets - including 'flushable,' 'makeup,' 'baby,' or 'cleansing' wipes.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs and cats only
1 total (up to 9 kg per pet)
Restrictions apply; for more information contact the property on the number on the booking confirmation
Note from host: 1 pet considered with prior approval

Children and extra beds

Children are welcome
Note from host: House is not child safe.

Events

No events allowed

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, a security system, a first aid kit and a deadlock
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

We should mention

This property does not have any lifts

About the area

Located near the beach, this holiday home is in Willard, a neighbourhood in South Portland. Fort Williams Park and Fort Preble are local landmarks, and the area's natural beauty can be seen at Old Orchard Beach and Crescent Beach State Park. Bayside Bowl and Maine Narrow Gauge Railroad are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby. Visit our South Portland travel guide
View more Holiday homes in South Portland
Map
South Portland, ME

What's nearby

  • Fort Preble which includes heritage architecture and a sunset
    Southern Maine Community College
    11 min walk - 1.0 km
  • Fort Williams Park which includes rocky coastline, a lighthouse and general coastal views
    Fort Williams Park
    3 min drive - 2.2 km
  • South Portland, Maine, USA at the Portland Breakwater Light.; Shutterstock ID 688189870; Purchase Order: -
    Bug Light
    4 min drive - 2.2 km
  • Portland Head Light which includes rugged coastline, a sunset and a lighthouse
    Portland Head Light
    4 min drive - 3.3 km
  • Willard Beach
    5 min walk - 0.4 km

Getting around

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

Restaurants

  • McDonald's
    4 min drive
  • Dunkin'
    4 min drive
  • Luke’s Lobster
    7 min drive
  • Second Rodeo Coffee
    4 min drive
  • Starbucks
    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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Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
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

Cleanliness

10

Location

Reviews

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

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

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

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