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Harborside Designer Retreat Sleeps 10

Holiday home in South Portland with kitchen and balcony

Photo gallery for Harborside Designer Retreat Sleeps 10

Private kitchen
Property video
Interior
Terrace/patio
Private kitchen

Reviews

10 out of 10
Exceptional
4 bedrooms2+ bathroomsSleeps 10

Popular amenities

  • Dryer
  • Barbecue grill
  • Washer
  • Outdoor space
  • Parking available
  • Pet-friendly

Explore the area

View in a map
  • Place, State Theatre
  • Place, Thompson's Point
  • Place, Maine Medical Center
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Queen Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Toilet

Bathroom 2

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

Bathroom 3

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

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden

About this property

Harborside Designer Retreat Sleeps 10

Minutes from Portland’s Old Port, beaches, and Casco Bay, this home offers mid-century modern charm, a fully stocked kitchen, creative nooks, two levels of decks with harbor breezes, and walkable access to the Greenbelt where you can bike to Commercial Street or to Willard Beach. Perfect for families, friends, and your pup. Fully fenced yard, laundry on-site. From corn hole to an X Box, this is a place meant for gathering and fun.

Overview
Welcome! created by a writer-and-designer couple who love this city. Whether you’re here for family time, Portland’s world-class food scene, or a quiet creative escape, this home is designed for gathering and good memories.

The Space

Three Bedrooms (Sleeps 10): 1 king + 4 queens (city approved).

Curated Living Areas: Bright and open, styled with mid-century modern and locally sourced pieces.

Fully Stocked Kitchen: Room to cook and gather with family and friends.

Creative Corners: Book collections and cozy writing/working spots for journaling, reading, or staying productive.

Indoor–Outdoor Flow: Two levels of covered decks, Adirondack chairs, and a semi-fenced yard to enjoy the sea breezes.

Outdoor Features

Two-Level Decks: Upper deck with winter harbor views, lower deck with outdoor dining for 4.

Grill & Gather: Gas grill for summer nights and casual meals.

Steps to Greenbelt Walkway: 150 ft from the harbor path with stunning sunsets.

Parking: Driveway with space for up to 3 cars.

Pet-Friendly: Dogs welcome (other pets on request/approval). Fully fenced in yard with lights.

Location

Minutes to Portland: Just over the bridge to Old Port’s restaurants, breweries, and shops.

Walk or Bike Everywhere: Bike 2.5 miles to Bug Light Park or stroll 3 miles to Willard Beach (dog-friendly before 9 AM).

Local Favorites Nearby: A neighborhood deli, a Mexican restaurant, and the famous Two Fat Cats Bakery (don’t miss the blueberry pie!).

Coastal Maine Adventures: Close to Casco Bay ferries, Two Lights State Park, and Fort Williams Park.

Amenities & Features

3 Bedrooms | Sleeps 6 (1 king, 2 queens – city approved)

2 Full Bathrooms with fresh towels & essentials

Fully Equipped Kitchen (stove, oven, fridge, dishwasher, microwave, cookware, dishes)

Coffee Maker + French Press

High-Speed WiFi (perfect for remote work or streaming)

Smart TV with streaming access

Washer & Dryer (in-unit)

Heating for cooler months

Two Covered Decks with Adirondack chairs + outdoor dining space

Gas Grill for cookouts

Semi-Fenced Yard — dog-friendly (with approval)

Parking for 3 Cars in private driveway

150 ft to Greenbelt Walkway (sunsets, walking, biking)

Winter Harbor Views & Bay Breezes from upper deck

Books, Games & Cozy Corners for downtime or creative escapes

Linens & Starter Supplies provided

Guest Notes

All bedrooms are located on upper floors. The third floor has steep stairs but rewards you with harbor views and sunsets.

The home is not handicap accessible.

We do not provide a crib or pack ’n play (you are welcome to bring your own).

Our home does not have air conditioning, but thanks to its location by the water, you’ll enjoy cool sea breezes in summer and beautiful harbor views in the winter.

The neighborhood is quiet, though there may be occasional traffic from a nearby business.

Three-night minimum stay required.

City-approved occupancy: 3 bedrooms / sleeps 6. If your group has a unique configuration, please reach out to discuss.

Why You’ll Love It

This is our dream property — a welcoming, design-forward retreat that blends creativity, comfort, and coastal charm. It’s the kind of place where families, friends, and your pup can feel instantly at home while exploring the best of Portland and Maine’s stunning coast.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Outdoor space
Sea view

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House Rules

Check in after 3:00 PM
Minimum age to rent: 24
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load the dishwasher
Strip any used beds
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

We should mention

This property does not have any lifts

About the area

South Portland

South Portland is home to this holiday home. Shoppers can check out Maine Mall, while everyone can enjoy the natural beauty of Thompson's Point and Old Orchard Beach. Bayside Bowl and Maine Narrow Gauge Railroad Company and Museum are also worth visiting.
Map
South Portland, ME

What's nearby

  • State Theatre - 5 min drive - 4.7 km
  • Cross Insurance Arena - 5 min drive - 4.7 km
  • Portland Museum of Art - 5 min drive - 4.7 km
  • Thompson's Point - 6 min drive - 5.0 km
  • Maine Medical Center - 6 min drive - 5.4 km

Getting around

  • Portland Transportation Center - 10 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 17 min drive

Restaurants

  • ‪McDonald's - ‬20 min walk
  • ‪The Ugly Duckling - ‬5 min drive
  • ‪Dunkin' - ‬17 min walk
  • ‪Amato's - ‬14 min walk
  • ‪Starbucks - ‬17 min walk

Frequently asked questions

Is Harborside Designer Retreat Sleeps 10 pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Harborside Designer Retreat Sleeps 10?

Check-in begins at 3:00 PM.

What time is check-out at Harborside Designer Retreat Sleeps 10?

Checkout is at 10:00 AM.

Where is Harborside Designer Retreat Sleeps 10 located?

Situated in South Portland, this holiday home is steps from Casco Bay and within 3 mi (5 km) of Maine Military Museum and Victoria Mansion. Cathedral Church of Saint Luke and Portland Club are also within 3 miles (5 km).

About the host

Hosted by Kitty

Host profile image
We’re Dave and Kitty, and we are thrilled to share our South Portland retreat with you.

Dave is an author and journalist with deep Maine roots—his family were early midcoast settlers going back to the late 1600s. He writes for National Geographic, Harper's, Popular Mechanics, and Down East magazine, where he writes about fellow Mainers and the state's remarkable landscape. He hopes you'll be inspired by the book collection, and by the beautiful natural surroundings.

Kitty is a designer and owner of a design and décor business. With a love for mid-century modern and thoughtfully curated spaces, she’s brought her design eye to this home—blending comfort, functionality, and style. Every corner is designed to feel both inspiring and welcoming, whether you’re gathering with family, cooking together, or curling up with a good book.

This home represents our dream retreat—a creative, comfortable space rooted in Maine’s history. We love this area and hope you’ll feel right at home here, whether you’re visiting for a summertime summer excursion, an offseason adventure, or romantic weekend.

Why they chose this property

South Portland is the Brooklyn of Maine—hip, creative, and full of character. You get all the amenities of Portland just across the bridge, but a full array of interesting restaurants and smoother access to the beaches and Casco Bay destinations that make the area so special.

You can stroll Willard Beach (dog-friendly after 7:30pm—perfect for evening walks with pups) and bike the Greenbelt to Bug Light Park, which will always hold a special place in our hearts because one of our first dates was there.

And you're just across the bridge from the Old Port's restaurants, breweries, and arts scene. It’s this mix of ocean air, creative energy, and local flavor that made us want to create a home here—and share it with others.

What makes this property unique

We designed this home to be more than just a place to stay — it’s a space for gathering, creating, and enjoying the best of Greater Portland.

We fell in love with the wide-open kitchen, and Dave (a passionate cook) has tricked it out for hosting and family meals. Whether you’re whipping up a lobster feast or simply sharing wine and cheese, it’s a place meant for togetherness.

The open layout makes it easy for everyone to connect—whether you're cooking, relaxing, or planning your next adventure.

The neighborhood offers a true local feel along with seasonal water views in winter and gorgeous sunsets from the upper deck.

It’s the kind of place where you can gather as a group, relax into the serenity of coastal Maine, and make memories that last.
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