House in South Portland, ME
10 guests · 4 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area
About this house rental
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 XBox, this is a place meant for gathering and fun.
We're toasting in 2026 enjoying the sweet quiet of Portland. Yes you can see the water from our house in the winter and enjoy our twinkling deck lights. Stroll Willard Beach with your dog or go super extreme and try winter surfing (yes people do that). Otherwise the cozy Michelin starred restaurants of Portland are literally right over the bridge and you can enjoy off street parking (no worries about plows). So you can enjoy the city just like we do as new hosts we are offering free Champagne for winter bookings. There's ice skating and cross country skiing nearby. Enjoy a magical, peaceful stay on the harbor.
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 + loft space Sleeps 8 (1 king, 4 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
Fully 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.
Seabreezes in summer / waterviews in winter.
The neighborhood is quiet, though there may be occasional traffic from a nearby business.
Three-night minimum stay required - because seriously you won't want to leave!
Sleeps 10 people comfortably. 5 large beds. 3 official bedrooms and a loft.
We're toasting in 2026 enjoying the sweet quiet of Portland. Yes you can see the water from our house in the winter and enjoy our twinkling deck lights. Stroll Willard Beach with your dog or go super extreme and try winter surfing (yes people do that). Otherwise the cozy Michelin starred restaurants of Portland are literally right over the bridge and you can enjoy off street parking (no worries about plows). So you can enjoy the city just like we do as new hosts we are offering free Champagne for winter bookings. There's ice skating and cross country skiing nearby. Enjoy a magical, peaceful stay on the harbor.
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 + loft space Sleeps 8 (1 king, 4 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
Fully 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.
Seabreezes in summer / waterviews in winter.
The neighborhood is quiet, though there may be occasional traffic from a nearby business.
Three-night minimum stay required - because seriously you won't want to leave!
Sleeps 10 people comfortably. 5 large beds. 3 official bedrooms and a loft.
Amenities at Toast to 2026! Free Champagne for all Jan / Feb Bookings
Non-smoking
Pets allowed
Family friendly
Map of South Portland, ME
Ratings and reviews
10 / 10Outstanding·Dec 2025
Plenty of room. Well stocked kitchen. Incredible location to explore both Portland and South Portland. Host was prompt with responses, helpful, and kind. Would stay again if we are back in the area!
10 / 10Outstanding·Oct 2025
Hosts were super friendly and communicated well. The house has a pet friendly fully fenced in back yard. The owners have done a great job of ensuring some places near the fencing have wood to block dogs from digging/escaping.The property was in a nice location in South Portland that was close to shops and pleasant walking.The property provided parking for 3 cars.
10 / 10Outstanding·Oct 2025
The house was very nice and had great accommodations for our group. The kitchen and living room was very accommodating for meals and hangouts and we were close to all of the activities we were looking to do
10 / 10Outstanding·Oct 2025
Wonderful stay near Portland, Portland Headlight and airport. Our family gathered from 4 states for a surprise engagement weekend! We greatly appreciated great communication with our host, easy check-in and pet friendly home. Well stocked kitchen. Lots of games and books available. And Netflix on TV which we only watched once with allthe activities and great weather! Thanks for a nice stay!
$$$$
Top rated by guests
10Outstanding
(8 Ratings)
"Plenty of room. Well stocked kitchen. Incredible location to explore both Portland and South Portland. Host was prompt with responses, helpful, and kind. Would stay again if we are back in the area!"
Russell M.Don't miss out! Price and availability may change
