The School Street House Dock Square Village | House in Kennebunkport

Featured in Decor Maine magazine, The School Street House blends historic Kennebunkport charm with modern luxury.
Set on the site of the original 1820 schoolhouse and 100 steps from Dock Square, it offers 3 bedrooms, 2 baths, a chef's kitchen and inviting indoor and outdoor living spaces. While newly listed under current ownership, the home has welcomed guests for years and continues a long tradition of memorable Kennebunkport stays.
Fine Italian linens, Aesop products, TOTO washlets and sun-filled interiors create a refined stay.
Remarkably private for its location, the backyard opens to gardens, wildflowers and a peaceful river beyond.
*The Space*
Originally the site of Kennebunkport's 1820s schoolhouse, this thoughtfully renovated village home blends historic character with modern comfort. Sunlight streams through the skylit kitchen and coastal interiors, illuminating a carefully curated mix of preserved architectural details, contemporary finishes, and timeless New England charm.
Despite being only steps from Dock Square, the property enjoys an unexpectedly peaceful setting. Beyond the backyard, a meadow of wildflowers leads to a small river, creating a sense of privacy and connection to nature rarely found in the heart of the village.
The home comfortably accommodates up to six guests and offers multiple gathering spaces for relaxing, dining, and entertaining.
*Sleeping*
Three thoughtfully appointed bedrooms accommodate up to six guests.
The primary bedroom features a king bed, while the second and third bedrooms offer queen and full beds respectively. All are dressed in fine Italian linens and thoughtfully appointed to provide a restful, hotel-quality sleep experience.
Televisions are available throughout the home, including Samsung Frame TVs in two guest bedrooms.
*Bathrooms*
Two full bathrooms serve the home.
The first-floor bath features a walk-in shower, while the upstairs bath includes a tub/shower combination. Both bathrooms are equipped with TOTO bidet toilets, plush towels, Aesop bath products, and a thoughtful assortment of amenities including toothbrushes, toothpaste, floss, razors, cotton pads, cotton swabs, body lotion, and other travel essentials.
*Kitchen*
The spacious chef's kitchen serves as the heart of the home.
Skylights fill the space with natural light, while a large dining table seats six comfortably. Whether preparing a simple breakfast or a holiday feast, you'll find everything needed for cooking and entertaining.
Features include:
- Bertazzoni range and oven
- Nespresso coffee maker
- Traditional drip coffee maker
- Electric kettle
- Dual-basket air fryer
- Ninja blender
- Chef's knives
- Our Place cookware
- Standard cooking spices
- Caraway food storage containers
- Stainless steel kitchen tools and gadgets
*Living Spaces*
The home offers two distinct living areas.
The front sitting room provides a more formal gathering space anchored by a custom walnut-and-marble bar cabinet, perfect for cocktails before dinner.
The second living room is designed for relaxation, with comfortable seating, a television, games, and movies for cozy evenings at home.
Please note that the interior fireplace is decorative and not currently functional.
*Outdoor*
One of the home's most unique qualities is its setting—nestled in the heart of the village, yet overlooking gardens, wildflowers, and a small river valley beyond.
Enjoy:
- Large rear deck with dining table and seating for six
- Adirondack chairs overlooking the field and river
- Solo Stove fire pit
- Gas grill for outdoor cooking
- Beautiful seasonal flowers and greenery
- Classic Kennebunkport front yard and streetscape
It's the perfect setting for morning coffee, afternoon reading, or gathering around the fire after a day exploring the coast.
*Amenities*
- High-speed Wi-Fi
- Samsung Frame TVs in two bedrooms
- Sonos speakers in the kitchen and living room
- One-car garage parking
- Window A/C units throughout the home
- Central heat
- Premium Aesop bath products
- Fine Italian linens
- Keyless entry
- Fully stocked chef's kitchen
*Guest Access*
Guests enjoy exclusive access to the entire home and property during their stay.
A one-car garage is available, though most guests find the walkable location makes it easy to leave the car behind and explore Kennebunkport on foot.
*Other Things to Note*
No smoking inside the home
Pets welcome with approval and fee
Check-in: 4:00 PM
Check-out: 10:00 AM
**Partnered with Sebastian Luxury Properties

The School Street House Dock Square Village is located in Kennebunkport. The School Street House Dock Square Village provides accommodation, featuring Kitchen, Bedding/Linens, Child Friendly, among other amenities. This House features Air Conditioner, Parking and Pet Friendly to make your stay a comfortable one.

The School Street House Dock Square Village has 3 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Kennebunkport has interesting places to visit. If you want to learn more about the House in Kennebunkport, such as places to visit and things to do nearby, you can check below to learn more.