Close to Dock Square, The School Street House • Dock Square Village provides a garden, an arcade/games room and laundry facilities. Stay connected with free in-room WiFi.
Reviews
1010 out of 10
Exceptional
Entire home
3 bedrooms2 bathrooms
Popular amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free Wi-Fi
Air-conditioning
The current price is NZ$2,317
NZ$2,317
includes taxes & fees
17 Aug - 18 Aug
Add dates for prices
About this property
The School Street House • Dock Square Village
Featured in Decor Maine magazine, The School Street House blends historic Kennebunkport charm with thoughtful modern luxury.
Set on the site of the original 1820 schoolhouse and just 100 steps from Dock Square, the home offers three bedrooms, two full baths, a chef's kitchen, and beautifully appointed indoor and outdoor living spaces. Fine Italian linens, Aesop amenities, TOTO washlets, and light-filled interiors create a stay that feels both refined and effortless.
Remarkably private for such a central 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
Property amenities
Internet
Available in the house: Free WiFi
Parking and transport
Onsite parking options include a garage
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
Toaster
Bedrooms
3 bedrooms
Bedsheets provided
Bathroom
2 bathrooms
Towels provided
Living spaces
Fireplace
Living room
Entertainment
Books
Games
Stereo
TV
Outdoor areas
Barbecue grill
Deck/patio
Garden
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
Pet friendly
Up to 23 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.
Area rugs in public areas
Gravel flooring in public areas
Hardwood flooring in public areas
Step to reach entrance
Tile flooring in public areas
Upper floors accessible by stairs only
Well-lit path to entrance
Smoke-free property
Services and conveniences
Iron/ironing board
Things to do
Arcade/game room
Bicycle parking
Bicycle storage
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)
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 and start the dishwasher
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
2 total (up to 23 kg per pet)
Children and extra beds
Children are welcome
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
Long-term renters welcome
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
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
About the area
Kennebunkport is home to this holiday home. Funtown Splashtown USA is a popular attraction and the area's natural beauty can be seen at Ogunquit Beach and Wells Beach. Gardens at Historic Wallingford Hall and Bette-Jean's are also worth visiting. Visit our Kennebunkport travel guide
Is The School Street House • Dock Square Village pet-friendly?
Yes, this property allows pets (limit 2 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at The School Street House • Dock Square Village?
As of 18 Jul 2026, prices found for a 1-night stay for 2 adults at The School Street House • Dock Square Village on 17 Aug 2026 start from NZ$2,317, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at The School Street House • Dock Square Village?
On-site parking is available at the property.
What time is check-in at The School Street House • Dock Square Village?
Check-in begins at 4:00 PM.
What time is check-out at The School Street House • Dock Square Village?
Checkout is at 10:00 AM.
Where is The School Street House • Dock Square Village located?
Situated in Kennebunkport, this holiday home is within a 10-minute walk of First Families Kennebunkport Museum and Dock Square. Northlight Gallery and W. Robert Paine Gallery are also within 5 minutes.
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The School Street House • Dock Square Village Reviews
Reviews
Exceptional
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