Entire home

The School Street House • Dock Square Village

Photo gallery for The School Street House • Dock Square Village

A patio with a fire pit, outdoor seating, and a Christmas tree. - The School Street House • Dock Square Village (Kennebunkport)
A modern kitchen with a dining area, stainless steel appliances, and a large window. - The School Street House • Dock Square Village (Kennebunkport)
A two-story house with a front porch, a Christmas tree, and wreaths on the windows. - The School Street House • Dock Square Village (Kennebunkport)
A spacious living room with a white sofa, wooden dresser, and large windows offering a view of greenery. - The School Street House • Dock Square Village (Kennebunkport)
A spacious living room with a white sofa, wooden beams, large windows, and a modern coffee table. - The School Street House • Dock Square Village (Kennebunkport)
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

10 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 €1,173
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)
  • Fire extinguisher

General

  • Bicycle parking
  • Bicycle storage
  • Eco-friendly cleaning products used
  • Garden
  • Local artist showcase
  • Recycling

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 - 25

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 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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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
View more Holiday homes in Kennebunkport
Map
Kennebunkport, ME

What's nearby

  • A building with a sign reading "Stadium Gallery" and another sign for "Aliss Restaurant".
    Dock Square
    5 min walk - 0.5 km
  • A waterfront with wooden houses on stilts, a dock, and a calm river.
    Kennebunkport Village Green
    6 min walk - 0.6 km
  • A sunset over a harbor with boats docked and a bridge in the foreground.
    Kennebunkport Harbor
    8 min walk - 0.7 km
  • First Families Kennebunkport Museum
    2 min walk - 0.2 km
  • Colony Beach
    3 min drive - 2.5 km

Getting around

  • Wells Regional Transportation Center
    21 min drive
  • Sanford, ME (SFM-Sanford Seacoast Regional)
    29 min drive

Restaurants

  • Alisson's Restaurant
    5 min walk
  • Federal Jack's
    10 min walk
  • Batson River
    9 min walk
  • Mornings in Paris
    10 min walk
  • Bennett's Sandwich Shop
    4 min drive

Frequently asked questions

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 €1,173, 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

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. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Todd D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jun 2026