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Spacious, Historic Near Town, Parks and Beaches with Deck and Large Backyard

Photo gallery for Spacious, Historic Near Town, Parks and Beaches with Deck and Large Backyard

Front of the Cup and Saucer House
Another view of the front
Lovely bench to relax in the side yard
Back of the house showing large yard
Fire pit is yours to enjoy

Reviews

10 out of 10, Loved by Guests
Top 10% based on
5 bedrooms4+ bathroomsSleeps 105500 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Explore the area

View in a map
Kennebunport, ME
  • Place, Kennebunkport Village Green
    ‪2 min walk‬
  • Place, Dock Square
    ‪6 min walk‬
  • Place, Kennebunkport Harbor
    ‪7 min walk‬
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)
    ‪35 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed and 1 Crib

Bedroom 5

1 King Bed and 1 Crib

4 bathrooms, 2 half bathrooms

Bathroom 1

Bathtub or shower · Toilet · Jetted bathtub

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Bathtub or shower · Toilet

Bathroom 5

Toilet

Bathroom 6

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

Spacious, Historic Near Town, Parks and Beaches with Deck and Large Backyard

Walk or bike to all shops and restaurants, less than 2 miles from one of the areas premier beaches. Downhill to two public parks and Ocean Avenue walk to Walker’s Point.

Featured in Martha Stewart, Maine Home &Design Magazine May 2011 and June 2014 editions.
Selected yearly as a premier dining site for Kennebunkport Fine Food Festival.

Other features:

Family room and sunroom open to upper deck with grill and table and chairs.
Deck overlooks large back yard full of Adirondack Chairs and fire pit.

Fire pit surrounded by Adirondack chairs

Bikes and Beach Chairs for your enjoyment

Fully stocked kitchen for entertaining



*12% tax rate is for 9% Maine Sales Tax and 3% payment processing fee for receiving the payment to be relayed to the state of Maine.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 3:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Parties and events are allowed on site
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, a first aid kit and a deadlock

We should mention

A car is recommended for transport to and from this property

About the area

Kennebunkport

Located in Kennebunkport, this holiday home is near theme parks and near the beach. The area's natural beauty can be seen at Moody Beach and Ogunquit Beach. Travelling with kids? Consider Gardens at Historic Wallingford Hall and Bette-Jean's. Enjoy the area's slopes with skiing, and don't miss out on the ice skating and sledging.
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Map
Kennebunport, ME

What's nearby

  • Kennebunkport Village Green - 2 min walk - 0.2 km
  • W. Robert Paine Gallery - 3 min walk - 0.3 km
  • Dock Square - 6 min walk - 0.6 km
  • Kennebunkport Harbor - 7 min walk - 0.6 km
  • Colony Beach - 2 min drive - 1.8 km

Getting around

  • Wells Regional Transportation Center - 15 min drive
  • Sanford, ME (SFM-Sanford Seacoast Regional) - 23 min drive

Restaurants

  • ‪Alisson's Restaurant - ‬7 min walk
  • ‪Federal Jack's - ‬12 min walk
  • ‪Mornings in Paris - ‬12 min walk
  • ‪Batson River - ‬11 min walk
  • ‪Pilot House - ‬10 min walk

Frequently asked questions

Is Spacious, Historic Near Town, Parks and Beaches with Deck and Large Backyard pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Spacious, Historic Near Town, Parks and Beaches with Deck and Large Backyard?

As of 6 Mar 2026, prices found for a 1-night stay for 2 adults at Spacious, Historic Near Town, Parks and Beaches with Deck and Large Backyard on 1 May 2026 start from £1,348, 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 Spacious, Historic Near Town, Parks and Beaches with Deck and Large Backyard?

On-site parking is available at the property.

What time is check-in at Spacious, Historic Near Town, Parks and Beaches with Deck and Large Backyard?

Check-in begins at 3:00 PM.

What time is check-out at Spacious, Historic Near Town, Parks and Beaches with Deck and Large Backyard?

Checkout is at 10:00 AM.

Where is Spacious, Historic Near Town, Parks and Beaches with Deck and Large Backyard located?

This family-friendly Kennebunkport holiday home is located by the sea, within a 5-minute walk of Kennebunkport Village Green, Mast Cove Galleries and W. Robert Paine Gallery. First Families Kennebunkport Museum and Northlight Gallery are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 54 out of 57 reviews
Rating 8 - Good. 3 out of 57 reviews
Rating 6 - Okay. 0 out of 57 reviews
Rating 4 - Poor. 0 out of 57 reviews
Rating 2 - Terrible. 0 out of 57 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Tom B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful historical house within walking distance to town. A completely updated spacious home with everything you could possibly need. It is situated on a beautiful piece of property.
Stayed 7 nights in Aug 2025

10/10 Excellent

Kristen B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Historical Beauty!

Gorgeous home, cozy with tons of space for our large group of 8 to stretch out! Easy walk into town for meals, drinks and gorgeous views. Easy check in and check out process. Our group especially loved outdoor evening relaxing around the fire pit. Highly recommend!
Stayed 7 nights in Jun 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect!
Stayed 7 nights in Jun 2025

10/10 Excellent

Michael S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great family house in Kennebunkport

terrific location for those who like to walk into town everyday like us. Easy to get to all beaches. Plenty of room and rooms for our entire family ( 6 adults and 4 grandchildren).
Stayed 7 nights in Aug 2024

10/10 Excellent

Susie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cup and saucer

Lovely stay Everything we hoped for
Stayed 7 nights in Aug 2024

10/10 Excellent

Morgan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A perfect location with room for family

We had an incredible stay at this gorgeous home! The location is so perfect and even with small children you can walk into town. Having cribs available and a closet full of family games was a huge plus. There is a lot of space to spread out for a multi-generational visit. The house is stocked with everything you need (especially for a gorgeous lobster dinner). The owner is so helpful and easy to communicate with. We will definitely be back!
Stayed 7 nights in Dec 2024

10/10 Excellent

Bill M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Christmas Weekend

This is our second year at this property and we love it. The home is very comfortable, exudes charm, character and class and is in the perfect location for the many activities in and around kennebunkport. The home is beautifully decorated. We look forward to many years at the property.
Stayed 3 nights in Dec 2019

10/10 Excellent

Pamela B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic host, beautiful home

This home is exactly like it is pictured. The best location with an easy walk to Dock Square. So clean and comfortable. The host was so gracious and helpful. Do not pass up this opportunity if you are going to Kennebunkport.
Stayed 7 nights in Jul 2023

10/10 Excellent

Rachel E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful, cozy, close to town

Exactly as pictured- so lovely. Plenty of space to spread out. Katie was very communicative and helpful. Gave great recommendations- like ordering from Port Lobster and doing a lobster bake on the deck. It was so great! Will def book for my next group visit.
Stayed 7 nights in Aug 2023

10/10 Excellent

Katherine M., Wilmington, NC

Liked: Cleanliness, check-in, communication, location, listing accuracy

What a Fun Birthday!

I invited seven friends to join me at the Cup & Saucer for my 75th birthday. We had so much fun. Though we didn’t do much cooking we could have easily cooked and served a five course meal. A special thank for for helping make my birthday so memorable.
Stayed 7 nights in Jul 2022

10/10 Excellent

Danny H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing home to spend time with your family

The Cup and Saucer House is not just a place to stay but an incredibly comfortable home to spend time in with your family. We know the area well so we weren’t just looking for a place to stay but a home we could spread out in and enjoy each other’s company, cooking together, celebrating with multiple living spaces so ten of us could spread out. Historic charm combined with modern amenities made this a magical experience. Everyone kept saying it felt like being in a Hallmark movie.
Stayed 5 nights in Dec 2019

10/10 Excellent

Jonathan G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Revolutionary charm!

Once in a lifetime experience to stay in a truly grand historic property. From the wide plank floors to the exposed wood beams it felt like every day we stepped back in time to a different world, all the while keeping the modern amenities that any traveler would expect. We also loved all the antiques and various decorative elements in the house, which gave it a rich character full of local/regional flair. More than enough space for a large family, including the baby! The property owners kept in close contact with our family throughout our stay to make sure we had everything we needed. While it rained quite a bit during our stay (New England life) we enjoyed every minute of our adventure in the "Cup and Saucer" house!
Stayed 7 nights in Aug 2024

10/10 Excellent

Jodi A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Family Trip

Wow, what a great house for our annual family vacation. This house is HUGE. Plenty of room for everyone to spread out. We stayed with our two adult children and their families. We did not even use half the rooms there was so much room. The house had been beautifully restored and updated. You can tell the owner has taken extra care to maintain the charm of the house. The driveway was very big and held our 3 cars no problem with room for more. The backyard is wonderful and private. We had a family barbecue and everyone loved it. This location is easily walkable to town. The only time we used our cars was to go to the beach, which was a very short drive and we did not have any problem finding parking. On the main road for the beach you need a permit but we found plenty of side streets you could park for free. There is one small beach close enough if you don’t mind a longer walk but we only visited that beach one time for the fireworks. So many restaurants in the little town, which we walked to daily. The home is well stocked and clean. Honestly, nothing more we could have asked for. We stay yearly in different locations for our family vacation and hands down everyone agreed this was the best overall with location and size of home. The owner was great. Contacting us to make sure we did not have questions and when we did have questions she was quick to respond. If you are visiting Kennebunkport you can’t go wrong with this property. A+ all around!
Stayed 7 nights in Jun 2024

10/10 Excellent

Renee M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location

The property is extremely close to Dock Side Square. Walking to the coast was a regular morning treat. The house was huge and everyone in our family loved it. A couple of us had to work and they found the Wi-Fi was excellent. There are so many rooms that if you needed some quiet time away from the group you had your pick. The little kids 2, 3, and 4 loved playing with their toys in the sunroom. The Dutch door acted like a baby gate. The room off the driveway entrance was our favorite as it had easy access to the backyard and deck. The backyard was a great place to let the kids get their wiggles out. It felt so private with the landscaping you wouldn’t have known we were in a neighborhood. The fire pit was lovely to sit by at night. The kitchen was big and no one was on top of each other when we were cooking. There are two ovens and a six burner cooktop so plenty of space for cooking multiple meals at once. It was also pretty well stocked. We are very particular in how we treat our own home so the helpful notes around the house were welcomed. The refrigerator and freezer are huge so you will have plenty of space for your needs. The Clam Shack is in walking distance as is Roma Pizza. We shopped at the Kennebunk Hannafords as it was nicer than the one in Wells. There are great children’s shops in the Square too. It wasn’t noisy at night so perfect for those that want to get good sleep. The beds were soft and comfy. Highly recommend this beautiful historic home.
Stayed 14 nights in Jun 2023

8/10 Good

marian b., Monroe Township, NJ

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, Location, Location

Lovely home, room for all and situated in walking distance to Dock Square. Highly recommend!
Stayed 7 nights in Aug 2022

10/10 Excellent

Carol S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Family Vacation Location

We enjoyed the close proximity to the restaurants and shops in Kennebunkport. The beds were comfortable and we used both cribs. The kitchen was well equipped and we enjoyed cooking lobster. We had a little hiccup with the propane gas running out but we used the outdoor grill and Katie was quick to respond and correct the problem. We loved Mother’s Beach for the young children since it also had a playground. We watched a sunrise at Walker’s Point and the sunset while enjoying dinner in Kennebunkport and along Ocean Ave. We also took Kylie’s Chance lobster tour which was a great child friendly boat ride. We finished off the week with S’mores at the fire pit in the backyard.
Stayed 7 nights in Aug 2022

8/10 Good

Jill O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A lovely week in Kennebunkport

Our family enjoyed our stay at Katie's home. The location was great. In the past, we've stayed within walking distance of the beaches, and it was nice to stay closer to town this year. We enjoyed our short strolls to the shops and restaurants, and figured out a nice system for beach drop offs as well. We had some issues with two of the AC split units on our first night, so we left a message with Katie. We heard back the next day with an update that she'd contacted the company who installed the units. She checked in regularly until the units were fixed. If you are looking for an historic home with charm to match, this is a nice option. The cribs were great for the adults with an infant, and the twin bed room was fun for the cousins to share. We spent every night on the screened in porch and were grateful for that space. Katie was easy to work with and we had a great week.
Stayed 7 nights in Jul 2022

10/10 Excellent

Laura M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Kennebunkport Dream!

Wonderful home and great host. Close proximity to everything! We thoroughly enjoyed our stay and are hoping to return next year!
Stayed 7 nights in Jul 2022

10/10 Excellent

Katherine C., Palo Alto, California

Liked: Cleanliness, check-in, communication, location, listing accuracy

Historic Gem

This colonial home was beautiful and perfect for our family reunion! The home was built in 1784 and was expanded to preserve its original charm. We all felt like we were living in a museum as the home is filled with antique furniture and furnishings. The amenities were superb! There was plenty of space for large family dinners and offices for those who had to work remotely. We used the back yard for badminton, lawn darts and fire pit gatherings. The location cannot be beat; it is a short 5-minute walk to town. Everyone thoroughly enjoyed their stay at the Cup and Saucer!!!
Stayed 7 nights in Jun 2022

8/10 Good

Laura G.

Liked: Check-in, communication, location, listing accuracy

Christmas Prelude

We had a lovely stay for our family Holiday get together!
Stayed 5 nights in Dec 2021

10/10 Excellent

lindsey m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing vacation!

Our family had such a wonderful experience in Kennebunkport and this house was absolutely perfect. It was clean and had all of the amenities so we didn’t have to worry about a thing. There was more than enough space for our family and we loved the large table on the back deck. Thank you for a wonderful week!
Stayed 7 nights in Jul 2021

10/10 Excellent

Elizabeth C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, beautiful house

We had a wonderful stay at the Cup & Saucer House. Katie was a very accommodating host and seemed like she really wanted us to have a great time at her house. The house is incredibly spacious and well located -- just a short walk to town. There is a great screened-in porch and a beautiful, large yard.
Stayed 7 nights in Jul 2021

10/10 Excellent

Caitlin G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Historic Home

This property was just as described in the listing. Walking distance to everything in town, spacious rooms, bathrooms galore. Katie was an amazing hostess and made sure we were happy and settled in. We used the fire pit several times to make smores in the evenings which may have been my son's favorite part of the stay! Would highly recommend to anyone looking to stay in town.
Stayed 7 nights in Jun 2021

10/10 Excellent

Nancy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Couldn’t Have Been Better!

My three kids, their spouses and I spent a week at Cup and Saucer. The house is not only lovely, but so comfortable and warm. The kitchen has everything you need and then some. We loved having s’mores by the fire pit. Location was great - walk to town, day trip to Portland or Olgunquit. And Katie was easy to reach and very gracious and helpful.
Stayed 7 nights in Sep 2020

10/10 Excellent

Amy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location to enjoy all that Kennebunkport has to offer!

We loved staying here. The location is perfect to enjoy all that the area has to offer. Can’t wait to go back!
Stayed 7 nights in Aug 2020

About the host

Hosted by Katie Pressly

Host profile image
We bought this lovely historic home to enjoy with our children and grandchildren. We enjoy inviting our friends up as well to share this comfortable home and large yard for cookouts and lobster bakes.

Why they chose this property

Our Cup and Saucer home appealed to us because of its uniqueness. Though the third oldest home in Kennebunkport built in 1784, it has been lovingly restored with everything supplied for an easy getaway. One of our grandchildren’s favorite things to do is to take a short walk into town to buy ice cream and explore the shops. Our home just up the hill for Ocean Avenue for beautiful walking or biking as well as adjacent to two public parks.

What makes this property unique

Our home’s unique benefits is its spaciousness so everyone can spread out in its five bedrooms, four living rooms plus a quiet sunroom overlooking the backyard. Our private yard is perfect for toasting marshmallows, having cocktails around the fire pit,
playing yard games, croquet and kickball. The upper deck is perfect for grilling or having a lobster bake. Our home offers all of the creature comforts of home and is easy walking distance to town and a short bike ride or car ride to the beach.

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