Town House in the Heart of Chestown
4 guests
2 bedrooms
3 beds
2.5 baths
4 guests
2 bedrooms
3 beds
2.5 baths
Please set the number of adults.
Please set the number of children.
Ages 2 - 12
Please set the number of infants.
Under 2
4 guests maximum. Infants don’t count toward the number of guests.
You won’t be charged yet

Located in historic district of Chestertown.
One block from the Chester River, walking distance to bakery, restaurants, coffee shops, book store, retail shops and Saturday's Farmer's Market.

The space

Spending time downtown without having to drive again until you leave is a plus. Everyone loves staying downtown if you like people.

Guests will have access to restaurants, bakery,
shopping, Saturday Farmer's Market, Garfield Center for the Arts, Good walking paths.

We can be as flexible as our guests ask for.

We love being able to step out on the sidewalk and always see someone we know who is walking their dogs, babies, or just a stroll down to the foot of the street to the Chester River.
Wilmer Park is right around the corner where you can sit on park benches and watch the activity on the river and read or just enjoy the scenery.

Guest access

Guests will have access to restaurants, bakery,
shopping, Saturday Farmer's Market, Garfield Center for the Arts, Good walking paths.

Interaction with guests

We are very accessible to our guests. We are only a phone call away. We have been known to take our guests sight seeing, to the grocery store, and fish market for fresh crabs, rock fish and more if requested!!

Other things to note

A wonderful get away spot for many reasons. We have had guests here for weddings, golfing, reunions, college weekends and just get away time!!


Extra people $95 CAD / night after 3 guests
Weekend Price $254 CAD / night
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House Rules
No smoking
Not suitable for pets
No parties or events
Not safe or suitable for children (0-12 years)

We would hope that anyone who enjoys staying with Airbnb would treat our home like their own and they have every time. Sometimes it looks better!! Seriously.


Safety features
Smoke detector
Carbon monoxide detector
First aid kit
Fire extinguisher

2 nights minimum stay

55 Reviews

Check In
Brittany User Profile
August 2017
My boyfriend & I visited Chestertown from NYC for a wedding & all of the B&Bs that were recommended had already been booked. I am SO HAPPY that we stayed at Phyllis & Pere's place rather than a hotel, it was the highlight of our trip. Location - Right on the main strip of town & next to the most amazing bakery. The shuttle pick up for wedding was next block over House - Reminded me of visiting my grandparents. Lovely antiques, family photos, & personal touches that you no longer see at rentals. We LOVED the outdoor garden area with the small pond, each morning we would sit out in the backyard & read. Value - The house is huge compared to our Manhattan apartment & the value is unbelievable. Other hotels in the area cost more per night for just a room. Host - I can't say enough words of praises for Phyllis. Our pre-arrival communication was great & they were very accommodating when I needed to add on an extra day & a very, very late night arrival. She genuinely cared about our safety of travelling so late & checked in on us. Unfortunately, we were so busy with the wedding that we couldn't take up Phyllis' offer to show us around the town but glad she stopped by to water the exterior plants (ofcourse texting me first if it was a good time) so that we could chat. Oh, she also stocked the fridge with strawberry, water, and snacks for our stay. To say the least, all of the other wedding guests were extremely jealous when they heard of our beautiful townhouse. We would love to come visit again, no need to look for another place!
Phyllis And Pere User ProfilePhyllis And Pere is a superhost.
Response from Phyllis And Pere:
August 2017

Dino User Profile
August 2017
Phyllis and Pere have a beautiful historic home situated in the perfect location in downtown Chestertown. Only a block from the Chester River and walking distance to all the wonderful shops and restaurants in town. The house and lovely backyard garden make staying here comfortable, enjoyable, and provides the perfect "in town" experience! Additionally, Phyllis and Pere are exceedingly pleasant, kind and generous hosts.
Phyllis And Pere User ProfilePhyllis And Pere is a superhost.
Response from Phyllis And Pere:
Dino and Marci, Please keep in touch with your plans. If you need a quick guest room, let us know!! Good luck,
August 2017

Thomas User Profile
August 2017
Phyllis and Pete are very welcoming, and their place is truly a getaway. We spent mornings sipping coffee in their sunroom and back patio, we would walk to the bakery just across the street and the river just a block or so away. They left the place spotless, and there is so much space and light. It was an honor to get to stay in such a historic town home right in the center of Chestertown. Wish we never had to leave! Amazing value.

Charlene User Profile
July 2017
Great location, well appointed and very clean. This home is in a wonderful historic town and fits the bill perfectly. We felt like we were staying at a family members home.

Dan User Profile
July 2017
Wonderful historic home and a perfect location. The hosts are most accommodating. I will come back.

Ginny User Profile
July 2017
This is the third time we have stayed in Pere and Phyllis's lovely home. Charming, comfortable, convenient and very thoughtful hosts!

Kofi User Profile
July 2017
This was our second year spending the July 4th holiday weekend in Phyllis and Pere's charming home. We love the comfortable and welcoming accommodations and the convenience to the historic district's restaurants and shopping. Just a block from the riverfront makes this a great spot for sunrise and sunset views. The home itself is well-appointed and in excellent condition. The sitting rooms and lovely patio and gardens are great places to settle in after sightseeing. We highly recommend this home and look forward to future stays.
Phyllis And Pere User ProfilePhyllis And Pere is a superhost.
Response from Phyllis And Pere:
Hi Kofi and Kim(URL HIDDEN) Thanks for the kind words. Wonderful repeat guests are our absolute favorites!! Pere & Phyllis
July 2017

This host has 2 reviews for other properties.

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Chestertown, Maryland, United StatesJoined in October 2013
Phyllis And Pere User ProfilePhyllis And Pere is a superhost.

Retired couple who enjoy hosting visitors to Chestertown, MD.
We live in town within walking distance to the Chester River,
Shopping, Restaurants and more.

Response rate: 100%
Response time: within an hour

The neighbourhood

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