Apartment

The Little Chestnut. A charming historic apartment in Downtown Chester

Photo gallery for The Little Chestnut. A charming historic apartment in Downtown Chester

A two-story wooden house with a gabled roof, a front porch, and a garage.
Living area
Living area
Room
Interior

Reviews

10 out of 10
Exceptional

Highlights

  • Centrally-located
    You're never far from where you need to be with this convenient location.
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Garden
  • Free Wi-Fi

Explore the area

View in a map
Chester, CT
  • Place, Norma Terris Theater
    ‪6 min walk‬
  • Place, Connecticut Valley Railroad State Park Trail
    ‪2 min drive‬
  • Place, Mohegan Sun Casino
    ‪42 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪41 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

1 bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Kitchen
Garden
Dining area

About this property

The Little Chestnut. A charming historic apartment in Downtown Chester

Nestled in the heart of the charming village of Chester, this cozy apartment sits above a beloved local bookstore, offering a unique small-town experience just steps from everything the village has to offer.

From the private entrance, you'll enter a mudroom before heading upstairs to the main living level. Here you'll find a bright living room, a fully equipped kitchen, a dining area, and a second bedroom featuring a trundle bed (two twin beds) perfect for children or additional guests.

One more flight of stairs leads to the peaceful third floor, where you'll find the primary bedroom with a comfortable queen bed and a full bathroom with a shower.

Thoughtfully equipped with heating, central air conditioning, high-speed Wi-Fi, and an in-unit washer, the apartment has everything you need for a comfortable stay.

Although located in the center of the village, this little hideaway feels surprisingly peaceful. Tucked behind the main street and bordered by a gentle brook, it offers the perfect blend of convenience and tranquility. Step outside and you're just moments from Chester's acclaimed restaurants, boutique shops, art galleries, and seasonal events. The beautifully maintained grounds feature colorful floral planters, and just across the brook you'll find a quaint park with a gazebo and picnic tables—the perfect spot to enjoy your morning coffee or unwind after a day of exploring.

Whether you're visiting for a weekend getaway, attending a local wedding, or discovering the Connecticut River Valley, this charming apartment is the perfect home base for experiencing all that Chester has to offer.

Last-minute getaway? Send us a message—we may be able to accommodate one-night stays based on availability.
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
The trundle bed is comfortable for 2 children
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Property # 4145856vb
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
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

About the area

Chester

Located on a river, this apartment is in Chester Center, a neighbourhood in Chester. Chester Creek Marina and Essex Island Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Hammonasset Beach State Park and Connecticut Valley Railroad State Park Trail. Essex Steam Train and Connecticut Valley Railroad State Park are also worth visiting. Sailing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Chester, CT

What's nearby

  • Norma Terris Theater - 6 min walk - 0.6 km
  • Connecticut Valley Railroad State Park Trail - 2 min drive - 1.5 km
  • Hammonasset Beach State Park - 24 min drive - 31.0 km
  • Mohegan Sun Casino - 42 min drive - 60.9 km
  • Mohegan Sun Arena - 42 min drive - 60.9 km

Getting around

  • Old Saybrook Station - 16 min drive
  • New London, CT (GON-Groton - New London) - 37 min drive

Restaurants

  • ‪Brushmill by the Waterfall - ‬2 min drive
  • ‪Cumberland Farms - ‬4 min drive
  • ‪Marker 37 - ‬4 min drive
  • ‪Rusty Rail Tavern - ‬5 min drive
  • ‪Gelston House - ‬8 min drive

Frequently asked questions

Is The Little Chestnut. A charming historic apartment in Downtown Chester pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at The Little Chestnut. A charming historic apartment in Downtown Chester?

As of 30 Aug 2026, prices found for a 1-night stay for 2 adults at The Little Chestnut. A charming historic apartment in Downtown Chester on 4 Jan 2027 start from £408, 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 Little Chestnut. A charming historic apartment in Downtown Chester?

On-site parking is available at the property.

What time is check-in at The Little Chestnut. A charming historic apartment in Downtown Chester?

Check-in begins at 4:00 PM.

What time is check-out at The Little Chestnut. A charming historic apartment in Downtown Chester?

Checkout is at 11:00 AM.

Where is The Little Chestnut. A charming historic apartment in Downtown Chester located?

Located in Chester Center, this apartment building is within 2 miles (3 km) of Norma Terris Theater, Connecticut Valley Railroad State Park Trail and Chester Creek Marina. Gillette Castle State Park and Connecticut River are also within 2 miles (3 km).

About the host

Hosted by Samantha Kerry

Host profile image
A native of France, i spent much of my youth in Africa and Spain before relocating to the United States. My husband and i are both of European roots but have lived most of our lives on the East coast of the United States. We now spend our time in Europe, Florida and Connecticut.

Why they chose this property

Chester is a Charming, friendly, artsy and musical place where it is nice to spend some relaxing quality time. Stay a weekend or stay a while and you will find out why.

What makes this property unique

Built around 1840, this charming village cottage has been part of Chester's story for generations. For many years it was a home to the beloved R.J. Vickers Herbery, a destination known for its beautiful gardens and handcrafted herbal goods. Today, the building continues its tradition of welcoming visitors as the home of Montgomery & Taggert Bookshop, Connecticut's first romance-themed bookstore, while the apartment above offers guests a peaceful retreat in the heart of one of New England's most picturesque villages.

Languages:

English, French, Italian, Spanish

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback