The Little Chestnut. A charming historic apartment in Downtown Chester

Top rated by guests
Entrance is on the front of the building.
Interior
Living area
Private kitchen
Backyard
review stars
10Outstanding
(8 Ratings)
"The Little Chestnut is the perfect home away from home oasis. Everything is pristine. We look forward to our next stay."
Liz W.
Don't miss out! Price and availability may change
10 / 10
Outstanding(8 Ratings)

Apartment in Connecticut

4 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

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.

Amenities

Non-smoking
No pets allowed

Map of Connecticut


Ratings and reviews

10 / 10
Outstanding(8 Ratings)
10 / 10Outstanding·Apr 2026
The Little Chestnut is the perfect home away from home oasis. Everything is pristine. We look forward to our next stay.
10 / 10Outstanding·Aug 2025
A lovely little place! Everything we needed, in a great location.
10 / 10Outstanding·Aug 2025
This is an elegant little apartment in a charming little river town. The owner is completely on top of everything, it is a very easy check-in and access, the kitchen is terrific, there is ample parking space, and it is an easy walk to the center of town. Would stay here again in a moment! This has to be the nicest thing available in the area!
10 / 10Outstanding·Jan 2025
Love staying at this location. It is very warm and cozy and the host is excellent.

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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at The Little Chestnut. A charming historic apartment in Downtown Chester. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at The Little Chestnut. A charming historic apartment in Downtown Chester?

We found 2 amenities for this rental. This includes non-smoking, and no pets allowed.


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