Charming Chester Retreat- Near Village Center

Photo gallery for Charming Chester Retreat- Near Village Center

A covered porch with a ceiling fan, stone wall, and lush greenery.
A living room with a sofa, coffee table, and a chair. There is a door with a window, a lamp, and a painting on the wall.
A bedroom with a large bed, a wooden dresser, and a nightstand with a lamp.
A living room with a fireplace, bookshelves, a sofa, and a dining table.
A modern kitchen with white cabinets, stainless steel appliances, and wooden flooring.

Reviews

10 out of 10, Loved by Guests
Top 1% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Toys
  • Air-conditioning
  • Refrigerator
  • Internet
  • Onsite parking available

Explore the area

View map
Chester, CT
  • Place, Connecticut Valley Railroad State Park Trail
    ‪10 min walk‬
  • Place, Norma Terris Theater
    ‪2 min drive‬
  • Place, Mohegan Sun Casino
    ‪41 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)
    ‪50 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Back Bedroom

1 Queen Bed

Front Bedroom

1 Queen Bed

1 bathroom

Large Bathroom

Bathtub · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

Add dates for prices

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About the area

Chester

Chester Center, a neighbourhood in Chester, is home to this holiday home. Connecticut Valley Railroad State Park Trail and Connecticut Valley Railroad State Park are local landmarks, and some of the area's activities can be experienced at Chester Creek Marina and Essex Island Marina. Travelling with kids? Consider Essex Steam Train and Sweet Martha's. Kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and mountain biking nearby.
View more Holiday homes in ChesterOpens in a new window
Map
Chester, CT

What's nearby

  • Connecticut Valley Railroad State Park Trail - 10 min walk - 0.9 km
  • Norma Terris Theater - 2 min drive - 1.8 km
  • Essex Steam Train - 8 min drive - 9.9 km
  • Mohegan Sun Casino - 41 min drive - 59.8 km
  • Mohegan Sun Arena - 41 min drive - 59.8 km

Getting around

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

Restaurants

  • ‪Brushmill by the Waterfall - ‬4 min drive
  • ‪Cumberland Farms - ‬3 min drive
  • ‪Marker 37 - ‬13 min walk
  • ‪Gelston House - ‬8 min drive
  • ‪Rusty Rail Tavern - ‬5 min drive

Frequently asked questions

Is Charming Chester Retreat- Near Village Center pet-friendly?

No, pets are not allowed at this property.

How much is parking at Charming Chester Retreat- Near Village Center?

On-site parking is available at the property.

What time is check-in at Charming Chester Retreat- Near Village Center?

Check-in begins at 3:00 PM.

What time is check-out at Charming Chester Retreat- Near Village Center?

Checkout is at 11:00 AM.

Where is Charming Chester Retreat- Near Village Center located?

This family-friendly Chester holiday home is located in Chester Center, within 1 mi (2 km) of Connecticut Valley Railroad State Park Trail and Norma Terris Theater. Connecticut River and Chester Creek Marina are also within 3 miles (5 km).

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. 38 out of 38 reviews
Rating 8 - Good. 0 out of 38 reviews
Rating 6 - Okay. 0 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A very comfortable and beautiful place to stay. I really enjoyed our stay.
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at Bridget's place in Chester, CT. Communication pre-arrival was perfect. We had great directions and instructions on checking in. Even though our flight was late and we got in very late, everything was smooth.Once on site, the place was super clean and exactly as described in the listing.Would definitely stay here again.
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean & charming, very comfortable.
Stayed 6 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was beautiful and serene and Bridget was so helpful. We brought our baby and Bridget set up a high chair, travel crib, changing table, and box of excellent toys! It made the experience very smooth. Bridget was also very responsive and provided a list of restaurant recommendations that worked out great. We would definitely stay again!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great hosts, great communication. Perfect spot for our small family when we visit relatives in Connecticut!
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean space, comfy beds, and one of those places that’s even nicer than the pictures.
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very lovely retreat tucked away in Chester, CT. The guest home was stunning from the outside and inside. Very accommodating hosts as that stock the home with everything you need for your vacation.
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a fantastic place to stay! We loved this place and everything about it. Charming, absolutely!!! Clean, wonderfully so!!! Perfect location for what we needed as well; we will gladly stay here again!
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I booked this stay as a 40th birthday weekend for my husband, and it was everything we hoped for. The cottage was cozy and perfect for disconnecting, yet just a short drive to Main Street in charming Chester.We loved having two bedrooms with different mattress options (we preferred the firm), and the space balanced historic charm with bright, updated decor. The clawfoot tub was a highlight, and the attached setup still felt private with a locked door.Thank you for the wonderful hospitality!
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

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

Weekend break

Perfect location for a weekend break. Short walk into Chester. Great amenities, nice decor. Would recommend this cottage.
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic experience! The host was wonderful—very responsive and welcoming. The place was spotless and well-kept, and the location was perfect for everything we wanted to do. Highly recommend!
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

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

Great short stay

My family were visiting Connecticut to see the steam train in Essex for Christmas and stayed at Bridget's cottage. It was lovely, clean, spacious and perfect for our 2 day stay. Bridget was a lovely host and so accommodating, especially with our children in tow. We would happily stay again!
Stayed 2 nights in Dec 2024
Verified review

10/10 Excellent

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

Just lovely

We loved this stay! Everything was clean, labeled, and beautifully furnished. 5 stars isn't enough! This was a great place to stay.
Stayed 2 nights in Nov 2024
Verified review

10/10 Excellent

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

Quiet and Beautiful

We enjoyed our stay. The house is beautiful and has all the amenities. Highly recommended.
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

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

Super adorable cottage

The pictures truly don’t do the cottage justice. It truly is amazingly cute, clean and in the most perfectly tranquil area. Communication and friendliness with host A. Would stay here again and would highly recommend.
Stayed 9 nights in Jun 2025
Verified review

10/10 Excellent

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

Weekend in Chester

Very pretty and comfortable property! We particularly loved the light in the kitchen, and Bridget was amazing in communication. And so easy to get into downtown Chester--a quick walk!
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

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

Perfection

The cottage was beautiful! Our host was perfect. The little town of Chester was idyllic and friendly. I hope to stay there again soon!
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This Charming Chester Retreat was so comfortable we wanted to stay longer! Plenty of room, the kitchen and bathroom were nicely appointed and the decor was lovely. It is on a quiet tree lined street with lots of privacy. We stayed there to have our own space while visiting family and it was a great place to relax. Our favorite part was the wide covered porch with a couple rocking chairs, perfect for watching the leaves fall and hosting friends.Our hosts were friendly and very responsive. We will definitely stay here again.
Stayed 5 nights in Sep 2025
Verified review

10/10 Excellent

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

A quick getaway

We had a wonderful time! It was everything we needed and will definitely keep this in mind when we need another :)
Stayed 2 nights in Dec 2023
Verified review

10/10 Excellent

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

Throughly Enjoyed Our Stay!

The house couldn't be cuter, and was fully stocked with all essentials we needed during our trip. We instantly felt right at home. Bridget was extremely responsive and helpful when asked about the area, or if we were in need of anything extra :) We would highly recommend and plan on returning down the line!
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

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

Winter

a quiet comfortable cozy wooded setting ...we relish the wonderful wood fire & soaker tub & comfortable furniture.
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

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

Truly a retreat

This accommodation exceeded all my expectations. It is blissfully quiet and wonderfully comfortable. Couldn’t be cleaner and had every kitchen item, towel and bedding we needed. The hosts were so welcoming and helpful, while maintaining the privacy of the rental space. I look forward to staying again.
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

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

Lovely girls weekend away

We had a girls weekend with several of us traveling from out of state. This really is a fantastic stay in Chester. It was clean and little thoughtful touches everywhere. We had a little issue with wifi, host was super responsive and fixed it right away.
Stayed 1 night in Aug 2023
Verified review

10/10 Excellent

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

Karens birthday weekend

Very pleased with house it’s a real GEM!!!!!! Very clean unique and clean!!!! We had a very fun relaxing weekend away and Chester is a lot of fun.
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

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

Retreat

Exceptional! The property was very comfortable, and felt like home. It was spotless, well equipped, quiet, private....the host thought of everything. We will return without question!
Stayed 5 nights in Sep 2023
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