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Chester Village 'Pied-à-terre' above art gallery

If finding a place in an ideal location w/ thoughtful design matters to you, then you've found it! Sunshine filled living room w/ high ceilings, a private bedroom in back w/ large private deck overlooking Pattaconk Brook. Our place is a gem, and set up for the comfort of our guests. Located in the heart of Chester Village, above our art gallery & boutique, and neighbor to some of the BEST restaurants, art and shopping in CT! NEW! Winter weekdays - ONE night stays are now available - message us!

Jan 19 – 26

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The Old Salt Cottage · Cozy Gateway Near Beach

Grab your flip-flops and bathing suit and let your beach vacation begin! Located within walking distance to the private beach of the Old Salt Works Road Beach, the Old Salt Cottage has 3 beds, and 2 full baths, which will be the ideal landing pad for your friends and family. Bonus playroom with sleeper sofa and lots of games! The Cottage accommodates up to 8 guests, with an open-floor concept, fully-equipped kitchen, and a sunroom. The outdoor space has a grill, shower, and a fire pit.

Jan 24 – 31

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In-law apartment with Private entrance

Welcome to our charming in-law apartment, the perfect retreat for your mini getaway. Nestled in a central location, our cozy space offers easy access to all that the area has to offer. Take a stroll to the beach, enjoy a round of golf, stock up on supplies at the nearby grocery store, and savor a delicious meal at local restaurants. Whether you're here for work or leisure, our in-law apartment provides a comfortable and convenient base for your stay. We can't wait to welcome you!

Jan 21 – 28

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Lovely Garden-Level Apartment in Heart of Town

This garden-level apartment is centrally located within walking distance to Main Street's retail shops, restaurants, and grocery/pharmacy, and just minutes from The Lace Factory and Deep River Landing, Essex Steam Train & Riverboat, Connecticut River Museum, the CT shoreline and beaches, and so much more. A charming historic home over 200 years old with a classic New England feel, the apartment has two bedrooms, one full bath, and an eat-in kitchen complete with amenities.

Aug 6 – 13

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Sea Salt Air Changes Everything

Sea Salt Air Changes Everything... The mood. The conversation. The momentum. When you are here you will find yourself at the crossroads of nature and civilization. Stroll to a private association beach from this restful retreat. Stretch out on the deck overlooking swaying seagrass. Sing in the outdoor shower. Go on, no one is listening. Tasteful appointments. Elegance abounds. Salt life refined with the comforts that nourish your soul. Solitude awaits you.

Oct 20 – 27

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Penny Corner Airbnb

My place is located up the hill from Good Speed Opera House. The Opera House is on the same side of the river as my place. The folklore is that vacationers used to pay a penny to have their belongings transported by ox and wagon from the port at the river to this corner. A two family home built in 1884. The space is a ground level 1 bedroom apartment with private entrance. There is no TV in the unit, WIFI is available for your devices.

Feb 20 – 27

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*Newly Renovated* Private Suite - Steps to Beach!

Escape to the charming coastal town of Westbrook, CT and experience ultimate luxury & comfort in your own private guest suite! Completely renovated in 2022 with modern amenities, lighting, heating/cooling, and more! After a long day exploring the town or enjoying the beach nearby, relax in the comfortable rocking chairs on the front porch, or retreat to your cozy private suite where you can rest comfortably in luxurious bedding & linens.

Oct 24 – 31

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Cozy Loft Getaway

The private loft is bright and airy with vaulted ceilings and all brand new furniture and appliances. The kitchen and bathroom were thoughtfully designed and sourced from our design showroom right downstairs! Minutes from local beaches and only blocks from shops and our favorite food spots in town, we hope you enjoy our beautiful and cozy loft as much as we do!

Jun 21 – 28

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Loft apartment, deck and great water view

Great location, walk to town & only steps to the Connecticut River. Great for train aficionados- you can watch and photograph the famous Essex steam train in action.This historic factory built in 1874 has manufactured sails, metal objects and lastly Lace. Enjoy your private comfortable apartment with river views and deck.

Dec 20 – 27

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Family-Friendly Cottage by The Shore

Whether you’re simply traveling to the area or planning your next vacation, you’ve found the right place. Leave your worries behind and come enjoy our freshly updated home by the shore. With a clean, comfortable and convenient spot to stay you are free to explore & relax.

Oct 21 – 28

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Unique apartment in former art gallery.

The apartment is private and in a separate wing of a converted factory complex which includes an owner occupied building and artist studio in a quiet residential neighborhood. We gladly welcome well behaved pets for an extra fee of $50.

Dec 10 – 17

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Wake up with views of the ocean

Located in sleepy Westbrook, Ct and across the street from Long Island Sound, this beach house is spacious with a full kitchen, dining, and living room. A large back yard for children to play and parents to barbeque is included.

Oct 6 – 13

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Water's Edge Resort & Spashibuya.place.recommendations_count one two three four

Bill's Seafood Restaurantshibuya.place.recommendations_count one two three four

Lenny & Joe's Fish Taleshibuya.place.recommendations_count one two three four

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Cuckoo's Nest Mexican Foodshibuya.place.recommendations_count one two three four

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Home Away From Home

Mar 24 – 31

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Beautiful Updated Cottage walk to the Beach

Sep 8 – 15

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Little cottage of gratitude

Dec 15 – 22

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Steps to Beach! *Cozy Cottage* Pet Friendly

Nov 18 – 25

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A Beach House Gem

Mar 31 – Apr 7

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Guest House at the Marina

Feb 14 – 21

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The Barn by the Sound

Nov 17 – 24

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Cozy Comforts!

Dec 19 – 26

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