See all properties
Save

Romantic Guesthouse in Historic Downtown Waterfront District!

Photo gallery for Romantic Guesthouse in Historic Downtown Waterfront District!

Exterior
Property grounds
Smart TV, books
Smart TV, books
Exterior

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Free WiFi

Explore the area

View map
Mystic, CT
  • Place, Mystic River Bascule Bridge
    ‪8 min walk‬
  • Place, Mystic Downtown Marina
    ‪11 min walk‬
  • Place, Mystic Seaport
    ‪1 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪10 min drive‬

Room options

Similar properties

Exterior
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
  • Kitchen
  • Air conditioning
  • Outdoor space
  • Parking available
5.0 out of 5, Exceptional, 137 reviews
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway

About the area

Mystic

With a stay at this guesthouse, you'll be centrally located in Mystic, within a 5-minute drive of Mystic Seaport and Mystic Aquarium and Institute for Exploration. .This guesthouse is 13 mi (20.9 km) from Foxwoods Resort Casino and 17.7 mi (28.4 km) from Mohegan Sun Casino.
View more Guest houses in MysticOpens in a new window

What's nearby

  • Mystic River Bascule Bridge - 8 min walk - 0.7 km
  • Mystic Arts Center - 8 min walk - 0.7 km
  • Mystic Downtown Marina - 11 min walk - 1.0 km
  • Mystic Seaport - The Museum of America and the Sea - 17 min walk - 1.5 km
  • Mystic Seaport - 1 min drive - 0.4 km

Getting around

  • Mystic Station - 19 min walk
  • New London, CT (GON-Groton - New London) - 16 min drive

Restaurants

  • ‪Mystic Pizza - ‬8 min walk
  • ‪Mystic Drawbridge Ice Cream - ‬9 min walk
  • ‪Sift Bake Shop - ‬8 min walk
  • ‪Red 36 - ‬16 min walk
  • ‪Engine Room - ‬12 min walk

About this property

Romantic Guesthouse in Historic Downtown Waterfront District!

Let the Cliffside Guesthouse become your gateway to the fun, excitement and relaxed New England charm of historic southeastern Connecticut. Cast off the burdens of daily life and journey to Mystic, a historically avant-garde seaport community that combines the best of both yesterday and today. Located just steps from the Mystic River, and situated only blocks from the center of this little hamlet, the Cliffside Guesthouse provides you with easy access to award-winning restaurants, world class casinos, unique shops, historic museums, and exciting attractions.

Recently constructed in June, 2017, and now new to the rental marketplace, the Cliffside Guesthouse is furnished to suit all of your vacation needs. Accommodations include a comfortable sitting area with TV and internet connections and a fully-functional kitchen with electric stove and oven, refrigerator, microwave, toaster, coffee machine, cookware, plates, and utensils. The guesthouse also includes a beautiful separate bedroom overlooking our beautiful cliff, and a spacious bathroom including a full-sized, glass-enclosed, step-in shower and vanity. The guesthouse is centrally air-conditioned with separate controls for the living space and bedroom areas. Best of all, you will be able to open the sliding glass doors to access your own personal veranda, overlooking the town’s historic district and surrounding neighborhood gardens.
The Cliffside Guesthouse is less than two hours from Boston and New York, and only a short drive from anywhere in Connecticut. A quick walk from the train station and you will find a unique place to unwind and rediscover the pleasures of life in comfort. In Mystic, you can eat lobster at seaside lobster shacks while watching boats embark upon their world-wide destinations, play games of chance at renowned casinos, or even enjoy intimate moments along our riverside boardwalk. The famous Mystic Pizza, along with many other award-winning restaurants, is only a 10 minute walk away, and the Mystic Seaport and Mystic Aquarium are readily accessible. Or walk or bike along River Road, Connecticut’s first designated Scenic Roadway. Watch Hill, Westerly, Misquamicut Beach, and Newport, Rhode Island are all only a short drive away.

Accommodations include walking distance to downtown Mystic and private on-site parking. A pleasant 15 minute drive through the back roads of rural Connecticut will find you enjoying the contemporary excitement of Foxwoods and Mohegan Sun casinos. Holiday and Special Occasion Gift baskets are also available upon request. Our personal attention in preparing for your holiday experience may include specialty breakfasts, wedding and event services, spa experiences, charter fishing and boat cruises, and wine tours, or we will be happy to design one of your own choice. Arrangements for local sightseeing tours and local restaurant selections are also available for those without transportation. This property is available for Winter and long-term rentals.

We look forward to seeing and serving you soon at the Cliffside Guesthouse!


There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. The bathroom has a shower and a hair dryer. Conveniences include a microwave and a coffee/tea maker.
Take in the views from a garden.
Guests will find features like internet access and onsite parking.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Parking and transport

  • Onsite parking includes off-street options

Things to do

  • Books
  • Games
  • Optional golf privileges

Outdoors

  • Beach loungers
  • Beach towels
  • Garden
  • Outdoor furniture

More

  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV with cable/satellite channels

Food and drink

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Electric kettle
  • Hob
  • Kitchen
  • Lobster/crab pot
  • Meal delivery service
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

More

  • Air conditioning
  • Heating
  • Iron/ironing board
  • Living room

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed
Note from host: home cannot accommodate any animal

Children and extra beds

This property does not allow children

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is not required for transportation to and from this property

Property is also known as

Mystic's Guesthouse Historic Downtown Waterfront District
Guesthouse Historic Downtown Waterfront District
Mystic's Historic Downtown Waterfront District
Historic Downtown Waterfront District
Mystic's Historic Waterfront
Mystic's Guesthouse in Historic Downtown Waterfront District!

Romantic Guesthouse in Historic Downtown Waterfront District! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 188 out of 194 reviews
Rating 8 - Good. 4 out of 194 reviews
Rating 6 - Okay. 2 out of 194 reviews
Rating 4 - Poor. 0 out of 194 reviews
Rating 2 - Terrible. 0 out of 194 reviews

10/10

Cleanliness

10/10

Staff & service

9.8/10

Amenities

10/10

Property conditions & facilities

9.8/10

Eco-friendliness

Reviews

10/10 Excellent

Landon F.

Liked: Cleanliness
We loved this location! Everything was so easy and beautiful. Would definitely stay here again.
Stayed 2 nights in Oct 2025

10/10 Excellent

Vicki G.

Liked: Cleanliness
Be aware that the rental unit is over the garage in the back of the picture. But do not hesitate to stay at this location. It was delightful. Thoughtfully furnished, great kitchen and bathroom. Easy walk to all the town of Mystic has to offer. The host was gracious, welcoming and helpful. I would return unhesitatingly.
Stayed 2 nights in Sep 2025

10/10 Excellent

Ed O.

Liked: Cleanliness
Stayed 3 nights in Oct 2025

10/10 Excellent

Gaye R.

Liked: Cleanliness
The property is just 2 blocks from downtown which is important as parking is expensive and limited. The host is wonderful and we enjoyed the cozy and quiet property and would stay again when we visit Mystic.
Stayed 2 nights in Oct 2025

10/10 Excellent

Harvey B G.

Liked: Cleanliness
The host was fantastic and made us feel at home. She stayed up till we got it at 3 am. The space is a perfect size, and very comfortable. Everything was in walking distance, which is exactly what we wanted. Definitely will return.
Stayed 3 nights in Oct 2025

10/10 Excellent

Carol G.

Liked: Cleanliness
Great location and beautifully kept property.
Stayed 2 nights in Sep 2025

10/10 Excellent

Ken H.

Liked: Cleanliness
Great stay - very cute and comfortable place in great location. Host was very nice and helpful!
Stayed 3 nights in Aug 2025

10/10 Excellent

Shelley B.

Liked: Cleanliness
Lovely apartment in a beautiful setting. Super easy check-in. She came out to meet us when we drove in.
Stayed 7 nights in Aug 2025

10/10 Excellent

Donna N.

Liked: Cleanliness
Stayed 3 nights in Sep 2024

10/10 Excellent

C. A. F.

Liked: Cleanliness
Wonderful vacation in the town of Mystic! Comfortable, clean & yes - romantic!
Stayed 4 nights in Aug 2025

10/10 Excellent

Steve B.

Liked: Cleanliness
Stayed 3 nights in Apr 2025

10/10 Excellent

Joanne L., Coventry CT

Liked: Cleanliness

Weekend stay

Wonderful guesthouse. Perfect for my husband and myself. Super clean, easy parking, and fabulous location.
Stayed 2 nights in Jun 2025

10/10 Excellent

Alice T.

Liked: Cleanliness

Couldn’t Wait to Visit Again!

Ann, is a very gracious host. We’ve stayed at the guest house before and enjoyed it immensely and were happy to find it available for our time period. The location can’t be beat! You can walk to Main Street to shop, to dine and to just enjoy the Mystic River. You park the car and that’s it!We’ll be returning.Alice T.
Stayed 3 nights in Jun 2025

8/10 Good

Susan C.

Liked: Cleanliness

Nice location

Cute spot that is on a quiet street yet an easy walk into the village. More charm than staying at a hotel and has all the conveniences of a kitchen. But know that the ambiance is more on the antique side and we've let the owner know that the linens could use a refresh.
Stayed 2 nights in Jun 2025

10/10 Excellent

Dorothy O.

Liked: Cleanliness

Perfect getaway

I recently stayed at Cliffside Guest House in Mystic because I was in town two family parties--a wedding and a going away party. The guesthouse was a perfect choice. Everything is as described online and there are cute extra touches, such as reader glasses just in case! The place was immaculate and comfortable. The owner, who lives on site, was available yet not intrusive at all. The location is within easy walking distance to shops and restaurants and only a short drive to the RI beaches. I would love to stay again and recommend this spot for anyone wanting to explore the area.
Stayed 2 nights in Jun 2025

10/10 Excellent

Amanda J M.

Liked: Cleanliness
Perfect place to stay you can walk to mystic downtown area and short drive to stonington borough. Quiet neighborhood.
Stayed 2 nights in Jun 2025

8/10 Good

elizabeth d.

Liked: Cleanliness

Getaway

This VRBO is the perfect getaway
Stayed 2 nights in Jun 2025

10/10 Excellent

Bryant E., Buffalo, NY, USA

Liked: Cleanliness

A well appointed comfortable apartment

This property is conveniently located in a quiet neighborhood, an easy walk to the shops and restaurants in downtown Mystic. It provides privacy, given that it is above the garage and detached from the owner's home. It is bright and cheerful, immaculate, and comfortably furnished. Everything was in working order. We enjoyed our stay.
Stayed 7 nights in May 2025

10/10 Excellent

Terry N.

Liked: Cleanliness

Northern states

The property was nicely decorated and well stocked, and, the host was very friendly and helpful. One of the things we liked best was the short walk to town with shopping and restaurants. If we would return to the area, we would stay here again!
Stayed 3 nights in May 2025

10/10 Excellent

Don G.

Liked: Cleanliness

THE place to stay in Mystic!

Oh my! 5 out of 5 stars? NO! 10 out of 5 stars! This location is not only the place to stay when visiting Mystic, but is in fact a reason to visit Mystic. Anne (as in Oakley) is the consummate host. Greeting us upon arrival and providing us with a person tour of her beautiful property. And beautiful it is! The rental unit is on the second floor above a garage. (Please note the presence of steps.) Everything is so clean it is as if it were new. Beautiful and tasteful decorating. Comfortable queen bed. Nicely equipped kitchen and spacious living quarters. AND, walking distance to quaint Mystic main street. During our 1.5 week road trip Anne's place was hands down our favorite location. I cannot recommend this rental highly enough. Love it.
Stayed 2 nights in Apr 2025

10/10 Excellent

Lynn M.

Liked: Cleanliness

Super Stay!!

This property is Beautifully decorated, nicely stocked, newly built 8 years ago. Perfect getaway location.
Stayed 2 nights in Apr 2025

10/10 Excellent

Christine S.

Liked: Cleanliness

Location and Ownership Stellar

Could not imagine in Mystic that there is a more convenient location to town with a beautiful view and a well-designed and cared for cottage as the one that Anne Esposito owns and rents. We had a very enjoyable time, and the cottage environment is quiet and very comfortable bed and well stocked kitchen. Thank you, Anne, you'll see us again!
Stayed 3 nights in Apr 2025

10/10 Excellent

Dane

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The host of this property is amazing! We felt so welcomed and relaxed the entire stay. The vibe is cozy and made us feel right at home we didn't want to leave!! Highly recommend and we will absolutely be back!
Stayed 2 nights in Apr 2025

10/10 Excellent

Kimberley S., las vegas nevada

Liked: Cleanliness

Picture Perfect!

Anne‘s place is clean, cozy, and convenient. She has provided everything you could possibly need for an idyllic stay in Mystic. The house is easy walking distance to the downtown area, the perfect location for exploration. I just can’t say enough about this lovely rental and Anne was the perfect hostess, giving me tons of helpful, information tomake the most of my stay.
Stayed 3 nights in Mar 2025

6/10 Okay

Heather T.

Liked: Cleanliness

Mystic

Property was beautiful, location perfect. The owner felt the need to call me repeatedly before my stay and then we had to do a "meet n greet" which seemed uneccesary. She had to give us a tour etc... there was a very detailed binder explaining all the details of the Property. Overall very nice stay.
Stayed 2 nights in Feb 2025