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Romantic Guesthouse in Historic Downtown Waterfront District!

Guesthouse in Mystic, near Mystic Seaport

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In the heart of Mystic, Cliffside Guesthouse offers a serene retreat with modern comforts. Unwind in your own veranda overlooking the historic district and neighborhood gardens, or explore downtown's award-winning restaurants and unique shops within walking distance.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Free WiFi

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About the neighborhood

Map
Mystic, CT

What's nearby

  • Mystic Downtown Marina - 13 min walk - 1.1 km
  • Mystic Seaport - The Museum of America and the Sea - 17 min walk - 1.5 km
  • Mystic Seaport - 1 min drive - 0.4 km
  • Olde Mistick Village - 4 min drive - 2.5 km
  • Mystic Aquarium and Institute for Exploration - 4 min drive - 3.2 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!

Guesthouse near Mystic Seaport
Romantic Guesthouse in Historic Downtown Waterfront District! provides a garden and more. Guests can connect to free in-room WiFi.
You'll also find perks like:
  • Beach towels, books, and local meal delivery service
  • Smoke-free premises, outdoor furniture, and games
  • Guest reviews say great things about the location
Room features
All guestrooms at Romantic Guesthouse in Historic Downtown Waterfront District! include perks such as air conditioning, in addition to amenities like free WiFi and dining tables.
More amenities include:
  • Bathrooms with showers and hair dryers
  • Smart TVs with cable channels
  • Porches or lanais, outdoor lighting, and kitchens

Similar properties

Exterior

The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway

  • Kitchen
  • Air conditioning
  • Outdoor Space
  • Parking available
10.0 out of 10, Exceptional, 137 reviews
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway

Property amenities

Internet

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

Parking and transportation

  • Onsite parking includes off-street options

Things to do

  • Books
  • Games
  • Optional golf privileges

Outdoors

  • Beach loungers
  • Beach towels
  • Garden
  • Outdoor furniture

More

  • Smoking not allowed

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
  • Kitchen
  • Lobster/crab pot
  • Meal delivery service
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • 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

Rules

Bookings from 5-10 nights will have a cleaning fee of $100.00. Bookings from 11-28 nights will have a cleaning fee of $200.00.

Pets

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

Children and extra beds

This property does not allow children

Events

No events allowed

Smoking

Smoking is not permitted

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!

Frequently asked questions

Is Romantic Guesthouse in Historic Downtown Waterfront District! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Romantic Guesthouse in Historic Downtown Waterfront District!?

Check-in begins at 3:00 PM.

What time is check-out at Romantic Guesthouse in Historic Downtown Waterfront District!?

Check-out is at 11:00 AM.

Where is Romantic Guesthouse in Historic Downtown Waterfront District! located?

Located in the heart of Mystic, this guesthouse is within 1 mi (2 km) of Mystic Arts Center and Mystic Seaport. Mystic River Bascule Bridge and Mystic Downtown Marina are also within 15 minutes. Mystic Station is 19 minutes by foot.

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Reviews

Romantic Guesthouse in Historic Downtown Waterfront District! Reviews

10

Exceptional

10

Cleanliness

10

Location

10

Staff & service

9.8

Eco-friendliness

10

Property conditions & facilities
Rating 10 - Excellent. 186 out of 192 reviews
Rating 8 - Good. 4 out of 192 reviews
Rating 6 - Okay. 2 out of 192 reviews
Rating 4 - Poor. 0 out of 192 reviews
Rating 2 - Terrible. 0 out of 192 reviews

Reviews

10/10 Excellent

Joanne L.

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

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

Lynn M.

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

Super Stay!!

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

8/10 Good

Susan C.

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

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

Lisa M.

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

Quiet, Convenient Cottage

Enjoyed the location to Mystic. Owners very accommodating.
Stayed 7 nights in Jul 2024

10/10 Excellent

Joseph M.

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

Wedding weekend

Anne and Ken were wonderful hosts! It was an exceptional accommodation!
Stayed 2 nights in Sep 2024

10/10 Excellent

Katelyn D.

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

Just lovely!

Ken and Anne’s cliff house was the perfect place for our weekend getaway. Very cute, walkable to all the best parts of Mystic, and had everything we needed and more. Can’t wait to come back!
Stayed 2 nights in May 2024

10/10 Excellent

Beverly W.

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

A Gem!

Lovely accommodation. Friendly and knowledgeable host.
Stayed 8 nights in Aug 2024

10/10 Excellent

Juliana C.

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

Great experience!

The property was so great and exactly as pictured/expected! Anne was such a great host and always made herself available if we needed. We truly loved our experience and would go back in a heart beat!
Stayed 2 nights in Feb 2024

10/10 Excellent

Jeffrey M.

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

Get away

Great location, well kept.
Stayed 2 nights in Jul 2022

10/10 Excellent

Charles H.

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

Great Getaway

Easy process with owners Clean and comfortable guest house Comfortable bed and pillows Interesting photo albums from owners’ photography Reconnecting with loved one and nature, walking steps away along the Mystic River Enjoying great takeout food in privacy of guest house Lovely neighborhood 10 minute walk into town Had fun in the winter and we will return in the spring
Stayed 2 nights in Jan 2022

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Cozy, clean, well set up. Walking distance to town. Quiet and pretty.
Stayed 6 nights in Jul 2019

10/10 Excellent

Tom & Christine N., Southbury,CT

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

Another wonderful, relaxing stay at Cliffside!

This is my wife and my second stay at this wonderful guesthouse. Anne and Ken are gracious hosts who make you feel right at home. The guesthouse for two is comfortable and relaxing. It’s well equipped with almost everything you may need and is in walking distance to town and fine restaurants. We also took a ride up to Foxwoods Casino & Outlets as well as a chilly visit to Mystic Seaport and Mystic Village. You will not be disappointed with Cliffside and will want to come back as we did.
Stayed 2 nights in Jan 2024

10/10 Excellent

Tom & Christine N., Southbury,CT

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

Wonderful, Cozy Stay in Historic Mystic

My wife and I loved this great retreat within walking distance to Mystic and many restaurants (yes - it is close to “Mystic Pizza). A little longer walk by back roads can take you to Mystic Seaport. This was our first stay at this 2 year old fully equipped condo- quiet, comfy bed, and near the Mystic river. A major part of this 5 star review are the hosts Anne and Kenneth- extremely friendly, knowledgeable, and very helpful. This condo still smelled new to us when we entered so don’t hesitate- you will really enjoy your stay here.
Stayed 3 nights in Apr 2021

10/10 Excellent

deborah a., E Norwalk, CT

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

Excellent property and location

I highly recommend this property for the location, warm welcoming owner and the apartment itself. The property is just a few blocks from downtown and highly walkable. I parked my car on Friday and did not use it again until Sunday when I left. The apartment is clean, nicely furnished and full of light. Anne provides alot of helpful info re: restaurants, etc. and makes sure you have everything to settle in.
Stayed 2 nights in Jan 2020

10/10 Excellent

Carol C.

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

A little piece of paradise!

I visited Mystic for a long weekend, as my daughter was studying at the Eugene O'Neill Theater Institute. I fell in love! The property was a perfect get-a-way... Anne was so welcoming. The location is amazing - I walked EVERYWHERE, took a sunset sailing cruise, rented a bike and visited multiple beaches... The apartment was perfect. Super clean, all of the needed amenities, parking... I woke up to birds chirping every morning. I STRONGELY recommend it!!!
Stayed 5 nights in Jul 2024

10/10 Excellent

Susan T.

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

Lovely

This was a lovely guesthouse for our 3 night getaway to Mystic. The host, Anne, met us when we arrived and helped us with our luggage and gave us a tour of the house. The house is very clean, well organized and had everything we needed including excellent air conditioning for those humid days we've been having. The walk into Mystic center takes about 10 minutes and is really a delightful walk. It's obvious that Anne and Ken put a lot of time and work into their lovely home and guesthouse. We would definitely stay here again.
Stayed 3 nights in Aug 2023

10/10 Excellent

Mike s.

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

Perfect

This guest suite was even better than pictured. Excellent location and absolutely beautiful. We would have lived there if that was an option. Anne was very communicative and gave excellent suggestions for food and things to do. The weather was cold and rainy during our stay, but we still managed to have a good time and enjoy cozy time in the apartment. If you are looking at this place, don’t even think about it just do it! Any time we come back to Mystic we would love to return.
Stayed 2 nights in Apr 2023

10/10 Excellent

Elizabeth B.

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

Fabulous Find in Mystic!

My husband and I were in Mystic for a wedding, but knew we wanted to stay a little bit removed from "all the action." This property was everything that we needed! Walking distance to everything in Mystic, and the neighborhood itself is so picturesque! I wish we had decided to stay in town for more than just a couple of days to enjoy the area more. Anne was the consummate hostess. From the day I booked to the time we checked out, she was just beyond exceptional. Easy to work with, accommodating, super knowledgeable about the area, and just a real pleasure to talk to. Regarding the property itself, it's the perfect little "home away from home." The decor and amenities that Anne has provided make it feel so much more personal than a hotel room; and anything she doesn't have, she will find for you. It was just enough space for the two of us for two days, and we could have been comfortable for a week. The property itself is extremely quiet and peaceful. Despite the fact that you're over a garage on the owner's property, you really feel like you have your own space. So much better than a hotel! We hope we can come up with another excuse to visit Mystic and stay here!
Stayed 2 nights in Jul 2019

10/10 Excellent

Alice T.

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

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

10/10 Excellent

Dorothy O.

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

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, check-in, communication, location, listing accuracy
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, check-in, communication, location, listing accuracy

Getaway

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

10/10 Excellent

Bryant E.

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

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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