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Romantic Guesthouse in Historic Downtown Waterfront District!

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Stunning two-story home with a charming front porch and beautifully manicured lawn.
Cozy living area with a high ceiling, wooden floor, and plush furnishings.
Cozy living space with a sofa, armchair, and dining table for four, plus a kitchenette with microwave, stove, and refrigerator.
Rent kayaks at Mystic River Adventure Co. and explore the surrounding waters.
Stroll through a charming neighborhood with a beautiful flowering tree and a well-maintained home.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Outdoor Space
  • Free WiFi

Explore the area

Map
Mystic, CT
  • Mystic Seaport - The Museum of America and the Sea
    ‪17 min walk‬
  • Mystic Seaport
    ‪1 min drive‬
  • Mystic Aquarium and Institute for Exploration
    ‪4 min drive‬
  • Block Island, RI (BID-Block Island State)
    ‪149 min drive‬

Room options

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About the neighborhood

Mystic

Seaside stay .Within a 10-minute walk of the vacation home, you'll find Mystic Arts Center and Mystic River Bascule Bridge. Also, Mystic Downtown Marina is within half a mile (1 km) and Mystic Seaport is within 2 miles (3 km).
View more Guest Houses in MysticOpens in a new window

What's nearby

  • Mystic Downtown Marina - 13 min walk - 0.7 miles
  • Mystic Seaport - The Museum of America and the Sea - 17 min walk - 0.9 miles
  • Mystic Seaport - 1 min drive - 0.3 miles
  • Olde Mistick Village - 4 min drive - 1.6 miles
  • Mystic Aquarium and Institute for Exploration - 4 min drive - 1.8 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Mystic Pizza - ‬8 min walk
  • ‪Andiamo - ‬5 min drive
  • ‪Sift Bake Shop - ‬8 min walk
  • ‪Mystic Drawbridge Ice-Cream - ‬9 min walk

About this property

Entire place

You'll have the entire place to yourself and will only share it with other guests in your party.

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!


Property manager

Anne Esposito

Languages

English

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  • Air conditioning
  • Outdoor Space
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Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car not required
  • Onsite parking includes off-street options

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Garden
  • Outdoor furniture

Laundry

  • Laundromat nearby

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Meal delivery service

Location highlights

  • In a village
  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Optional golf privileges
  • Birdwatching nearby
  • Casino nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Sailing nearby
  • Scuba diving nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Property does not allow children
  • Unit size: 600 square feet

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

  • No pets 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
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

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

How close is Romantic Guesthouse in Historic Downtown Waterfront District! to the airport?

This vacation home is 7.3 mi (16-min drive) away from the New London, CT (GON-Groton - New London) airport, the closest popular airport to the property.

Does Romantic Guesthouse in Historic Downtown Waterfront District! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Romantic Guesthouse in Historic Downtown Waterfront District! to the beach?

This vacation home is 13.5 mi (29-min drive) from Ocean Beach Park and 14.4 mi (30-min drive) from Misquamicut State Beach. Don't forget your sunscreen!

Does Romantic Guesthouse in Historic Downtown Waterfront District! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Romantic Guesthouse in Historic Downtown Waterfront District!?

No, there is no casino at this vacation home, but Rainmaker Casino (20-min drive) and Foxwoods Resort Casino (22-min drive) are nearby.

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

Check-in begins at 3:00 PM.

Is there free parking at Romantic Guesthouse in Historic Downtown Waterfront District!?

Free parking is not available at this vacation home.

Does Romantic Guesthouse in Historic Downtown Waterfront District! have a pool?

This vacation home does not have a pool.

Does Romantic Guesthouse in Historic Downtown Waterfront District! have a spa?

There are no spa services available at this vacation home.

How close is Romantic Guesthouse in Historic Downtown Waterfront District! to downtown Mystic?

This vacation home is 0.4 mi away from Mystic.

Romantic Guesthouse in Historic Downtown Waterfront District! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 176 out of 182 reviews
Rating 8 - Good. 4 out of 182 reviews
Rating 6 - Okay. 2 out of 182 reviews
Rating 4 - Poor. 0 out of 182 reviews
Rating 2 - Terrible. 0 out of 182 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

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

Traveled 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

10/10 Excellent

Traci L.

Liked: Cleanliness

Cozy and romantic

What a lovely stay! Location is convenient to down town. Large bathroom, clean and comfy sitting/TV area, everything you need to cook and a comfy bedroom! We loves our stay and cant wait to come again!
Stayed 2 nights in Feb 2025

10/10 Excellent

Heidi T.

Liked: Cleanliness

Perfect spot

So cozy, like home. Easy walking to downtown! The owners are wonderful!
Stayed 2 nights in Jan 2025

10/10 Excellent

Stephanie S.

Liked: Cleanliness

Mystic Holiday

We had a wonderful stay at the Cliff Guesthouse. The house has a well equipped kitchen, large shower, comfortable living room and bedroom. The location is great for exploring Mystic. We were able to catch up on some well deserved rest and relaxation after the holidays. I would highly recommend staying here if you are visiting the area.
Stayed 4 nights in Dec 2024

10/10 Excellent

Tyler G.

Liked: Cleanliness

Birthday getaway

Excellent cozy space! Great location, can walk to downtown Mystic. Very nice interactions with host!
Stayed 2 nights in Dec 2024

10/10 Excellent

Diana

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Charming space above garage with lots of privacy. Very nicely appointed. Walk to stores and restaurants.
Stayed 3 nights in Oct 2024

10/10 Excellent

Henry, Milford

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
We could not have asked for a better experience! Anne was extremely hospitable and friendly. Would definitely recommend!
Stayed 2 nights in Oct 2024

10/10 Excellent

Ron

Liked: Cleanliness, property conditions & facilities
Stayed 5 nights in Oct 2024

10/10 Excellent

Robin H.

Liked: Cleanliness

Wonderful in so many ways!

I found the Cliffside Guesthouse to be lovely inside and out. It is in a very quiet and peaceful location. It is clean, comfortable and very well kept. The host was very responsive and I would definitely stay here again. The host, Anne, met me when I first arrived and explained all the things relative to the workings of the usual appliances, as well as the AC/heat, parking, etc. She really made me feel comfortable and made herself available for any questions. There was coffee for the first morning, which was very much appreciated and an extra bonus is the parking is on property! Also, I was grateful for the extended check-out time. The Guesthouse is in such a great part of Mystic making it a quick walk (10-15 mins) to the center of Mystic with its restaurants, shops, and, my favorite, the Mystic Bascule bridge. It just a short drive (6-8 mins) to the Mystic Seaport Museum. On my very first morning I opened the door to the little balcony and sat at the dining table with my coffee and did some very easy birdwatching as the birds sang and flitted in and out of a nearby tree. It would have been nice if I had remembered my binoculars! Thank you, for the wonderful stay that made my weekend absolutely perfect!
Stayed 2 nights in Oct 2024

10/10 Excellent

Mike S.

Liked: Cleanliness

Absolute Gem in Mystic CT

Over the years we have had numerous stays in Mystic CT but by FAR, the Cliffside Guest House was the absolute best. Sweet one bedroom apartment within walking distance of all the restaurants, shops, attractions, located in the historic district of Mystic. Yes, walking distance and that is HUGE in crowded Mystic. But I have to give a shout out to the owner, Anne. She thought of EVERYTHING to make sure we were comfortable. Adequate storage space, Walk in closet (with hangers), Umbrella's at the ready. Lovely comfortable bed. Beautifully decorated. Anne greeted us at the door, showed us the ropes and was always available (on site!) for questions or recommendations. We have done numerous numerous VRBO's in our travels but Anne and Cliffside Guesthouse is the 100% BEST, no question about it. Thank you Anne (and Ken) for your kind hospitality and vision. We will be back! (we took your card:) )
Stayed 6 nights in Sep 2024

10/10 Excellent

Melissa W.

Liked: Cleanliness

Wonderful location and hosts!

The location was beautiful nestled in a small quiet neighborhood yet walking distance to town. The listing was exactly as described… no surprises! The hosts were wonderful and so inviting and helpful! I enjoyed my morning talk with Anne. We would definitely recommend!
Stayed 2 nights in Sep 2024

10/10 Excellent

Joseph M.

Liked: Cleanliness

Wedding weekend

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

10/10 Excellent

Lisa K.

Liked: Cleanliness

Fantastic stay in Mystic

Amazing location and beautiful property! Close to the river, shops and restaurants. We were in town for the art festival, which we really enjoyed as well. Annie was so helpful in recommending restaurants and spas nearby. Thank you for a great weekend getaway!
Stayed 2 nights in Aug 2024