Mystic, CT

Fair Winds | Twin Charmer Walk to Downtown Mystic!

2 bedrooms2 beds1.5 baths4 guests5.0 (6)

About the property

A peaceful retreat with a timeless aura, this revamped 19th century home is brimming with oldschool charm - combining classical New England architecture with a contemporary design. The interior is sure to impress, featuring 1,104 sq. feet of brand new, top-of-the-line amenities & furnishings oozing a high-class appeal that you'll admire. The true gem of our house is in the backyard, a serene space surrounded by towering treetops as well as a firepit and BBQ grill to enjoy outdoor cookouts.

The Space
Welcome to Fair Winds! This stunning 2 bedroom colonial era house rests on a 10,000 square foot lot - providing families and small groups an abundance of space for a bonding vacation or couples seeking a secluded romantic getaway.

As you make your way inside, a mesmerizing array of superb amenities await you. From the plush sectional couch and rustic hardwood flooring to the assemblage of adorable wall decorations and intricately placed fixtures emanating cozy vibes.

The palpable tranquillity of our expansive estate is sure to bring you and your loved ones with the relaxation you desire, offering plenty of opportunity to unplug and maximize your well-earned vacation:
Treat yourself to an entertaining evening watching TV shows and movies from the comfort of the couch with the capacity to log in to your favorite streaming services.
Get the house nice and toasty by lighting up a fire at the indoor gas operated fireplace.
Fire up the BBQ grill at the outdoor patio on sunnier days or roast marshmallows by the firepit under the twinkling stars at night.
For those talented in the musical arts, grab the guitar and liven up the mood playing your favorite tune! Just not Stairway. Or Wonderwall.
Set up a board game on the dining table and enjoy an evening of laughter and enthusiasm with Catan, Sequence, Chess, Checkers, and One Night Ultimate Werewolf to choose from!
Take a short walk over to Downtown Mystic where you can see breath-taking views of the Mystic River, visit an eclectic range of boutique shops, and indulge in a slew of buzzing restaurants and bars!

For those who want to let their inner chef shine, look no further than our fully equipped, modernized kitchen. Wend your way through and bask in the touches of luxury in this inspiring space, benefitting from skylights that beautifully illuminate the room with natural light.

You will certainly appreciate the ample storage space in the cabinetry, as well as the sleek countertops and access to high quality tools and appliances for ease of cooking. No matter if you need to prepare breakfast, lunch, or dinner you'll have no problem producing MasterChef quality meals using our:
Full size refrigerator
Stainless steel oven and stove
Microwave and toaster
Cutting board, spoons, knives, spatulas and other cooking utensils
Blender
Salt, pepper and spices
Plates, bowls, glasses, mugs, and cutlery.
Dishwasher to avoid cleaning a heaping pile of dishes
Complementary coffee machine to start your day off with a gentle boost

If you wish to treat your tastebuds elsewhere, have peace of mind that a diverse range of international and local cuisines are within a short 10-15 minute walk or drive away. Choose from Mexican, Japanese, Italian, Thai, as well as a number of seafood and steak restaurants guaranteed to satisfy.

Ready for some rest and relaxation? Well, get ready to sleep on cloud 9! Take refuge in the privacy of your own room for some much needed downtime, whether it be reading a book with a dimly lit lamp or retiring for the night.

Our dedication to wellness ensures you will rejuvenate your mind & body as you lay in the comfort of our memory foam mattresses. Each bedroom is fitted with only the finest cotton linens, delicate blankets, and pillows as soft as clouds designed carrying the promise of sweet dreams. A total of 4 guests can fall asleep comfortably here, and feature:
Bedroom 1: A Queen size mattress with dual nightstands, a cozy rug, a chest of drawers, and a shared bathroom in the hallway.
Bedroom 2: A Queen size mattress with one nightstand, with a shared bathroom in the hallway.
Each bedroom also contains room darkening shades, blocking out the sun and minimizing and outside distractions, ensuring an enhanced sleep cycle.

After a long day of exploring the sites at places like Downtown Mystic or Stonington, take pleasure in occupying our immaculate bathroom to rid you of the days fatigue. The bathroom is fully stocked with all the essentials you need to refresh and revitalize your body before dozing off to dream about your next day's adventure, including:
Hair dryer
Shampoo
Body soap
Hand soap
Towels
Sink vanity to store your bathroom supplies

Property Features
Keep reading to learn more about our extra benefits and start planning your trip to Mystic, CT today!
✓ We prioritize your health and safety by implementing a rigorous and thorough cleaning routine - including sanitizing countertops, doorknobs, bathrooms, and other high contact areas.
✓ Washer and Dryer Unit: For those who plan on booking for longer length stays, the washer and dryer will come in handy when it comes time to do your laundry.
✓ Work from Home: If you can't escape your work schedule, get your productivity levels maximized with our high speed internet and dedicated desk space.
✓ Self Check-in: Enjoy a seamless check in any time after 4:00 PM using the smart lock. A keycode will be assigned to you on the day of your arrival.
✓ Free Parking: Our driveway has ample space to safely park multiple vehicles of any size, whether it be an SUV, minivan, truck, or sedan.

Top Rated Attractions
Relish in the historic seaside vibes and New England charm of Mystic and nearby Stonington - a famed maritime town known to be one of the most beautiful small towns in the USA! (Architectural Digest, 2022).

The Mystic Seaport Museum is one not to miss. Located just under 10 minutes away by foot, this museum is known as the USA's leading maritime research facilities - featuring more than 500 watercraft and vessels of which 4 are designated in the National Historic Landmark registry! This includes Charles W. Morgan which is the oldest - yes that's right THE oldest - commercial ship still afloat in the United States today. This ship has embarked on 37 voyages in pursuit of whales of all types, having successfully navigated through the hostile, frozen conditions in the Arctic and survived countless storms around Cape Horn.

For those who appreciate fine wine and dining, there are a number of award winning vineyards for you to discover. We recommend Saltwater Farm Vineyard - a beautiful 108 acre estate borderingthe Connecticut shoreline where 6 varieties of grapes are grown. If you’re in search for some vitaminsea, look no further than Dubois beach located just opposite the Stonington Lighthouse Museum.

Have a look below to see more attractions and natural beauty for you to explore!
Sightseeing and Top Rated Attractions:
Mystic Seaport Museum (0.4 miles) 9-minute walk
Mystic River Bascule Bridge (0.5 miles) 10-minute walk
Via Emilia (0.6 miles) 11-minute walk
Charles W. Morgan (0.7 miles) 3-minute drive
Mystic Museum of Art (0.8 miles) 4-minute drive
Knox Preserve - Avalonia Land Conservancy (1.7 miles) 5-minute drive
Mystic Aquarium (1.8 miles) 5-minute drive
Tree Trails Adventures Mystic (3.1 miles) 8-minute drive
Captain Nathaniel B. Palmer House Museum (3.7 miles) 7-minute drive
Saltwater Farm Vineyard (4.5 miles) 9-minute drive
The Stonington Lighthouse Museum (4.8 miles) 13-minute drive
Dubois Beach (4.8 miles) 13-minute drive
Stonington Vineyards (7.1 miles) 13-minute drive

Locations and Distances
Supermarkets and Shopping:
CVS (0.3 miles) 6-minute walk
Mystic Market East (0.6 miles) 3-minute drive
Big Y World Class Market (1.1 miles) 4-minute drive
Big Y Pharmacy and Wellness Center (1.1 miles) 4-minute drive
Olde Mistick Village (1.5 miles) 4-minute drive
Franklin's General Store (1.6 miles) 5-minute drive
McQuade's Marketplace (1.7 miles) 5-minute drive
Wehpittituck Farmers Market (2.1 miles) 5-minute drive
Stonington Village Farmers Market (4.4 miles) 10-minute drive
Groton Shopping Center (8.8 miles) 13-minute drive

Restaurants and Bars (all rated 4.5 stars or above):
Taquerio (0.4 miles) 7-minute walk
Pasta Fresca & Piadina (0.4 miles) 7-minute walk
S&P Oyster Restaurant and Bar (0.5 miles) 9-minute walk
Mystic Royal Restaurant (0.5 miles) 10-minute walk
Friar Tuck's Tavern (0.8 miles) 3-minute drive
Stonington Pizza Palace (3.2 miles) 6-minute drive
Ford's Lobsters (3.5 miles) 10-minute drive
Dog Watch Café (4.3 miles) 9-minute drive
Water Street Café (4.4 miles) 10-minute drive
Breakwater (4.6 miles) 12-minute drive
Aroy Fine Thai Cuisine (6.9 miles) 12-minute drive
Koi Japanese Cuisine (8.5 miles) 15-minute drive​​​

Mystic is easily accessible by way of car on I-95 and CT route 27. Also, Amtrak runs Northeast Regional trains daily from New York City to Boston along the coastline route all the way to Mystic. The train from New York City to Mystic is about 3 hours while the one from Boston is just 1.5 hours.
In terms of getting around once guests are already in Mystic, the area is very pedestrian-friendly and accessible.

This property and its neighboring twin are available to be rented together for those needing both houses for their guests!
The properties share parking and can fit about 4 cars.

A peaceful retreat with a timeless aura, this revamped 19th century home is brimming with oldschool charm - combining classical New England architecture with a contemporary design. The interior is sure to impress, featuring 1,104 sq. feet of brand new, top-of-the-line amenities & furnishings oozing a high-class appeal that you'll admire. The true gem of our house is in the backyard, a serene space surrounded by towering treetops as well as a firepit and BBQ grill to enjoy outdoor cookouts.

The Space
Welcome to Fair Winds! This stunning 2 bedroom colonial era house rests on a 10,000 square foot lot - providing families and small groups an abundance of space for a bonding vacation or couples seeking a secluded romantic getaway.

As you make your way inside, a mesmerizing array of superb amenities await you. From the plush sectional couch and rustic hardwood flooring to the assemblage of adorable wall decorations and intricately placed fixtures emanating cozy vibes.

The palpable tranquillity of our expansive estate is sure to bring you and your loved ones with the relaxation you desire, offering plenty of opportunity to unplug and maximize your well-earned vacation:
Treat yourself to an entertaining evening watching TV shows and movies from the comfort of the couch with the capacity to log in to your favorite streaming services.
Get the house nice and toasty by lighting up a fire at the indoor gas operated fireplace.
Fire up the BBQ grill at the outdoor patio on sunnier days or roast marshmallows by the firepit under the twinkling stars at night.
For those talented in the musical arts, grab the guitar and liven up the mood playing your favorite tune! Just not Stairway. Or Wonderwall.
Set up a board game on the dining table and enjoy an evening of laughter and enthusiasm with Catan, Sequence, Chess, Checkers, and One Night Ultimate Werewolf to choose from!
Take a short walk over to Downtown Mystic where you can see breath-taking views of the Mystic River, visit an eclectic range of boutique shops, and indulge in a slew of buzzing restaurants and bars!

For those who want to let their inner chef shine, look no further than our fully equipped, modernized kitchen. Wend your way through and bask in the touches of luxury in this inspiring space, benefitting from skylights that beautifully illuminate the room with natural light.

You will certainly appreciate the ample storage space in the cabinetry, as well as the sleek countertops and access to high quality tools and appliances for ease of cooking. No matter if you need to prepare breakfast, lunch, or dinner you'll have no problem producing MasterChef quality meals using our:
Full size refrigerator
Stainless steel oven and stove
Microwave and toaster
Cutting board, spoons, knives, spatulas and other cooking utensils
Blender
Salt, pepper and spices
Plates, bowls, glasses, mugs, and cutlery.
Dishwasher to avoid cleaning a heaping pile of dishes
Complementary coffee machine to start your day off with a gentle boost

If you wish to treat your tastebuds elsewhere, have peace of mind that a diverse range of international and local cuisines are within a short 10-15 minute walk or drive away. Choose from Mexican, Japanese, Italian, Thai, as well as a number of seafood and steak restaurants guaranteed to satisfy.

Ready for some rest and relaxation? Well, get ready to sleep on cloud 9! Take refuge in the privacy of your own room for some much needed downtime, whether it be reading a book with a dimly lit lamp or retiring for the night.

Our dedication to wellness ensures you will rejuvenate your mind & body as you lay in the comfort of our memory foam mattresses. Each bedroom is fitted with only the finest cotton linens, delicate blankets, and pillows as soft as clouds designed carrying the promise of sweet dreams. A total of 4 guests can fall asleep comfortably here, and feature:
Bedroom 1: A Queen size mattress with dual nightstands, a cozy rug, a chest of drawers, and a shared bathroom in the hallway.
Bedroom 2: A Queen size mattress with one nightstand, with a shared bathroom in the hallway.
Each bedroom also contains room darkening shades, blocking out the sun and minimizing and outside distractions, ensuring an enhanced sleep cycle.

After a long day of exploring the sites at places like Downtown Mystic or Stonington, take pleasure in occupying our immaculate bathroom to rid you of the days fatigue. The bathroom is fully stocked with all the essentials you need to refresh and revitalize your body before dozing off to dream about your next day's adventure, including:
Hair dryer
Shampoo
Body soap
Hand soap
Towels
Sink vanity to store your bathroom supplies

Property Features
Keep reading to learn more about our extra benefits and start planning your trip to Mystic, CT today!
✓ We prioritize your health and safety by implementing a rigorous and thorough cleaning routine - including sanitizing countertops, doorknobs, bathrooms, and other high contact areas.
✓ Washer and Dryer Unit: For those who plan on booking for longer length stays, the washer and dryer will come in handy when it comes time to do your laundry.
✓ Work from Home: If you can't escape your work schedule, get your productivity levels maximized with our high speed internet and dedicated desk space.
✓ Self Check-in: Enjoy a seamless check in any time after 4:00 PM using the smart lock. A keycode will be assigned to you on the day of your arrival.
✓ Free Parking: Our driveway has ample space to safely park multiple vehicles of any size, whether it be an SUV, minivan, truck, or sedan.

Top Rated Attractions
Relish in the historic seaside vibes and New England charm of Mystic and nearby Stonington - a famed maritime town known to be one of the most beautiful small towns in the USA! (Architectural Digest, 2022).

The Mystic Seaport Museum is one not to miss. Located just under 10 minutes away by foot, this museum is known as the USA's leading maritime research facilities - featuring more than 500 watercraft and vessels of which 4 are designated in the National Historic Landmark registry! This includes Charles W. Morgan which is the oldest - yes that's right THE oldest - commercial ship still afloat in the United States today. This ship has embarked on 37 voyages in pursuit of whales of all types, having successfully navigated through the hostile, frozen conditions in the Arctic and survived countless storms around Cape Horn.

For those who appreciate fine wine and dining, there are a number of award winning vineyards for you to discover. We recommend Saltwater Farm Vineyard - a beautiful 108 acre estate borderingthe Connecticut shoreline where 6 varieties of grapes are grown. If you’re in search for some vitaminsea, look no further than Dubois beach located just opposite the Stonington Lighthouse Museum.

Have a look below to see more attractions and natural beauty for you to explore!
Sightseeing and Top Rated Attractions:
Mystic Seaport Museum (0.4 miles) 9-minute walk
Mystic River Bascule Bridge (0.5 miles) 10-minute walk
Via Emilia (0.6 miles) 11-minute walk
Charles W. Morgan (0.7 miles) 3-minute drive
Mystic Museum of Art (0.8 miles) 4-minute drive
Knox Preserve - Avalonia Land Conservancy (1.7 miles) 5-minute drive
Mystic Aquarium (1.8 miles) 5-minute drive
Tree Trails Adventures Mystic (3.1 miles) 8-minute drive
Captain Nathaniel B. Palmer House Museum (3.7 miles) 7-minute drive
Saltwater Farm Vineyard (4.5 miles) 9-minute drive
The Stonington Lighthouse Museum (4.8 miles) 13-minute drive
Dubois Beach (4.8 miles) 13-minute drive
Stonington Vineyards (7.1 miles) 13-minute drive

Locations and Distances
Supermarkets and Shopping:
CVS (0.3 miles) 6-minute walk
Mystic Market East (0.6 miles) 3-minute drive
Big Y World Class Market (1.1 miles) 4-minute drive
Big Y Pharmacy and Wellness Center (1.1 miles) 4-minute drive
Olde Mistick Village (1.5 miles) 4-minute drive
Franklin's General Store (1.6 miles) 5-minute drive
McQuade's Marketplace (1.7 miles) 5-minute drive
Wehpittituck Farmers Market (2.1 miles) 5-minute drive
Stonington Village Farmers Market (4.4 miles) 10-minute drive
Groton Shopping Center (8.8 miles) 13-minute drive

Restaurants and Bars (all rated 4.5 stars or above):
Taquerio (0.4 miles) 7-minute walk
Pasta Fresca & Piadina (0.4 miles) 7-minute walk
S&P Oyster Restaurant and Bar (0.5 miles) 9-minute walk
Mystic Royal Restaurant (0.5 miles) 10-minute walk
Friar Tuck's Tavern (0.8 miles) 3-minute drive
Stonington Pizza Palace (3.2 miles) 6-minute drive
Ford's Lobsters (3.5 miles) 10-minute drive
Dog Watch Café (4.3 miles) 9-minute drive
Water Street Café (4.4 miles) 10-minute drive
Breakwater (4.6 miles) 12-minute drive
Aroy Fine Thai Cuisine (6.9 miles) 12-minute drive
Koi Japanese Cuisine (8.5 miles) 15-minute drive​​​

Mystic is easily accessible by way of car on I-95 and CT route 27. Also, Amtrak runs Northeast Regional trains daily from New York City to Boston along the coastline route all the way to Mystic. The train from New York City to Mystic is about 3 hours while the one from Boston is just 1.5 hours.
In terms of getting around once guests are already in Mystic, the area is very pedestrian-friendly and accessible.

This property and its neighboring twin are available to be rented together for those needing both houses for their guests!
The properties share parking and can fit about 4 cars.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 3, 2026$472Not Available3
Jul 4, 2026$483Not Available3
Jul 5, 2026$361Not Available3
Jul 6, 2026$319Not Available3
Jul 7, 2026$387Not Available3
Jul 8, 2026$358Not Available3
Jul 9, 2026$428Not Available3
Jul 10, 2026$500Not Available3
Jul 11, 2026$500Not Available3
Jul 12, 2026$472Not Available3
Jul 13, 2026$402Not Available3
Jul 14, 2026$406Not Available3
Jul 15, 2026$455Not Available3
Jul 16, 2026$477Not Available3
Jul 17, 2026$500Not Available3
Jul 18, 2026$500Not Available3
Jul 19, 2026$439Not Available3
Jul 20, 2026$429Not Available3
Jul 21, 2026$492Not Available3
Jul 22, 2026$492Not Available3
Jul 23, 2026$500Not Available3
Jul 24, 2026$500Not Available3
Jul 25, 2026$500Not Available3
Jul 26, 2026$500Not Available3
Jul 27, 2026$500Not Available3
Jul 28, 2026$463Not Available3
Jul 29, 2026$474Not Available3
Jul 30, 2026$500Not Available3
Jul 31, 2026$500Available3
Aug 1, 2026$500Available3
Aug 2, 2026$500Available3
Aug 3, 2026$361Available5
Aug 4, 2026$353Available5
Aug 5, 2026$365Available5
Aug 6, 2026$427Available5
Aug 7, 2026$500Available5
Aug 8, 2026$500Available5
Aug 9, 2026$392Available5
Aug 10, 2026$387Available5
Aug 11, 2026$373Available5
Aug 12, 2026$370Available5
Aug 13, 2026$425Available5
Aug 14, 2026$500Available5
Aug 15, 2026$500Available5
Aug 16, 2026$395Available5
Aug 17, 2026$384Available5
Aug 18, 2026$409Available5
Aug 19, 2026$375Available5
Aug 20, 2026$421Available5
Aug 21, 2026$500Available5
Aug 22, 2026$500Available5
Aug 23, 2026$392Available5
Aug 24, 2026$357Available5
Aug 25, 2026$347Available5
Aug 26, 2026$346Available5
Aug 27, 2026$425Available5
Aug 28, 2026$500Available5
Aug 29, 2026$500Available5
Aug 30, 2026$372Available5
Aug 31, 2026$305Available5
Sep 1, 2026$281Available3
Sep 2, 2026$350Available3
Sep 3, 2026$416Available3
Sep 4, 2026$500Available3
Sep 5, 2026$500Available3
Sep 6, 2026$500Available3
Sep 7, 2026$337Available3
Sep 8, 2026$401Available3
Sep 9, 2026$332Available3
Sep 10, 2026$387Available3
Sep 11, 2026$500Available3
Sep 12, 2026$500Available3
Sep 13, 2026$383Available3
Sep 14, 2026$339Available3
Sep 15, 2026$318Available3
Sep 16, 2026$333Available3
Sep 17, 2026$402Available3
Sep 18, 2026$500Available3
Sep 19, 2026$500Available3
Sep 20, 2026$402Available3
Sep 21, 2026$338Available3
Sep 22, 2026$335Available3
Sep 23, 2026$339Available3
Sep 24, 2026$487Available3
Sep 25, 2026$500Available3
Sep 26, 2026$500Available3
Sep 27, 2026$387Available3
Sep 28, 2026$328Available3
Sep 29, 2026$321Available3
Sep 30, 2026$334Available3
Oct 1, 2026$402Available3

Amenities

Beach access
Fire pit
Air conditioning
Carbon monoxide detector
Washer
Dryer
Fire extinguisher
First aid kit

5.0 · 6 reviews

H
Happy Guest
November 2025

This is the second time we’ve stayed in the house. We love everything about it. Location, cleanliness, and Jason’s quick responses. My husband recently had open heart surgery and we needed a place to just relax and this was PERFECT!

H
Happy Guest
September 2025

Very charming house walkable to town with all needed amenities. Highly recommended!

H
Happy Guest
September 2025

The house is amazing. Very close to the town center. Great walkable area. The AC a bit loud in the bedrooms, but we opened the windows and didn’t use it at night.

Where you'll be

Mystic, CT, 06378, USA

Immerse yourself in the maritime heritage and coastal elegance of Mystic, where historic landmarks and refined local culture converge. Steps away, you can explore the renowned Mystic Seaport Museum or indulge in waterfront fine dining at S&P Oyster Restaurant and Bar. Nearby, discover the charming boutiques of Olde Mistick Village and the world-class exhibits of the Mystic Aquarium, or take a short drive to experience

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 11:00 AM.
Maximum 4 guests.