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Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

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Interior
5 bedrooms, desk, iron/ironing board, travel cot
Exterior detail
Interior
Exterior detail

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms2 bathroomsSleeps 14325 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Old Saybrook, CT
  • Place, Katharine Hepburn Cultural Arts Center
    ‪2 min drive‬
  • Place, Harvey's Beach
    ‪2 min drive‬
  • Place, Chalker Beach
    ‪3 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)
    ‪31 min drive‬

Room options

Similar properties

About the area

Old Saybrook

A stay at this vacation home places you in the heart of Old Saybrook, within a 5-minute drive of Saybrook Country Barn and General William Hart House. .This family-friendly vacation home is 1.4 mi (2.2 km) from Harvey's Beach and 1.4 mi (2.2 km) from Katharine Hepburn Cultural Arts Center.

What's nearby

  • Katharine Hepburn Cultural Arts Center - 2 min drive - 2.2 km
  • Saybrook Country Barn - 2 min drive - 2.2 km
  • Harvey's Beach - 2 min drive - 2.5 km
  • Stay and Play LLC - 2 min drive - 2.5 km
  • Chalker Beach - 3 min drive - 2.5 km

Getting around

  • Old Saybrook Station - 6 min drive
  • New London, CT (GON-Groton - New London) - 30 min drive

Restaurants

  • ‪McDonald's - ‬3 min walk
  • ‪The Essex - ‬3 min drive
  • ‪Starbucks - ‬2 min drive
  • ‪Burger King - ‬2 min drive
  • ‪James Farmacy Organic Cafe and Juice Bar - ‬3 min drive

About this property

Entire place

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

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Gather your people at our 1795 historic homestead near Coastal Connecticut, ideal for reunions, retreats & wedding weekends. Cook & linger in the well-stocked kitchen, read fireside or spread out across the private lawn and porches. A character-rich, memory-making home!

⭐ “Full of character, spacious and comfortable—our family loves coming back.” – Stephen

🏜 HIGHLIGHTS
✓ Authentic 1795 historic estate
✓ Private grounds, porches, firepit
✓ Well-stocked kitchen & cozy fireside spaces

THE SPACE

***Message us for weddings or other large events!***

Historic charm with private grounds, fireside rooms, porches, and a cook-ready kitchen.

🏷 Main Floor

Kitchen & Dining Room
∙ FULLY stocked kitchen w/plenty of counterspace for at-home baking and cooking
∙ Elegant KEUREG, coffee maker, tea kettle, blender and toaster
∙ Cooking oils and seasoning essentials
∙ Abundance of dishware, glassware and silverware, including children’s
∙ Full-sized fridge and freezer
∙ Gas stove and oven
∙ Microwave
∙ Airfryer
∙ Dishwasher
∙ Blender
∙ Slow cooker
∙ Dining room table, seating for 4

Living Room
∙ Smart TV
∙ Netflix, Prime Video, Disney Plus, Hulu, HBO and more
∙ Sound system
∙ Fireplace
∙ Ceiling fan
∙ Board games
∙ Books
∙ Toys

Bedroom #1 (Primary Bedroom)
∙ King size bed
∙ Premium mattress and comforter
∙ Smart TV
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers
∙ Books
∙ Mirror

Bedroom #2
∙ Queen size bed
∙ Premium mattress and comforter
∙ Smart TV
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers

Bedroom #3
∙ 2 Double beds
∙ Premium mattress and comforter
∙ Smart TV
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers
∙ Books

Bathroom #1 and Laundry Room
∙ GE high-efficiency washer/dryer
∙ Tide Free and Gentle
∙ Shower
∙ Single vanity and mirror
∙ Shampoo, conditioner and body soap
∙ Makeup washcloth

Bathroom #2
∙ Shower
∙ Bathtub
∙ Single vanity and mirror
∙ Shampoo, conditioner and body soap
∙ Makeup washcloth

🏷 2nd Floor

Bedroom #4
∙ Double bed
∙ Single bed
∙ Premium mattress and comforter
∙ Smart TV
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers

Bedroom #5
∙ Queen size bed
∙ 2 Single beds
∙ Premium mattress and comforter
∙ Smart TV
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers
∙ Ceiling fan
∙ Full-length mirror

Hallway
∙ Office table and chair

🏷 Outdoor Space(s)

Sunroom
∙ Large glass roof for natural sunlight
∙ Comfortable sofa
∙ Rocking chair

Backyard
∙ Firepit
∙ Outdoor seating
∙ Play area
∙ Picnic tables and umbrella

Balcony
∙ Outdoor seating
∙ Coffee table

Porch
∙ Enclosed porch
∙ Outdoor seating

🏷 Parking

∙ Room for 6 vehicles but can hold up to 50+ for large events (contact us for details)

🚘 Nearby

Main Street Shops & Boutiques (walking ~3 min): Charming local shopping, antiques, galleries and cafés in the heart of Old Saybrook.
Ashlawn Farm Coffee (drive ~2 min): Local favorite café with specialty coffee, pastries, sandwiches and outdoor seating.
Monkey Farm (drive ~3 min): Popular bar & grill with classic fare and laid-back vibe.
Paperback Cafe (drive ~3 min): Cozy breakfast/brunch spot with community favorites.
Swell (drive ~3 min): Highly rated acai & healthy café option on Main Street.
James Pharmacy Bed & Breakfast and Gelateria (drive ~4 min): Historic gelato and coffee stop with old-town charm.
Fresh Salt (drive ~5 min): Upscale seafood dining with seasonal and local offerings.
Cafe Toscana (drive ~4 min): Casual coffee & tea spot for daytime breaks.
Otter Cove Restaurant & Bar (drive ~7 min): Stylish gastropub with seasonal local menus.
Saybrook South Green & Historic Sites (drive ~5 min): Historic district featuring the Humphrey Pratt Tavern and heritage architecture.
The Kate – Katharine Hepburn Cultural Arts Center (drive ~4 min): Live theater, arts and tribute exhibits to the legendary actress.
Saybrook Breakwater Light (drive ~6 min): Iconic sparkplug lighthouse and peaceful waterfront setting.
Lynde Point Light (drive ~6 min): Historic Long Island Sound lighthouse ideal for photography and scenic views.
Old Saybrook Town Beach (drive ~7 min): Saltwater beach with seasonal swimming and sunbathing.
Harvey’s Beach (drive ~9 min): Popular sandy shore and summer gathering spot on Long Island Sound.
Crystal Lake Town Park (drive ~5 min): Community park with playgrounds, trails and open recreational space.

Tanger Outlets Westbrook (drive ~7 min): Outlet shopping with over 150 brands for fashion and gifts.
Rocky Neck State Park (drive ~15 min): Beach, camping, hiking and nature trails.
Hammonasset Beach State Park (drive ~26 min): Connecticut’s largest shoreline park with miles of sandy beach and boardwalk.
Essex Village (drive ~20 min): Historic small town with antique shops, riverfront views and dining (great half-day trip).

💡 Other things to note
✓ This is a true historic home, full of charm and character, which means you may notice older-home quirks that come with a property from the late 1700s.
✓ The home sits near a main road, so you may hear some traffic at times, though the yard and grounds feel private once you’re settled in.
✓ The beach is ~5 minute drive from the property.
✓ Some areas on the property are reserved for caretaking and maintenance use and aren’t accessible to guests.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and a DVD player is provided for your entertainment.
Enjoy recreation amenities such as a water park or take in the view from a garden. Additional amenities at this vacation home include a picnic area and barbecue grills.
Guests will find features like internet access and onsite parking.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • DVD player
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Picnic area
  • Yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board
  • Meal delivery service

Location highlights

  • In a rural location
  • In a village
  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea
  • On a river

Things to do

  • Optional golf privileges
  • Water park
  • Basketball nearby
  • 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
  • Rafting nearby
  • Sailing nearby
  • Sledding nearby
  • Snorkelling nearby
  • Snowmobiling nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Whale watching nearby
  • Windsurfing 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
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 3,500 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Please message when you leave since we have back-to-back Guests, and the cleaners need to get in to clean. Check-out is at 11:00 a.m. There are no exceptions.
Please clean Outdoor Grill and oven; please do not make the beds. The towels can be started in the washer if you have enough time. Furniture must be put back where you found it
*Pets must be strictly picked up after. *If you use the iron, please empty water from it. *Lint must be removed from the dryer after every use.

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 50
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, a first aid kit, and a deadbolt lock
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 recommended for transportation to and from this property

Property is also known as

Nathaniel Clarke House Sea Captain Estate 1795
Nathaniel Clarke House Sea Captain Estate 1795 Old Saybrook
Nathaniel Clarke House Sea Captain Estate 1795
Nathaniel Clarke Sea Captain Estate 1795 Old Saybrook
Nathaniel Clarke House: Sea Captain Estate, 1795 Old Saybrook
Nathaniel Clarke Sea Captain Estate 1795

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 119 out of 136 reviews
Rating 8 - Good. 12 out of 136 reviews
Rating 6 - Okay. 1 out of 136 reviews
Rating 4 - Poor. 3 out of 136 reviews
Rating 2 - Terrible. 1 out of 136 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Hayley T.

Liked: Cleanliness
Yvette was so communicative and made the stay great! The house was amazing and everything was cozy and comfortable. It was great for a group!
Stayed 3 nights in Jan 2026

10/10 Excellent

Todd R.

Liked: Cleanliness
Host was very responsive. We had a sizable snow storm on our checkout morning and Yvette offered for us to checkout late. As well as giving us updates on the plow arrival.
Stayed 4 nights in Dec 2025

10/10 Excellent

Karen B.

Liked: Cleanliness
This house was in a great location for our extended family Christmas gathering in Deep River. There was more than enough room for 3 adult couples and 2 older children tonstay comfortably & enjoy a cosy fire in fireplace one evening.
Stayed 2 nights in Dec 2025

10/10 Excellent

Rob C.

Liked: Cleanliness
Like a trip to 1800 but with AC. Amazing place. Didn’t want to leave, but will come back.
Stayed 1 night in Aug 2025

10/10 Excellent

ANN W., Baltimore, MD.

Liked: Cleanliness

Family weekend

The charming house was well furnished and well equipped. The host was responsive when there was a small issue about the backyard barbecue grill. We all enjoyed ourselves very much!
Stayed 4 nights in Jul 2025

10/10 Excellent

Ray S.

Liked: Cleanliness

Wonderful house

Great older house with everything you need to have a great time. Family event with 6 adults and 2 dogs enjoyed the house, the yard, and the area. Strongly recommend.
Stayed 5 nights in Jun 2025

10/10 Excellent

Karen H.

Liked: Cleanliness

Reunion of friends

We were a group of women who needed a place to gather. This house is a wonderful house. Full of beautiful art and plants. The side porch off the living room is a fabulous place to sit in the morning. Just a great place.
The porch/sun room where we gathered.
Another of the porch/sunroom.
Stayed 1 night in May 2025

2/10 Terrible

Kati Jo S.

Disliked: Cleanliness
The owner claimed 10k in property damage and refused to
Stayed 1 night in Apr 2025

10/10 Excellent

Elyssa R.

Liked: Cleanliness

Great time

Very much enjoyed our trip!
Stayed 1 night in Apr 2025

10/10 Excellent

jon b.

Stayed 1 night in Dec 2024

10/10 Excellent

Deana L.

Liked: Cleanliness

Wonderful Stay

We loved our stay!
Stayed 2 nights in Dec 2024

10/10 Excellent

Shari M.

Liked: Cleanliness

Lovely old historic New England home

We thoroughly enjoyed our stay...the historic home was a perfect New England getaway for our group of women.
Stayed 2 nights in Nov 2024

10/10 Excellent

Mark F.

Liked: Cleanliness

Charm of a historic home

This house is a reflection of the deep and impressive history of the property. There is a variety of art and artistic styles throughout to enjoy. A perfect place for a larger group and many local amenities nearby.
Stayed 2 nights in Nov 2024

8/10 Good

Elaine C., Stamford, CT

Liked: Cleanliness

Great Girl’s Weekend

At first glance, the outside of the house looked like it needed a little care. Once we got inside we appreciated the charm and history of this home. There was plenty of room for us. Beds and furniture was comfortable. Coffee, cream, bagels and water left for us was greatly appreciated. Yvette was easy to communicate with!
Stayed 2 nights in Nov 2024

8/10 Good

Melissa H.

Liked: Cleanliness

Fall Friends Weekend

Perfect for our fall weekend trip in Connecticut
Stayed 1 night in Nov 2024

10/10 Excellent

Kevin L.

Liked: Cleanliness

Old Saybrook Experience

If you want to experience an older historical New England home with creaky wood floors, antique door hardware and beautiful grounds, this is your place. The home has been upgraded to provide modern plumbing and wiring, but don’t expect an open concept modern home with large kitchen and huge en-suite with a 1700’s exterior, because such is not style of this home. The location is close to town and highways so you can easily travel to anywhere you want on the Central Connecticut coast. Yvette, our hostess, was easy to communicate with and very gracious. If I had any caution about this property, it would be accessibility. Like most historical homes, all entries into the home requires climbing stairs, and going to the upstairs bedrooms requires negotiating narrow staircases with taller steps than modern homes. Again, this is not a criticism of the home, but just a note to advise future guests with mobility issues to be sure they check out the floor plan and access points on this home before confirming a reservation. Overall, our family enjoyed the stay and I would consider this property again if I were to make a return trip to Old Saybrook.
Stayed 3 nights in Oct 2024

10/10 Excellent

jeff m.

Liked: Cleanliness

Nathaniel Clarke Homestead

Lovely old home with many nooks and crannies. Lots of comfortable sitting spots, indoors and out. Two bedrooms on the ground floor for family members that might be challenged by STEEP staircases. It's a lovely, interesting old home.
Stayed 3 nights in Oct 2024

10/10 Excellent

bob v.

Liked: Cleanliness

Large Family gathering

The home was built in the late 1700s so had its creaks, and sqeeky doors, but all the charm in the world and they provided everything we needed for our group of 10 and 20 additional familtly that came over for and outside gathering. Everyone was very impressed and the owners were very helpful and responsive sqcreaks creaks
Stayed 2 nights in Sep 2024

10/10 Excellent

Jim K.

Liked: Cleanliness

It's a great old house with lots of character!

We enjoyed the house and the grounds - the house was reportedly built in the late 1700's and has lots of character
Stayed 2 nights in Sep 2024

10/10 Excellent

Christina L.

Liked: Cleanliness

Amazing stay for our bride to be and friends!

7 of us ladies stayed at this property to celebrate a bride to be with some quality time. This house accommodated us perfectly; there was ample room for us. The close proximity to the beach was a huge plus! Yvette was also very communicative. Thank you so much, Yvette.
Stayed 2 nights in Aug 2024

10/10 Excellent

Kathy W.

Liked: Cleanliness

Nice setting for a family reunion

We hosted a family reunion at this property and it was a perfect choice, with its large level shaded yard - just right for chairs, tables, tents, and lawn games. The house was comfortable for our immediate family of eight, and one of the hotels down the road provided a discounted block of rooms for all other out of town family. I highly recommend it for anyone looking to have the same type celebration.
Stayed 3 nights in Jul 2024

10/10 Excellent

Susannah A.

Liked: Cleanliness

Perfect family vacation!

We absolutely loved this property. It was homey, charming, well stocked, and close to everything.
Stayed 8 nights in Aug 2024

10/10 Excellent

Michele L., Mahopac

Liked: Cleanliness

Great girls trip!

We had a nice time in this lovely home! Nice location, plenty of beds, and great communication from the host!
Stayed 1 night in Jul 2024

10/10 Excellent

Alma M.

Liked: Cleanliness

Beautiful historic home

Charming place to stay and experience New England living. A comfortable place to stay with family. It has everything you need.
Stayed 4 nights in Jul 2024

10/10 Excellent

Emily H.

Liked: Cleanliness

Wedding Weekend Stay

The property and house are wonderful and fit our group of 10 friends perfectly! It was a great place for us to gather before celebrating a dear friends wedding down the road. We loved the green house room at night and we’re able to hang outside during the day. Highly recommend!
Stayed 2 nights in Jun 2024