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

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A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.
A stone-paved entrance with steps leading to a white door, surrounded by potted plants and a small garden.
A room with a white bench, a small table with a lamp, and a window with a view of greenery.
A bedroom with a large bed, wooden flooring, a dresser, a mirror, and a clock on the wall.
A porch with a blue door, white columns, and a stone floor.

Reviews

9.8 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
5 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Old Saybrook, CT
  • Place, Katharine Hepburn Cultural Arts Center
    ‪2 min drive‬
  • Place, General William Hart House
    ‪2 min drive‬
  • Place, Chalker Beach
    ‪3 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)
    ‪40 min drive‬

Rooms & beds

5 bedrooms (sleeps 8)

Bedroom 1 First Floor

1 King Bed

Bedroom 2 First Floor

1 Queen Bed

Bedroom 3 Front Upstairs

2 Double Beds

Bedroom 4--Middle upstairs

1 Single Bed and 1 Double Bed

Bedroom 5 Upstairs back bedroom

1 Double Bed and 2 Single Beds

2 bathrooms

Bathroom 2 Upstairs

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom First floor

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

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
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
∙ 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
∙ Board games
∙ Books
∙ Toys

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

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



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


🏷 2nd Floor

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


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

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

Bedroom #5
∙ Queen size bed
∙ 2 Single beds
∙ Premium mattress and comforter
∙ 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.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
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Pets

No pets allowed, service animals permitted
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to 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 rubbish
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.
Failure to complete these may result in a negative review from the host.
No smoking in the house or green house
Please keep the door to the house shut, either A/C
Please put things back where you have found them.

Important information

You need to know

Property # 179793
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 that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Old Saybrook

Located in Saybrook Manor, a neighbourhood in Old Saybrook, this holiday home is in a rural area and on a river. Essex Island Marina and Indian River Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Hammonasset Beach State Park and Connecticut Valley Railroad State Park Trail. Saybrook Country Barn and Katharine Hepburn Cultural Arts Center are also worth visiting. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the sledging and ice skating.
Map
Old Saybrook, CT

What's nearby

  • Katharine Hepburn Cultural Arts Center - 2 min drive - 2.2 km
  • Saybrook Country Barn - 2 min drive - 2.2 km
  • General William Hart House - 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

  • ‪Cumberland Farms - ‬10 min drive
  • ‪Dunkin' - ‬4 min drive
  • ‪Ashlawn Farm Coffee - ‬3 min drive
  • ‪Burger King - ‬2 min drive
  • ‪Little Pub - ‬5 min walk

Frequently asked questions

Is Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats pet-friendly?

No, only service animals are welcome at the property.

How much does it cost to stay at Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats?

As of 21 Aug, 2026, prices found for a 1-night stay for 2 adults at Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats on 20 Dec, 2026 start from S$1,848, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats?

On-site parking is available at the property.

What time is check-in at Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats?

Check-in begins at 4:00 PM.

What time is check-out at Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats?

Checkout is at 11:00 AM.

Where is Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats located?

Located in Saybrook Manor, this holiday home is within 1 mile (2 km) of General William Hart House and Katharine Hepburn Cultural Arts Center. Saybrook Country Barn and Stay and Play LLC are also within 2 miles (3 km).

About the host

Hosted by Yvette (owner) and Irina (Co-Host)

Host profile image

Why they chose this property

The neighborhood here feels very much like classic Old Saybrook—quiet, lived-in, and comfortably local. Within about a half mile you’ll notice a mix of long-time residents, retirees, and families, with people out walking dogs, heading to coffee, or meeting friends downtown. Main Street Old Saybrook is close by with small shops, Paperback Café, ice cream spots, and casual restaurants, plus The Kate for shows and events. The area is generally safe and relaxed, especially in the evenings, though you’ll notice some daytime traffic as this part of town connects people to beaches, the train station, and nearby villages. It’s not flashy or touristy—more of a real coastal town where things move at a steady pace and neighbors know their routines.

What makes this property unique

✓ Authentic 1795 historic estate with charm and quirks
✓ Private grounds, porches, firepit for gatherings
✓ Well-stocked kitchen, books, fireside spaces

Languages:

English

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