Entire home
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Photo gallery for Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats





Reviews
9.8 out of 10
Exceptional
5 bedrooms2 bathroomsSleeps 8325.2 sq m
Popular amenities
Explore the area

Old Saybrook, CT
- Place, Katharine Hepburn Cultural Arts Center2 min drive
- Place, Harvey's Beach2 min drive
- Place, Chalker Beach3 min drive
- Airport, New Haven, CT (HVN-Tweed - New Haven Regional)31 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
Bedroom #3
∙ 2 Double beds
∙ Premium mattress and comforter
∙ 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
∙ 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.
⭐ “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
Bedroom #3
∙ 2 Double beds
∙ Premium mattress and comforter
∙ 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
∙ 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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
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- Kitchen
- Washing machine
- Dryer
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9.6 out of 10, Exceptional, (43 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed: family gatherings, birthday parties, weddings
Pets
No pets allowed, service animals permitted
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.
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 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
We should mention
A car is recommended for transport to and from this property
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 Connecticut Valley Railroad State Park Trail and Ferry Landing State Park. Saybrook Country Barn and Stay and Play LLC are also worth visiting. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the sledging and snowmobiling.

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
- 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
Restaurants
- McDonald's - 3 min walk
- The Essex - 3 min drive
- Burger King - 2 min drive
- Starbucks - 2 min drive
- Dunkin' - 2 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.6/10
Cleanliness
9.6/10
Check-in
9.8/10
Communication
9.4/10
Location
9.6/10
Listing accuracy
Reviews
25 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jan 2026
10/10 Excellent
Karen B.
26 December 2025
Liked: Cleanliness, communication, listing accuracy
Karen B.
Stayed 2 nights in Dec 2025
10/10 Excellent
Todd R.
21 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Todd R.
Stayed 4 nights in Dec 2025
10/10 Excellent
Deana L.
3 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Stay
Deana L.
Stayed 2 nights in Dec 2024
10/10 Excellent
Rob C.
15 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rob C.
Stayed 1 night in Aug 2025
10/10 Excellent
Elyssa R.
16 April 2025
Liked: Cleanliness, check-in, location, listing accuracy
Great time
Elyssa R.
Stayed 1 night in Apr 2025
10/10 Excellent
Ray S.
8 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful house
Ray S.
Stayed 5 nights in Jun 2025
10/10 Excellent
ANN W.
1 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family weekend
ANN W.
Stayed 4 nights in Jul 2025
10/10 Excellent
Shari M.
3 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely old historic New England home
Shari M.
Stayed 2 nights in Nov 2024
10/10 Excellent
Susannah A.
9 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect family vacation!
Susannah A.
Stayed 8 nights in Aug 2024
10/10 Excellent
Nancy P.
2 October 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely taste of historic area
Nancy P.
Stayed 2 nights in Sep 2023
10/10 Excellent
Michele L.
24 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great girls trip!
Michele L.
Stayed 1 night in Jul 2024
10/10 Excellent
Karen H.
6 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Reunion of friends


Karen H.
Stayed 1 night in May 2025
10/10 Excellent
Alma M.
23 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful historic home
Alma M.
Stayed 4 nights in Jul 2024
10/10 Excellent
Jim K.
21 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
It's a great old house with lots of character!
Jim K.
Stayed 2 nights in Sep 2024
10/10 Excellent
Erin M.
13 February 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean! Great location.
Erin M.
Stayed 2 nights in Feb 2023
8/10 Good
Melissa H.
10 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fall Friends Weekend
Melissa H.
Stayed 1 night in Nov 2024
10/10 Excellent
Mark F.
25 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charm of a historic home
Mark F.
Stayed 2 nights in Nov 2024
10/10 Excellent
Denise L.
8 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Company Retreat!
Denise L.
Stayed 1 night in Jun 2024
10/10 Excellent
Andrew B.
21 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Property
Andrew B.
Stayed 3 nights in May 2024
10/10 Excellent
Robert M.
20 March 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay that felt like home
Robert M.
Stayed 2 nights in Sep 2022
10/10 Excellent
Anne D.
30 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family reunion
Anne D.
Stayed 7 nights in Aug 2023
This review was submitted before 2018 and has not been verified.
10/10 Excellent
Julie N.
17 January 2011
Great New England Getaway
Julie N.
10/10 Excellent
Tricia L., Washington, DC, USA
29 December 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful gathering spot
Tricia L.
Stayed 2 nights in Dec 2022
10/10 Excellent
Hadasi B.
21 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Magical family time
Hadasi B.
Stayed 3 nights in Jul 2023
About the host
Hosted by Yvette
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
✓ Private grounds, porches, firepit for gatherings
✓ Well-stocked kitchen, books, fireside spaces
Premier Host
They consistently provide great experiences for their guests
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