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

Exterior
Terrace/patio
Interior
Front of house
Room

Reviews

9.8 out of 10
Exceptional
5 bedrooms2 bathroomsSleeps 8

Popular amenities

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

Explore the area

View map
Old Saybrook, CT
  • Place, Katharine Hepburn Cultural Arts Center
    ‪2 min drive‬
  • Place, Stay and Play LLC
    ‪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

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.

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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 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

  • ‪McDonald's - ‬3 min walk
  • ‪Dunkin' - ‬2 min drive
  • ‪The Essex - ‬3 min drive
  • ‪Burger King - ‬2 min drive
  • ‪Starbucks - ‬2 min drive

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 window
Rating 10 - Excellent. 121 out of 138 reviews
Rating 8 - Good. 12 out of 138 reviews
Rating 6 - Okay. 1 out of 138 reviews
Rating 4 - Poor. 3 out of 138 reviews
Rating 2 - Terrible. 1 out of 138 reviews

9.6/10

Cleanliness

9.6/10

Check-in

9.8/10

Communication

9.4/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Stephanie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was great for our group of 8. The lister's were very helpful and gracious when one of our members left their wallet behind. We had a lovely time and recommend the property.
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Hayley T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified

10/10 Excellent

Karen B.

Liked: Cleanliness, communication, listing accuracy
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
Response from VrboOwner on 22 January 2026
Thank you for staying with us. It was a pleasure hosting you!
Verified

10/10 Excellent

Deana L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay

We loved our stay!
Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

Todd R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Response from VrboOwner on 22 January 2026
It was a pleasure hosting you. Please come AGAIN SOON.
Verified

10/10 Excellent

Elyssa R.

Liked: Cleanliness, check-in, location, listing accuracy

Great time

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

10/10 Excellent

Rob C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified

10/10 Excellent

Nancy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely taste of historic area

charming historic property, ideal for large groups.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Shari M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Susannah A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect family vacation!

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

10/10 Excellent

Ray S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Michele L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Alma M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

ANN W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Erin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very clean! Great location.

We loved this house. So clean and great location.
Stayed 2 nights in Feb 2023
Verified

10/10 Excellent

Jim K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Karen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

8/10 Good

Melissa H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall Friends Weekend

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

10/10 Excellent

Mark F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Robert M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay that felt like home

My family and I were in town for a wedding and this place accommodated us all perfectly. Clean, plenty of rooms, and lots of character. The private backyard was great for hanging out. We all enjoyed our time here!
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

Andrew B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Property

Great property with an amazing outdoor space! Yvette was very kind and incredibly easy to work with.
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Denise L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Company Retreat!

Awesome experience!
Stayed 1 night in Jun 2024
Verified

10/10 Excellent

Anne D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family reunion

The house and property were very nice. We had ample room for everyone to eat together, and also had enough space so everyone had privacy. Lots of towels,beds were comfy and great location to town and beaches!
Stayed 7 nights in Aug 2023
Archival

10/10 Excellent

Julie N.

Great New England Getaway

Loved this house--great for a large group. It was extremelly well-maintained and the landlord was fabulous! The common area was very well-appointed and had a wonderful fireplace. Perfect for any size group...Thumbs up!
Response from VrboOwner on 1 April 2020
Thank you Julie, I am happy that the home worked for you, during this time.
Verified

10/10 Excellent

Tricia L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful gathering spot

The house is so charming and has everything you could need for a wonderful getaway. We enjoyed the fire pit and the yard. The living room and dining room were great for gathering. The beds were comfortable. Overall, a terrific place.
Stayed 2 nights in Dec 2022
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