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Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.

Photo gallery for Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.

Entrance and private outside patio and front yard.
full living room area with 50" flat screen TV and Cable.
Furniture is quaint and comfortable...we strive for a home like feel.
Living area
Old fashion bath with claw ft tub.

Reviews

9.4 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Southold, NY
  • Place, Mattebella Vineyards
    ‪2 min drive‬
  • Place, Croteaux Vineyards
    ‪2 min drive‬
  • Place, Sparkling Pointe
    ‪2 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪150 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 2

1 Double Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Kitchenette
Garden

About this property

Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.

Great location close to all the North Fork has to offer. The entire upstairs of an Historic Home built in the 1830's with quaint lower ceilings typical of 1800's with claw ft tub and full kitchen, 2 bedrooms and outside patio area with gas grill and private lawn area. Bike and Beach chair rentals available at no cost.

* Kindly note property calendar not always up to date due to multiple booking sites...please check for availability.

Vehicle Beach Parking Pass can be Available free with rental

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 12:00 PM
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Children

Children allowed: ages 0–17
Historic Home not for those who want new or modern
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Events

No events allowed
Depending on situation check with owners.
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Pets

Pets allowed
One pet less than 35lbs is acceptable with fee.
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Smoking

Smoking is not permitted

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
On-site parties or group events are strictly prohibited
Note from host: Depending on situation check with owners.
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 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

Southold

Located in Southold, this holiday home is in the city centre and near the beach. 8 Hands Farm and Railroad Museum of Long Island are local attractions and those in the mood for shopping can visit Greenport Farmers' Market and Love Lane. Greenport Carousel and East End Seaport Maritime Museum are also worth visiting.
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Map
Southold, NY

What's nearby

  • Custer Institute and Observatory - 10 min walk - 0.8 km
  • Mattebella Vineyards - 2 min drive - 1.8 km
  • Croteaux Vineyards - 2 min drive - 1.8 km
  • Sparkling Pointe - 2 min drive - 2.1 km
  • The Hamptons Beaches - 40 min drive - 48.8 km

Getting around

  • Southold Station - 2 min drive
  • East Hampton, NY (HTO) - 77 min drive

Restaurants

  • ‪Dunkin' - ‬2 min drive
  • ‪Michelangelo's - ‬2 min drive
  • ‪North Fork Roasting Co. - ‬3 min drive
  • ‪Southold Social - ‬3 min drive
  • ‪Bedell Cellars - ‬4 min drive

Frequently asked questions

Is Historic 2-bedroom upstairs apartment close to beaches, town and vineyards. pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.?

As of 5 May 2026, prices found for a 1-night stay for 2 adults at Historic 2-bedroom upstairs apartment close to beaches, town and vineyards. on 6 July 2026 start from NZ$671, 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 Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.?

On-site parking is available at the property.

What time is check-in at Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.?

Check-in begins at 4:00 PM.

What time is check-out at Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.?

Checkout is at 12:00 PM.

Where is Historic 2-bedroom upstairs apartment close to beaches, town and vineyards. located?

Located in the heart of Southold, this holiday home is within 1 mile (2 km) of Mattebella Vineyards, Croteaux Vineyards and Corey Creek Winery. Sparkling Pointe and Osprey's Dominion are also within 1 mile (2 km). Southold Station is 24 minutes by foot.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 10 out of 14 reviews
Rating 8 - Good. 3 out of 14 reviews
Rating 6 - Okay. 1 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Annemarie G.

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

Best location!

Lovely vibes, great hosts and best location! Already want to come back.
Stayed 2 nights in May 2021
Verified

8/10 Good

Shamil P.

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

Nice weekend getaway

We enjoyed our stay. It was unique and quaint. The location was great and close to the vineyards and restaurants.
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

susan d.

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

Weekend Getaway

House was charming and located near all, Greenport, wineries, beaches etc....
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Gregg M.

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

Great Place

Was as described. Very rustic. Had a great time.
Stayed 2 nights in May 2023
Verified

8/10 Good

Calianne A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house, amazing views and location, but lackluster customer service.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Stephanie R.

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

Lovely Weekend at WBH

Perfectly clean with nice bedding and towels. The bathroom was a great size for getting ready and we were very comfortable with 3 adults. The bikes are such a nice touch as the neighborhood is beautiful to ride around. Thank you Mark and Mona!!!
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Shannon C.

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

2nd year back

This is our second year back and we stayed in Unit 2, upstairs. We really love this house and had a great time. It’s close to the beach and vineyards especially Croteaux. We were able to ride White Blossom house’s complimentary bicycles to Croteaux which made it even more fun. We will be back!
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Sandy P.

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

Perfect home base to explore beaches and wineries

My husband and I stayed in Apt 2 for 5 nights. The house is close to Southold beaches and all North Fork wineries and restaurants. It has a private entrance leading you upstairs to a clean 2 bedroom, 1 bath apartment. It's well maintained but very old, so be aware that it has low ceilings and even lower doorframes. My husband is 5'11" and had to duck through doorways. One of the best parts of renting this home was the host provided a parking pass and beach pass so that we could easily enjoy all Southold beaches, which were wonderful! We also enjoyed the observatory down the road; whether permitting, on Saturday nights, they open the roof for incredible views of the night sky through one of their several telescopes.
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Alison S.

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

we loved the place! very comfortable, private, plenty of space for the 2 of super clean

Hosts are super friendly and second floor apartment is a great relaxing space.
Stayed 2 nights in Jun 2022
Verified

10/10 Excellent

Corey Z.

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

Exactly as expected!

We booked apt 2 as a home base for a wedding weekend and it suited two couples perfectly. A little small but exactly what we needed for a quick weekend getaway. It is a historic farmhouse so it wasn’t super modern but again, for popping in and out, cleaning up and getting ready, it was excellent. The owners were super helpful in getting us in and even had a fire pit ready to go for us one night. They checked in with us to make sure we were enjoying the stay but did not overstep at all. Very central to downtown southold and a quick cab ride to greenport. The only drawback was internet. The wifi was pretty weak and there was zero cell service for Verizon so we had trouble getting in initially and looking stuff up. But it did not all detract from our weekend. I would def go back.
Stayed 2 nights in Aug 2021
Verified

8/10 Good

Dennis C.

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

Relaxing

The property was pretty much the way we thought, quaint and quiet. Very clean.
Stayed 2 nights in Jul 2021
Verified

6/10 Okay

William D.

Liked: Cleanliness, check-in, communication, location

Good for 3 people

Only stayed 1 night. Nice hosts but small for 4 adults and being an old house very low ceilings. My brother in law 6’ tall hit his head twice. They do need AC in the master bedroom. It was very hot so in master so door had to be left open. We paid for 2 nights but only stayed 1 night.
Stayed 2 nights in Jul 2021
Verified

10/10 Excellent

Ben S.

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

Great place

Great stay!
Stayed 3 nights in Jul 2021
Verified

10/10 Excellent

Kristy B.

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

Charming accommodations

Charming and everything we needed in a convenient location. It may not be the most comfortable spot for someone who is tall but at only 5’1” myself, I had no complaints and found the apartment comfortable and actually quite a bit more spacious than the photos appeared. (But if you’re tall…I could touch the ceilings haha…you might have to mind your head in the shower and doorways). Good communication with the owners who greeted us upon arrival and made sure we got inside okay and had everything we needed. Thank you!
Stayed 3 nights in May 2021

About the host

Your host

Host profile image
We are a local couple who run the property (Inn) as a family operation. We enjoy meeting people from all over the world who enjoy Historic properties and the unique charm they have to offer.

Why they chose this property

Our units are comfortable and full equipped for your homelike vacation / stay. We are walking distance to Southold Schools (Playground, track, tennis), town and beaches and Vineyards. This is an Historic Property and those looking for modern should book somewhere else.

What makes this property unique

We have free beach chair and bike rentals (as available) and beach parking pass.
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