Entire home·Private host
Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach
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Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach provides amenities, such as a garden and laundry facilities. Stay connected with free in-room WiFi.
Entire home
3 bedrooms2 bathrooms
Popular amenities
- Pool
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
- Air-conditioning
Add dates for prices
About this property
Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach
Welcome to your perfect North Fork getaway! This bright and inviting 3-bedroom, 1.5-bath home is ideally located in the heart of Southold — walking distance to Founder’s Beach, local restaurants, charming shops, and yoga studios.
Each of the three bedrooms features a comfortable queen-sized bed with fresh linens provided, making it an easy and relaxing stay for families, couples, or friends traveling together.
Step outside and enjoy your own private backyard oasis complete with a large in-ground chlorine pool and diving board — perfect for summer afternoons and evening swims. The spacious grassy yard offers plenty of room for lawn games, relaxing in the sun, or dining outdoors.
Inside, you’ll find:
• A bright Florida room — ideal for morning coffee or evening cocktails
• Fully equipped kitchen
• 1.5 bathrooms
• Attached two-car garage
• Comfortable living spaces for gathering and unwinding
The location truly can’t be beat. You’re just minutes from:
• North Fork wineries & breweries
• Local farm stands & fish markets
• Pumpkin fields in the fall
• Christmas tree farms in the winter
• 10 minutes to the Village of Greenport
Whether you’re planning a beach weekend, wine tasting trip, or a relaxing poolside retreat, this Southold home offers the perfect blend of comfort, charm, and convenience.
Come experience the best of the North Fork!
Property amenities
Beach
- Beach nearby
- Beach towels
Pool/Spa
- Outdoor pool
- Private pool
Internet
- Available in the house: Free WiFi
Parking and transport
- Onsite parking options include a garage
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Hob
- Lobster/crab pot
- Microwave
- Oven
- Paper towels
- Refrigerator
- Toaster
Dining
- Dining table
Bedrooms
- 3 bedrooms
- Bedsheets provided
Bathroom
- 1.5 bathrooms
- Bathtub or shower
- Hair dryer
- Toilet paper
- Towels provided
Living spaces
- Dining table
- Separate dining area
Entertainment
- Smart TV with cable/satellite channels
Outdoor areas
- Barbecue grill
- Garden
- Outdoor furniture
- Patio
Laundry
- Laundry facilities
- Washing machine
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- Smoke-free property
Services and conveniences
- Iron/ironing board
Location highlights
- Near the marina
Things to do
- 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)
General
- Garden
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Exceptional
2 reviews
Policies
Check-in
Check-in time starts at 3:00 PM
Minimum check-in age - 25
Check-out
Check-out before 11:00 AM
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 to complete the following before checking out:
Remove personal items and remove leftover food and drinks
Failure to complete these may result in a negative review from the host.
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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
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
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
About the area
Located in Southold, this holiday home is near the beach. The Old Field Vineyards and Mattebella Vineyards are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore The Hamptons Beaches and Hallock State Park Preserve. Custer Institute and Observatory and Railroad Museum of Long Island are also worth visiting. Spend some time exploring the area's activities, including winery tours. Visit our Southold travel guide
View more Holiday homes in Southold
Southold, NY
What's nearby
Splish Splash Water Park37 min drive - 41.6 km
The Hamptons Beaches42 min drive - 51.7 km
Cooper's Beach56 min drive - 64.3 km- The Old Field Vineyards16 min walk - 1.4 km
- Shinnecock Hills Golf Course47 min drive - 58.0 km
Getting around
- Southold Station15 min walk
- East Hampton, NY (HTO)78 min drive
Restaurants
- Dunkin'17 min walk
- Nookies6 min drive
- North Fork Roasting Co.8 min walk
- Founders Tavern9 min walk
- Michelangelo's18 min walk
Frequently asked questions
Does Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach have a pool?
Yes, this property has an outdoor pool.
Is Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach pet-friendly?
No, pets are not allowed at this property.
How much is parking at Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach?
On-site parking is available at the property.
What time is check-in at Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach?
Check-in begins at 3:00 PM.
What time is check-out at Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach?
Checkout is at 11:00 AM.
Where is Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach located?
Situated near the beach, this holiday home is 0.9 mi (1.5 km) from The Old Field Vineyards and within 3 miles (5 km) of Custer Institute and Observatory and Sparkling Pointe. Mattebella Vineyards and Croteaux Vineyards are also within 3 miles (5 km). Southold Station is 15 minutes by foot.
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