Main St Property
Millbrook, US
Sleeps 22 · 8 bedrooms · 4 baths
About this place
You pull in with everyone. No splitting into hotel rooms. No texting “where are you?” all weekend. No squeezing a big group into a house that only looks spacious in photos. The kids spot the lawn. Someone claims a quiet corner. The rest drift toward the fire pit. Then it hits you: you actually pulled this off. Three homes, one property. Everyone stays close, while still having space to themselves. This property is built for big groups who want to be together without sacrificing personal space. Across 3 separate homes on 1.5 acres, your group gets 8 bedrooms, multiple gathering areas, outdoor space, and room for up to 22 guests. ** 3 separate homes: Main House + Cottage + Cabin ** Sleeps up to 22 guests ** 8 bedrooms | 4 bathrooms ** Main House: 5 bedrooms, Smart TVs in each, semicircle driveway in front ** Cottage: Private space sleeping up to 4 with its own kitchen, beside the pool ** Cabin: Sleeps up to 6, including a king-bed loft reached by a narrow spiral staircase ** Cabin balcony: Private outdoor space off the loft ** Large dining area: Main House table seats up to 12 ** Kids' playroom: Dedicated space for younger guests ** 3 kitchens: Each home has its own kitchen for easier large-group stays ** Pool: Large shared pool — seasonal, open May 1 through September (not heated) ** 1.5 acres of open grassy grounds with plenty of space for kids and the group ** Outdoor gathering: Spacious patio, seating, grills, and fire pit ** Laundry: Each home has its own washer and dryer ** Fast WiFi throughout the property ** Parking at all three homes ** Pet-friendly ** Easy access: Approximately 5 minutes from the interstate The biggest advantage is simple: your group can gather when you want to, then spread across three separate homes when everyone wants their own space. The entire property is exclusively yours — all three homes — without interruption during your stay. There is plenty of parking, and your group can park at all three homes. The MAIN HOUSE has a semicircle driveway in front, with four to five stairs up to the front door. The COTTAGE and CABIN share a separate driveway, divided from the main house drive by a white picket fence: the cottage sits behind the main house beside the pool, one step up to its door, and the cabin is at the far back right with a carport and a level entry. Each home has its own electronic smart lock. Your codes are released in your digital guidebook once your rental agreement is signed, your check-in form is complete, and your balance is paid. Other than the already mentioned amenities, the property is also equipped with the following: ✔ High-Speed Wi-Fi ✔ Air Conditioning ✔ Heating ✔ Laundry in each home (Washer/Dryer, Iron/Board) ✔ Free Parking Full pool safety rules are in the Other Things to Note section and posted at the pool fence — please read them before anyone gets in. Driving or getting an Uber is the best way of experiencing the picturesque area. There is plenty of parking on the property, at all three homes. Other Things to Note A few important details to know before booking: POOL: The pool is seasonal — open May 1 through September and closed October through April. Guests staying during the off-season should plan for the pool to be unavailable. 📝 Rental Agreement Every guest is required to sign a short rental agreement after booking This is not optional: our property insurance requires a signed agreement for each stay, and our attorneys have advised the same It covers house rules, check-in and check-out procedures, occupancy limits, and responsibility for damage It takes about two minutes — there is no app to download and no account or password to create We send it after booking along with a brief check-in form, and your access details follow once both are complete 🏡 What You're Booking This listing is the ENTIRE property — all three homes, sleeping up to 22 Main House: 5 bedrooms, semicircle driveway in front, four to five stairs to the door Cottage: behind the main house beside the pool, sleeps up to 4, one step up to the door Cabin: far back right, sleeps up to 6, carport, level entry, king bed in a loft up a narrow spiral staircase Each home has its own kitchen, laundry and smart lock 🏊 Pool Safety — please read before anyone gets in SWIMMING HOURS ARE 8:00 AM TO 9:00 PM. No swimming after 9:00 PM A PARENT OR RESPONSIBLE ADULT MUST SUPERVISE CHILDREN AT THE POOL AT ALL TIMES. An older child is not a substitute for a parent With a group this size, please agree among yourselves who is watching the water at any given time Never leave a child unattended near the water, not even for a moment. Drowning is the leading cause of unintentional death for children aged 1 to 4, and it happens quickly and quietly If a child goes missing, check the pool first No lifeguard is on duty. Guests swim at their own risk and assume all liability for pool use The pool is fenced, with a self-closing, self-latching gate. Please keep the gate closed and latched, and NEVER prop it open — a gate that doesn't latch is the single most common way a child reaches the water Life-saving equipment is at the pool: a ring buoy and a rescue hook on a pole. This is emergency equipment, not pool toys. Please make sure children understand they are not to play with it — the pole can puncture the pool liner, and damaged equipment is not there when someone actually needs it. Guests are responsible for damage caused by misuse The pool is 4 feet deep throughout — NO DIVING Keep children away from pool drains, pipes and other openings No pets in the pool No glass near the pool Pool rules are also posted on the fence The pool is open seasonally, May 1 through September, and closed October through April. It is not heated, so in-season water temperature depends on the weather Know the property address so you can direct emergency services if you ever need to 🚗 Parking Plenty of parking — your group can park at all three homes Main house: semicircle driveway in front Cottage and cabin: a separate driveway, divided by a white picket fence, with a carport at the cabin 🐾 Pets Pet-friendly — bring your furry friends along Please leash pets and clean up after them outdoors Pets are not permitted in the pool 🏛️ Historic Property — please read The main house was built in the 1830s and the property is nearly 200 years old There is central heating and air, but during extreme temperatures indoor conditions may be less even than in a modern build The outdoor walkways use repurposed materials and can be uneven or slick The cabin's loft is reached by a narrow spiral staircase that can be slick in socks Fireplaces are not for use 🚬 No Smoking Inside Smoking inside any of the homes is strictly prohibited Indoor smoking incurs a $275 fine plus deep cleaning and ozone treatment costs 🎉 No Parties or Events Please treat our homes as your own to preserve their condition for future guests Quiet hours after 9:00 PM ⏰ Early Check-In & Late Check-Out Because of the size of this property, early check-in and late checkout are NOT offered on same-day turnovers here On other dates every request is manually approved Fee: $20 per hour, with a one-hour minimum Please request as early as possible 🔧 On-Site Team You may see us or our maintenance team on-site periodically for routine tasks such as mowing, pool cleaning, or maintenance 🔑 Minimum Booking Age The primary booking guest must be at least 25 years old The primary guest must be present throughout the reservation The primary guest is responsible for their group, visitors, and compliance with house rules Reservations that misrepresent the primary guest's age may be canceled in accordance with the applicable booking terms
Availability
From $750/night (2 nights minimum).
Open dates in the next 60 days:
- 2026-10-22 to 2026-10-22 (1 night)
- 2026-10-25 to 2026-11-28 (35 nights)
- 2026-12-06 to 2026-12-09 (4 nights)
- 2026-12-14 to 2026-12-17 (4 nights)
- 2026-12-20 to 2026-12-21 (2 nights)
Good to know
- Check-in: 16:00
- Check-out: 11:00
Amenities
- Smart TV
- Bathtub
- Body soap
- Desk
- Dishwasher
- Conditioner
- Cleaning products
- Dryer
- Kitchen
- Hangers
- Freezer
- WiFi
- Barbecue
- Hair dryer
- TV
- Outdoor lighting
- Ironing facilities
- Check in option instruction
- Enhanced cleaning
- Deck or patio
- Toaster
- Wine glasses
- WiFi (250+ Mbps)
- Desk chair
- High-touch surfaces cleaned with disinfectants
- Security cameras on property
- Pots and pans
- Microwave
- Ventilation fan
- Heating
- Fire pit
- Hot water
- Children's dinnerware
- Lock on bedroom door
- First aid kit
- Baking sheet
- Essentials
- Laundromat nearby
- Cleaning with disinfectants
- Fire extinguisher
- Air conditioning
- Fenced pool
- Cooking basics
- Office
- Shampoo
- Seasonal pool
- Refrigerator
- Bed linens
- Towels
- Ceiling fan
- Coffee maker
- Check in option
- Private entrance
- Oven
- Smoke detector
- Carbon monoxide detector
- Deadbolt lock
- Fenced yard
- Iron
- Contactless check-in
- Crockery and cutlery
- Dining table
- Laptop-friendly workspace
- Free parking
- Pool
- Washer
- Coffee
- Emergency exit
Reviews
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★★★★★
This Airbnb was the perfect set up for this travel golf outing and it exceeded our expectations. It was quiet and comfortable. The location was also great with plenty of restaurants and an easy drive to the golf courses. Josh, our host, was excellent with always prompt communications, professional and courteous. I highly recommend this Airbnb if you’re in this area.
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★★★★☆
Perfect location and property for our needs. Josh responds quickly to messages and any needs. There were also snacks to welcome us. The listing advertises 22 people max. NOT COMFORTABLY. With 18 people, 5 were on 3 air mattresses. When I requested another air mattress, bedspreads, and sheets as there were not enough, a team member brought them soon afterwards. Unfortunately 2 mattresses sunk during the night, leaving 3 family members quite uncomfortable their first night. There is a separate 7 page contract. READ IT BEFORE YOU BOOK. I will not book with Dreamline Suites again. Hopefully they will change it...I felt unwelcome and uncomfortable before even seeing the place with their decible meter, cameras. Once I was there, I really didn't worry about it. Communication may have been more difficult because I felt they were micromanaging my visit. Despite the sunken air mattresses and micromanaging, I'm glad I booked this location.
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★★★★★
My family and I had an awesome stay. Plenty of room for all of us and when there was an issue with AC in one of the rooms, Josh sent his team to fix the issue.
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★★★★★
Great place for a large group, perfect location and all amenities. We loved spending time at this place, we’ll be back
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★★★★★
Great place for a large family to relax and enjoy visiting with plenty of space in three homes on the same property with a a nice pool and lots to open space for children to play
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★★★★★
Place was great ! Clean and plenty of room , checked all the boxes