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PRISCILLA'S HOMESTEAD: Private Estate with Pool/Tennis/FirePit

Photo gallery for PRISCILLA'S HOMESTEAD: Private Estate with Pool/Tennis/FirePit

View from property
Property grounds
Exterior
5 bedrooms, desk, iron/ironing board, travel crib
Smart TV, fireplace, books
Reviews
10

Exceptional

Entire home

5 bedrooms3 bathroomsSleeps 124000 sq ft

Popular amenities

  • Pool
    PoolPool
  • Pet-friendly
    Pet-friendlyPet-friendly
  • Fireplace
    FireplaceFireplace
  • Kitchen
    KitchenKitchen
  • Barbecue grill
    Barbecue grillBarbecue grill
  • Free WiFi
    Free WiFiFree WiFi

Check-in time

4:00 PM

Check-out time

10:00 AM

Explore the area

Map
Middletown, NY
  • Popular LocationOrange County Fairgrounds13 min drive
  • Popular LocationGalleria at Crystal Run14 min drive
  • Popular LocationOrange County Fair Speedway14 min drive
  • AirportNewburgh, NY (SWF-Stewart Intl.)29 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

PRISCILLA'S HOMESTEAD: Private Estate with Pool/Tennis/FirePit

Superhosts Susan and Charlie have delivered on providing a tranquil get-away for friends and families to reconnect in the beautiful Hudson Valley, NY. Surrounded by nature (think deer grazing in the meadow in the evenings), this renovated 1917 farmhouse is close to the Shawangunk Wine Trail and ridge, hiking, breweries, and LegoLand (to name just a few), yet feels like a completely private oasis with modern conveniences in an authentic, beautifully renovated farmhouse. After a day exploring the area or simply lounging in the heated salt water pool, (in season May-September), take a seat in one of the 12 Adirondack chairs surrounding the fire pit for roasted marshmallows or delicious s’mores; and don't forget to look up, the stars put on a beautiful show.

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Fenced private pool
  • Heated pool
  • Massage
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location

Things to do

  • Heated pool on site
  • Tennis

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)
  • First aid kit
  • Fire extinguisher

General

  • 1 unit
  • Garden
  • Unit size: 4,000 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 50 lbs per pet)

Children and extra beds

Children are welcome
Note from host: There are stairs which do not have any barriers.

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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

Middletown

Located in Middletown, this vacation home is in a rural area. Paramount Theatre and Orange County Farmers Museum are cultural highlights, and some of the area's activities can be experienced at City Winery Hudson Valley and Brimstone Hill Winery. Traveling with kids? Consider LEGOLAND® New York and Orange County Fairgrounds.
Visit our Middletown travel guideOpens in a new window
View more Vacation homes in MiddletownOpens in a new window

What's nearby

  • Highland Lakes State Park - 7 min drive
  • Orange County Fairgrounds - 13 min drive
  • Galleria at Crystal Run - 14 min drive
  • Orange County Fair Speedway - 14 min drive
  • LEGOLAND® New York - 18 min drive

Getting around

  • Stewart Intl. Airport (SWF) - 30 min drive

Restaurants

  • ‪McDonald's - ‬12 min drive
  • ‪Taco Bell - ‬12 min drive
  • ‪Dunkin' - ‬9 min drive
  • ‪Buffalo Wild Wings - ‬12 min drive
  • ‪Five Guys Burgers & Fries - ‬12 min drive

Frequently asked questions

Does PRISCILLA'S HOMESTEAD: Private Estate with Pool/Tennis/FirePit have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is PRISCILLA'S HOMESTEAD: Private Estate with Pool/Tennis/FirePit pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.

What time is check-in at PRISCILLA'S HOMESTEAD: Private Estate with Pool/Tennis/FirePit?

Check-in begins at 4:00 PM.

What time is check-out at PRISCILLA'S HOMESTEAD: Private Estate with Pool/Tennis/FirePit?

Check-out is at 10:00 AM.

Where is PRISCILLA'S HOMESTEAD: Private Estate with Pool/Tennis/FirePit located?

This family-friendly Middletown vacation home is located in a rural location, 2.2 mi (3.5 km) from Highland Lakes State Park, and within 9 mi (15 km) of Orange County Fairgrounds and Galleria at Crystal Run. Mamakating Town Park and Thomas Bull Memorial Park are also within 9 mi (15 km).

PRISCILLA'S HOMESTEAD: Private Estate with Pool/Tennis/FirePit Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 9 out of 9 reviews" "
Rating 8 - Good. 0 out of 9 reviews" "
Rating 6 - Okay. 0 out of 9 reviews" "
Rating 4 - Poor. 0 out of 9 reviews" "
Rating 2 - Terrible. 0 out of 9 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Tala

Liked: Cleanliness
Beautiful place for family gathering.
Me and my family had an amazing time staying here for my sisters birthday. The pool was such a perfect way to kick off the start of summer and we enjoyed being able to sit by the fire into the night. The rooms were comforting and inviting and plenty of towels were provided for all of the pool time we got in. I was worried at first about not having enough indoor things to do if the weekend provided poor weather, but there were some games provided and a great living room for our party of 11 people to gather to play some games! We mostly spent out time outdoors, where we got to play with many outdoor games that were provided by the owner. The owner was super nice and accommodating for our stay as well. I would definitely book here again!
Stayed 2 nights in May 2024

10/10 Excellent

Katie D.

Liked: Cleanliness
Great spot for a weekend retreat
I stayed with a group of women on a weekend retreat. Everything at Priscilla’s was as advertised or better - charming property, rambling grounds, thoughtful details and most of all Susan’s constant availability for questions and handling all the little details. We had a great time and some of our group said they’d love to use the house for family reunions or whatever else comes up. Highly recommended!
Stayed 4 nights in May 2023

10/10 Excellent

Ginny D.

Liked: Cleanliness
Wonderful Home
We had a great stay at this beautiful home. It had everything we wanted, including lots of firewood, dishes, pots & pans, wine glasses- everything! The rooms were big and bright. We had a fantastic time!
Stayed 3 nights in Dec 2022

10/10 Excellent

Jeremy B.

Liked: Cleanliness
Perfect Quite Stay
Loved our stay! What a great vintage property with excellent modern touches. Thanks for an excellent week.
Stayed 6 nights in Nov 2022

10/10 Excellent

Sean O.

Liked: Cleanliness
Thanksgiving Family Getaway
We thoroughly enjoyed our stay. We we’re getting away to meet our five (5) adult children and in-laws for a family Thanksgiving celebration. The home exceeded our expectations and made this a memorable holiday! Susan & Charles were the perfect hosts as they ensured the house was ready and allowed for an early check-in. We recommend this property to any family seeking a beautiful home in a farm like setting.
Stayed 3 nights in Nov 2022

10/10 Excellent

alexandra r.

Liked: Cleanliness
Best Family Home We’ve rented in New York
First of all, Susan was Very easy to communicate with. Easy check in and lovely property. Gorgeous home and all the details were thought of. Towels, coffee, pans, utensils even snacks and a welcome basket of apple donuts. Played games outside with the lovely view, had tea on the porch watching the leaves fall. Kitchen was perfect for cooking for our party if 12. I love a house that says they fit 12 and actually have the supplies and seating for 12. Games, books supplied. Comfortable beds and bedding. Lots of room for our group to spread out and do puzzles and board games. Quiet location and lovely furnishings. We really enjoyed Docs Room and the outside fire pit area. Susan was a gracious , considerate, and generous host offering us late check out and early check in. We all loved it and would come back for sure. Thanks for the memories.
Stayed 3 nights in Oct 2022

10/10 Excellent

De Anna V.

Liked: Cleanliness
Great Family Space
We were two families of four and a small dog, with kids ages 10-17 and we thoroughly enjoyed our long weekend stay. The inside of the home is very well planned and thoughtfully renovated, and we had a great time in the kitchen and family rooms. The house is spacious and it was wonderful for each family to have its own "wing"- complete with bedrooms and a full bath. Also, the bunkbeds are full-sized, so all 4 of the kids were able to hang out there when they wanted to. The adults enjoyed coffee every morning on the lovely screened porch overlooking the meadow, and we all ate s'mores at the fire pit, swam in the pool, and played tennis and basketball on the courts. All in all, this property was exactly what we were looking for! Susan was extremely responsive, kind and genuinely concerned about making our stay the best it could be.
Stayed 3 nights in Aug 2022

10/10 Excellent

Danielle B.

Liked: Cleanliness
A wonderful property that has it all
When picturing where to celebrate my birthday weekend, this property hit the nail on the head. The pool was wonderful with chairs and toys and a shed near by for our drinks. The view of the fields from the fire pit were lovely during sundown with deer spottings. The house itself was so well decorated with little details to make your stay at ease when looking for items. The den and front room were perfect for game nights and hanging out while the closed in porch was ideal for morning coffee. With a group of 8, this house was made for us to be together in a big group or have smaller group time which was absolutely perfect. And last but not least, the hosts are some of the best I’ve ever experienced. Book a stay and I’m sure you’ll enjoy it just as much. Priscilla’s has a special place in my heart. Thank you for creating such a wonderful home away from home.
Stayed 3 nights in Aug 2022

10/10 Excellent

Betty G.

Liked: Cleanliness
Pleasant Homestead
Our family gathering at Pricilla’s Estate was amazing. We had a great time in this lovely home. The house was very clean and the beds were all comfortable. The grounds were amazing and the pool was so much fun! Planning to visit again in the future. Thank you so much Susan and Charles!
Stayed 5 nights in Jul 2022