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

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Lounge at the heated, salt water built-in Pool.
Bright spacious living room with fireplace
Heated, salt water built-in pool
Tennis, Pickleball court, with Basketball hoop.
Pool deck, loungers and umbrellas
Reviews
10 out of 10 Exceptional
5 bedrooms2+ bathroomsSleeps 12372 sq m

Popular amenities

  • PoolPoolPool
  • Pet-friendlyPet-friendlyPet-friendly
  • FireplaceFireplaceFireplace
  • Free WiFiFree WiFiFree WiFi
  • WasherWasherWasher
  • DryerDryerDryer

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

Rooms & beds

5 bedrooms (sleeps 12)

Holly

2 Single Beds

Hudson

1 Single Bunk Bed

Magnolia

1 Queen Bed

Meadow

1 King Bed

Priscilla’s Suite

1 King Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 3

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden

About this property

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.

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM

Children

Children allowed: ages 0–17
There are stairs which do not have any barriers.

Events

No events allowed

Pets

Pets allowed: dogs less than 50 lb per pet (limit 2 pets total)

Smoking

Smoking is not permitted
No trespassing signs around the property must be honored. It may be tempting to walk into the meadow, or beyond our tennis court, but it’s not ours
Pool use IN SEASON May through September. No children/non-swimmers allowed in the pool without adult who can swim-Fence gate must be kept closed
Please be familiar with locations of Extinguishers: Kitchen, Den, Priscilla's room. Take one out to fire pit when using, and return once fire is out.

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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
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 first aid kit

About the area

Middletown

Located in Middletown, this holiday 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. Travelling with kids? Consider LEGOLAND® New York and Orange County Fairgrounds.
Map
Middletown, NY

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

  • Newburgh, NY (SWF-Stewart Intl.) - 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 lb 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?

Checkout is at 10:00 AM.

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

This family-friendly Middletown holiday 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 miles (15 km).

Reviews

10

Exceptional

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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Katie D.

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

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