Vacation Rentals in Westtown, NY: Compare 10+ Sites & Save

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12 Best Vacation Rentals in Westtown (Starting from $268)

Wawayanda House on 62 Acres - Multiple Fireplaces!
Wawayanda House on 62 Acres - Multiple Fireplaces!
House
Middletown, NY, USA
5.6k from Westtown center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Places to stay

5 Bedrooms8 Guests
New to Booking
$618
Average price / night
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Mansion house with a pool and tennis in 5000 sqft
Mansion house with a pool and tennis in 5000 sqft
House
Westtown, NY, 10998, United States
0.3k from Westtown center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms10 Guests
New to Booking
$353
Average price / night
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Luxury 23-Acre Hudson Valley Retreat - Heated Pool, Sauna, Padel, and Barn Games
Luxury 23-Acre Hudson Valley Retreat - Heated Pool, Sauna, Padel, and Barn Games
House
Westtown, NY, 10998, United States
1.8k from Westtown center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

6 Bedrooms14 Guests
10.0

Exceptional

2 reviews

$2302
Average price / night
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Creekside Farmhouse: Restored Farmhouse with Private Pond & Hot Tub
Creekside Farmhouse: Restored Farmhouse with Private Pond & Hot Tub
House
Westtown, NY, 10998, United States
2.5k from Westtown center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$783
Average price / night
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Quaint country house nestled in the woods
Quaint country house nestled in the woods
House
Middletown, NY, 10940, United States
4.1k from Westtown center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$273
Average price / night
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Cozy Winter Nest ~ Sauna ~ Hot tub ~ Movies ~ Games ~ 60mi ~ NYC
Cozy Winter Nest ~ Sauna ~ Hot tub ~ Movies ~ Games ~ 60mi ~ NYC
Ski Chalet
Port Jervis, NY, 12771, United States
4.2k from Westtown center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$761
Average price / night
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Spacious Westtown Home, Firepit, Up to 10 Guest\n\n
Spacious Westtown Home, Firepit, Up to 10 Guest\n\n
House
Westtown, NY, 10998, United States
4.3k from Westtown center

AC, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry, No Smoking, Patio

3 Bedrooms10 Guests
9.6

Exceptional

8 reviews

$324
Average price / night
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Luxury School House Retreat With Sauna & Pool- 1HR from NYC
Luxury School House Retreat With Sauna & Pool- 1HR from NYC
Villa
New Hampton, NY, 10958, United States
4.7k from Westtown center

AC, Arcade, Barbecue, Breakfast Available, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment

4 Bedrooms8 Guests
10.0

Exceptional

19 reviews

$1348
Average price / night
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Your Own Mini Resort Just 70 minutes from NYC
Your Own Mini Resort Just 70 minutes from NYC
House
Port Jervis, NY, 12771, United States
5.7k from Westtown center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

6 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$928
Average price / night
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Modern Villa with private pond near Legoland and Delaware River.
Modern Villa with private pond near Legoland and Delaware River.
Villa
Port Jervis, NY, 12771, United States
7.5k from Westtown center

AC, Dryer, Internet, Laundry, No Smoking, Washer

4 Bedrooms12 Guests
8.4

Very Good

5 reviews

$476
Average price / night
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Private Retreat w/Pool, Hot Tub & Fire Pit, Perfect for Groups!
Private Retreat w/Pool, Hot Tub & Fire Pit, Perfect for Groups!
House
Warwick, NY, 10990, United States
8.7k from Westtown center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

6 Bedrooms12 Guests
10.0

Exceptional

22 reviews

$851
Average price / night
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Mountain Creek 10 min away-Ski, Board, Tube. Historic Mt. top home in Vernon NJ\n
Mountain Creek 10 min away-Ski, Board, Tube. Historic Mt. top home in Vernon NJ\n
House
Sussex, NJ, 07461, United States
9.5k from Westtown center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

114 reviews

$268
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Westtown.

Stay Near Westtown's Top Attractions

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Westtown Vacation Rentals on the Map

Frequently Asked Questions

You can explore 12 verified vacation rentals in Westtown. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Westtown vary depending on the season, property size, and location. Rates typically start from around $268 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Westtown include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Westtown welcome pets. Currently, 5 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Westtown often include amenities such as Fireplace/Heating, Laundry, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.