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

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90 Best Vacation Rentals in HealthSure (Starting from $107)

Vacation home in Medford
Vacation home in Medford
House
HealthSure, Medford, New York, USA
2.0k from HealthSure center

Air Conditioner, Internet, Parking

2 Bedrooms5 Guests
New to Booking
$184
Average price / night
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Soothing 3-bedroom apartment with AC in Farmingville
Soothing 3-bedroom apartment with AC in Farmingville
Apartment
Farmingville, NY, 11738, United States
2.5k from HealthSure center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

3 Bedrooms4 Guests
8.4

Very Good

5 reviews

$158
Average price / night
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Fancy Studio Private Entrance
Fancy Studio Private Entrance
Apartment
Selden, NY, USA
4.8k from HealthSure center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
9.5

Superb

35 reviews

$116
Average price / night
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RYDER CUP ACCOMMODATION Central Location, <26 miles from Bethpage Black
RYDER CUP ACCOMMODATION Central Location, <26 miles from Bethpage Black
House
Patchogue, NY, 11772, United States
3.9k from HealthSure center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
New to Booking
$5449
Average price / night
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Private Apt King Suite, L.I, NY-Hamptons to NYC
Private Apt King Suite, L.I, NY-Hamptons to NYC
Apartment
HealthSure, Medford, New York, USA
6.6k from HealthSure center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom4 Guests
8.8

Fabulous

69 reviews

$107
Average price / night
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The Cozy Manor of Farmingville
The Cozy Manor of Farmingville
House
Farmingville, NY, 11738, United States
4.4k from HealthSure center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$610
Average price / night
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Two bedroom, living/dining room
Two bedroom, living/dining room
Apartment
Bellport, NY, USA
7.1k from HealthSure center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
6.5

Good

7 reviews

$139
Average price / night
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Beautiful 3 BR Full House w/ King Bed & Pool Table on Dead End 5 min from town!
Beautiful 3 BR Full House w/ King Bed & Pool Table on Dead End 5 min from town!
House
Patchogue, NY, 11772, United States
4.8k from HealthSure center

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

3 Bedrooms7 Guests
9.6

Exceptional

15 reviews

$480
Average price / night
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Sea Ocean Marina Suites Guest HS
Sea Ocean Marina Suites Guest HS
Villa
NY, USA
7.7k from HealthSure center

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

1 Bedroom12 Guests
New to Booking
$2520
Average price / night
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The Sweet Escape-25mi drive to \"The Hamptons\"
The Sweet Escape-25mi drive to \"The Hamptons\"
House
Holbrook, NY, 11741, United States
4.9k from HealthSure center

AC, Dryer, Laundry, Patio, Pool, Washer

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$9286
Average price / night
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Private Guest House-Lake Ronkonkoma
Private Guest House-Lake Ronkonkoma
Apartment
Ronkonkoma, NY, USA
7.8k from HealthSure center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom4 Guests
10.0

Exceptional

6 reviews

$255
Average price / night
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Adorable 1-bedroom house with AC in peaceful Selden neighborhood
Adorable 1-bedroom house with AC in peaceful Selden neighborhood
House
Selden, NY, 11784, United States
5.8k from HealthSure center

AC, Heater, No Smoking

1 Bedroom2 Guests
New to Booking
$165
Average price / night
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Comfort Stay by Stony Brook University & Hospital
Comfort Stay by Stony Brook University & Hospital
Apartment
Centereach, NY, USA
7.9k from HealthSure center

Air Conditioner, Parking, Barbecue/Outdoor Cooking, Transportation/Shuttle, Pet Friendly, Bar, Guest Services

2 Bedrooms5 Guests
New to Booking
$225
Average price / night
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Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H
Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H
House
Medford, NY, 11763, United States
5.8k from HealthSure center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms4 Guests
8.6

Fabulous

32 reviews

$281
Average price / night
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Bayfront Home in Patchogue with Deck and Fishing Dock
Bayfront Home in Patchogue with Deck and Fishing Dock
House
Patchogue, NY, USA
8.4k from HealthSure center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

3 Bedrooms6 Guests
New to Booking
$705
Average price / night
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Peaceful 3BR Garden Cottage Long Island Escape
Peaceful 3BR Garden Cottage Long Island Escape
House
Coram, NY, 11727, United States
6.0k from HealthSure center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$295
Average price / night
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Dreams of Paradise Luxury Home with Pool!
Dreams of Paradise Luxury Home with Pool!
House
NY, USA
9.6k from HealthSure center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

4 Bedrooms10 Guests
New to Booking
$892
Average price / night
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JC Entire Apartment remodeled, close to Airport and Ferry
JC Entire Apartment remodeled, close to Airport and Ferry
Apartment
Coram, NY, 11727, United States
6.2k from HealthSure center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$203
Average price / night
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Stylish Entire Home w/ Pool & Relaxing Patio
Stylish Entire Home w/ Pool & Relaxing Patio
House
Patchogue, NY, 11772, United States
6.3k from HealthSure center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$947
Average price / night
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Cozy king suite with kitchen and dining area.
Cozy king suite with kitchen and dining area.
Apartment
Coram, NY, 11727, United States
6.4k from HealthSure center

Extra Bed, Kitchen

1 Bedroom4 Guests
9.6

Exceptional

7 reviews

$265
Average price / night
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Cozy 1-bedroom in Patchogue, walking distance to restaurants and nightlife.
Cozy 1-bedroom in Patchogue, walking distance to restaurants and nightlife.
Apartment
Patchogue, NY, 11772, United States
6.5k from HealthSure center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

5 reviews

$203
Average price / night
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Cozy Patchogue Escape
Cozy Patchogue Escape
Apartment
Patchogue, NY, 11772, United States
6.6k from HealthSure center

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

1 Bedroom4 Guests
New to Booking
$358
Average price / night
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Charming Two Bedroom Apartment - all new amenities
Charming Two Bedroom Apartment - all new amenities
Apartment
Coram, NY, 11727, United States
6.6k from HealthSure center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms3 Guests
New to Booking
$185
Average price / night
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The Royal Suite - Ronkonkoma
The Royal Suite - Ronkonkoma
House
Ronkonkoma, NY, 11779, United States
6.8k from HealthSure center

AC, Free Parking, Heater, Internet, Microwave, No Smoking, Patio, TV

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$401
Average price / night
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Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard
Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard
Apartment
Coram, NY, 11727, United States
6.9k from HealthSure center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms6 Guests
9.2

Superb

7 reviews

$284
Average price / night
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Stylish yet cozy experience at this centrally-located place in Patchogue.\n\n
Stylish yet cozy experience at this centrally-located place in Patchogue.\n\n
Apartment
Patchogue, NY, 11772, United States
6.9k from HealthSure center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$291
Average price / night
Check Availability
2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park...
2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park...
Apartment
Bellport, NY, 11713, United States
7.1k from HealthSure center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
7.8

Good

15 reviews

$140
Average price / night
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Other accommodation types in HealthSure:

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 HealthSure.

HealthSure Vacation Rentals on the Map

Frequently Asked Questions

You can explore 90 verified vacation rentals in HealthSure. 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 HealthSure vary depending on the season, property size, and location. Rates typically start from around $107 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 HealthSure 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 HealthSure welcome pets. Currently, 15 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 HealthSure often include amenities such as Fireplace/Heating, Bedding/Linens, and Kitchen. 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.