Montgomery Cottages - Vacation Rentals in Sayville

AIR CONDITIONED 4 Bed/2 Bath Beach House From US $1,465
         

Private Guest House-Lake Ronkonkoma From US $255
         

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10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Come As You Are Inn From US $244
         

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10.0 (63 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Luxury Waterfront Retreat Private Hot Tub & Dock Near Sayville From US $824
         

10.0 (92 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hamptons Style Cottage From US $776
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Beach house Davis Park, Fire Island From US $788
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • TV
  • View

Luxury Places to Stay in Sayville

Over 228+ Luxury Places to Stay in or Near Sayville
The Sweet Escape-25mi drive to "The Hamptons" From US $9,287
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
FIP Modern Beach House From US $2,889
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pool
  • TV

Top-Rated Vacation Rentals with a Pool in Sayville

Over 79+ Top-Rated Vacation Rentals with a Pool in or Near Sayville
Fire Island Pines Oceanfront From US $2,372
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Oceanfront in Fire Island Pines From US $2,087
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Stylish Entire Home w/Pool & Relaxing Patio From US $1,097
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Sayville

Over 88+ Pet-Friendly Vacation Rentals in or Near Sayville
The Pines Men-Only Stay From US $548
         

9.6 (60 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport From US $140
         

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6.8 (1623 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish yet cozy experience at this centrally-located place in Patchogue. From US $302
         

Waterfront home, deck, bbq, fire pit, boats, hot tub, and more! From US $1,029
         

Paradise on the Great South Bay From US $1,087
         

10.0 (3 Reviews)
Boat Rental
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
See More Pet-Friendly Vacation Rentals in Sayville on PetFriendly.io

Large Vacation Homes & Villas in Sayville

Over 32+ Large Vacation Homes & Villas in or Near Sayville
Come As You Are Inn LLC From US $300
         

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9.5 (40 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Spacious Fun House Available September 2026 From US $636
         

10.0 (4 Reviews)
House
  • Pet Friendly
  • View
  • Ocean View

Wheelchair Accessible Vacation Homes in Sayville

Over 15+ Wheelchair Accessible Vacation Homes in or Near Sayville
Homewood Suites By Hilton Ronkonkoma From US $256
         

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8.9 (223 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Residence Inn Long Island Islip/Courthouse Complex From US $198
         

Steps from Beach with Central Air and Heated Pool From US $800
         

Courtyard Long Island MacArthur Airport From US $206
         

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8.6 (196 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Homewood Suites by Hilton Ronkonkoma From US $222
         

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9.0 (640 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Spacious Luxury home w/ beaches nearby in Oakdale From US $1,328
         

3.5 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Residence Inn by Marriott Long Island Holtsville From US $184
         

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8.8 (1005 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Sayville Vacation Rentals and Airbnb Places to Stay Under $200

Over 20+ Sayville Vacation Rentals and Airbnb Places to Stay Under $200
Hilton Garden Inn Islip/MacArthur Airport From US $161
         

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7.9 (255 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Lakeside Hideaway From US $114
         

8.8 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Hilton Garden Inn Islip/MacArthur Airport From US $160
         

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8.4 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
The Perfect Stay From US $129
         

6.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Charming Patchogue Cottage! From US $152
         

10.0 (5 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Security/Safety

Instantly Bookable Vacation Homes in Sayville

Over 60+ Instantly Bookable Vacation Homes in or Near Sayville
The Royal Suite - Ronkonkoma From US $402
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Fire Island Pines - Private Bayside Oasis From US $1,643
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
4-Bedroom, Stunning House, Fire Island Pines From US $1,354
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

About Sayville Vacation Rentals

With more than 237 Sayville vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Montgomerycottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Sayville.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Montgomerycottages Sayville, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Sayville. Places to stay near Sayville are 614.95 ft² on average, with prices averaging US $1,160 a night.

Montgomerycottages makes it easy and safe to find and compare vacation rentals in Sayville with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Sayville

Type Count
Vacation Homes 179
Hotels 20
Holiday Apartments 18
Cottages 9
Villas 4
B&B 2
Others 2

Use these Quick Filters to Find a Vacation Rental in Sayville

Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Sayville.

Weather in Sayville

View the weather forecast for Sayville before booking your Sayville Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Sayville Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Sayville?
How many vacation rentals are available in Sayville?

Currently, the total number of properties listed in 2026 is over 237 in the Sayville area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Sayville.