Holiday In The Hamptons - Vacation Rentals in West Side

Flex 2 Bedroom Hell's Kitchen From US $168
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Child Friendly
  • Internet
HI New York City - Hostel From US $242
         

9.2 (1227 Reviews)
Hostel
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Corner 1BR Skyline and River Views Floor to Ceiling Windows Walk to Times Sq From US $506
         

Luxury Places to Stay in West Side

Over 1827+ Luxury Places to Stay in or Near West Side

Top-Rated Vacation Rentals with a Pool in West Side

Over 182+ Top-Rated Vacation Rentals with a Pool in or Near West Side
2-Bedroom Suite at a 4⭐️ Hotel From US $1,921
         

10.0 (2 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hudson River 1 BR | near Hudson Hards | Free Wi-Fi From US $393
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Equinox Hotel New York From US $1,001
         

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9.0 (231 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury 1BR Apt | Full Kitchen | Midtown West by GLS From US $394
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Global Luxury Suites at Sky From US $149
         

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7.3 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in West Side

Over 932+ Pet-Friendly Vacation Rentals in or Near West Side
Midtown W 1BR w Gym Doorman nr Times Sq NYC-692 From US $359
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Classic Upper West Side 1BR Apartment Near Museums From US $1,089
         

6.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Corner 2BR Skyline Views, High Floor, Walk to Times Square From US $957
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
The Grand Sanctuary Ultra-Luxury Apartment From US $2,468
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Luxury 2BR/2BA Apartment with Stunning NYC Skyline Views From US $1,757
         

2-bedroom apartment in brilliant New York with AC From US $1,414
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxe NYC Sky Apartment 2BR 2BA w/Fireplace, Views From US $1,786
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in West Side

Over 101+ Large Vacation Homes & Villas in or Near West Side
Stylish 2BR Midtown West Near Times Square From US $599
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Large 2BR Midtown Apartment Walk to Times Square From US $380
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Prime Location 2BR Near Central Park, Elevator Building, Upper West Side From US $763
         

Large 2BR Midtown Apartment Walk to Times Square From US $729
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Chic & Spacious UWS Retreat - Steps to Central Park From US $577
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Elegant 4BR Luxury Duplex in chic Upper West Side From US $972
         

9.6 (45 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Ultimate Times Square Experience: 6-Bedroom Gem From US $1,035
         

9.0 (30 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in West Side

Over 893+ Wheelchair Accessible Vacation Homes in or Near West Side
NYC Studio with Private Bathroom & Kitchenette 45 street Time Square From US $400
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • View
  • Wheelchair Accessible
HI New York City Hostel From US $126
         

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8.6 (16143 Reviews)
Hostel
  • Air Conditioner
  • Designated Smoking Area
  • TV
Hotel Riu Plaza New York Times Square From US $260
         

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9.0 (3097 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Spacious 2BR Steps from Time Square & Hudson Yards From US $952
         

Chic 1-bedroom with WiFi & AC in vibrant New York From US $759
         

9.8 (24 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

West Side Vacation Rentals and Airbnb Places to Stay Under $200

Over 244+ West Side Vacation Rentals and Airbnb Places to Stay Under $200
Cozy bedroom in beautiful New York From US $197
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Double Room with shared bathroom in Times Square From US $162
         

8.5 (4 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
Cozy, Fun Studio From US $73
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Excellent studio apartment by Central Park From US $170
         

8.4 (64 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
444-3A Newly renovated 1BR - Elevator Building From US $175
         

New
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Instantly Bookable Vacation Homes in West Side

Over 894+ Instantly Bookable Vacation Homes in or Near West Side
Chic 2BR Retreat in the Heart of Times Square From US $759
         

10.0 (13 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
Time Square APT From US $2,256
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Chic Midtown Hideaway | Walk to NYC Landmarks From US $795
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Dream NYC Haven: Cozy 2BR in Prime Spot From US $720
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Central Location Studio, Walk to Times Square From US $435
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Artists loft in Hudson Yards area New York , AC, WiFi and roof deck From US $233
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
One Block Away Time Square 2-Bedroom Apartment From US $1,096
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

About West Side Vacation Rentals

With more than 1836 West Side vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidayinthehamptons 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 West Side.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidayinthehamptons West Side, 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 West Side. Places to stay near West Side are 422.43 ft² on average, with prices averaging US $671 a night.

Holidayinthehamptons makes it easy and safe to find and compare vacation rentals in West Side 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 West Side

Type Count
Holiday Apartments 1457
Vacation Homes 193
Hotels 145
Hostels 8
B&B 3
Others 2
Resorts 1

Use these Quick Filters to Find a Vacation Rental in West Side

Pro Tip: Holidayinthehamptons makes it easy to compare the best listings on Holidayinthehamptons homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidayinthehamptons 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 West Side.

Weather in West Side

View the weather forecast for West Side before booking your West Side 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

West Side Vacation Rental Frequently Asked Questions

What are the top vacation rentals in West Side?
How many vacation rentals are available in West Side?

Currently, the total number of properties listed in 2026 is over 1836 in the West Side area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in West Side.