Upper West Side holiday rentals

We found 998 holiday rentals — enter your dates for availability

Discover a selection of 15 homes, 339 apartments and other holiday rentals in Upper West Side that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for spending time at your holiday home, which might include air conditioning and a pool. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Upper West Side?
Apartments are the most popular style of holiday home in Upper West Side, according to our data. Even if you've got a different idea about what you'd like, Stayz has holiday homes in loads of sizes and shapes. Compare our options to find your ideal match.
How much does it cost to rent a holiday home in Upper West Side?
Length of stay, property type and season are some of the things that can influence the price of a holiday home. Simply add your travel dates to find your ideal match. From cosy chalets to expansive luxury villas, all Stayz holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Upper West Side?
The average price for a holiday home by the beach in Upper West Side depends on when you're going and the style and size of property you're looking for. You can quickly and easily find prices on Stayz by entering your travel dates and destination. Then use our filter tool to choose the number of bedrooms and amenities important to you, like air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday homes in Upper West Side?
With 258 properties that host four-legged guests, your furry little friend can join you on your Upper West Side holiday. Use our filter tool to search our pet-friendly holiday homes and find the pawfect pad on Stayz.
Can I rent a house with a pool in Upper West Side?
Grab your swimsuit and swim ring, because there are three houses with a private pool in Upper West Side. Base yourself at one of these sought-after holiday homes and let every day be a pool day. Simply enter your travel dates into Stayz, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular home amenities in Upper West Side?
When it comes to home amenities that guests prefer in Upper West Side, a firepit, a garden and mountain views are at the top of the list. With Stayz holiday homes, you'll find options to match your taste and style, whether you're taking a trip with your partner, your friends or even pets.
Are there large group holiday homes in Upper West Side?
Upper West Side has 27 holiday properties that can fit 10 or more guests. These stays come with all the space you need to enjoy good times with family and friends.
Are there holiday homes in Upper West Side that welcome kids?
With 248 family-friendly holiday homes available in Upper West Side, there's never been a better time to introduce the kids to the excitement of travel. Simply check our "Properties good for families" filter box to locate stays packed with conveniences perfect for families on the move, such as living rooms, private pools, hot tubs and entertainment areas.
What are the top attractions for families in Upper West Side?
Keeping the kiddos entertained during your stay in Upper West Side is simple with these fabulous family-friendly attractions:

  • Rockefeller Centre
  • American Museum of Natural History
  • Chelsea Piers

Are there one-bedroom holiday homes in Upper West Side?
Yes, you can choose from 148 one-bedroom homes in Upper West Side. Whether you're on the lookout for a cosy chalet or a cabin, Stayz's one-bedroom homes are just right if you don't require lots of space. One of the perks of having your own place? You won't ever have to share your getaway with strangers.
Can I find two-bedroom holiday homes in Upper West Side?
Pick from 61 two-bedroom homes in Upper West Side. Give your little ones the second room or fill it with a couple of your besties. There's enough space for whoever's fortunate enough to be joining in on the fun.
Are there holiday homes with WiFi in Upper West Side?
Whether you want to keep up with the headlines, send some emails or surf social media, there are 29 holiday homes with WiFi in Upper West Side. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.
How can I find holiday homes with air conditioning in Upper West Side?
There are 248 Stayz holiday homes with air conditioning in Upper West Side giving you that cool, cool breeze and extra element of comfort. Just enter your desired travel dates and then use our handy filter tool to find properties with air conditioning.
How old do you have to be to rent a holiday home in Upper West Side?
The minimum age permitted can differ across properties on Stayz, so check the rules of the holiday home in Upper West Side you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Upper West Side for?
The amount of time you can stay in an Upper West Side holiday home for is up to the property. Just enter your dates of travel to find available options that offer long-term stays. They feature the things you need to make your extended holiday more enjoyable and convenient, such as kitchens and air conditioning. Some Stayz holiday homes may also offer weekly or monthly discounted prices, so you can stick around for longer for less.

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