Chelsea holiday rentals

We found 195 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Chelsea to find one that's perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as air conditioning and a pool. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Chelsea

Showing deals for:29 Jan - 5 Feb

Image gallery for 6 Acre Private Hudson Valley Estate

Living area
9.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

6 Acre Private Hudson Valley Estate

Highland

8% off
Price is AU$14,872
for 7 nights, 1 home
AU$2,125 per night
includes taxes & fees
6 Acre Private Hudson Valley Estate

Find spaces that suit your style

Find the best place to stay - Chelsea

Image of 1 Queen Bed | Non-Smoking, Kitchen
Premier Host

1 Queen Bed | Non-Smoking, Kitchen

Sleeps 2 · 1 bedroom · 1 bathroom
7.8 out of 10
good
(26 reviews)
More information about 1 Queen Bed | Non-Smoking, Kitchen, opens in a new tab

  • 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

Find out more about Chelsea

Why visit Chelsea

  • Vibrant urban culture: Chelsea offers a dynamic blend of art, heritage, and bustling streets, perfect for an engaging city break.
  • Historic charm: Wander through streets lined with historic houses and bridges, reflecting Chelsea’s rich past.
  • Iconic market experience: Visit the famed Chelsea Market, a lively centre for food and shopping delights.
  • Cultural attractions: Explore local art and cultural landmarks that showcase the neighbourhood’s creative spirit.
  • Versatile accommodation: Enjoy a range of lodging options, from cosy apartments to more luxurious stays, suiting all budgets.

Popular types of accommodation in Chelsea

You have decided on a trip to Chelsea, New York, and now comes the fun part – choosing where to stay. Explore a range of holiday rental options, from private holiday homes and apartments to cosy cottages. Discover star accommodations, friendly hotels, and exquisite Chelsea suites, as well as a variety of apartment buildings. Enjoy the local attractions and landmarks that make Chelsea a vibrant and culturally rich destination.

  • Private Holiday Homes: The top choice for visitors seeking a more personalised experience, offering the comforts of home.
  • Apartments: A popular option for those wanting a convenient and stylish stay, perfect for short or extended visits.
  • Cottages: Ideal for a charming and cosy retreat, providing a quaint atmosphere away from the hustle and bustle.
  • Cabins: A unique accommodation type, offering a rustic experience often nestled in serene settings.
  • Villas: Luxurious and spacious, these residences are perfect for larger groups or families seeking comfort and elegance.**

Top attractions near Chelsea

Explore the vibrant neighbourhood of Chelsea, New York, where you can enjoy urban parks, historic bridges, and charming historic houses. This family-friendly area offers a mix of culture and outdoor experiences, making it perfect for city-themed holidays. Don't miss the iconic Chelsea Market, a bustling hub of food and shopping. Discover local attractions that cater to all interests, ensuring a memorable visit to this dynamic part of the city.

  • Walkway Over the Hudson State Historic Park: Enjoy a scenic, historic bridge experience offering cultural vibes. Located 18km from Chelsea, this attraction provides remarkable panoramic views and a unique perspective on local landscapes.
  • West Point Foundry Preserve: Discover a reserve steeped in historical ambience, positioned 16km from Chelsea. It invites visitors to explore its preserved natural beauty and significant heritage.
  • Clinton House State Historic Site: Experience a site rich in cultural heritage, also 16km from Chelsea, where historic narratives blend with local traditions.

Things to do recommended for couples

For a romantic getaway in Chelsea, indulge in a sunset stroll along the High Line, explore the art galleries in the area, or enjoy a candlelit dinner at a charming bistro. Don't miss the intimate atmosphere of Chelsea Market for a delightful culinary experience together.

Things to do recommended for families

Families will delight in the interactive exhibits at the Chelsea Piers Sports & Entertainment Complex, explore the vibrant Chelsea Market for delicious bites, and enjoy a stroll through the picturesque High Line park, where art and nature come together in a unique urban setting.

Things to do recommended for groups

Explore Chelsea’s vibrant art scene and enjoy local culinary delights with your mates, all within a stone’s throw from iconic galleries and markets.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Chelsea

If you’re travelling with a group, family, pets, or seeking extended stays, be sure to filter according to your key priorities. Here are some helpful Stayz booking tips for you.

  • Traveling to Chelsea with a group: Consider how many bedrooms you require, along with amenities like a fully equipped kitchen or outdoor space suited for a group gathering. Fortunately, you can apply filters for all these features—and much more—on Stayz.
  • Traveling to Chelsea with young kids: Traveling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Chelsea: For many, a family holiday is not complete without the presence of their four-legged companion. If you find this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Chelsea: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect destination. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Chelsea

Experience Chelsea, New York, a vibrant village offering a family-friendly, urban retreat with historical charm. Wander through the dynamic Chelsea neighbourhood, enjoying its distinctive blend of art, culture, and bustling streets. Discover the city's impressive landmarks, and savour the unique local atmosphere in this wonderful stay, where both budget and luxury experiences are embraced. Chelsea’s warm, inviting spirit ensures an unforgettable city-themed holiday in the heart of New York.

  • Poughkeepsie: Located 18km from Chelsea, Poughkeepsie is a vibrant city that offers an exciting blend of outdoor adventures and family-friendly activities. Visitors can explore the scenic beauty of the Hudson River, engage in educational experiences at the local universities, and enjoy shopping in its lively districts. The city is home to historic landmarks, including a modern college and a picturesque lake, making it an ideal spot for those looking to connect with nature while enjoying urban amenities.
  • Beacon: Just 5km from Chelsea, Beacon is a charming city renowned for its artistic community and outdoor offerings. It is perfect for families and adventure seekers alike, with opportunities for hiking, theatre, and skiing nearby. The breathtaking views of the surrounding mountains, alongside tranquil lakes and parks, provide ample space for relaxation and exploration. Beacon’s vibrant arts scene, including galleries and public installations, enriches the travel experience.
  • Newburgh: Situated 6km from Chelsea, Newburgh boasts a rich history and a family-friendly atmosphere. This city offers a variety of shopping options, from bustling shopping malls to quaint local boutiques. Visitors can enjoy the scenic views along the waterfront and learn about local history at the visitor centre. With its symbolic landmarks and beautiful lake, Newburgh presents a unique blend of urban life and outdoor enjoyment, making it a delightful stop on your holiday journey.

Booking with Stayz is simple

Looking to save on your next break? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking for a longer period may result in significant savings. To find the ideal Stayz property that suits your budget, simply use our filters to search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's innovative Trip Board offers you a dedicated space to craft new journeys, pick up where you last paused, or manage and arrange your plans. You can easily access properties you've saved and booked in the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently Asked Questions

What is the best area to stay in Chelsea when booking a holiday rental?

When considering a holiday rental in Chelsea, New York, a popular area to stay is near the vibrant West 23rd Street. This neighbourhood is known for its lively option and proximity to some of the city's top attractions. Just a short stroll away, you'll find the iconic Chelsea Market, a food lover's paradise filled with a variety of eateries and shops. Additionally, the High Line, an elevated park built on a former railway track, offers stunning views of the Hudson River and a unique perspective of the city's architecture.


In terms of accommodations, Chelsea boasts a diverse range of properties, from chic lofts to modern apartment rentals, suiting different preferences and budgets. The area is well-connected by public transport, making it easy to explore other parts of New York City.

What are the top attractions in Chelsea?

In Chelsea, New York, visitors can take part in a diverse array of attractions. The High Line, an elevated park built on a former railway line, offers stunning views of the Hudson River and features beautifully landscaped gardens, art installations, and pathways that connect various points of interest throughout the neighbourhood. Just nearby, the Chelsea Market is a must-visit, renowned for its artisanal food vendors, unique shops, and vibrant setting, making it an ideal spot for food lovers.


Art enthusiasts will appreciate Chelsea's gallery scene, with numerous contemporary art galleries showcasing both established and emerging artists along West 24th and West 25th Streets. For those interested in history, the Rubin Museum of Art, dedicated to Himalayan and Indian art, provides a unique cultural experience.

Are all fees included in the Chelsea holiday homes prices shown on Stayz?

Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

Are there any Chelsea holiday homes with parking?

Stayz offers a wide selection of holiday homes in Chelsea with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

Are there any discounts for Chelsea holiday homes?

You can find great discounts on holiday homes in Chelsea on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I change or cancel my Chelsea holiday home booking on Stayz?

To find Chelsea holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.

Can I find long-stay holiday homes in Chelsea?

A long-stay holiday home in Chelsea is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Can I plan a group trip on Stayz?

Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.

How early should I book a Chelsea holiday home?

Book your Chelsea holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.

How much does it cost to rent a holiday home in Chelsea?

Prices for holiday homes in Chelsea vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Chelsea to more spacious homes.

What can I expect from Stayz customer service and StayzCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

What is StayzCare™ and how does it work?

Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

Why should I join Stayz as a host?

Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More Holiday Ideas