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:30 Oct - 6 Nov

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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.

The information above was last updated:

Book a holiday rental for your Chelsea getaway

Learn about the unique charm of Chelsea with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Chelsea

Do you want to find top things to see and do while you're in the area? Venture out of your cosy holiday rental and check out everything that Chelsea has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Benmarl Vineyards and Winery (2.8 mi / 4.5 km)
  • SplashDown Beach (3.2 mi / 5.1 km)
  • Ice Time Sports Complex (7.6 mi / 12.2 km)
  • Beekman Golf Course (10.2 mi / 16.4 km)
  • Brotherhood Winery (13.2 mi / 21.2 km)
  • Whitecliff Vineyard (15.2 mi / 24.5 km)

Exploring the natural features in Chelsea

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Chelsea is a great place to spend some time outside. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Algonquin Park (5.2 mi / 8.3 km)
  • Hudson Highlands State Park (7.8 mi / 12.5 km)
  • Canopus Beach (9.3 mi / 14.9 km)
  • Boscobel House and Gardens (9.8 mi / 15.8 km)
  • Walkway Over the Hudson State Historic Park (10.9 mi / 17.5 km)
  • Oscawana Lake (12.7 mi / 20.4 km)

Transport to and around Chelsea

The nearest airport is in Newburgh, NY (SWF-Stewart Intl.), located 7.2 mi (11.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Danbury, CT (DXR-Danbury Municipal), which is 27.9 mi (44.8 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Chelsea?
The average price for a holiday home in Chelsea is determined by a number of factors, including property type, length of stay and time of year. Whether you're in search of a sprawling villa with space for the whole family or a cosy cabin for you and your other half, just add your dates of travel to see stays with great value.
How much does it cost to rent a beach house in Chelsea?
Prices for beach houses in Chelsea can vary depending on the size and style of the property and time of year you're travelling. Simply enter your dates of travel into Stayz and how many guests to see available options and prices. From there you can use our filters to tailor your search results by ratings, nearby activities and more.
What are the top attractions for families in Chelsea?
Keeping the kids happy during your Chelsea holiday is child's play with these family-friendly attractions:

  • Fun Central
  • Bowdoin Park
  • Poughkeepsie Galleria

How old do you have to be to rent a holiday home in Chelsea?
The minimum age allowed can differ across properties on Stayz, so look at the rules of the holiday home in Chelsea you're considering. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Chelsea for?
The amount of time you can book a Chelsea holiday home for is up to each property. Simply put in your dates of travel to find available options that offer extended stays. They come with everything you need to make your extended getaway more comfortable such as kitchens and air conditioning. Some Stayz holiday homes may also offer weekly or monthly discounts, so you can stay even longer for less.

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