Chelsea holiday homes

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:11 Dec - 18 Dec

Outdoor dining
Living area
Exterior
Private kitchen
Exceptional
(9 reviews)

6 Acre Private Hudson Valley Estate

Highland

8% off
NZ$17,066
for 7 nights, 1 home
NZ$2,438 per night
includes taxes & fees
6 Acre Private Hudson Valley Estate
Hallway with pocket doors on main floor
View of the dining room
Living room through Mahogany pocket doors
Walk way to back yard from side of the house
Exceptional
(17 reviews)

Stunning historic Victorian house in Newburgh. Pet friendly

Newburgh

20% off
NZ$9,699
for 7 nights, 1 home
NZ$1,386 per night
includes taxes & fees
Stunning historic Victorian house in Newburgh. Pet friendly
Interior
Exterior
Property grounds
Property grounds
Exceptional
(13 reviews)

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Hopewell Junction

8% off
NZ$2,361
for 7 nights, 1 home
NZ$337 per night
includes taxes & fees
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Interior
Private kitchen
Living area
Dining
Exceptional
(8 reviews)

Modern home w/creek view, steps to town & mountain

Beacon

8% off
NZ$10,951
for 7 nights, 1 home
NZ$1,564 per night
includes taxes & fees
Modern home w/creek view, steps to town & mountain
Property grounds
Exterior
Terrace/patio
Interior
Exceptional
(46 reviews)

Cosy lakefront cottage in Hudson Valley

Walden

7% off
NZ$2,872
for 7 nights, 1 cottage
NZ$410 per night
includes taxes & fees
Cosy lakefront cottage in Hudson Valley
Private entrance to apt.
Main house. Apt is downstairs to the left.
Private kitchen
Second bedroom with two full size beds and large walk-in closet.
Exceptional
(22 reviews)

Lower level unit in Spectacular Log Home Estate

Marlboro

12% off
NZ$2,614
for 7 nights, 1 apartment
NZ$373 per night
includes taxes & fees
Lower level unit in Spectacular Log Home Estate
Through the front door to spectacular lake beauty
Breathtaking View, Situated on Orange Lake
Front of house. Lake in back.
Winter beauty
Exceptional
(330 reviews)

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Newburgh

8% off
NZ$5,748
for 7 nights, 1 home
NZ$821 per night
includes taxes & fees
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Living area
Property grounds
Dining
Exterior
Exceptional
(8 reviews)

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.

Marlboro

12% off
NZ$2,419
for 7 nights, 1 home
NZ$346 per night
includes taxes & fees
Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.
Memorable sunsets
Covered lakeside gazebo
Kitchen
View of kitchen from living room
Exceptional
(44 reviews)

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Newburgh

7% off
NZ$5,924
for 7 nights, 1 home
NZ$846 per night
includes taxes & fees
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Outdoor dining
Living area
Dining
Interior
Exceptional
(28 reviews)

Hudson River Retreat

Newburgh

8% off
NZ$2,674
for 7 nights, 1 apartment
NZ$382 per night
includes taxes & fees
Hudson River Retreat
  • 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

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)
  • Brotherhood Winery (13.2 mi / 21.2 km)
  • Robibero Winery (15 mi / 24.2 km)
  • Putnam County Golf Course (15.7 mi / 25.3 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:

  • Bowdoin Park (3.5 mi / 5.6 km)
  • Algonquin Park (5.2 mi / 8.3 km)
  • Hudson Highlands State Park (7.8 mi / 12.5 km)
  • Little Stony Point Park (8.8 mi / 14.1 km)
  • Storm King State Park (9.1 mi / 14.7 km)
  • Boscobel House and Gardens (9.8 mi / 15.8 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

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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Chelsea holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Chelsea to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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