Chelsea Holiday Rentals

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Holiday Rentals in Chelsea

Apartment in Highland Falls

10.0 out of 10, Exceptional, (1)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AU$299
includes taxes & fees
2 Dec - 3 Dec
Cozy 1-bedroom retreat minutes from West Point!

Apartment in Highland Falls

10.0 out of 10, Exceptional, (13)
"Great Unit."
United States
Rudy R.
The price is AU$429
includes taxes & fees
24 Nov - 25 Nov
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Apartment in Wallkill

9.6 out of 10, Exceptional, (24)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
The price is AU$288
includes taxes & fees
24 Nov - 25 Nov
Dream getaway apartment in the foot of Gunks Ridge

Cabin in Newburgh

9.8 out of 10, Exceptional, (14)
"We are moving to the area and found this cute place. Loved it and will stay here again. "
United States
Nicole G.
The price is AU$377
includes taxes & fees
25 Nov - 26 Nov
Cabin in the heart of the Hudson Valley, Cabin 3

Holiday Home in Highland Falls

10.0 out of 10, Exceptional, (4)
"Good stay, awesome place"
United States
Scott G.
The price is AU$621
includes taxes & fees
3 Dec - 4 Dec
House on the Babbling Brook- Quiet 2BR + King Bed!

Apartment in Plattekill

2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful location and great stay! Would come here again in a heartbeat. "
United States
Gavin
The price is AU$414
includes taxes & fees
24 Nov - 25 Nov
Modern Hudson Valley Retreat Near Mohonk

Apartment in Beacon

10.0 out of 10, Exceptional, (32)
"Great time and great place to stay "
United States
S S.
The price is AU$380
includes taxes & fees
14 Dec - 15 Dec
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Holiday Home in Holmes

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is AU$906
includes taxes & fees
24 Nov - 25 Nov
"Country outside the city " 3 bedrooms 2 full bathrooms

Apartment in Newburgh

9.6 out of 10, Exceptional, (37)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
United States
Zohar
The price is AU$411
includes taxes & fees
24 Nov - 25 Nov
Grant - A Tranquil One Bedroom Steps from River

Apartment in Wallkill

10.0 out of 10, Exceptional, (69)
"Lovely, immaculately clean place, the river was so serene as we drank coffee on the back porch each morning. The first day I saw a blue heron perched on a river rock!The place offered thoughtful amenities, like a Keurig with a filter and coffee. The bed and pillows were very comfortable, we slept well. We so enjoyed our stay and given that we have family nearby and it's affordable, we hope to book it again!"
United States
Aggie P.
The price is AU$393
includes taxes & fees
1 Dec - 2 Dec
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Cottage in Putnam Valley

9.8 out of 10, Exceptional, (22)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
Cozy Cottage with Grill | Walk to Lake

Holiday Home in Carmel Hamlet

9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is AU$556
includes taxes & fees
24 Nov - 25 Nov
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Apartment in Carmel Hamlet

9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is AU$436
includes taxes & fees
29 Nov - 30 Nov
Charming 1-bedroom apartment in Carmel with WiFi, AC

Cabin in Newburgh

10.0 out of 10, Exceptional, (31)
"Great overnight spot, especially with a dog."
United States
Ed C.
The price is AU$377
includes taxes & fees
24 Nov - 25 Nov
Cabin in the Heart of the Hudson Valley, Cabin 1

Holiday Home in Highland Falls

9.0 out of 10, Wonderful, (4)
"Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. "
United States
Penny D.
The price is AU$705
includes taxes & fees
1 Dec - 2 Dec
3BR West Point Retreat-3min to Back Gate+ King Bed

Apartment in Beacon

9.8 out of 10, Exceptional, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is AU$386
includes taxes & fees
14 Dec - 15 Dec
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Holiday Home in Highland Falls

10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is AU$672
includes taxes & fees
24 Nov - 25 Nov
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Holiday Home in New Paltz

10.0 out of 10, Exceptional, (9)
"Clean environment, quiet, family friendly and was well equipped. Our family enjoyed staying and the host was available for any questions. "
United States
Awa Malicka B.
The price is AU$554
includes taxes & fees
7 Dec - 8 Dec
The Meyer: spacious family home with hot tub minutes to downtown New Paltz

Holiday Home in Hopewell Junction

9.0 out of 10, Wonderful, (10)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is AU$404
includes taxes & fees
24 Nov - 25 Nov
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Holiday Home in Highland Falls

9.0 out of 10, Wonderful, (4)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is AU$484
includes taxes & fees
8 Dec - 9 Dec
Fabulous 3bdrm Home w/parking!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Chelsea Hotel Reviews

Find out more about Chelsea

Everything you need to know about Chelsea holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chelsea holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chelsea holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chelsea holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chelsea. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chelsea holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chelsea holiday rentals we have selected for you start as low as AU$276 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chelsea rentals

At Expedia, we put the best Chelsea holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chelsea rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chelsea holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chelsea. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Chelsea?

Yes, there are holiday rentals close to the most popular sights in Chelsea, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chelsea has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Chelsea offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and a coffee maker, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Chelsea?

While exploring the area, visit family-friendly sights like SplashDown Beach, or get outside and enjoy nature at Bowdoin Park. In the wider area, you’ll find Benmarl Vineyards and Winery and Dia Beacon.

What are holiday rentals like in Chelsea?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chelsea. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.