Title: Chelsea Vacation Rentals from $249: Search Short-Term Rentals | Expedia.com

[Hotels in Chelsea](https://expedia.com/Chelsea-Hotels.d553248635976431034.Travel-Guide-Hotels)[Car Rentals in Chelsea](https://expedia.com/Car-Rentals-In-Chelsea.d553248635976431034.Car-Rental-Guide)[Chelsea Vacation Packages](https://expedia.com/Chelsea.d553248635976431034.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=553248635976431034&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=553248635976431034&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=553248635976431034&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=553248635976431034&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chelsea vacation rentals

![House | 7 bedrooms](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/af5902b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 7 bedrooms](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/643a1d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 7 bedrooms](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/e36fc455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 7 bedrooms](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/d25435a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW 5 Trinity Pl Cornwall NY 12518

[](https://www.expedia.com/Cornwall-Hotels-West-Point-Villa-Jacuzzi-Pool-BBQ-Games-Pets.h121901234.Hotel-Information)

Cornwall

$862 nightly

$1,018 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Cornwall-Hotels-West-Point-Villa-Jacuzzi-Pool-BBQ-Games-Pets.h121901234.Hotel-Information)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706320/ce02298f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706320/c81a0e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706320/f3cbf51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706320/da2a0ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hidden Lakefront Gem on a Gated Countryside Escape

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-With-Deck-Workspace.h123706320.Hotel-Information)

Monroe

$308 nightly

$349 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-With-Deck-Workspace.h123706320.Hotel-Information)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711155/e3793e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711155/f0b88082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711155/w1350h896x0y0-b3647d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711155/ab3caa89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boutique King Suite at Orchard Lake Private Farm

[](https://www.expedia.com/Monroe-Hotels-Bright-Studio-Retreat-W-Deck-Nature-Views.h123711155.Hotel-Information)

Monroe

$335 nightly

$379 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Bright-Studio-Retreat-W-Deck-Nature-Views.h123711155.Hotel-Information)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706319/c1793b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706319/f2c259f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706319/de99b88d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706319/bcf66280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Lakeside Studio Fast Wifi Great WFH

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h123706319.Hotel-Information)

Monroe

$308 nightly

$349 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h123706319.Hotel-Information)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711154/901afe1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711154/d8a9dc23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711154/7aa0c18f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711154/414f3605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Calm Boutique Lake Studio Fast Wifi Great WFH

[](https://www.expedia.com/Monroe-Hotels-Cozy-Modern-Studio-Near-Lake-Porch-Fire-Pit.h123711154.Hotel-Information)

Monroe

$308 nightly

$349 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Cozy-Modern-Studio-Near-Lake-Porch-Fire-Pit.h123711154.Hotel-Information)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711152/be62ef7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711152/w1346h900x0y0-2cb73b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711152/917eed35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711152/28da73c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio Lakeside Retreat Fast Wifi Great WFH

[](https://www.expedia.com/Monroe-Hotels-Studio-Retreat-Near-Woodbury-Commons-Legoland.h123711152.Hotel-Information)

Monroe

$308 nightly

$349 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Studio-Retreat-Near-Woodbury-Commons-Legoland.h123711152.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&regionId=553248635976431034&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_553248635976431034)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chelsea%2C+New+York%2C+United+States+of+America&regionId=553248635976431034&latLong=41.553705%2C-73.966805&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chelsea%2C+New+York%2C+United+States+of+America&regionId=553248635976431034&latLong=41.553705%2C-73.966805&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chelsea%2C+New+York%2C+United+States+of+America&regionId=553248635976431034&latLong=41.553705%2C-73.966805&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chelsea%2C+New+York%2C+United+States+of+America&regionId=553248635976431034&latLong=41.553705%2C-73.966805&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chelsea%2C+New+York%2C+United+States+of+America&regionId=553248635976431034&latLong=41.553705%2C-73.966805&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chelsea%2C+New+York%2C+United+States+of+America&regionId=553248635976431034&latLong=41.553705%2C-73.966805&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CABIN)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Chelsea%2C+New+York%2C+United+States+of+America&regionId=553248635976431034&latLong=41.553705%2C-73.966805&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CHALET)

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## Top Chelsea Hotel Reviews

![Sleep Inn & Suites Monroe - Woodbury](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg)

### Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent

"The room was nice, clean, and comfortable. What made this a five star stay was the check in/out staff. The lovely human at the front desk was so helpful, so kind, and just an amazing help. I appreciated them so much!"

[](https://expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information)

![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg)

### Hampton Inn by Hilton New Paltz

10/10 Excellent

"Spotless room, Amazing staff. Will be booking at this location when i am in the area. Great access to stores and amentities nearby, great town New Paltz!!!"

[](https://expedia.com/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information)

![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg)

### Courtyard by Marriott Fishkill

10/10 Excellent

"Clean, amenities fine, staff helpful "

[](https://expedia.com/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information)

![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg)

### Hampton Inn Harriman Woodbury

10/10 Excellent

"Good"

[](https://expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg)

### DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"Very, very nice hotel. We were checked in quickly by a wonderful front desk crew, especially Henry. The hotel itself is spotless, parking is free, it's literally steps away from the convention center which was nice considering we were there when it was quite cold. The rooms were perfect and clean. The restautant was decent. Would definitley stay again!"

[](https://expedia.com/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information)

![HYATT house Fishkill/Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/4a7fc30b_y.jpg)

### HYATT house Fishkill/Poughkeepsie

10/10 Excellent

"All was good no complaints "

[](https://expedia.com/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.Hotel-Information)

![Minnewaska Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg)

### Minnewaska Lodge

10/10 Excellent

"Clean, comfortable"

[](https://expedia.com/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information)

![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg)

### Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"Quiet and clean"

[](https://expedia.com/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information)

![Hilton Garden Inn Fishkill](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e1e7e350_y.jpg)

### Hilton Garden Inn Fishkill

10/10 Excellent

"great hotel"

[](https://expedia.com/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information)

## Find out more about Chelsea

**Everything you need to know about Chelsea vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chelsea vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chelsea vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chelsea in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $249 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chelsea rentals**

At Expedia, we put the best Chelsea vacation 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 vacation.

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.

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- [Vacation Homes in Chelsea ](https://expedia.com/Chelsea-Private-Vacation-Homes.d553248635976431034-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Chelsea ](https://expedia.com/Chelsea-Apartments.d553248635976431034-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Chelsea ](https://expedia.com/Chelsea-Cottages.d553248635976431034-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Chelsea ](https://expedia.com/Chelsea-Cabins.d553248635976431034-aaCabins.Travel-Guide-Accommodation)
- [Motels in Chelsea ](https://expedia.com/Chelsea-Motels.d553248635976431034-aaMotels.Travel-Guide-Accommodation)
- [Villas in Chelsea ](https://expedia.com/Chelsea-Villas.d553248635976431034-aaVillas.Travel-Guide-Accommodation)
- [B&B in Chelsea ](https://expedia.com/Chelsea-Bed-And-Breakfast.d553248635976431034-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Chelsea ](https://expedia.com/Chelsea-Agritourism.d553248635976431034-aaAgritourism.Travel-Guide-Accommodation)
- [Chalets in Chelsea ](https://expedia.com/Chelsea-Chalets.d553248635976431034-aaChalets.Travel-Guide-Accommodation)
- [Condo Rentals in Chelsea ](https://expedia.com/Chelsea-Condos.d553248635976431034-aaCondos.Travel-Guide-Accommodation)
- [Lodges in Chelsea ](https://expedia.com/Chelsea-Lodges.d553248635976431034-aaLodges.Travel-Guide-Accommodation)
- [Hostels in Chelsea ](https://expedia.com/Chelsea-Hostels.d553248635976431034-aaHostels.Travel-Guide-Accommodation)
- [Resorts in Chelsea ](https://expedia.com/Chelsea-Resorts.d553248635976431034-aaResorts.Travel-Guide-Accommodation)
- [Inns in Chelsea ](https://expedia.com/Chelsea-Inns.d553248635976431034-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Chelsea ](https://expedia.com/Chelsea-Guest-Houses.d553248635976431034-aaGuestHouses.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Chelsea?

### What are some of the best vacation home rentals that Chelsea has to offer?

### What can I see and do in Chelsea?

### What are vacation rentals like in Chelsea?

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