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Chelsea Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Chelsea vacation rentals

A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

1. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (19 reviews)
"Great rooms and service,"
United States
Anonymous traveler
$79 nightly
The price is $89
Oct 27 - Oct 28
Total with taxes and fees
1 King Bed | Non-Smoking, Kitchen, Shower
A brick building with a sign reading 'Lobby' in front.

2. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.0 out of 10, Wonderful, (21 reviews)
"Great place to stay,"
United States
Anonymous traveler
$79 nightly
The price is $91
Nov 3 - Nov 4
Total with taxes and fees
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
A living room with a fireplace, a painting, shelves with decorative items, and a television.

3. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (52 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
$262 nightly
The price is $296
Nov 9 - Nov 10
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
A brick building with a sign reading 'Lobby' in front.

4. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.0 out of 10, Wonderful, (22 reviews)
"great place tostay"
United States
Anonymous traveler
$87 nightly
The price is $100
Nov 3 - Nov 4
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
A brick building with a sign reading 'Lobby' in front.

5. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
7.8 out of 10, Good, (26 reviews)
"The property was clean and pet friendly. However, the small extended stay room with a kitchen had no glasses or bowls or flat ware. You can't expect any additional accomodations beyond the room."
United States
Ray
$79 nightly
The price is $91
Nov 3 - Nov 4
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen
A small blue house with two blue Adirondack chairs, a small table, and a potted plant.

6. Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2
Newburgh
9.6 out of 10, Exceptional, (41 reviews)
"This was a great place to stay with our cats for a night on our way to Vermont."
United States
George J.
$199 nightly
The price is $235
Nov 1 - Nov 2
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 2
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

7. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (18 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
$127 nightly
The price is $142
Oct 28 - Oct 29
Total with taxes and fees
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Floor plan

8. 1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Fishkill
9.0 out of 10, Wonderful, (18 reviews)
"Good so far"
United States
Anonymous traveler
$95 nightly
The price is $107
Nov 19 - Nov 20
Total with taxes and fees
1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
A deck with wicker furniture and a view of a lake and mountains.

9. Private River View Deck · Walk Downtown

Private River View Deck · Walk Downtown
Newburgh
10.0 out of 10, Exceptional, (1 review)
$394 nightly
The price is $463
Oct 28 - Oct 29
Total with taxes and fees
Private River View Deck · Walk Downtown
A compact living space with a kitchenette, a sofa, a bed, and a colorful rug.

10. Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (36 reviews)
"Great place! Nicely decorated with attention to detail. My wife and I would stay again if we are back in the area."
United States
Tim G.
$244 nightly
The price is $288
Oct 27 - Oct 28
Total with taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
A cozy living room with a sofa, a dining table, and a bed.

11. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (75 reviews)
"Lovely cottage in a beautiful setting with everything you need to rest, relax, and enjoy this lovely part of New York state. Highly recommend!"
United States
Frances N.
$299 nightly
The price is $353
Oct 27 - Oct 28
Total with taxes and fees
Cozy country efficiency in the Hudson Valley
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

12. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
$285 nightly
The price is $290
Oct 27 - Oct 28
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A modern kitchen with grey cabinets, stainless steel appliances, a granite countertop, and a wooden floor.

13. 2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (3 reviews)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
$215 nightly
The price is $243
Nov 2 - Nov 3
Total with taxes and fees
2-bedroom apartment in excellent Newburgh with AC and charm
Bedroom

14. 2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Fishkill
10.0 out of 10, Exceptional, (2 reviews)
"Checked out local spots nearby, easy parking available."
United States
Anonymous traveler
$117 nightly
The price is $132
Nov 9 - Nov 10
Total with taxes and fees
2 Full Beds | Non-Smoking, Micfridge
Bedroom

15. 2 Queen Beds | Smoking, Micfridge

2 Queen Beds | Smoking, Micfridge
Fishkill
10.0 out of 10, Exceptional, (2 reviews)
"Kitchenette makes this motel stand out at this price range if you want simple self-catering options along with decent comfort."
United States
Anonymous traveler
$117 nightly
The price is $132
Nov 2 - Nov 3
Total with taxes and fees
2 Queen Beds | Smoking, Micfridge
A cozy living room with a sofa, a coffee table with candles, and a fireplace.

16. Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (32 reviews)
"Loved our stay! The house is cozy and well cared for. Plenty of room and everything we might have needed. Thanks so much for the nice message, it really shows that you care about your guests :)"
United States
Sara
$184 nightly
The price is $186
Nov 3 - Nov 4
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge
A small, two-story house with a red and gray exterior, a front porch with blue chairs, and a table.

17. Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (31 reviews)
"Everything was just as it was in our past stays. The place was clean, neat and organized very well. Communication with the host was very easy and almost immediate reply."
United States
Albert
$198 nightly
The price is $234
Oct 27 - Oct 28
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 4
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

18. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
$249 nightly
The price is $282
Oct 27 - Oct 28
Total with taxes and fees
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

19. House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
9.8 out of 10, Exceptional, (14 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
$378 nightly
The price is $404
Oct 27 - Oct 28
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!
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

Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

10/10 Excellent
"I really liked Mike he was very welcoming and helpful."
Elizabeth 1-night trip
Posted 2 hours ago
Studio 6 Extended Stay Fishkill Westage Center NY

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 $89 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.

Frequently asked questions

Can I find a vacation rental in Chelsea?

Yes, we have vacation rentals near the most popular points of interest in Chelsea, or you can select a more secluded option if you'd like a relaxing place to stay.

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

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This vacation home rental outside of Chelsea is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 larger area, you’ll find Benmarl Vineyards and Winery and Dia Beacon.

What are vacation rentals like in Chelsea?

Vacation rentals are private accommodations you can book for several days or more in Chelsea. Vacation rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.