Chelsea Holiday Rentals

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Check prices for these dates

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

Holiday Rentals in Chelsea

Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (123)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is HK$1,460
HK$2,390 total
includes taxes & fees
22 Oct - 23 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Outdoor dining
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
9.8 out of 10, Exceptional, (41)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
United States
Lisa B.
The price is HK$2,012
HK$2,566 total
includes taxes & fees
3 Nov - 4 Nov
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Property grounds
Cabin in the heart of the Hudson Valley, Cabin 2
Cabin in the heart of the Hudson Valley, Cabin 2
9.4 out of 10, Exceptional, (27)
"Perfect for a getaway weekend for my wife and I! Easy check-in, clean, and although it's off a busy road, we found it peaceful and quiet. Would definitely stay again!"
United States
Evan P.
The price is HK$847
HK$1,367 total
includes taxes & fees
22 Oct - 23 Oct
Cabin in the heart of the Hudson Valley, Cabin 2
Interior
Large,Cozy,Bright Apartment, Business Themed.
Large,Cozy,Bright Apartment, Business Themed.
9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is HK$3,356
HK$5,368 total
includes taxes & fees
22 Oct - 23 Oct
Large,Cozy,Bright Apartment, Business Themed.
Smart TV, fireplace
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (42)
"The house is clean and nice. Location is really good, quiet and not to far from the city."
United States
Cecilia G.
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Exterior
Rustic Cabin in Fishkill!
Rustic Cabin in Fishkill!
10.0 out of 10, Exceptional, (2)
"The place was very nice, we met the owner and he was also bery accommodating. This is definitely a family friendly spot. "
United States
Arron T.
The price is HK$1,771
HK$2,805 total
includes taxes & fees
1 Nov - 2 Nov
Rustic Cabin in Fishkill!
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (92)
"My family and I loved this property! We enjoyed walking around the woods and exploring. The house was well equipped and was really charming. We also loved sightseeing around the near by towns. Definitely a place to come back to stay again. "
United States
Hector L.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Children’s area
Hickory on Willow Lake
Hickory on Willow Lake
9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
The price is HK$3,302
HK$4,768 total
includes taxes & fees
22 Oct - 23 Oct
Hickory on Willow Lake
Smart TV
Grant - A Tranquil One Bedroom Steps from River
Grant - A Tranquil One Bedroom Steps from River
9.6 out of 10, Exceptional, (35)
"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 HK$839
HK$2,030 total
includes taxes & fees
22 Oct - 23 Oct
Grant - A Tranquil One Bedroom Steps from River
Smart TV, books
Be in Nature at this Gorgeous Riverfront Cabin
Be in Nature at this Gorgeous Riverfront Cabin
10.0 out of 10, Exceptional, (21)
"We had a wonderful stay. The Cabin is ideally situated in a very tranquil spot. Perfectly appointed, we couldn't have been happier with our stay."
United States
Phoebe J.
Be in Nature at this Gorgeous Riverfront Cabin
Interior
The Perfect Essential Getaway!
The Perfect Essential Getaway!
9.8 out of 10, Exceptional, (6)
"Owner was very responsive and accommodating on the app when I had questions. Place was great."
United States
Alex G.
The price is HK$7,186
HK$9,974 total
includes taxes & fees
23 Oct - 24 Oct
The Perfect Essential Getaway!
Property grounds
The Woodbury Cottage
The Woodbury Cottage
9.0 out of 10, Wonderful, (27)
"A cozy place to stay. "
United States
Clarace
The Woodbury Cottage
Terrace/patio
Spacious New Luxurious holiday house in lovely Hudson Valley
Spacious New Luxurious holiday house in lovely Hudson Valley
9.8 out of 10, Exceptional, (19)
"The house is gorgeous. It’s large and very well laid out. Two of the bedrooms are absolutely huge. All six of us were extremely happy with our stay."
United States
Suzanne S.
The price is HK$2,971
HK$5,453 total
includes taxes & fees
27 Oct - 28 Oct
Spacious New Luxurious holiday house in lovely Hudson Valley
Fridge, microwave, oven, stovetop
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
10.0 out of 10, Exceptional, (57)
"Beautiful home - just as pictured. Many nice touches that made it a great stay. Would definitely stay at this home again. "
United States
Stacey H.
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Smart TV, video games, DVD player, table football
Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park
Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park
9.4 out of 10, Exceptional, (39)
"Very nice location and spacious house.Bbq grill could be better"
United States
Vinu M.
Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park
Dining tables
Chestnut on Willow Lake
Chestnut on Willow Lake
9.4 out of 10, Exceptional, (3)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is HK$3,107
HK$4,519 total
includes taxes & fees
22 Oct - 23 Oct
Chestnut on Willow Lake
Exterior
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
10.0 out of 10, Exceptional, (8)
"Absolutely stunning A-frame! Super spacious, very clean/tidy, lots of room to hang inside, downstairs or have a fire outdoors. Beautiful area not far from New Paltz. We had such a fantastic time and would recommend this place to any group staying in the area! "
United States
Danielle O.
The price is HK$4,467
HK$8,205 total
includes taxes & fees
10 Nov - 11 Nov
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
Outdoor dining
Cabin in the heart of the Hudson Valley, Cabin 4
Cabin in the heart of the Hudson Valley, Cabin 4
9.2 out of 10, Wonderful, (25)
"Enjoyable "
United States
Lisa M.
The price is HK$847
HK$1,367 total
includes taxes & fees
23 Oct - 24 Oct
Cabin in the heart of the Hudson Valley, Cabin 4
Terrace/patio
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
10.0 out of 10, Exceptional, (195)
"Wonderful place to rest and recharge."
United States
Clair T.
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
1 bedroom, WiFi, bed sheets
Charming 1-bedroom apartment in Carmel with WiFi, AC
Charming 1-bedroom apartment in Carmel with WiFi, AC
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 HK$804
HK$1,823 total
includes taxes & fees
31 Oct - 1 Nov
Charming 1-bedroom apartment in Carmel with WiFi, AC
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

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"I can not say enough about the staff. They were friendly, funny, kind, attentive, helpful and competent. I did not have high expectations of our stay. I needed a safe, clean place for a one night stay with my two young kids and did not want to pay a fortune. But I was very surprised at the quality here. Clean, room was huge, bed was comfy, staff was great, pool was a hit. Will for sure stay here again "
Emilie 1-night trip
Posted 2 days ago
Hampton Inn & Suites Poughkeepsie

Find out more about Chelsea

Search for holiday rentals in Chelsea on Expedia! You can easily find your home rentals, villas, holiday apartments in Chelsea using one of the methods below:

  • View our selection of featured holiday rentals in Chelsea
  • Use the map to find apartments and other holiday homes in the Chelsea neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chelsea while they last

Look no further and take a look at our great range of rental properties in Chelsea!

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 kitchenware, 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 Algonquin 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.