Chelsea Holiday Rentals

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Holiday Rentals in Chelsea

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (116)
"The greatest spot anyone could imagine. We will be back in the fall for the beautiful colors. "
The price is NZ$510
includes taxes & fees
22 July - 23 July
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

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

10.0 out of 10, Exceptional, (298)
"Beautiful, quiet property that was a great getaway from the city. A pair of bald eagles were circling the lake which was a really amazing surprise! "
The price is NZ$989
includes taxes & fees
3 Aug - 4 Aug
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (24)
"Plenty of room for my family"
The price is NZ$553
includes taxes & fees
20 July - 21 July
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

2.0 star property
9.8 out of 10, Exceptional, (11)
"My husband and I had an amazing time. Absolutely beautiful home, great location, and overall amazing experience. "
The price is NZ$1,088
includes taxes & fees
29 July - 30 July
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

9.8 out of 10, Exceptional, (67)
"It was clean and cozy, had a wonderful view, the host explained everything perfectly, and just 15min away from the beautiful town of Beacon where there is so much to do. "
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

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

9.6 out of 10, Exceptional, (5)
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.2 out of 10, Wonderful, (35)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Magnificent Lake View

2.0 star property
Magnificent Lake View

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (82)
"The house was super clean and very easy to take care of while we were here. It was perfect for a remote getaway, hiking and just being quiet. "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Charming 2-bedroom Guest Suite with Pool Access and Fitness Room

The price is NZ$417
includes taxes & fees
20 July - 21 July
Charming 2-bedroom Guest Suite with Pool Access and Fitness Room

The House In Highland- Secluded Retreat

10.0 out of 10, Exceptional, (7)
The House In Highland- Secluded Retreat

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

10.0 out of 10, Exceptional, (7)
"We booked this home as additional housing for a corporate retreat. It was very close to the meeting location, as well as Main Street in the nearby town. Home was very clean and beautifully decorated. We traveled there during single digit temps and it was warm and cozy inside. Host is very responsive to questions and inquiries as well. Highly recommend if you are traveling to this area. "
The price is NZ$1,114
includes taxes & fees
17 July - 18 July
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Indoor Pool Paradise | 6BR + Huge Decks

The price is NZ$3,076
includes taxes & fees
20 July - 21 July
Indoor Pool Paradise | 6BR + Huge Decks

Studio with private pool, firepit, cabana, grill, & washer/dryer-Dogs ok

10.0 out of 10, Exceptional, (5)
"Great place to stay and beautiful grounds. "
Studio with private pool, firepit, cabana, grill, & washer/dryer-Dogs ok

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (13)
"Wonderful stay, exactly as advertised, everything brand new and very cozy."
The price is NZ$942
includes taxes & fees
23 July - 24 July
Charming Cottage in the Heart of the Shawangunks

Cozy Cabin with Sauna & Firepit!

9.4 out of 10, Exceptional, (31)
"Excellent "
Cozy Cabin with Sauna & Firepit!

Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park

9.4 out of 10, Exceptional, (33)
"We had a great time! very thoughtful host! would definitely recommend :)"
The price is NZ$1,120
includes taxes & fees
17 July - 18 July
Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park

Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)

10.0 out of 10, Exceptional, (13)
"This house was great for our group of 19 people. We went to celebrate my moms birthday and she had the best weekend. The living room is a great place for everyone to hang and the amenities were amazing. We were able to use the hot tub, go in the sauna, play pool/foosball, and it's in a great location. Highly recommend this property and they were also very easy to communicate with. "
Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (5)
"Really liked that each room had it's own temperature control"
Our home is perfect for relaxing and having lots of fun, with near by activity’s

Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

9.8 out of 10, Exceptional, (102)
"We had a wonderful family long weekend at Michele’s beautiful home in the Hudson Valley. We were there to celebrate the birthdays of my husband, son, and grandson. The house was comfortable and well equipped to make meals. Michele the host couldn’t be more responsive. There are many great hikes and wineries close by. This was a 5 star expereince enjoyed by all."
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska
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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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?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This holiday home rental outside of Chelsea is located on a lake, and has a patio, a garden and a BBQ 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 Fishkill Ridge. 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.