Vacation rentals in Castleton-on-Hudson

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Top-rated vacation rentals in Castleton-on-Hudson

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Guest favorite

Yurt in Pattersonville

4.99 out of 5 average rating, 773 reviews

Mariaville Goat Farm Yurt

A peaceful, charming, 20’ yurt in the woods on our small, off-the-grid goat farm! If you are looking to get away from it all (and still be close to SO much) - this is the place for you! Enjoy a nap in the hammock, s’mores around a campfire, a great night’s sleep under the stars, a country breakfast delivered to your door - and goats! Take a walk in the woods...enjoy the unique landscaping...try goat yoga! Or, experience some of the area’s AMAZING food, beverages, shopping, and attractions!

Feb 28 – Mar 7

R2,830 ZAR per night

Guest favorite

Home in Rensselaer

4.98 out of 5 average rating, 124 reviews

3bdrm Cozy Cape w/ Fireplace & close to Cap Dist.

The house is close to so many things to do in the area: shopping, skiing, biking, min's from RPI, UAlbany, HVCC, and just 40 min to Jiminy Peak. After your day out you will enjoy coming back to grill dinner and enjoy a drink on the deck. Fun and relaxation for everyone. The property includes a master suite w/ full bathroom and laundry on the 1st floor and 2 bedrooms with a full bathroom upstairs. There is also a full kitchen and dining room on the first floor for making and enjoying meals.

Nov 2 – 9

R3,787 ZAR per night

Guest favorite

Cottage in Kinderhook

4.98 out of 5 average rating, 173 reviews

The Cottage on Sylvester Street

The Cottage on Sylvester Street welcomes guests looking for a relaxing weekend or longer stay in a small-village setting. Located at the heart of the historic Village of Kinderhook, this stylishly renovated house is located amongst Kinderhook's collection of historic architectural gems. Within easy walking distance are eateries, wine and beer bars, The School I Jack Shainman Gallery, historic sites, the farmers' market plus farm stands, and quiet, scenic roads perfect for walking and cycling.

Jun 10 – 17

R2,742 ZAR per night

Guest favorite

Tiny home in Chatham

4.99 out of 5 average rating, 183 reviews

Tiny House on 70 Private Acres in Hudson Valley

Welcome to "The Tiny" at The Hemptons in Upstate New York! The not-so-tiny house is 400sf with plenty of space to stretch out. Each of the two bedroom lofts have a comfy queen bed on a low profile frame. The kitchen is equipped for basic cooking (read: Not good for Thanksgiving, but perfectly suited for standard cooking endeavors). Although we'd encourage you to check out many the local eateries (see below)! The bathroom is full size and likely bigger than the one in your first NYC apartment.

Oct 15 – 22

R2,944 ZAR per night

Guest favorite

Cottage in Valatie

4.99 out of 5 average rating, 127 reviews

Kinderhook Lake Retreat-private+kayaks/sup+swim+ac

Welcome to our paradise-where time slows down and memories are made. It's the perfect retreat for relaxing, kayaking, swimming, hiking, biking, and so much more. -Sip your coffee on the decks while enjoying wildlife -Grab a kayak or paddleboard and explore the lake -Catch the sunset, then take a scenic walk on the Electric Trail -End the day sharing stories around the starlit firepit Close to restaurants, breweries, wineries, galleries, historical sites, trails, farm stores, and orchards.

Dec 11 – 18

R5,508 ZAR per night

Guest favorite

Guest suite in Albany

4.92 out of 5 average rating, 218 reviews

Garden Apartment in Historic Center Square Home

Welcome to our charming studio in the heart of Albany's Center Square. Nestled in one of the oldest homes in the neighborhood, the space has been restored to blend history with modern convenience. Recently renovated, it features a modern bathroom with rain shower. The décor is a nod to mid-century aesthetics. This cozy studio is a stone's throw away from Albany's main attractions within easy walking distance. Experience a unique blend of past and present in this delightful Albany retreat.

Jul 9 – 16

R1,491 ZAR per night

Guest favorite

Apartment in Albany

4.99 out of 5 average rating, 150 reviews

Beautiful Center Square Garden-Level Unit

This completely modernized garden-level space provides a charming and unique atmosphere while also being centrally located in the Capital Region of New York. My partner and I have taken ample time to carefully craft this space to maximize its potential and ensure your enjoyment. Featuring a fully loaded kitchen with stainless steal appliances, marble countertops, exposed brick throughout, tasteful decor, and your own private patio. We truly hope you enjoy this space as much as we do!

Sep 19 – 26

R2,169 ZAR per night

Guest favorite

Guest suite in Valatie

4.98 out of 5 average rating, 230 reviews

Guest Suite in Old Chatham Hunt Country

Looking for all the perks of a hotel while staying at a house in the country? This tranquil, light filled room overlooks horse pastures and a dirt road in the heart of Old Chatham hunt country. A private entrance leads to a guest suite which includes a queen size bed, sitting area, kitchenette, and walk-in closet. Located on the first floor of a newly built, net-zero home. Power comes from solar and solar water panels provide for guilt-free hot showers! 50 MBPS fiber optic Internet!

Aug 29 – Sep 5

R2,063 ZAR per night

Guest favorite

Home in Chatham

4.9 out of 5 average rating, 145 reviews

2BR Chatham Vlg Home Wi-fi Park@Door Keyless 55"TV

WELCOME ALL. Pedestrian/Bike friendly Village home sits 200' to fine dining & Main St pubs/pizza/movies/shopping. 12mi Hudson Amtrak (taxi, Uber avail). Walk to town park w/swim pond. 30mins Albany/Lenox. Keyless entry. Hosts a text away if needed. Smoke/Pet-free property. Check-in 4pm/-out 11a. 55" Sony Roku TV. Reliable high-speed WiFi. Stocked kitchen/full bath incl W/D. Private outdoor dining area w/propane bbq. 2 guests max preferred, a 3rd could be accommodated at extra charge.

Mar 12 – 19

R2,204 ZAR per night

Guest favorite

Apartment in Delmar

4.99 out of 5 average rating, 171 reviews

Spacious Apartment at the Back of the Tudor House

Enjoy your privacy in this completely renovated, modern two bedroom apartment with full bathroom, and fully equipped kitchen at the rear of the 120 year old English Tudor house, with a private entrance, and self check-in. Located in the heart of Delmar, within walking distance to restaurants, and bars, 0.3 mile to Stram Center for Integrative Medicine, about eight minutes drive to Downtown Albany, seven minutes of the Interstate 87 exit, and twenty minutes from the Albany airport.

Sep 23 – 30

R3,470 ZAR per night

Guest favorite

Earthen home in West Sand Lake

4.98 out of 5 average rating, 150 reviews

The Hobbit House at June Farms

Enjoy 120-acres of beautiful farmland while you stay in your very own Hobbit house! Nestled in the hills of Hudson Valley, June Farms is a gorgeous animal sanctuary. During your stay, you will be able to meet our Shire horses, Scottish highland cows, Gloucestershire spotted pigs, Nigerian dwarf goats, many chickens and ducks! From June 1 - Labor Day, the bar & restaurant is open most days for you to enjoy (check our calendar to be sure). We look forward to meeting you!

Mar 25 – Apr 1

R7,143 ZAR per night

Guest favorite

Farm stay in Coeymans Hollow

4.85 out of 5 average rating, 579 reviews

Magic Forest Farm's Mountain View Suite

Our 225 acre farm is predominantly forested, with miles of hiking trails and incredible views. Nestled in the foothills of the Catskills near Albany, we are the last home on a dead end road and have multiple secluded rentals. We are a homestead devoted to the principles of organic farming and self reliance. We grow much of our own food and forge many types of wild mushrooms. You will be sure to enjoy friendly animals around the farm and a private fenced Koi pond.

Jul 23 – 30

R1,986 ZAR per night