Old Chatham Holiday Rentals

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Our top choices for Old Chatham holiday rentals

Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (16 reviews)
"My whole experience was just what I needed! Im in love with this place inspired me and my dog was in heaven 💛 "
United States
Lea
The price is NZ$257
includes taxes & fees
14 May - 15 May
Taborton Harvest Boulder Pines Cabin in the woods

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
Stottville
The price is NZ$563
includes taxes & fees
14 May - 15 May
Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (55 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is NZ$222
includes taxes & fees
14 May - 15 May
All comforts of home

Albany Retreat- Free Breakfast & Parking Included

Albany Retreat- Free Breakfast & Parking Included
West End
6.4 out of 10, (7 reviews)
"The cleanliness of the room was acceptable, but the mattress was disgusting with multiple stains on it. The furniture itself was dated and broken. I didn’t avail myself of breakfast. I did appreciate the free parking and the fact that it was very close to I-90. The picture online was clearly not the room I stayed in. It was affordable, and the property manager communication was adequate."
United States
Anonymous traveller
The price is NZ$224
includes taxes & fees
18 May - 19 May
Albany Retreat- Free Breakfast & Parking Included

The Collar City Oasis |Pet Friendly|Workspace|Laundry|Hospitals & Colleges|WIFI

The Collar City Oasis |Pet Friendly|Workspace|Laundry|Hospitals & Colleges|WIFI
Troy
9.8 out of 10, Exceptional, (13 reviews)
"Clean place, easy to navigate, coffee shop within walking distance, clear communication, very friendly! It met our needs while visiting our son. "
United States
Jamie H.
The Collar City Oasis |Pet Friendly|Workspace|Laundry|Hospitals & Colleges|WIFI

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (32 reviews)
"The location was just what we were looking for, the cabin was cozy and clean, and the host was so helpful and welcoming!"
United States
Olivia C.
The price is NZ$237
includes taxes & fees
25 May - 26 May
All the comforts of home

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,355 reviews)
"great stay. "
United States
John
The price is NZ$180
includes taxes & fees
19 May - 20 May
Vacation Village in the Berkshires

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (10 reviews)
"Healthy food too!"
United States
GEORGINA
The price is NZ$181
includes taxes & fees
28 May - 29 May
Huttopia Berkshires

Cozy 1-bedroom apartment in welcoming Troy with AC

Cozy 1-bedroom apartment in welcoming Troy with AC
Troy
The price is NZ$234
includes taxes & fees
17 May - 18 May
Cozy 1-bedroom apartment in welcoming Troy with AC

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is NZ$521
includes taxes & fees
14 May - 15 May
cozy retreat with modern amenties

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
The price is NZ$319
includes taxes & fees
14 May - 15 May
The Brooks Motel: Exceptional Suite

Magic Forest Farm's Enchanted Cabin

Magic Forest Farm's Enchanted Cabin
Coeymans Hollow
9.4 out of 10, Exceptional, (9 reviews)
"Such a cute little cabin. Great place to get some rest to break up a long drive. "
United States
Anonymous traveller
The price is NZ$257
includes taxes & fees
19 May - 20 May
Magic Forest Farm's Enchanted Cabin

Stylish Troy Apartment • Free parking • Near RPI

Stylish Troy Apartment • Free parking • Near RPI
Troy
The price is NZ$471
includes taxes & fees
18 May - 19 May
Stylish Troy Apartment • Free parking • Near RPI

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (3 reviews)
"Stayed one night at one of my favorite ski spots. Will be back again!"
United States
Neil J.
The price is NZ$399
includes taxes & fees
14 May - 15 May
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly

Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly
Troy
9.2 out of 10, Wonderful, (15 reviews)
"Great place! Highly recommended if you are visiting Troy "
United States
Matthew B.
The price is NZ$519
includes taxes & fees
18 May - 19 May
Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is NZ$928
includes taxes & fees
14 May - 15 May
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is NZ$400
includes taxes & fees
14 May - 15 May
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Hancock
9.8 out of 10, Exceptional, (7 reviews)
"A great, comfy suite! We had a great stay! "
United States
Wendy D.
The price is NZ$399
includes taxes & fees
14 May - 15 May
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

NEW Cozy Apt Bright + Modern W/D

NEW Cozy Apt Bright + Modern W/D
Hudson Park
8.8 out of 10, Excellent, (32 reviews)
"Quiet and comfortable. Host was easy to communicate with- would definitely stay here again. "
United States
victoria c.
The price is NZ$364
includes taxes & fees
17 May - 18 May
NEW Cozy Apt Bright + Modern W/D

Brilliant 2-bedroom apartment with AC in vibrant Troy

Brilliant 2-bedroom apartment with AC in vibrant Troy
TROY
The price is NZ$256
includes taxes & fees
8 June - 9 June
Brilliant 2-bedroom apartment with AC in vibrant Troy
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 Old Chatham Hotel Reviews

Find out more about Old Chatham

Everything you need to know about Old Chatham holiday rentals

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

Old Chatham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Old Chatham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Old Chatham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Old Chatham holiday rentals we have selected for you start as low as NZ$180 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Old Chatham rentals

At Expedia, we put the best Old Chatham holiday 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 Old Chatham 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 Old Chatham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Old Chatham. 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

Are there holiday rentals in Old Chatham?

Yes, there are holiday rentals close to the most popular sights in Old Chatham, or you can select a more secluded option if you're looking for a relaxing stay. Old Chatham is known for its museums.

What are some of the best holiday rentals that Old Chatham has to offer?

Beautiful Estate: Week of 8/30 still open to enjoy pool, pond, trails & more!: This highly rated holiday home rental in Old Chatham is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a library so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Old Chatham?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Old Chatham stay.

What’s there to see and do in Old Chatham?

Enjoy the area's cultural attractions such as Shaker Museum and Library, or get outdoors into nature at a spot like Kinderhook Lake. Queechy Lake and Martin Van Buren National Historic Site are a couple of places you'll find in the wider area.

What’s a holiday rental in Old Chatham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Old Chatham. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family gatherings.