Old Chatham Vacation Rentals

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Our top choices for Old Chatham vacation 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
$139 nightly
The price is $154
May 17 - May 18
Total with taxes and fees
Taborton Harvest Boulder Pines Cabin in the woods

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
$118 nightly
The price is $132
May 17 - May 18
Total with taxes and fees
All comforts of home

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.
$126 nightly
The price is $141
May 17 - May 18
Total with taxes and fees
All the comforts of home

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.
$216 nightly
The price is $241
May 19 - May 20
Total with taxes and fees
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

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 traveler
$142 nightly
The price is $153
May 19 - May 20
Total with taxes and fees
Magic Forest Farm's Enchanted Cabin

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.
$271 nightly
The price is $295
May 18 - May 19
Total with taxes and fees
Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
Stottville
$364 nightly
The price is $408
May 31 - Jun 1
Total with taxes and fees
Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

Charles Cottage Near Warren St New Renovation

Charles Cottage Near Warren St New Renovation
Hudson
$496 nightly
The price is $556
May 17 - May 18
Total with taxes and fees
Charles Cottage Near Warren St New Renovation

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
10.0 out of 10, Exceptional, (5 reviews)
"Condo location is great—very centrally located and convenient to get to everything. Room was clean and well maintained. Host is responsive and accommodating. Would call out space is a little tight for a family of 4 but works well for a quick weekend trip. "
United States
Lauren B.
$216 nightly
The price is $241
May 19 - May 20
Total with taxes and fees
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (10 reviews)
"Healthy food too!"
United States
GEORGINA
$104 nightly
The price is $116
May 21 - May 22
Total with taxes and fees
Huttopia Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,356 reviews)
"great stay. "
United States
John
$110 nightly
The price is $123
May 17 - May 18
Total with taxes and fees
Vacation Village in the Berkshires

Near Tanglewood: Historic Summer Retreat

Near Tanglewood: Historic Summer Retreat
New Lebanon
9.4 out of 10, Exceptional, (26 reviews)
"Very clean, fully stocked kitchen,great location "
United States
Karen H.
$331 nightly
The price is $370
May 17 - May 18
Total with taxes and fees
Near Tanglewood: Historic Summer Retreat

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.
$216 nightly
The price is $241
May 19 - May 20
Total with taxes and fees
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
$265 nightly
The price is $286
May 16 - May 17
Total with taxes and fees
cozy retreat with modern amenties

Chic Madison Parkview

Chic Madison Parkview
Albany
9.4 out of 10, Exceptional, (42 reviews)
"Great location, easy access, amenities were great as well"
United States
Phoenix Hayden S.
$162 nightly
The price is $175
May 17 - May 18
Total with taxes and fees
Chic Madison Parkview

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (145 reviews)
"Such a beautiful spot and such a welcoming host. The room was comfortable, clean and had everything needed for a perfect stay. We wished we could stay longer. We will be back."
United States
Jeannette
$133 nightly
The price is $150
May 18 - May 19
Total with taxes and fees
Micosta Leisure Inn

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock
10.0 out of 10, Exceptional, (12 reviews)
"Great location. Howie is very communicative. Wish we could have stayed longer. "
United States
Una D.
$216 nightly
The price is $241
May 19 - May 20
Total with taxes and fees
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

★SPACIOUS 1BR Apt w/ Character 10ft Ceilings W/D!★

★SPACIOUS 1BR Apt w/ Character 10ft Ceilings W/D!★
Mansion
9.8 out of 10, Exceptional, (6 reviews)
"A charming one bedroom near the cathedral and New York State museum. We enjoyed our stay!"
United States
Michael C.
$200 nightly
The price is $216
May 16 - May 17
Total with taxes and fees
★SPACIOUS 1BR Apt w/ Character 10ft Ceilings W/D!★

Cozy 1-bedroom apartment in welcoming Troy with AC

Cozy 1-bedroom apartment in welcoming Troy with AC
Troy
$126 nightly
The price is $140
May 17 - May 18
Total with taxes and fees
Cozy 1-bedroom apartment in welcoming Troy with AC

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (2 reviews)
"The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay."
United States
Antonio S.
$216 nightly
The price is $241
May 19 - May 20
Total with taxes and fees
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
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 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 Old Chatham 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 Old Chatham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Old Chatham vacation 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 low season months. For more hustle and bustle, you may prefer to visit Old Chatham 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 $116 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 Old Chatham rentals

At Expedia, we put the best Old Chatham 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 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 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 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 vacation rentals in Old Chatham?

Yes, we offer vacation rentals close to well known points of interest in Old Chatham, or you can choose a more remote option if you'd like a relaxing place to stay. Old Chatham is known for its museums.

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

Beautiful Estate: Week of 8/30 still open to enjoy pool, pond, trails & more!: Visitors like this Old Chatham vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a library so you can immerse yourself in your vacation.

How many vacation rentals will I find in Old Chatham?

With 8 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Old Chatham like?

Vacation rentals are privately owned properties you can book for several days or longer in Old Chatham. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.