Old Chatham Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Old Chatham

Interior
Artists’ Hideaway in Old Chatham

Artists’ Hideaway in Old Chatham

Old Chatham
Artists’ Hideaway in Old Chatham
Exterior
Huttopia Berkshires

Huttopia Berkshires

1.0 star property
Williamstown
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is HK$1,218
HK$1,361 total
includes taxes & fees
14 Dec - 15 Dec
Huttopia Berkshires
Terrace/patio
Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.

2.0 star property
Chatham
10.0 out of 10, Exceptional, (3)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is HK$1,751
HK$2,913 total
includes taxes & fees
1 Dec - 2 Dec
Sugar Shack - 300 square feet of pure sweetness.
Terrace/patio
BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town

Chatham
10.0 out of 10, Exceptional, (6)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is HK$1,751
HK$2,914 total
includes taxes & fees
1 Dec - 2 Dec
BLUSH: Boutique TINY home*private spa*walk to town
Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2148)
"Great place!"
United States
Nicole
The price is HK$576
HK$729 total
includes taxes & fees
29 Nov - 30 Nov
Vacation Village in the Berkshires
Exterior
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3.0 star property
Hancock
8.2 out of 10, Very good, (986)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."
United States
Amy
The price is HK$1,148
HK$1,283 total
includes taxes & fees
26 Nov - 27 Nov
Jiminy Peak Mountain Resort
Indoor pool, outdoor pool, pool umbrellas, pool loungers
The Ponds at Foxhollow

The Ponds at Foxhollow

3.0 star property
Lenox
8.6 out of 10, Excellent, (134)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
United States
Cyril
The price is HK$937
HK$1,047 total
includes taxes & fees
5 Dec - 6 Dec
The Ponds at Foxhollow
Balcony
Micosta Leisure Inn

Micosta Leisure Inn

3.0 star property
Hudson
9.2 out of 10, Wonderful, (131)
"Clean, pet friendly , just an overall super nice place to stay "
United States
Gail
The price is HK$1,011
HK$1,133 total
includes taxes & fees
9 Dec - 10 Dec
Micosta Leisure Inn
Exterior detail
Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods

Sand Lake
10.0 out of 10, Exceptional, (13)
"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "
United States
Joanna R.
The price is HK$973
HK$1,434 total
includes taxes & fees
26 Nov - 27 Nov
Taborton Harvest Boulder Pines Cabin in the woods
Fridge, microwave, oven, stovetop
The Bluebirds Nest

The Bluebirds Nest

Washington Square
7.4 out of 10, Good, (8)
"Close to downtown and local colleges. Host was quick to answer when we had a couple of questions. "
United States
Laura C.
The price is HK$441
HK$939 total
includes taxes & fees
7 Dec - 8 Dec
The Bluebirds Nest
Fridge, microwave, oven, stovetop
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Cozy Rustic Apt in 18th c Berkshire Farmhouse

Lanesborough
9.6 out of 10, Exceptional, (67)
"Great value, so much better than all the touristy motels in the area!"
United States
Chris G.
The price is HK$1,051
HK$1,616 total
includes taxes & fees
28 Nov - 29 Nov
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Smart TV, books
Chic Madison Parkview

Chic Madison Parkview

Albany
9.6 out of 10, Exceptional, (31)
"Location close to restaurants and parks."
United States
Alex B.
The price is HK$693
HK$1,362 total
includes taxes & fees
5 Dec - 6 Dec
Chic Madison Parkview
Outdoor spa tub
Tiny Home w/ Hot Tub and Sunset View!

Tiny Home w/ Hot Tub and Sunset View!

Selkirk
10.0 out of 10, Exceptional, (2)
"Very nice place. Was in a quiet area and hosts were great."
United States
Brian H.
The price is HK$623
HK$925 total
includes taxes & fees
3 Dec - 4 Dec
Tiny Home w/ Hot Tub and Sunset View!
Fridge, microwave, oven, stovetop
Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel

Stephentown
10.0 out of 10, Exceptional, (3)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is HK$874
HK$1,829 total
includes taxes & fees
30 Nov - 1 Dec
Berkshires Apartment at the Stephentown Hotel
Property grounds
All comforts of home

All comforts of home

Hudson
9.8 out of 10, Exceptional, (50)
"Loved the place and would love to come back. "
United States
Georgine
The price is HK$763
HK$1,029 total
includes taxes & fees
26 Nov - 27 Nov
All comforts of home
Fridge, microwave, oven, stovetop
Business Travelers Retreat

Business Travelers Retreat

Albany
10.0 out of 10, Exceptional, (1)
"Place was as advertised and Rodney was a great host. Very responsive. Location was ideal for the Capital Region and parking was super convenient. Highly reccomend."
United States
Chas K.
The price is HK$694
HK$1,505 total
includes taxes & fees
26 Nov - 27 Nov
Business Travelers Retreat
Property grounds
All the comforts of home

All the comforts of home

Hudson
9.2 out of 10, Wonderful, (28)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
United States
Marisa P.
The price is HK$826
HK$1,100 total
includes taxes & fees
30 Nov - 1 Dec
All the comforts of home
Smart TV, video games, stereo, printers
✨Historic Full Amenities 2BR Apt @ Downtown Albany

✨Historic Full Amenities 2BR Apt @ Downtown Albany

Pastures
9.0 out of 10, Wonderful, (18)
"Good place to rest after an active day "
United States
Julie B.
The price is HK$737
HK$1,536 total
includes taxes & fees
26 Nov - 27 Nov
✨Historic Full Amenities 2BR Apt @ Downtown Albany
Property grounds
❣️Historic, Spacious & Fun 2BR Apt @ Downtown Albany

❣️Historic, Spacious & Fun 2BR Apt @ Downtown Albany

Pastures
8.6 out of 10, Excellent, (24)
"We want to thank the host. Nice apartment. Great location near our Rotary Conference and easy to access. The tub was not available for a bath but that was the only thing."
United States
Charles G.
The price is HK$721
HK$1,527 total
includes taxes & fees
30 Nov - 1 Dec
❣️Historic, Spacious & Fun 2BR Apt @ Downtown Albany
Dining tables
2 bed room Apartment

2 bed room Apartment

South End
10.0 out of 10, Exceptional, (5)
"It was definitely a great get away very quiet and peaceful location "
United States
Jonaeh P.
The price is HK$739
HK$1,395 total
includes taxes & fees
5 Dec - 6 Dec
2 bed room Apartment
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Old Chatham Hotel Reviews

Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

10/10 Excellent
"Free parking would be great "
Shahzad 1-night trip
Posted 2 days ago
Hyatt Place Albany/Downtown

Find out more about Old Chatham

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

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

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

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?

Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!: 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 5 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.