Title: Old Chatham Vacation Rentals from $141: Search Short-Term Rentals | Expedia.com

[Old Chatham Travel Guide](https://expedia.com/Old-Chatham.dx6190671)[Hotels in Old Chatham](https://expedia.com/Old-Chatham-Hotels.d6190671.Travel-Guide-Hotels)[Flights to Old Chatham](https://expedia.com/Cheap-Flights-To-Old-Chatham.d6190671.Travel-Guide-Flights)[Car Rentals in Old Chatham](https://expedia.com/Car-Rentals-In-Old-Chatham.d6190671.Car-Rental-Guide)[Old Chatham Vacation Packages](https://expedia.com/Old-Chatham.d6190671.Destination-Travel-Guides)

![Tracy Memorial Village Hall, Chatham, New York](https://images.trvl-media.com/place/6046736/7198abd1-0904-483a-a024-c143d8de9574.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6046736/7198abd1-0904-483a-a024-c143d8de9574.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6190671&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6190671&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6190671&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6190671&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Old Chatham vacation rentals

![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121090000/121082600/121082559/w1419h960x21y0-4ecf9f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121090000/121082600/121082559/768d59cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121090000/121082600/121082559/4fb2bcba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121090000/121082600/121082559/34317c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Artists’ Hideaway in Old Chatham

[](https://www.expedia.com/Old-Chatham-Hotels-Artists-Hideaway-In-Old-Chatham.h121082559.Hotel-Information)

Old Chatham

$458 nightly

$513 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/Old-Chatham-Hotels-Artists-Hideaway-In-Old-Chatham.h121082559.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/cd7fa5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Private kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/2d5c8478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/a965b40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Living area](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/1e2d02da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Huttopia Berkshires 

[](https://www.expedia.com/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information)

Williamstown

9.4/10

Exceptional

(9 reviews)

"Healthy food too!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

GEORGINA

$147 nightly

$165 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/143defff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/2da92659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/9af8184a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/dd92adc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Chatham-Hotels-BLUSH-Boutique-TINY-Home-W-Private-Spa-Walk-To-New-Yorks-Cutest-Village.h102806391.Hotel-Information)

Chatham

10/10

Exceptional

(7 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

scott B.

$297 nightly

$335 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Chatham-Hotels-BLUSH-Boutique-TINY-Home-W-Private-Spa-Walk-To-New-Yorks-Cutest-Village.h102806391.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/aba54efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/4fcbd214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/ece507a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/324c211f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sugar Shack - 300 square feet of pure sweetness.

[](https://www.expedia.com/Chatham-Hotels-Sugar-Shack-300-Square-Feet-Of-Pure-Sweetness.h107109194.Hotel-Information)

Chatham

10/10

Exceptional

(3 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sue G.

$297 nightly

$335 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Chatham-Hotels-Sugar-Shack-300-Square-Feet-Of-Pure-Sweetness.h107109194.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/30153bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/2c4a26d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/2650ddba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/02d3bd96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Taborton Harvest Boulder Pines Cabin in the woods

[](https://www.expedia.com/Sand-Lake-Hotels-Cabin-In-The-Woods.h101301745.Hotel-Information)

Sand Lake

10/10

Exceptional

(13 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joanna R.

$165 nightly

$183 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Sand-Lake-Hotels-Cabin-In-The-Woods.h101301745.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/4b325a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/f501a761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/90-950a0f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/90-00a818b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All the comforts of home

[](https://www.expedia.com/Hudson-Hotels-All-The-Comforts-Of-Home.h59995220.Hotel-Information)

Hudson

9.2/10

Wonderful

(29 reviews)

"Good for a quick overnight - host was very accommodating when we needed an early check-in."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katie B.

$126 nightly

$141 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Hudson-Hotels-All-The-Comforts-Of-Home.h59995220.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/w977h1215x0y4-886a12f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/2aed27e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/d7974d5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/69f3a17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### cozy retreat with modern amenties

[](https://www.expedia.com/Delmar-Hotels-Cozy-Retreat-With-Modern-Amenties.h105365391.Hotel-Information)

Delmar

$287 nightly

$310 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Delmar-Hotels-Cozy-Retreat-With-Modern-Amenties.h105365391.Hotel-Information)

![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/28890983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/4bb2b020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/19d02397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/e16053ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Brooks Motel: Exceptional Suite

[](https://www.expedia.com/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413825.Hotel-Information)

Hillsdale

9.2/10

Wonderful

(5 reviews)

"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deidre H.

$179 nightly

$200 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413825.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/41313771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/97b8d9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/3defce94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/90-d8c61953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All comforts of home

[](https://www.expedia.com/Hudson-Hotels-All-Comforts-Of-Home.h59987529.Hotel-Information)

Hudson

9.8/10

Exceptional

(53 reviews)

"Loved the place and would love to come back. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Georgine

$118 nightly

$132 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Hudson-Hotels-All-Comforts-Of-Home.h59987529.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/52bc41a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/c50e9e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/6137aab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/dcb799f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home in Great Barrington

[](https://www.expedia.com/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information)

Great Barrington

9.8/10

Exceptional

(27 reviews)

"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cameron M.

$236 nightly

$263 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/100000000/99910000/99903800/99903705/fa200192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99910000/99903800/99903705/5f9d3429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99910000/99903800/99903705/4f5c3f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99910000/99903800/99903705/2904299d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Madison Parkview 

[](https://www.expedia.com/Albany-Hotels-Chic-Madison-Parkview.h99903705.Hotel-Information)

Albany

9.4/10

Exceptional

(36 reviews)

"Location close to restaurants and parks."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alex B.

$162 nightly

$175 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Albany-Hotels-Chic-Madison-Parkview.h99903705.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/5d3c366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/818a652c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7. The Mulberry Room | Living area | 32-inch Smart TV with satellite channels, TV](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/d4d763c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![8. The Riverview Room | Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/40f18d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Micosta Leisure Inn

[](https://www.expedia.com/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information)

Hudson

9.4/10

Exceptional

(137 reviews)

"Very pleasent stay , and kind helpful staff ."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin

$139 nightly

$155 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/55508efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/b25675ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/2f269d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/a5893376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Hudson Escape w/ Hot Tub

[](https://www.expedia.com/Hudson-Hotels-Pet-Friendly-Hudson-Escape-W-Hot-Tub.h120658954.Hotel-Information)

Stottville

$286 nightly

$290 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Hudson-Hotels-Pet-Friendly-Hudson-Escape-W-Hot-Tub.h120658954.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/f9227a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/54590b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/3bbdf637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/079bb1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3-bedroom house in beautiful Berkshires, close to amenities!

[](https://www.expedia.com/Pittsfield-Hotels-3-Bedroom-House-In-Beautiful-Berkshires.h119322276.Hotel-Information)

Pittsfield

$276 nightly

$308 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-3-Bedroom-House-In-Beautiful-Berkshires.h119322276.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95670000/95669000/95668997/a743ee07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, travel crib, WiFi](https://images.trvl-media.com/lodging/96000000/95670000/95669000/95668997/44b79f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95670000/95669000/95668997/d19d4f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95670000/95669000/95668997/17e920ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bed Berkshire Getaway @ Stephentown Hotel

[](https://www.expedia.com/Stephentown-Hotels-2-Bed-Berkshire-Getaway-Stephentown-Hotel.h95668997.Hotel-Information)

Stephentown

10/10

Exceptional

(5 reviews)

"This place is amazing! It is so clean and updated with lots of amenities! Lots of arcade games in the apartment thatthe whole family enjoyed! It's a quick trip to jimney peak to ski it's just down the road. Great restaurants nearby. Definitely recommend this place."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

elizabeth r.

$250 nightly

$267 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Stephentown-Hotels-2-Bed-Berkshire-Getaway-Stephentown-Hotel.h95668997.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/101000000/100420000/100413200/100413104/w906h683x58y0-b7cdcdbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/101000000/100420000/100413200/100413104/w903h683x60y0-d5319ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100420000/100413200/100413104/w904h683x60y0-2f1c447b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/101000000/100420000/100413200/100413104/w904h683x60y0-7a154024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### N E W Spacious Prime DT 1 Bedroom Apt w Office

[](https://www.expedia.com/Albany-Hotels-N-E-W-Spacious-Prime-DT-1-Bedroom-Apt-W-Office.h100413104.Hotel-Information)

Sheridan Hollow

8.0/10

Very Good

(8 reviews)

"Overall very good stay, Apartment was just as described and mr and my wife had a great time"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dominyc M.

$199 nightly

$215 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Albany-Hotels-N-E-W-Spacious-Prime-DT-1-Bedroom-Apt-W-Office.h100413104.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/862ec0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/9af2b9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/cc4451e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/055ed8a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Ski Getaway in the Berkshires

[](https://www.expedia.com/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information)

Great Barrington

9.2/10

Wonderful

(9 reviews)

"Close to a great bakery and near to a farm market and shopping mall. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cristine C.

$253 nightly

$283 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103890000/103881900/103881881/w1024h572x0y56-d9db058a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining tables](https://images.trvl-media.com/lodging/104000000/103890000/103881900/103881881/w904h670x60y0-6ad7fd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi](https://images.trvl-media.com/lodging/104000000/103890000/103881900/103881881/w905h683x60y0-42259ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/104000000/103890000/103881900/103881881/w905h683x60y0-ea8619c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 bed room Apartment

[](https://www.expedia.com/Albany-Hotels-2-Bed-Room-Apartment.h103881881.Hotel-Information)

South End

8.8/10

Excellent

(8 reviews)

"Clean rooms, comfortable beds. Easy access location. Quiet neighborhood. Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah K.

$165 nightly

$178 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Albany-Hotels-2-Bed-Room-Apartment.h103881881.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/c506daec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/1a672832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/821d461c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/f1188120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace

[](https://www.expedia.com/Nassau-Hotels-Very-Cozy-Clean-Lakefront-House-Near-To-Everything-Hiking.h113111206.Hotel-Information)

Nassau

10/10

Exceptional

(2 reviews)

"Cozy home on the lake."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Terry O.

$328 nightly

$364 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Nassau-Hotels-Very-Cozy-Clean-Lakefront-House-Near-To-Everything-Hiking.h113111206.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93410000/93402500/93402422/61c037e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93410000/93402500/93402422/fe54d0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/94000000/93410000/93402500/93402422/w1723h1192x9y0-d5fc0e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93410000/93402500/93402422/809aa3f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treat yourself at the stunning June Farms Wellness Huts!

[](https://www.expedia.com/Treat-Yourself-At-The-Stunning-June-Farms-Wellness-Huts.h93402422.Hotel-Information)

West Sand Lake

10/10

Exceptional

(8 reviews)

"The wellness hut was an amazing getaway. Beautiful interior and design. Loved the little outdoor sauna. Loved the front porch/deck. Would definitely return for another stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SteveS

$403 nightly

$448 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Treat-Yourself-At-The-Stunning-June-Farms-Wellness-Huts.h93402422.Hotel-Information)

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](https://expedia.com/Hotel-Search?startDate=2026-03-02&endDate=2026-03-03&regionId=6190671&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Old+Chatham%2C+New+York%2C+United+States+of+America&regionId=6190671&latLong=42.44096%2C-73.562317&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Old+Chatham%2C+New+York%2C+United+States+of+America&regionId=6190671&latLong=42.44096%2C-73.562317&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Old+Chatham%2C+New+York%2C+United+States+of+America&regionId=6190671&latLong=42.44096%2C-73.562317&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Old+Chatham%2C+New+York%2C+United+States+of+America&regionId=6190671&latLong=42.44096%2C-73.562317&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Old+Chatham%2C+New+York%2C+United+States+of+America&regionId=6190671&latLong=42.44096%2C-73.562317&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Old+Chatham%2C+New+York%2C+United+States+of+America&regionId=6190671&latLong=42.44096%2C-73.562317&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=COTTAGE)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Old+Chatham%2C+New+York%2C+United+States+of+America&regionId=6190671&latLong=42.44096%2C-73.562317&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=VILLA)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Old+Chatham%2C+New+York%2C+United+States+of+America&regionId=6190671&latLong=42.44096%2C-73.562317&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=CHALET)

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## Top Old Chatham Hotel Reviews

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"Everything! :)"

[](https://expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg)

### Vacation Village in the Berkshires

10/10 Excellent

"Excellent location and terrific space and amenities."

[](https://expedia.com/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"Perfect location, big rooms, nice staff. "

[](https://expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Hyatt Place Albany/Downtown](https://images.trvl-media.com/lodging/93000000/92790000/92787800/92787704/b91f3040_y.jpg)

### Hyatt Place Albany/Downtown

10/10 Excellent

"Room was clean staff was friendly very comfortable "

[](https://expedia.com/Albany-Hotels-Hyatt-Place-Albany.h92787704.Hotel-Information)

![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg)

### Berkshires Untold

10/10 Excellent

"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "

[](https://expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"Bathroom had somebody’s hair on the door and shower "

[](https://expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Hilton Albany](https://images.trvl-media.com/lodging/1000000/430000/424500/424407/b38d0fca_y.jpg)

### Hilton Albany

10/10 Excellent

"Housekeeping was good "

[](https://expedia.com/Albany-Hotels-Hilton-Albany.h424407.Hotel-Information)

![Comfort Inn Glenmont - Albany South](https://images.trvl-media.com/lodging/1000000/20000/11900/11858/314ea198_y.jpg)

### Comfort Inn Glenmont - Albany South

10/10 Excellent

"Staff was friendly, Room was clean and large. Breakfast was great"

[](https://expedia.com/Albany-Hotels-Comfort-Inn-Glenmont-Albany-South.h11858.Hotel-Information)

![Country Inn & Suites by Radisson, Downtown Albany New York](https://images.trvl-media.com/lodging/112000000/111490000/111484500/111484416/25b753d6_y.jpg)

### Country Inn & Suites by Radisson, Downtown Albany New York

10/10 Excellent

"The hotel was convient to where we needed to go, was very clean and comfortable and all the staff were very friendly "

[](https://expedia.com/Albany-Hotels-Country-Inn-Suites-By-Radisson.h111484416.Hotel-Information)

## 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 $141 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.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Old Chatham

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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Old Chatham ](https://expedia.com/Old-Chatham-Private-Vacation-Homes.d6190671-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Old Chatham ](https://expedia.com/Old-Chatham-Apartments.d6190671-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Old Chatham ](https://expedia.com/Old-Chatham-Cottages.d6190671-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Old Chatham ](https://expedia.com/Old-Chatham-Condos.d6190671-aaCondos.Travel-Guide-Accommodation)
- [B&B in Old Chatham ](https://expedia.com/Old-Chatham-Bed-And-Breakfast.d6190671-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Old Chatham ](https://expedia.com/Old-Chatham-Cabins.d6190671-aaCabins.Travel-Guide-Accommodation)
- [Resorts in Old Chatham ](https://expedia.com/Old-Chatham-Resorts.d6190671-aaResorts.Travel-Guide-Accommodation)
- [Farmstay in Old Chatham ](https://expedia.com/Old-Chatham-Agritourism.d6190671-aaAgritourism.Travel-Guide-Accommodation)
- [Motels in Old Chatham ](https://expedia.com/Old-Chatham-Motels.d6190671-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Old Chatham ](https://expedia.com/Old-Chatham-Guest-Houses.d6190671-aaGuestHouses.Travel-Guide-Accommodation)
- [Chalets in Old Chatham ](https://expedia.com/Old-Chatham-Chalets.d6190671-aaChalets.Travel-Guide-Accommodation)
- [Aparthotels in Old Chatham ](https://expedia.com/Old-Chatham-Apart-Hotels.d6190671-aaApartHotels.Travel-Guide-Accommodation)
- [Lodges in Old Chatham ](https://expedia.com/Old-Chatham-Lodges.d6190671-aaLodges.Travel-Guide-Accommodation)
- [Inns in Old Chatham ](https://expedia.com/Old-Chatham-Inns.d6190671-aaInns.Travel-Guide-Accommodation)
- [Villas in Old Chatham ](https://expedia.com/Old-Chatham-Villas.d6190671-aaVillas.Travel-Guide-Accommodation)
- [RV Parks in Old Chatham ](https://expedia.com/Old-Chatham-RV-Parks.d6190671-aaRVParks.Travel-Guide-Accommodation)
- [Condo Resorts in Old Chatham ](https://expedia.com/Old-Chatham-Condominium-Resort.d6190671-aaCondominiumResort.Travel-Guide-Accommodation)
- [Country Houses in Old Chatham ](https://expedia.com/Old-Chatham-Country-House.d6190671-aaCountryHouse.Travel-Guide-Accommodation)
- [Castles in Old Chatham ](https://expedia.com/Old-Chatham-Castles.d6190671-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Old Chatham?

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

### How many vacation rentals will I find in Old Chatham?

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

### What’s a vacation rental in Old Chatham like?

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- [Hotels in Ithaca](https://expedia.com/Ithaca-Hotels.d6056124.Travel-Guide-Hotels)
- [Hotels in Syracuse](https://expedia.com/Syracuse-Hotels.d601764.Travel-Guide-Hotels)
- [Hotels with a View in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels-Hotels-With-View.0-0-d602721-tHotelswithView.Travel-Guide-Filter-Hotels)
- [Hotels in Binghamton](https://expedia.com/Binghamton-Hotels.d6034018.Travel-Guide-Hotels)
- [Hotels in Lake George](https://expedia.com/Lake-George-Hotels.d6055969.Travel-Guide-Hotels)
- [Hotels in Rhinebeck](https://expedia.com/Rhinebeck-Hotels.d55927.Travel-Guide-Hotels)
- [Hotels in Poughkeepsie](https://expedia.com/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels)
- [Hotels in Middletown](https://expedia.com/Middletown-Hotels.d8864.Travel-Guide-Hotels)
- [Hotels in Hudson](https://expedia.com/Hudson-Hotels.d55762.Travel-Guide-Hotels)
- [Hotels in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels)
- [Hotels in Cooperstown](https://expedia.com/Cooperstown-Hotels.d6487.Travel-Guide-Hotels)
- [Hotels in Yonkers](https://expedia.com/Yonkers-Hotels.d7789.Travel-Guide-Hotels)
- [Hotels in Utica](https://expedia.com/Utica-Hotels.d6055801.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Albany](https://expedia.com/Cheap-Flights-To-Albany.d603260.Travel-Guide-Flights)
- [Cheap Flights to Niagara Falls](https://expedia.com/Cheap-Flights-To-Niagara-Falls.d602721.Travel-Guide-Flights)
- [Syracuse Flights](https://expedia.com/lp/flights/601764/flights-from-syracuse)
- [Cheap Flights to Syracuse](https://expedia.com/Cheap-Flights-To-Syracuse.d601764.Travel-Guide-Flights)

Cars

- [Car rentals in Albany](https://expedia.com/Car-Rentals-In-Albany.d603260.Car-Rental-Guide)
- [Car rentals in Syracuse](https://expedia.com/Car-Rentals-In-Syracuse.d601764.Car-Rental-Guide)

Activities

- [Things to do in Niagara Falls](https://expedia.com/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)

Packages

- [Niagara Falls Vacation](https://expedia.com/Niagara-Falls.d602721.Destination-Travel-Guides)

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