Vacation Rentals in Chatham, NY

PRICE PER NIGHT

ACCOMMODATION TYPES

Spacious Serviced Apartment above Chatham Staple

No reviews

·
Chatham
·
3 br
·
Air Conditioning · Furnished · In Unit Laundry ·
From
$224/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Charming 1871 farmhouse retreat, wooded views in the historic village of Chatham

No reviews

·
Chatham
·
2 br
·
Sleeps 4
·
Air Conditioning · Furnished · In Unit Laundry ·
From
$2,500/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
2,000 sq ft loft located "downtown" with access to dining..shops...movie theater
10

Excellent

·
Chatham
·
3 br
·
Sleeps 6
·
On Site Laundry · Dishwasher · Oven ·
From
$356/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
On Site Laundry
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Chatham Cozy Quiet Country Getaway

No reviews

·
Chatham
·
2 br
·
Sleeps 5
·
Outdoor Space · Workspace · Oven ·
From
$150/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Workspace, Kitchen
Scandi-style modern cabin in Chatham
10

Excellent

·
Chatham
·
3 br
·
Sleeps 8
·
Balcony · Mountains · Fireplace ·
From
$275/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Mountains
Fireplace
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Kitchen
The Honeydew: Tree House vibes w/private mineral spa...steps to village
10

Excellent

·
Chatham
·
2 br
·
Sleeps 4
·
Fireplace · Dishwasher · Oven ·
From
$270/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Fireplace
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Showing 1 - 6 of 6 results
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Serenity on Stony Kill: 3BR Creek Front Cottage
10

Excellent

·
Valatie
·
3 br
·
Sleeps 9
·
Waterfront · Outdoor Space · Mountains ·
From
$275/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Waterfront
Mountains
Fireplace
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Workspace, Kitchen
Pond View Cottage in Old Chatham WEEKLY & MONTHLY DISCOUNTS OFFERED!!!!
9.8

Excellent

·
Old Chatham
·
2 br
·
Ski In Ski Out · Outdoor Space · Workspace ·
From
$172/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Ski In Ski Out
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Fitness Center
Other spaces
Workspace, Kitchen
Spectacular All Seasons Retreat with Amazing Views
9.5

Excellent

·
Chatham
·
7 br
·
Sleeps 14
·
Fitness Center · Lake · Waterfront ·
From
$1,499/night
Check availability
Property
Apartment · 7 Beds · 4 baths
Amenities
Fitness Center
Lake
Waterfront
Ski In Ski Out
Hot Tub
Mountains
Fireplace
Dishwasher
Other spaces
Kitchen
Beautiful Estate w/ Pool, Pond, Barn, Trails & More! RESERVE for SUMMER NOW!

No reviews

·
Old Chatham
·
4 br
·
Sleeps 10
·
Pool · Fitness Center · High Ceilings ·
From
$1,136/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Pool
Fitness Center
High Ceilings
Private Pool
Ski In Ski Out
Fireplace
Dishwasher
Oven
Other spaces
Workspace, Kitchen
Home Sweet Home in a Best Place to Live Locale

No reviews

·
Chatham
·
2 br
·
Sleeps 4
·
Fitness Center · Ski In Ski Out · Fireplace ·
From
$95/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Fitness Center
Ski In Ski Out
Fireplace
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
Secluded House with Picturesque Views in Historic Old Chatham, NY
10

Excellent

·
Old Chatham
·
4 br
·
Sleeps 8
·
Fitness Center · Ev Charging · Outdoor Space ·
From
$272/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Fitness Center
Ev Charging
Mountains
Fireplace
Dishwasher
Oven
Air Conditioning
Furnished
Other spaces
Balcony, Workspace, Kitchen
Berkshires Hudson Valley View Cottage - Private & Quiet

No reviews

·
Chatham
·
2 br
·
Sleeps 4
·
Outdoor Space · On Site Laundry · Oven ·
From
$139/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
On Site Laundry
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Charming 1800s home with fenced in yard and bucolic farm views !

No reviews

·
Valatie
·
4 br
·
Sleeps 7
·
Ski In Ski Out · Mountains · Workspace ·
From
$325/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Ski In Ski Out
Mountains
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Workspace, Kitchen

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Two Ponds: Modern Compound with Magical Views in Columbia County
9

Excellent

·
Chatham
·
5 br
·
Sleeps 10
·
Pool · High Ceilings · Private Pool ·
From
$1,082/night
Check availability
Property
House · 5 Beds · 6 baths
Amenities
Pool
High Ceilings
Private Pool
On Site Laundry
Fireplace
Dishwasher
Oven
Furnished
Other spaces
Balcony, Kitchen
Beautiful & Private w/ Heated Pool, Jacuzzi, Pond! Summer weeks available!
9.8

Excellent

·
Chatham
·
4 br
·
Sleeps 8
·
Pool · Fitness Center · Private Pool ·
From
$1,561/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Pool
Fitness Center
Private Pool
Hot Tub
Fireplace
Dishwasher
Oven
Air Conditioning
Other spaces
Kitchen
A Country Retreat with Pool and Spacious Grounds
10

Excellent

·
Valatie
·
4 br
·
Sleeps 8
·
Pool · Private Pool · Waterfront ·
From
$644/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Pool
Private Pool
Waterfront
On Site Laundry
Dishwasher
Oven
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
Gorgeous large renovated historic home on 10 acres with pool
10

Excellent

·
Chatham
·
5 br
·
Sleeps 14
·
Pool · Private Pool · Ski In Ski Out ·
From
$909/night
Check availability
Property
House · 5 Beds
Amenities
Pool
Private Pool
Ski In Ski Out
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
10

Excellent

·
Chatham
·
2 br
·
Sleeps 5
·
Deck · Ski In Ski Out · Mountains ·
From
$300/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Ski In Ski Out
Mountains
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Deck, Workspace, Kitchen
Holidays & Ski Getaways at Beautiful & Special Estate! Read our 5 star reviews!
9.7

Excellent

·
Chatham
·
7 br
·
Sleeps 16
·
Pool · Fitness Center · Outdoor Space ·
From
$1,253/night
Check availability
Property
House · 7 Beds · 5 baths
Amenities
Pool
Fitness Center
Fireplace
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Workspace, Kitchen
Pet-friendly Cozy Farmhouse near Hudson, NY

No reviews

·
Ghent
·
3 br
·
Sleeps 7
·
Dishwasher · Oven · Air Conditioning ·
From
$518/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Luxury Berkshires Family Vacation Rental on 45 Acres

No reviews

·
Hillsdale
·
5 br
·
Sleeps 10
·
Waterfront · Outdoor Space · Balcony ·
From
$525/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Waterfront
Fireplace
Dishwasher
Oven
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Workspace, Kitchen
The Hudson Escape – Pool, Pond, & 13 private acres of fun!

No reviews

·
Hudson
·
4 br
·
Sleeps 12
·
Pool · Furnished · Swimming Pool ·
From
$500/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Pool
Furnished
Swimming Pool
Escape the City! Incredible Hillside Country House. Sleeps 11.

No reviews

·
Ghent
·
4 br
·
Sleeps 10
·
Pool · Outdoor Space · Mountains ·
From
$695/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Pool
Mountains
Fireplace
Furnished
In Unit Laundry
Swimming Pool
Other spaces
Kitchen
Home > New-york Vacation Rentals > Chatham Vacation Rentals
Updated: March 28, 2023

Learn about vacation rentals in

Chatham

Explore 6 vacation rentals near Chatham, New York. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Chatham, you can see photos of Chatham vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Chatham vacation rentals in specific areas. Whether you’re looking for a Chatham staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Chatham is $150 per night and the highest price is $2,500 per night.
3 of the vacation rentals near Chatham are apartments or condos. The average bathroom count for this property type is 1. The median price for these vacation units is $224 per night. There are currently 2 vacation units under this price. 3 of the vacation rentals near Chatham are houses. The average bathroom count for a vacation house near Chatham is 2. The average price for vacation houses near Chatham is $1,015 per night. There are 2 vacation homes under this price. The most common amenities for vacation rentals near Chatham are: furnished, kitchen, and in-unit laundry. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

2 bed rentals

3 available

3 bed rentals

3 available

Getting around Chatham

Walking

3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Car

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Points of interest in Chatham

Groceries

6/10
At least one grocery store within a 15-minute walk

Shopping

3/10
Some shops within walking distance

Cafes

0/10
Few or no cafés within walking distance

Restaurants

4/10
Some restaurants within walking distance

Nightlife

3/10
Few or no bars within walking distance

Vacation Rentals in Chatham, NY FAQ

How many vacation rentals in Chatham are available?

There are currently 6 vacation rentals in Chatham available. Our vacation rentals in Chatham include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Chatham?

Yes, right now there are 1 pet friendly vacation rentals in Chatham. A pet friendly vacation rental in Chatham means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Chatham with a pool?

No there are no vacation rentals with a pool available in Chatham, NY. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Chatham with internet access?

As of March 28, 2023, there are vacation rentals with internet access available in Chatham, New York. Check out more enjoyable destinations on Vacations by Zumper.

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