We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Old Chatham Vacation Rentals

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
16 rentals in Old Chatham.
Charming Guest Suite, vacation rental in Old Chatham
Charming Guest Suite, vacation rental in Old Chatham
Charming Guest Suite, vacation rental in Old Chatham

Charming Guest Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
HolidayLettings.com logo
Affiliated with FlipKey
Pond View Cottage in Old Chatham WEEKLY & MONTHLY DISCOUNTS OFFERED!!!!, vacation rental in Old Chatham
Pond View Cottage in Old Chatham WEEKLY & MONTHLY DISCOUNTS OFFERED!!!!, vacation rental in Old Chatham
Pond View Cottage in Old Chatham WEEKLY & MONTHLY DISCOUNTS OFFERED!!!!, vacation rental in Old Chatham

Pond View Cottage in Old Chatham WEEKLY & MONTHLY DISCOUNTS OFFERED!!!!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!, vacation rental in Old Chatham
Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!, vacation rental in Old Chatham
Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!, vacation rental in Old Chatham

Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!

Rental Home
8 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Hudson Old Chatham Loft, vacation rental in Old Chatham
Hudson Old Chatham Loft, vacation rental in Old Chatham
Hudson Old Chatham Loft, vacation rental in Old Chatham

Hudson Old Chatham Loft

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautifully Renovated Exposed Beam Bungalow, vacation rental in Old Chatham
Beautifully Renovated Exposed Beam Bungalow, vacation rental in Old Chatham
Beautifully Renovated Exposed Beam Bungalow, vacation rental in Old Chatham

Beautifully Renovated Exposed Beam Bungalow

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Hudson 2 bedroom bungalow apartment at the Wilbur Estate, vacation rental in Old Chatham
The Hudson 2 bedroom bungalow apartment at the Wilbur Estate, vacation rental in Old Chatham
The Hudson 2 bedroom bungalow apartment at the Wilbur Estate, vacation rental in Old Chatham

The Hudson 2 bedroom bungalow apartment at the Wilbur Estate

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
A 200 year old center hall colonial between the Berkshires and the Hudson River, vacation rental in Old Chatham
A 200 year old center hall colonial between the Berkshires and the Hudson River, vacation rental in Old Chatham
A 200 year old center hall colonial between the Berkshires and the Hudson River, vacation rental in Old Chatham

A 200 year old center hall colonial between the Berkshires and the Hudson River

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Charming Farm House on 460 Acre Working Farm, vacation rental in Old Chatham
Charming Farm House on 460 Acre Working Farm, vacation rental in Old Chatham
Charming Farm House on 460 Acre Working Farm, vacation rental in Old Chatham

Charming Farm House on 460 Acre Working Farm

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool, vacation rental in Old Chatham
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool, vacation rental in Old Chatham
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool, vacation rental in Old Chatham

Haddock + Cotter - Chic Farmhouse and Barn w/ Pool

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Samuel Wilbur Estate ~ Established 1810, vacation rental in Old Chatham
Samuel Wilbur Estate ~ Established 1810, vacation rental in Old Chatham
Samuel Wilbur Estate ~ Established 1810, vacation rental in Old Chatham

Samuel Wilbur Estate ~ Established 1810

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Secluded House with Picturesque Views in Historic Old Chatham, NY, vacation rental in Old Chatham
Secluded House with Picturesque Views in Historic Old Chatham, NY, vacation rental in Old Chatham
Secluded House with Picturesque Views in Historic Old Chatham, NY, vacation rental in Old Chatham

Secluded House with Picturesque Views in Historic Old Chatham, NY

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautiful Estate w/ Arcade, Library, Gym, Trails etc. Ask about Private Chef!, vacation rental in Old Chatham
Beautiful Estate w/ Arcade, Library, Gym, Trails etc. Ask about Private Chef!, vacation rental in Old Chatham
Beautiful Estate w/ Arcade, Library, Gym, Trails etc. Ask about Private Chef!, vacation rental in Old Chatham

Beautiful Estate w/ Arcade, Library, Gym, Trails etc. Ask about Private Chef!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Spectacular All Seasons Retreat with Amazing Views, vacation rental in Old Chatham
Spectacular All Seasons Retreat with Amazing Views, vacation rental in Old Chatham
Spectacular All Seasons Retreat with Amazing Views, vacation rental in Old Chatham

Spectacular All Seasons Retreat with Amazing Views

Rental Home
7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautiful 6+ Bedroom Farmhouse On 460 Acre Working Farm, vacation rental in Old Chatham
Beautiful 6+ Bedroom Farmhouse On 460 Acre Working Farm, vacation rental in Old Chatham
Beautiful 6+ Bedroom Farmhouse On 460 Acre Working Farm, vacation rental in Old Chatham

Beautiful 6+ Bedroom Farmhouse On 460 Acre Working Farm

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautiful, Special 5 Star Estate! Perfect for Family/Friend Reunions & Retreats!, vacation rental in Old Chatham
Beautiful, Special 5 Star Estate! Perfect for Family/Friend Reunions & Retreats!, vacation rental in Old Chatham
Beautiful, Special 5 Star Estate! Perfect for Family/Friend Reunions & Retreats!, vacation rental in Old Chatham

Beautiful, Special 5 Star Estate! Perfect for Family/Friend Reunions & Retreats!

Rental Home
9 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
Check in
Check out
As seen on
HolidayLettings.com logo
Affiliated with FlipKey
nesteldown pet friendly, vacation rental in Old Chatham
nesteldown pet friendly, vacation rental in Old Chatham
nesteldown pet friendly, vacation rental in Old Chatham

nesteldown pet friendly

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
HolidayLettings.com logo
Affiliated with FlipKey
Showing results 1-16 of 16
Frequently Asked Questions about Old Chatham