Holiday Rentals in East Chatham
Destination
Revenue impacts this sort order. Learn more
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 km
44 rentals in East Chatham.
Newly Renovated Cabin in the Country
More info
Check-in
Check-out
As seen on
Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
More info
Check-in
Check-out
As seen on
Welcome to WIndswept Acres in the Berkshire Mts!
More info
Check-in
Check-out
As seen on
Hudson Valley Chalet
More info
Check-in
Check-out
As seen on
Dream getaway - mtn views, ski, pool, BBQ, Firepit, Kid friendly, Lakes, WFH
More info
Check-in
Check-out
As seen on
Secluded Family-Friendly Home
More info
Check-in
Check-out
As seen on
Red Rock Summit: Mtn Escape w/ Pool, Pond + Views
More info
Check-in
Check-out
As seen on
Private Homestead - Cozy Comforts & Scenic Views!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Luxury Barn Retreat — All-Season Escape Awaits!
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
10 Acre Country Estate with Pool, Hot Tub & Views!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
As seen on
Birds’ Nest Bungalow
More info
Check-in
Check-out
As seen on
The following properties within 32 kms of East Chatham match all your filters:
Cozy Cottage in the Woods
More info
Check-in
Check-out
As seen on
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
One-of-a-Kind Breathtaking Berkshire Retreat
More info
Check-in
Check-out
As seen on
Berkshire Rural Retreat
More info
Check-in
Check-out
As seen on
Secluded House with Picturesque Views in Historic Old Chatham, NY
More info
Check-in
Check-out
As seen on
Private estate with Hot Tub, Tennis Court & Pool
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Amazing, Private Estate for up to 8 guests! Pool, Pond, Gym, Arcade, Barn & More
More info
Check-in
Check-out
As seen on
Berkshires Lake House With Private Dock, gunite pool, and Chefs Kitchen
More info
Check-in
Check-out
As seen on
Renovated Country Retreat, 11+ Acres by Evergreen Home
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
A 200 year old center hall colonial between the Berkshires and the Hudson River
More info
Check-in
Check-out
As seen on
Black Friday Sale - Secluded Mountain and Lake View in Canaan, NY
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
SRC-Hudson Valley/Berkshires Cultural Corridor
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Harmony House in Hudson Valley- Pet Friendly
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Sugar Shack - 300 square feet of pure sweetness.
More info
Check-in
Check-out
As seen on
Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!
More info
Check-in
Check-out
As seen on
Hudson River Valley/Berkshires Rural Retreat
More info
Check-in
Check-out
As seen on
Spectacular All Seasons Retreat with Amazing Views
More info
Check-in
Check-out
As seen on
A charming private 3-bedroom country house with scenic views and sprawling lawn
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Welcome to the Red Bridge Cottage!
More info
Check-in
Check-out
As seen on
Hilltop House
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
As seen on
2,000 sq ft loft located "downtown" with access to dining..shops...movie
More info
Check-in
Check-out
As seen on
Plan your Berkshires by the lake
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Charming 1800s home with fenced in yard and bucolic farm views !
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
Mountain View Retreat in Hudson Valley near Berkshire Attractions
More info
Check-in
Check-out
As seen on
Four season lake side oasis in the berkshirkes
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
BLUSH: Boutique TINY home*private spa*walk to town
More info
Check-in
Check-out
As seen on
Renovated Chatham Home ~ Half Mi to Downtown!
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
HunnyHAUS: Deluxe TINY*private spa*walk to town
More info
Check-in
Check-out
As seen on
Charming 1871 farmhouse retreat, wooded views in the historic village of Chatham
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Elegant Upstate Sanctuary on 20 Acres
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
9 acres of elegant gardens, rolling lawns, wooded paths and a private pool
More info
Check-in
Check-out
As seen on
Spacious Serviced Apartment above Chatham Staple
More info
Check-in
Check-out
As seen on
Peaceful Berkshire Getaway Comfortable, Quiet, Lake Access, A/C, 4 bdrms, 2
More info
Check-in
Check-out
As seen on
Showing results 1-44 of 44
Frequently Asked Questions about East Chatham
- Yes, here are some popular holiday rentals in East Chatham that have a pool:
- Newly Renovated Cabin in the Country
- Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
- Welcome to WIndswept Acres in the Berkshire Mts!
- Yes, here are some popular holiday rentals in East Chatham that have internet access:
- Newly Renovated Cabin in the Country
- Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
- Welcome to WIndswept Acres in the Berkshire Mts!
- Some of the most popular kid friendly rentals in East Chatham are:
- Newly Renovated Cabin in the Country
- Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
- Welcome to WIndswept Acres in the Berkshire Mts!
East Chatham TourismEast Chatham HotelsEast Chatham Bed and BreakfastEast Chatham Holiday RentalsFlights to East ChathamEast Chatham RestaurantsEast Chatham AttractionsEast Chatham Travel ForumEast Chatham PicturesEast Chatham MapEast Chatham Guide
Things to DoRestaurantsFlightsHoliday RentalsTravel StoriesCruisesCar Hire