Old Chatham Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Old Chatham vacation rentals

Artists’ Hideaway in Old Chatham

Artists’ Hideaway in Old Chatham
Old Chatham
The price is ¥25,713
¥81,817 total
includes taxes & fees
Mar 28 - Mar 29
Artists’ Hideaway in Old Chatham

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (10 reviews)
"Healthy food too!"
United States
GEORGINA
The price is ¥26,825
¥29,964 total
includes taxes & fees
Mar 30 - Mar 31
Huttopia Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,317 reviews)
"Clean rooms, and very friendly staff"
United States
Amr
The price is ¥16,572
¥20,260 total
includes taxes & fees
Apr 15 - Apr 16
Vacation Village in the Berkshires

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is ¥31,240
¥88,243 total
includes taxes & fees
Mar 28 - Mar 29
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (141 reviews)
"Steven is the most helpful and kind host I've ever experienced! The property is lovely, and the rooms are cozy. I would definitely recommend staying here especially as a solo traveler."
United States
Salvio
The price is ¥20,711
¥23,197 total
includes taxes & fees
Mar 28 - Mar 29
Micosta Leisure Inn

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is ¥34,675
¥49,402 total
includes taxes & fees
Mar 28 - Mar 29
cozy retreat with modern amenties

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ¥23,749
¥26,528 total
includes taxes & fees
Apr 1 - Apr 2
Jiminy Peak Mountain Resort

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (35 reviews)
"A very special, well equipped, and comfortable house with a great kitchen, bedrooms and bathrooms as well as a lovely enclosed porch and outdoor area in an amazing location. Wonderful home with all amenities and thoughtful details provided for guests. A short walk to charming town and across from a beautiful hiking area. Excellent stay!"
United States
Susan
The price is ¥57,221
¥115,368 total
includes taxes & fees
Mar 30 - Mar 31
Walk into town, soak up sun on enclosed porch & steps away from nature trails!

All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (54 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is ¥15,636
¥21,081 total
includes taxes & fees
Mar 29 - Mar 30
All comforts of home

A stunning, modern Lodge with rustic charm at June Farms!

A stunning, modern Lodge with rustic charm at June Farms!
West Sand Lake
10.0 out of 10, Exceptional, (5 reviews)
"2nd time staying at The Lodge , had a wonderful relaxing few days ! Enjoyed long walks , and the animals . The weather was perfect , couldn't have asked for anything more! Thank you !"
United States
LisaL
The price is ¥70,578
¥123,811 total
includes taxes & fees
Apr 14 - Apr 15
A stunning, modern Lodge with rustic charm at June Farms!

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Great Barrington
10.0 out of 10, Exceptional, (4 reviews)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is ¥90,231
¥211,707 total
includes taxes & fees
Mar 28 - Mar 29
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (14 reviews)
"My whole experience was just what I needed! Im in love with this place inspired me and my dog was in heaven 💛 "
United States
Lea
The price is ¥19,924
¥29,193 total
includes taxes & fees
Mar 29 - Mar 30
Taborton Harvest Boulder Pines Cabin in the woods

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.0 out of 10, Wonderful, (12 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is ¥32,276
¥50,474 total
includes taxes & fees
Apr 1 - Apr 2
Cozy Riverside Berkshires Retreat

Spacious 5-bedroom house in charming Lee with WiFi

Spacious 5-bedroom house in charming Lee with WiFi
Lee
8.8 out of 10, Excellent, (3 reviews)
"House was clean and made our Thanksgiving great with it's size and amenities. "
United States
Khalil S.
The price is ¥75,710
¥136,913 total
includes taxes & fees
Apr 6 - Apr 7
Spacious 5-bedroom house in charming Lee with WiFi

Luxury, modern AIRSTREAM at June Farms!

Luxury, modern AIRSTREAM at June Farms!
West Sand Lake
9.8 out of 10, Exceptional, (7 reviews)
"We’ve stayed at several of the various cabins at June Farms. This one, like the others, is unique and fantastic. Would absolutely stay again!"
United States
StephenS
The price is ¥43,896
¥83,578 total
includes taxes & fees
Apr 12 - Apr 13
Luxury, modern AIRSTREAM at June Farms!

A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!

A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
Averill Park
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful family weekend at the lake house. Beautiful place to stay. Perfect for a family gathering."
United States
KenD
The price is ¥92,096
¥171,050 total
includes taxes & fees
Mar 30 - Mar 31
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!

Private Luxurious Chalet with heated Pool,Hot Tub, Game Rooms. Pet-Friendly!

Private Luxurious Chalet with heated Pool,Hot Tub, Game Rooms. Pet-Friendly!
Cropseyville
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful home and property. Stayed for a family wedding weekend. The home, hot tub and pool were a perfect way to relax before and after the ceremony."
United States
Patrick H.
The price is ¥117,789
¥270,338 total
includes taxes & fees
Apr 1 - Apr 2
Private Luxurious Chalet with heated Pool,Hot Tub, Game Rooms. Pet-Friendly!

Secluded escape w/ hot tub + pizza oven+ fireplace

Secluded escape w/ hot tub + pizza oven+ fireplace
Taghkanic
The price is ¥68,219
¥174,947 total
includes taxes & fees
Apr 1 - Apr 2
Secluded escape w/ hot tub + pizza oven+ fireplace

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is ¥42,892
¥76,042 total
includes taxes & fees
Mar 28 - Mar 29
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Honey Comb Hideout 3Br. House Albany

Honey Comb Hideout 3Br. House Albany
Albany
The price is ¥31,878
¥88,481 total
includes taxes & fees
Apr 20 - Apr 21
Honey Comb Hideout 3Br. House Albany
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Old Chatham Hotel Reviews

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 vacation rentals in Old Chatham?

Yes, we offer vacation rentals close to well known points of interest in Old Chatham, or you can choose a more remote option if you'd like a relaxing place to stay. Old Chatham is known for its museums.

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

Beautiful Estate: Pool, Pond, Gym, Trails, Library, Arcade, Barn, Theatre & More: Visitors like this Old Chatham vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a library so you can immerse yourself in your vacation.

How many vacation rentals will I find in Old Chatham?

With 7 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Old Chatham like?

Vacation rentals are privately owned properties you can book for several days or longer in Old Chatham. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.