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North Chatham Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for North Chatham vacation rentals

Exterior

1. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (171 reviews)
"Clean, quiet and relaxing stay."
United States
Andrea
$133 nightly
The price is $150
Sep 7 - Sep 8
Total with taxes and fees
Micosta Leisure Inn
Exterior

2. Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (17 reviews)
"This was a dash away and perfect! "
United States
Linda R.
$165 nightly
The price is $183
Sep 7 - Sep 8
Total with taxes and fees
Taborton Harvest Boulder Pines Cabin in the woods
Lobby

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,128 reviews)
"Clean & comfortable stay"
United States
Robert
$113 nightly
The price is $126
Oct 1 - Oct 2
Total with taxes and fees
Berkshire Mountain Lodge
Outdoor spa tub

4. Pet Friendly Glamping • Hot Tub • Fire Pit • Patio

Pet Friendly Glamping • Hot Tub • Fire Pit • Patio
Ravena
8.0 out of 10, Very Good, (2 reviews)
"The host was very friendly. We had a great time."
United States
Richard H.
$202 nightly
The price is $218
Sep 14 - Sep 15
Total with taxes and fees
Pet Friendly Glamping • Hot Tub • Fire Pit • Patio
Property grounds

5. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (59 reviews)
"Loved the place and would love to come back. "
United States
Georgine
$118 nightly
The price is $132
Sep 7 - Sep 8
Total with taxes and fees
All comforts of home
Lobby

6. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,611 reviews)
"All the amenities offered are an excellent plus. Good rates for rooms. Good place to stay at, lots to do even around the area"
United States
Alex
$122 nightly
The price is $136
Sep 7 - Sep 8
Total with taxes and fees
Vacation Village in the Berkshires
Private kitchen

7. NEW RENO - Chalet-style farm loft near Tanglewood

NEW RENO - Chalet-style farm loft near Tanglewood
New Lebanon
8.6 out of 10, Excellent, (7 reviews)
"Awesome location went for a solo trip w the purpose of spending time alone in nature with myself and god got exactly that calm quiet beautiful scenic area great room and service would book again"
United States
Varun M.
$204 nightly
The price is $207
Sep 10 - Sep 11
Total with taxes and fees
NEW RENO - Chalet-style farm loft near Tanglewood
Exterior

8. Cozy Garden 2-Bed Full Amenities @ Downtown Albany

Cozy Garden 2-Bed Full Amenities @ Downtown Albany
Pastures
10.0 out of 10, Exceptional, (2 reviews)
"The garden apartment was very clean and the communication with the host was excellent. I liked that it was a 10 minute walk to my event at Capital Center. "
United States
Nina R.
$181 nightly
The price is $201
Sep 7 - Sep 8
Total with taxes and fees
Cozy Garden 2-Bed Full Amenities @ Downtown Albany
Property grounds

9. All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (35 reviews)
"Great location and super welcoming "
United States
Julie B.
$126 nightly
The price is $141
Sep 10 - Sep 11
Total with taxes and fees
All the comforts of home
Interior

10. Magic Forest Farm's Enchanted Cabin

Magic Forest Farm's Enchanted Cabin
Coeymans Hollow
9.6 out of 10, Exceptional, (13 reviews)
"Such a cute little cabin. Great place to get some rest to break up a long drive. "
United States
Anonymous traveler
$92 nightly
The price is $100
Sep 16 - Sep 17
Total with taxes and fees
Magic Forest Farm's Enchanted Cabin
Dining

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

Sugar Shack - 300 square feet of pure sweetness.
Chatham
10.0 out of 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
Sue G.
$292 nightly
The price is $329
Sep 8 - Sep 9
Total with taxes and fees
Sugar Shack - 300 square feet of pure sweetness.
Room

12. 1 bedroom apt close to hospitals off street parking in unit washer & dryer

1 bedroom apt close to hospitals off street parking in unit washer & dryer
Pine Hills
10.0 out of 10, Exceptional, (1 review)
"I stayed while working at Albany Medical Center, and it was a perfect location for this! I could walk to the hospital, shops and restaurants. The apartment was cute, quiet and very clean. It was a great place to come home to after a busy day. Michaela, the host, was very helpful and responsive -- checking in on my stay. I appreciated the available washer and dryer. I will definitely stay at this apartment again if I am in Albany."
United States
Kai
$217 nightly
The price is $234
Sep 10 - Sep 11
Total with taxes and fees
1 bedroom apt close to hospitals off street parking in unit washer & dryer
Terrace/patio

13. Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Stottville
10.0 out of 10, Exceptional, (3 reviews)
"Very nice. Will rent again!"
United States
Kathy A.
$324 nightly
The price is $363
Sep 7 - Sep 8
Total with taxes and fees
Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Living area

14. 1800s Carriage house in Berkshires / Hudson Valley

1800s Carriage house in Berkshires / Hudson Valley
New Lebanon
7.0 out of 10, Good, (2 reviews)
"Lovely location with a view of the mountains from the deck.Both bedrooms- a master bedroom and a kids room are air conditioned. (The living room and kitchen are cooled with overhead fan)"
United States
Leslie H.
$221 nightly
The price is $224
Sep 9 - Sep 10
Total with taxes and fees
1800s Carriage house in Berkshires / Hudson Valley
Living area

15. Chic Madison Parkview

Chic Madison Parkview
Albany
9.4 out of 10, Exceptional, (50 reviews)
"Great location, easy access, amenities were great as well"
United States
Phoenix Hayden S.
$163 nightly
The price is $176
Sep 10 - Sep 11
Total with taxes and fees
Chic Madison Parkview
Living area

16. WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere

WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere
Downtown Albany
8.6 out of 10, Excellent, (31 reviews)
"The space was perfect for a one night stay but could definitely serve as a multiple night visit. Quite an efficient space, too. Everything you need. Parking was easy and close. The neighborhood can be a bit loud at night but not too bad and nothing the host can do about it. Very convenient location to all government locations."
United States
Felix
$214 nightly
The price is $231
Sep 7 - Sep 8
Total with taxes and fees
WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere
Terrace/patio

17. BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town
Chatham
10.0 out of 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
scott B.
$292 nightly
The price is $329
Sep 8 - Sep 9
Total with taxes and fees
BLUSH: Boutique TINY home*private spa*walk to town
Living area

18. ★MODERN 1BR GREAT Location Downtown! W/D Parking!★

★MODERN 1BR GREAT Location Downtown! W/D Parking!★
Arbor Hill
9.4 out of 10, Exceptional, (10 reviews)
"Very nice place."
United States
verna A.
$204 nightly
The price is $220
Sep 7 - Sep 8
Total with taxes and fees
★MODERN 1BR GREAT Location Downtown! W/D Parking!★
Property grounds

19. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
10.0 out of 10, Exceptional, (13 reviews)
"This property is really nice. House is beautiful and the man cave is a nice addition. Wish we were there long enough to use it."
United States
Jen R.
$307 nightly
The price is $344
Sep 20 - Sep 21
Total with taxes and fees
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Private kitchen

20. Taborton Harvest Timber Trails Unique cabin experience

Taborton Harvest Timber Trails Unique cabin experience
Sand Lake
10.0 out of 10, Exceptional, (3 reviews)
"It was a great getaway "
United States
Chandra F.
$165 nightly
The price is $183
Sep 7 - Sep 8
Total with taxes and fees
Taborton Harvest Timber Trails Unique cabin experience
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.
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Top North Chatham Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"X"
Jonah 1-night trip
Posted 1 hour ago
Vacation Village in the Berkshires

Find out more about North Chatham

Everything you need to know about North 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 North 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 North Chatham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

North Chatham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in North 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 North 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 $126 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 North Chatham rentals

At Expedia, we put the best North 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 North 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 North 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 North 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.

Frequently asked questions

Can I find vacation rentals in North Chatham?

Yes, there are vacation rentals close to the most popular sights in North Chatham, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in North Chatham?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home rental outside of North Chatham is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in North Chatham?

Explore the area and family-friendly sights such as USS Slater, or get out into nature at a spot like Kinderhook Lake. Mull Island and The Mac-Haydn Theatre are a couple of places you'll find in the larger area.

What’s a vacation rental in North Chatham like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in North Chatham. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.