North Chatham Vacation Rentals from CA $154: Short-Term Rentals for 2026

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Our top choices for North Chatham vacation rentals

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

1. Micosta Leisure Inn

Hudson

Andrea

CA $184 total

includes taxes & fees

Sep 7 - Sep 8

A wooden cabin with a porch, a door, and a window.

2. Taborton Harvest Boulder Pines Cabin in the woods

Sand Lake

Linda R.

CA $253 total

includes taxes & fees

Sep 7 - Sep 8

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

3. Berkshire Mountain Lodge

Pittsfield

Robert

CA $154 total

includes taxes & fees

Oct 1 - Oct 2

A hot tub under a wooden pergola with a natural, wooded backdrop.

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

Ravena

Richard H.

CA $297 total

includes taxes & fees

Sep 14 - Sep 15

A wooden deck with a staircase leading to a covered porch area.

5. All comforts of home

Hudson

Georgine

CA $183 total

includes taxes & fees

Sep 7 - Sep 8

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

6. Vacation Village in the Berkshires

Williamstown

Alex

CA $162 total

includes taxes & fees

Sep 15 - Sep 16

A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

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

New Lebanon

Varun M.

CA $288 total

includes taxes & fees

Sep 10 - Sep 11

A brick building with a wooden deck, a door, and a metal staircase.

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

Pastures

Nina R.

CA $273 total

includes taxes & fees

Sep 7 - Sep 8

9. All the comforts of home

Hudson

Julie B.

CA $196 total

includes taxes & fees

Sep 10 - Sep 11

A rustic cabin interior with a stone wall, wooden furniture, and a cozy seating area.

10. Magic Forest Farm's Enchanted Cabin

Coeymans Hollow

Anonymous traveller

CA $138 total

includes taxes & fees

Sep 16 - Sep 17

A wooden interior with a dining table, chairs, and a window with a view of greenery outside.

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

Chatham

Sue G.

CA $477 total

includes taxes & fees

Sep 7 - Sep 8

A bedroom with a bed, a TV, a glass table, and a blue patterned rug.

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

Pine Hills

"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."

Kai

CA $321 total

includes taxes & fees

Sep 28 - Sep 29

A backyard with a fire pit, wooden deck, and string lights.

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

Stottville

Kathy A.

CA $508 total

includes taxes & fees

Sep 7 - Sep 8

A spacious living room with a dining area, a kitchen, and a large window.

14. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

CA $310 total

includes taxes & fees

Sep 14 - Sep 15

A living room with a brown sofa, a glass coffee table, a dark wooden dresser, and a green plant.

15. Chic Madison Parkview

Albany

Phoenix Hayden S.

CA $242 total

includes taxes & fees

Sep 10 - Sep 11

A modern living room with a sofa, two bar stools, a coffee table, and a kitchen area with white cabinets and a refrigerator.

16. WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere

Downtown Albany

Felix

CA $314 total

includes taxes & fees

Sep 7 - Sep 8

A modern wooden cabin with a hot tub, wooden deck, and a covered seating area.

17. BLUSH: Boutique TINY homeprivate spawalk to town

Chatham

scott B.

CA $474 total

includes taxes & fees

Sep 13 - Sep 14

A living room with a beige sectional sofa, a glass coffee table, and three abstract wall art pieces.

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

Arbor Hill

verna A.

CA $298 total

includes taxes & fees

Sep 7 - Sep 8

A camping setup with a metal chair and a table by a river in a forest.

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

Chatham

Jen R.

CA $474 total

includes taxes & fees

Sep 20 - Sep 21

A spacious kitchen with wooden cabinets, a large island, and a dining area with benches.

20. Taborton Harvest Timber Trails Unique cabin experience

Sand Lake

Chandra F.

CA $253 total

includes taxes & fees

Sep 7 - Sep 8

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Top North Chatham Hotel Reviews

Hampton Inn & Suites Albany-Downtown

8/10 Good

"What I liked was the needed key access for elevator making you feel safe. The Bfast only had pork options, and possible cross contamination for those who don’t nuts. Parking didn’t sound like it was an option on arrival, the lots seemed secure however it’s posted not responsible for articles left in vehicle, or not responsible for the vehicle at all. After paying parking, there were spots on the street with the same security"

Berkshire Mountain Lodge

10/10 Excellent

"We were there for a one night stay after a show at Tanglewood. Being able to check in online in advance was excellent and saved us a lot of time. There were three of us traveling (a couple and a family member) so we requested a suite. It was huge, well appointed and so clean. The cost was incredibly reasonable for the amount of space we had! The king bed in its own bedroom was super comfortable, and the pull out couch did the job. We didn’t use any of the extra amenities, but saw a few families with children. Lots of space to roam and wander, both inside and on the property. It was an easy 15 minute drive to Tanglewood, so the location worked great for us. The only negative comment would be there was no do not disturb tag for the door, so housekeeping arrived an hour before checkout and we had to send them away. We will stay again if we are in the area, highly recommended!"

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A North Chatham vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of North Chatham vacation rentals we have selected for you start as low as CA $154 per night. Entering your travel dates in the search wizard 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.

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Check prices for these dates

Our top choices for North Chatham vacation rentals

1. Micosta Leisure Inn

2. Taborton Harvest Boulder Pines Cabin in the woods

3. Berkshire Mountain Lodge

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

5. All comforts of home

6. Vacation Village in the Berkshires

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

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

9. All the comforts of home

10. Magic Forest Farm's Enchanted Cabin

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

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

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

14. 1800s Carriage house in Berkshires / Hudson Valley

15. Chic Madison Parkview

16. WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere

17. BLUSH: Boutique TINY homeprivate spawalk to town

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

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

20. Taborton Harvest Timber Trails Unique cabin experience

Find vacation rentals that suit your style

Top North Chatham Hotel Reviews

Hampton Inn & Suites Albany-Downtown

Vacation Village in the Berkshires

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Berkshire Mountain Lodge

Pocketbook Hotel and Bath

Hilton Albany

Albany Plaza Hotel

Find out more about North Chatham

Frequently asked questions

Go further with the Expedia app

North Chatham Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for North Chatham vacation rentals

1. Micosta Leisure Inn

2. Taborton Harvest Boulder Pines Cabin in the woods

3. Berkshire Mountain Lodge

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

5. All comforts of home

6. Vacation Village in the Berkshires

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

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

9. All the comforts of home

10. Magic Forest Farm's Enchanted Cabin

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

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

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

14. 1800s Carriage house in Berkshires / Hudson Valley

15. Chic Madison Parkview

16. WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere

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

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

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

20. Taborton Harvest Timber Trails Unique cabin experience

Find vacation rentals that suit your style

Top North Chatham Hotel Reviews

Hampton Inn & Suites Albany-Downtown

Find out more about North Chatham

Frequently asked questions

Go further with the Expedia app

17. BLUSH: Boutique TINY homeprivate spawalk to town