North Chatham Holiday Rentals

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Holiday Rentals in North Chatham

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2039)
"Really nice place at a reasonable price"
The price is NZ$195
includes taxes & fees
2 Nov - 3 Nov
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (981)
"Staff was very nice and helpful. Property was a little bit outdated but very clean and functional. Surroundings are beautiful!!"
The price is NZ$265
includes taxes & fees
19 Oct - 20 Oct
Jiminy Peak Mountain Resort

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
The price is NZ$188
includes taxes & fees
7 Oct - 8 Oct
Huttopia Berkshires

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (124)
"Great stay!"
The price is NZ$250
includes taxes & fees
7 Oct - 8 Oct
Micosta Leisure Inn

Taborton Harvest Boulder Pines Cabin in the woods

10.0 out of 10, Exceptional, (12)
"Such a sweet spot in the woods! Can’t wait to come back."
The price is NZ$314
includes taxes & fees
7 Oct - 8 Oct
Taborton Harvest Boulder Pines Cabin in the woods

cozy retreat with modern amenties

2.0 star property
The price is NZ$532
includes taxes & fees
7 Oct - 8 Oct
cozy retreat with modern amenties

The Kemble- Built by a US Secretary of State in Lenox

10.0 out of 10, Exceptional, (17)
"Loved the property. Perfect for our gathering."
The Kemble- Built by a US Secretary of State in Lenox

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (14)
"Amazing Inn. Cozy and everything we needed. "
The price is NZ$1,905
includes taxes & fees
21 Oct - 22 Oct
Hancock Village Inn at Jiminy Peak

The Bluebirds Nest

7.8 out of 10, Good, (6)
"My family stays at a lot of VRBOs and I have never had a host as accommodating and patient as Antonio. He was quick to respond and even came to the VRBO when I locked myself out."
The price is NZ$207
includes taxes & fees
7 Oct - 8 Oct
The Bluebirds Nest

The Rizzy Apartment

7.2 out of 10, Good, (7)
"Great time "
The price is NZ$297
includes taxes & fees
15 Oct - 16 Oct
The Rizzy Apartment

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is NZ$814
includes taxes & fees
7 Oct - 8 Oct
Comfortable Berkshires retreat on mtn resort, SISO

BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS

9.6 out of 10, Exceptional, (91)
"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS

Taborton Harvest Timber Trails Unique cabin experience

10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
The price is NZ$314
includes taxes & fees
7 Oct - 8 Oct
Taborton Harvest Timber Trails Unique cabin experience

NEW Cozy Apt Bright + Modern W/D

8.6 out of 10, Excellent, (24)
"Good location and well maintained "
The price is NZ$333
includes taxes & fees
3 Nov - 4 Nov
NEW Cozy Apt Bright + Modern W/D

Mid-century Cozy Retreat W/D

8.0 out of 10, Very good, (6)
"Walking distance to everything!! "
The price is NZ$391
includes taxes & fees
24 Oct - 25 Oct
Mid-century Cozy Retreat W/D

Chic Madison Parkview

9.6 out of 10, Exceptional, (27)
"the apartment was in a great location, easy check-in, very simple check-in"
The price is NZ$300
includes taxes & fees
7 Oct - 8 Oct
Chic Madison Parkview

2 bed room Apartment

10.0 out of 10, Exceptional, (4)
"Clean rooms, comfortable beds. Easy access location. Quiet neighborhood. Would stay again."
The price is NZ$306
includes taxes & fees
9 Oct - 10 Oct
2 bed room Apartment

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

9.2 out of 10, Wonderful, (7)
"It was clean very quiet building "
The price is NZ$351
includes taxes & fees
7 Oct - 8 Oct
★MODERN 1BR GREAT Location Downtown! W/D Parking!★

The Lakeshore House

10.0 out of 10, Exceptional, (1)
"Excellent stay!"
The price is NZ$1,375
includes taxes & fees
7 Oct - 8 Oct
The Lakeshore House

Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

10.0 out of 10, Exceptional, (167)
"Great property. Lots of space and activities for a large group. All amenities are well maintained and the owner was very responsive and helpful. Had a fantastic long weekend! "
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach
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

Find out more about North Chatham

Find out more about North Chatham

Everything you need to know about North Chatham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the North Chatham holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

North Chatham holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of North Chatham holiday rentals we have selected for you start as low as NZ$188 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 holiday 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 holiday.

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 holiday rentals in North Chatham?

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

What are some of the best holiday rentals that North Chatham has to offer?

Enjoy comfortable elegance in this secluded grand home located in town: This holiday home rental outside of North Chatham is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday 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 Destroyer Escort Historical Museum, or get out into nature at a spot like Kinderhook Lake. Martin Van Buren National Historic Site and Art Omi International Arts Center - Fields Sculpture Park are a couple of places you'll find in the wider area.

What’s a holiday rental in North Chatham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in North Chatham. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.