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Chatham Holiday Rentals

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Our top choices for Chatham holiday rentals

1. Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains

Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains
Scotch Plains
9.0 out of 10, Wonderful, (9 reviews)
"Place was exactly what we needed. We were in town for a hockey camp, so we just needed somewhere to basically sleep. Our first VRBO got cancelled and I’m taking it as a blessing in disguise because this place was great!"
United States
Courtney K.
The price is NZ$534
includes taxes & fees
4 Oct - 5 Oct
Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains

2. Private 1BR Apt, 2BD 1BA, Sleeps 5, Clean & Reliable, Near NYC

Private 1BR Apt, 2BD 1BA, Sleeps 5, Clean & Reliable, Near NYC
Scotch Plains
10.0 out of 10, Exceptional, (4 reviews)
"Really nice place and perfect spot for us visiting family in Cranford, Fanwood and Elizabeth."
United States
Tim B.
The price is NZ$553
includes taxes & fees
10 Oct - 11 Oct
Private 1BR Apt, 2BD 1BA, Sleeps 5, Clean & Reliable, Near NYC

3. Opulence in Olive with Free Parking+ 2 Bath & Sleeps 8.✨20% OFF 7days✨

Opulence in Olive with Free Parking+ 2 Bath & Sleeps 8.✨20% OFF 7days✨
newark
9.8 out of 10, Exceptional, (19 reviews)
"The rooms were very clean. Spacious and comfortable for 5 people. Loved staying here."
United States
Amanda C.
The price is NZ$665
includes taxes & fees
15 Oct - 16 Oct
Opulence in Olive with Free Parking+ 2 Bath & Sleeps 8.✨20% OFF 7days✨

4. Cozy studio located near New York City

Cozy studio located near New York City
West Orange
7.8 out of 10, Good, (24 reviews)
"There were issues for us gaining access to the property due to a glitch with the app showing the listing. But once we got in touch with the host it was fine. "
United States
Erin E.
The price is NZ$265
includes taxes & fees
6 Oct - 7 Oct
Cozy studio located near New York City

5. Log Comfort 3

Log Comfort 3
3.0 star property
Lower Vailsburg
8.0 out of 10, Very good, (1 review)
"The host was wonderful and very responsive. She even offers extended check out which was great. The listing could be a bit more detailed on the apartment. It appears to be a place to rent rooms but the whole apartment was offered. There is a camera IN the apartment which was very uncomfortable as I felt like I could not get comfortable for the time I was there and being watched I could not enjoy the living room. Other than that I have no complaints."
United States
Karimah
The price is NZ$402
includes taxes & fees
7 Oct - 8 Oct
Log Comfort 3

6. Luxe 2BR Master Suite Near NYC

Luxe 2BR Master Suite Near NYC
East Orange
9.0 out of 10, Wonderful, (17 reviews)
"Great location and hosts"
United States
Aimee S.
The price is NZ$599
includes taxes & fees
6 Oct - 7 Oct
Luxe 2BR Master Suite Near NYC

7. Sleeps 8, Stylish Home, Great Access NYC & EWR

Sleeps 8, Stylish Home, Great Access NYC & EWR
Central Ward
9.0 out of 10, Wonderful, (12 reviews)
"Wonderful"
United States
Chae H.
The price is NZ$482
includes taxes & fees
5 Oct - 6 Oct
Sleeps 8, Stylish Home, Great Access NYC & EWR

8. 1st floor - 2 Rooms Apt, Only 5 mins Away from Newark Airport and 30 mins to NYC

1st floor - 2 Rooms Apt, Only 5 mins Away from Newark Airport and 30 mins to NYC
Elizabeth
10.0 out of 10, Exceptional, (42 reviews)
"Amazing place. Felt like a model apt unit rather than a rental place. Wish we were staying longer."
United States
Amir S.
The price is NZ$441
includes taxes & fees
4 Oct - 5 Oct
1st floor - 2 Rooms Apt, Only 5 mins Away from Newark Airport and 30 mins to NYC

9. Vibrant Visit near Airport! Free Parking, 2 Baths & Sleeps 8! ✨10% OFF 7 days✨

Vibrant Visit near Airport! Free Parking, 2 Baths & Sleeps 8! ✨10% OFF 7 days✨
East Orange
10.0 out of 10, Exceptional, (6 reviews)
"This apartment has a fantastic location - not far from public transit and an easy drive into the city. There is plenty of space in the bedrooms, living room, kitchen and bathrooms, and all the amenities that you could want. Communication with the host was excellent, and she was quick to respond to any requests or needs that we had. Great place! "
United States
Reuben B.
The price is NZ$530
includes taxes & fees
4 Oct - 5 Oct
Vibrant Visit near Airport! Free Parking, 2 Baths & Sleeps 8! ✨10% OFF 7 days✨

10. Near NYC • Serene Double Suite • Sleeps 4 • Prime Location

Near NYC • Serene Double Suite • Sleeps 4 • Prime Location
West Carteret
8.0 out of 10, Very good, (3 reviews)
"Nice place"
United States
Stephen M.
The price is NZ$231
includes taxes & fees
5 Oct - 6 Oct
Near NYC • Serene Double Suite • Sleeps 4 • Prime Location

11. One Grove

One Grove
2.0 star property
Downtown Jersey City
8.8 out of 10, Excellent, (17 reviews)
"Great location friendly staff. Would go back"
United States
John
The price is NZ$810
includes taxes & fees
1 Nov - 2 Nov
One Grove

12. Spacious 3BR Top-Floor Retreat that Sleeps 8 | Near NYC + EWR

Spacious 3BR Top-Floor Retreat that Sleeps 8 | Near NYC + EWR
Newark
10.0 out of 10, Exceptional, (11 reviews)
"Clean, beautifully decorated, all the necessary amenities. "
United States
Paulina S.
The price is NZ$896
includes taxes & fees
5 Oct - 6 Oct
Spacious 3BR Top-Floor Retreat that Sleeps 8 | Near NYC + EWR

13. Spacious Sunny 2BR Apt: Walk to Shop, Eat & NYC Train

Spacious Sunny 2BR Apt: Walk to Shop, Eat & NYC Train
Montclair
9.8 out of 10, Exceptional, (10 reviews)
"Great communication, good quality beds. "
United States
Scott B.
The price is NZ$655
includes taxes & fees
5 Oct - 6 Oct
Spacious Sunny 2BR Apt: Walk to Shop, Eat & NYC Train

14. Cozy and modern apartment. Only 5 mins from Newark airport and 30 mins to NYC

Cozy and modern apartment. Only 5 mins from Newark airport and 30 mins to NYC
Elizabeth
10.0 out of 10, Exceptional, (35 reviews)
"The apartment was very nice and the host was very sweet and had great communication. I would definitely stay again and I recommend this place."
United States
Patricia R.
The price is NZ$331
includes taxes & fees
5 Oct - 6 Oct
Cozy and modern apartment. Only 5 mins from Newark airport and 30 mins to NYC

15. Newark Retreat | Private Yard | Free Parking | NYC

Newark Retreat | Private Yard | Free Parking | NYC
Fairmount
10.0 out of 10, Exceptional, (3 reviews)
"Host was easy to work with and very responsive. Would definitely stay again. "
United States
Patrick R.
Newark Retreat | Private Yard | Free Parking | NYC

16. Modern 1BR 1BA Apartment

Modern 1BR 1BA Apartment
3.0 star property
Journal Square
9.0 out of 10, Wonderful, (4 reviews)
"The room was very clean and journal square is only 5 min walkable so very convenient to stay if you're visiting newyork"
United States
SAGAR
The price is NZ$474
includes taxes & fees
28 Oct - 29 Oct
Modern 1BR 1BA Apartment

17. Modern 2BR Apartment - Near NYC, American Dream, MetLife, EWR

Modern 2BR Apartment - Near NYC, American Dream, MetLife, EWR
Elizabeth
9.4 out of 10, Exceptional, (16 reviews)
"Very clean rooms, host is super easy to talk to and understands everything "
United States
David T.
The price is NZ$581
includes taxes & fees
4 Oct - 5 Oct
Modern 2BR Apartment - Near NYC, American Dream, MetLife, EWR

18. Blue Bliss 2BR 2BTH with FREE Parking, Near NYC & EWR Airport

Blue Bliss 2BR 2BTH with FREE Parking, Near NYC & EWR Airport
East Orange
9.2 out of 10, Wonderful, (5 reviews)
"We went to New Jersey for the first time for a family birthday party and was not disappointed one bit on my decision on booking this beautiful apartment loved everything about it !"
United States
Eva C.
The price is NZ$704
includes taxes & fees
13 Oct - 14 Oct
Blue Bliss 2BR 2BTH with FREE Parking, Near NYC & EWR Airport

19. Grand Deluxe 1BR Penthouse near Newark Airport

Grand Deluxe 1BR Penthouse near Newark Airport
Newark
10.0 out of 10, Exceptional, (1 review)
"The apartment is cozy and the area is very tranquil. It has all the amenities you might need when traveling and everything looks like brand new. We had a plumbing issue that was resolved the next day. Very responsive and attentive"
United States
Ricardo
The price is NZ$504
includes taxes & fees
4 Oct - 5 Oct
Grand Deluxe 1BR Penthouse near Newark Airport

20. Rustic Glamping w/ Michelin Restaurant & NYC Views

Rustic Glamping w/ Michelin Restaurant & NYC Views
Manhattan
10.0 out of 10, Exceptional, (5 reviews)
"Loved the staff! They made sure everything was smooth and amazing"
United States
daphne
The price is NZ$660
includes taxes & fees
27 Oct - 28 Oct
Rustic Glamping w/ Michelin Restaurant & NYC Views
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 Chatham Hotel Reviews

Find out more about Chatham

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chatham holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chatham. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chatham. Seeing all the best attractions is bound to make you fall in love with Chatham. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chatham short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Chatham?

Yes, there are holiday rentals close to the most popular sights in 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 Chatham has to offer?

Location! Extra large 7 bed /1 bath unit with parking in Jersey City Heights.: This holiday home rental outside of Chatham is equipped with a selection of games, air conditioning and a Smart TV to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Chatham?

While exploring the area, visit family-friendly sights like The Funplex, or get outside and enjoy nature at South Mountain Reservation. Mall at Short Hills and Drew University are a couple of places you'll find in the wider area.

What’s a holiday rental in Chatham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chatham. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for small groups.