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North Chatham Holiday Rentals

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Our top choices for North Chatham holiday rentals

1. New! Chatham Cottage- 1 Mile to Downtown & Beaches

New! Chatham Cottage- 1 Mile to Downtown & Beaches
Chatham
9.8 out of 10, Exceptional, (11 reviews)
"Close to tpwn beach very clean great for us and pups sweet lplace"
United States
Deanna M.
New! Chatham Cottage- 1 Mile to Downtown & Beaches

2. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (143 reviews)
"Clean, good activities for the kids and pools were nice"
United States
Jim
The price is NZ$425
includes taxes & fees
24 Sept - 25 Sept
Brewster Green Resort

3. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.8 out of 10, Exceptional, (106 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is NZ$884
includes taxes & fees
7 Oct - 8 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

4. 6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
6 Mi to Beach: Home w/ Deck in Brewster!

5. Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
9.6 out of 10, Exceptional, (12 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is NZ$1,196
includes taxes & fees
20 Sept - 21 Sept
Great for Families! Brewster Home 6 Mi to Beach

6. Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (127 reviews)
"Amazing stay so close to town and CBI."
United States
Joanne B.
The price is NZ$1,085
includes taxes & fees
7 Oct - 8 Oct
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

7. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (87 reviews)
"This is second time to stay here! We love the location and hospitality of the hosts! Great place!"
United States
Barbara P.
The price is NZ$1,030
includes taxes & fees
5 Oct - 6 Oct
Beautiful home near Jacknife Beach and bike trail

8. Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (14 reviews)
"Great host. Convenient location for a visit to Chatham."
United States
Bill F.
The price is NZ$857
includes taxes & fees
28 Sept - 29 Sept
Cozy Large Home in Harwich with Patio near Wequassett Resort

9. Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach

Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
Chatham
9.8 out of 10, Exceptional, (8 reviews)
"Lock didn’t work"
United States
Claudine
The price is NZ$1,343
includes taxes & fees
22 Sept - 23 Sept
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach

10. Quiet getaway in a unique area of Cape Cod

Quiet getaway in a unique area of Cape Cod
Brewster
10.0 out of 10, Exceptional, (5 reviews)
"Perfect for a quiet getaway. Owner was in Constant contact. If I had a question replied very quickly. I highly recommend staying here."
United States
Anonymous traveller
The price is NZ$793
includes taxes & fees
17 Sept - 18 Sept
Quiet getaway in a unique area of Cape Cod

11. On Town Cove with salt water access! Kayaks and paddle board available for use!

On Town Cove with salt water access! Kayaks and paddle board available for use!
Eastham
9.8 out of 10, Exceptional, (65 reviews)
"Clean, great location. "
United States
Peter G.
The price is NZ$746
includes taxes & fees
20 Sept - 21 Sept
On Town Cove with salt water access! Kayaks and paddle board available for use!

12. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"Cape Cod cottage close to the beach."
United States
Bill B.
The price is NZ$996
includes taxes & fees
4 Oct - 5 Oct
Captain's Quarters by Nauset Beach

13. Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (82 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is NZ$1,374
includes taxes & fees
20 Sept - 21 Sept
Family Cottage Close to Beach!!

14. The Captain's Quarters Suite Unit - 10

The Captain's Quarters Suite Unit - 10
Harwich
10.0 out of 10, Exceptional, (17 reviews)
"It was perfect for what I needed, hosts were helpful and accommodating. I would definitely stay here again!"
United States
Julienne
The Captain's Quarters Suite Unit - 10

15. Wychmere Weddings, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!

Wychmere Weddings, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
Harwich
10.0 out of 10, Exceptional, (9 reviews)
"Excellent location "
United States
Norman Y.
The price is NZ$1,169
includes taxes & fees
17 Sept - 18 Sept
Wychmere Weddings, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!

16. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.8 out of 10, Exceptional, (121 reviews)
"Great little cottage close and convenient to everything."
United States
Shelby V.
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

17. The Beachcomber Unit - #9

The Beachcomber Unit - #9
Harwich
10.0 out of 10, Exceptional, (21 reviews)
"We had an amazing time staying here, great location and it was very clean. "
United States
Mike B.
The price is NZ$602
includes taxes & fees
17 Sept - 18 Sept
The Beachcomber Unit - #9

18. Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (52 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is NZ$1,083
includes taxes & fees
22 Sept - 23 Sept
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

19. The Brewster Pearl

The Brewster Pearl
Brewster
10.0 out of 10, Exceptional, (2 reviews)
"The home is so beautiful and the decor is like out of a magazine. Immaculately clean, our standards are high, being hosts ourselves. Every amenity thoughtfully provided. The furnishings, bedding, towels are of premium quality and top brand. Our host was incredible, responsive, kind and helpful. This home is perfectly located to many beaches , excellent restaurants and coffee shops. Brewster is a special place. I can understand why the owner chose it. Our family was immensely blessed to have the...
United States
PAULA
The price is NZ$1,225
includes taxes & fees
6 Oct - 7 Oct
The Brewster Pearl

20. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (13 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
The price is NZ$684
includes taxes & fees
20 Sept - 21 Sept
🐚The Bay Cottage on Thumpertown 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

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$288 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 in North Chatham close to Chatham Marconi Maritime Center, or you can select a more secluded option if you're looking for a relaxing stay. North Chatham is known for its seafood restaurants and beaches. Make sure you have time to check out the museums and shopping during your trip.

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

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!: This holiday home rental outside of North Chatham is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

How many holiday rentals will I find in North Chatham?

Choose from 51 Expedia holiday rentals in North Chatham for a memorable holiday.

What can I see and do in North Chatham?

Cultural attractions include Chatham Shark Center and Chatham Marconi Maritime Center, whereas Cape Cod Beaches is one spot to enjoy nature. In the wider area, you’ll find Chatham Fish Pier and Chatham Windmill.

What are holiday rentals like in North Chatham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in North Chatham. Holiday rentals feature amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips.