Photo by David Browne

Holiday Homes in North Chatham

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Featured Holiday Homes in North Chatham and around

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Outdoor dining

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

10.0 out of 10, Exceptional, (38)
"Great place for a family get together "
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12
Fridge, microwave, oven, stovetop

Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

10.0 out of 10, Exceptional, (3)
"We had such an amazing stay! The house was absolutely beautiful and had so much space for our family to relax and enjoy. The pool was incredible — the kids practically lived in it the whole trip! The hot tub was also a wonderful bonus! Everything was clean, comfortable, and even better than expected. The hosts were fantastic — quick to answer any questions and made sure we had everything we needed. We would definitely stay here again and highly recommend it to anyone looking for a perfect...
Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12
Renovated cottage 1 mile to beach in Chatham!
TV

Renovated cottage 1 mile to beach in Chatham!

9.8 out of 10, Exceptional, (77)
"Great cottage, everything we needed for a really relaxing time. Good location close to everything we needed (by car). "
Renovated cottage 1 mile to beach in Chatham!
HARWICH PORT SPECIAL PLACE inquire about long-term
Smart TV, fireplace, printers

HARWICH PORT SPECIAL PLACE inquire about long-term

7.2 out of 10, Good, (27)
"Very convenient location, nice location, plenty of room for our group! And being a dog friendly rental was thrilled with the yard. The outside deck was very nice to sit at, very comfortable "
HARWICH PORT SPECIAL PLACE inquire about long-term
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Outdoor dining

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

10.0 out of 10, Exceptional, (172)
"Perfect spot for a few days away with the kids. The house had everything we needed and was in a great location! Would definitely rent again. "
The price is €272
includes taxes & fees
2 Oct - 3 Oct
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Charming Home Close to Everything. AC splits Jan-April monthly rate discounts
Fridge, microwave, oven, stovetop

Charming Home Close to Everything. AC splits Jan-April monthly rate discounts

10.0 out of 10, Exceptional, (214)
"Always a great place to stay!!!!"
Charming Home Close to Everything. AC splits Jan-April monthly rate discounts
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Beach nearby, sun-loungers

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

10.0 out of 10, Exceptional, (113)
"Comfortable and terrific location"
The price is €431
includes taxes & fees
13 Oct - 14 Oct
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail
Fridge, microwave, oven, stovetop

Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail

10.0 out of 10, Exceptional, (2)
"Great spot on the Cape"
Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail
Beautiful home near Jacknife Beach and bike trail
Sun-loungers, beach towels

Beautiful home near Jacknife Beach and bike trail

9.8 out of 10, Exceptional, (77)
"Beautiful neighborhood, home very well appointedClose to everything.."
Beautiful home near Jacknife Beach and bike trail
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
Interior

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

9.4 out of 10, Exceptional, (114)
"This property was as advertised. Right on a private beach, the views here are incredible. Make sure you plan to see a sunrise or sunset! Owner is very easy to work with and responsive. "
The price is €1,040
includes taxes & fees
11 Oct - 12 Oct
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Pool

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

10.0 out of 10, Exceptional, (73)
"Very homey, spacious place!"
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Fridge, microwave, oven, stovetop

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

2.0 star property
10.0 out of 10, Exceptional, (22)
"We’d loved our stay. Great house in a great neighborhood. Would love to stay here again!"
The price is €609
includes taxes & fees
7 Oct - 8 Oct
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
Terrace/patio

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

8.0 out of 10, Very good, (69)
"Great stay at this bright, airy, cozy cottage. We enjoyed coffee and happy hour on the deck overlooking the river and boats each day. Hated to leave!"
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
Across from Mayo Beach walk to downtown!
Beach nearby

Across from Mayo Beach walk to downtown!

9.4 out of 10, Exceptional, (54)
"Great location!"
Across from Mayo Beach walk to downtown!
Fall monthly special $133/night (for 28 days reservations or longer)
Exterior

Fall monthly special $133/night (for 28 days reservations or longer)

8.0 out of 10, Very good, (10)
"Our group of 4 had an incredible time. The house could easily accommodate additional people. The beds and bathrooms were great, as were the kitchen supplies and seating in the dining room and living room. The location was perfect as a starting point for walks and bike rides and was and was an easy 5 min drive to two wonderful ocean-side beaches!"
Fall monthly special $133/night (for 28 days reservations or longer)
Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich
Property grounds

Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich

10.0 out of 10, Exceptional, (124)
"Outstanding location on a quiet cul-de-sac road that backs up to the Cape Trail for biking and walking. Very clean and beautiful home. Nice deck for relaxing and enjoying the morning sun. Definitely recommend!"
Charming Classic Cape Home Bordering Bike Trail-Family Friendly In Harwich
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
Exterior

Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

10.0 out of 10, Exceptional, (61)
"We used this property for a family vacation of about 17 people. It was great for everyone to have space and room! Sean was excellent to work with with any questions or concerns. Will definitely recommend this property to anyone needing it! "
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
See the World Cup AND Enjoy a Chatham Vacation June 2026
Dining

See the World Cup AND Enjoy a Chatham Vacation June 2026

10.0 out of 10, Exceptional, (99)
"Great stay. House is in a great location and is well maintained. Bonnie was super helpful. "
See the World Cup AND Enjoy a Chatham Vacation June 2026
Private Cape Rental 1 Mile from the Beach!
Beach nearby

Private Cape Rental 1 Mile from the Beach!

10.0 out of 10, Exceptional, (22)
"Awesome place, great suggestions for our stay. Friendly host. Would gladly stay here again. Thanks Caroline!"
Private Cape Rental 1 Mile from the Beach!
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Outdoor dining

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

10.0 out of 10, Exceptional, (123)
"We loved staying here. The house was immaculately kept, the view was amazing, the hosts were extremely accommodating. We can’t wait to return."
Waterfront Chatham Village, Short Walk to Town & Lighthouse 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top North Chatham Hotel Reviews

Captains Quarters Motel & Conference Center

Captains Quarters Motel & Conference Center

10/10 Excellent
"Clean and quiet. Good value for the money. "
Angela 1-night trip
Posted 3 days ago
Captains Quarters Motel & Conference Center

Find out more about North Chatham

Find out more about North Chatham

North Chatham Holiday Homes information

Number of reviews
1,356
Accommodation
2628 Holiday Homes
Lowest Price
€272
Highest Price
€1,040

Explore a world of travel with Expedia

Explore a world of travel with Expedia