A lighthouse with a house nearby, under a starry night sky with visible Milky Way.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for North Chatham vacation homes

A spacious living room with a sofa, a patterned armchair, a wooden chest, and a lamp.

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.
The price is ￥62,177
￥127,745 total
includes taxes & fees
Oct 3 - Oct 4
New! Chatham Cottage- 1 Mile to Downtown & Beaches
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

2. 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)
"Excellent location and stay at the lucky 7 cottage. The communication with the host was outstanding, best I’ve experienced. We’ll definitely be back for another time at this location."
United States
Mark K.
The price is ￥14,944
￥79,323 total
includes taxes & fees
Oct 12 - Oct 13
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A lighthouse with a cylindrical tower and a white building with a red roof.

3. 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)
The price is ￥39,339
￥91,875 total
includes taxes & fees
Sep 29 - Sep 30
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
A resort with a large pool, sun loungers, and a pier extending into the water.

4. 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 ￥23,439
￥79,970 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Large Home in Harwich with Patio near Wequassett Resort
A sandy beach with a grassy path leading to the water.

5. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (88 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 ￥42,512
￥96,048 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful home near Jacknife Beach and bike trail
A spacious living room with a large sliding glass door leading to an outdoor patio, a ceiling fan, and a white sofa with patterned cushions.

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

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (33 reviews)
"Previous reviews were all 10/10 & I agree once again. We definitely will be back!!"
United States
Jim M.
The price is ￥30,380
￥116,584 total
includes taxes & fees
Sep 24 - Sep 25
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
A two-story house with a front porch, a chimney, and a well-maintained lawn.

7. Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (82 reviews)
The price is ￥49,553
￥128,551 total
includes taxes & fees
Oct 2 - Oct 3
Family Cottage Close to Beach!!
An outdoor patio with Adirondack chairs, a fire pit, and string lights.

8. 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, (10 reviews)
"Excellent location "
United States
Norman Y.
The price is ￥34,639
￥106,139 total
includes taxes & fees
Sep 27 - Sep 28
Wychmere Weddings, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
A living room with a grey sofa, striped rug, and a lamp.

9. The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (28 reviews)
"Our host was very responsive and all the instructions were clear. The house was immaculate and a perfect spot of a winter getaway. Would stay again!"
United States
Anna P.
The price is ￥24,137
￥79,523 total
includes taxes & fees
Oct 6 - Oct 7
The Pet-Friendly Surf Shack Hideaway on the Cove
A wooden deck with outdoor furniture, a covered seating area, and a view of neighboring houses.

10. Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
4.0 out of 10, (1 review)
"Excellent vacation in a great spot but the property needs some care."
United States
Art E.
The price is ￥13,383
￥72,391 total
includes taxes & fees
Sep 24 - Sep 25
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
A beach with footprints, a large rock, and a clear sky.

11. 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 ￥33,852
￥105,059 total
includes taxes & fees
Oct 22 - Oct 23
The Brewster Pearl
A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

12. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.2 out of 10, Wonderful, (27 reviews)
"Loved this property. "
United States
Carol S.
The price is ￥10,697
￥67,550 total
includes taxes & fees
Oct 5 - Oct 6
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

13. Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Our family enjoyed the downstairs activities, especially nice for the kids to play and adults upstairs. All the bedrooms/baths clean and very nice. Loved our stay. "
United States
Donna R.
The price is ￥30,172
￥103,369 total
includes taxes & fees
Oct 19 - Oct 20
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
A sandy beach path leading to the ocean with a clear sky.

14. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
10.0 out of 10, Exceptional, (1 review)
"The property was very clean, lots of little excellent touches, and amazing views. We truly enjoyed the pathway to the private beach. I wished we could have stayed longer. We will definitely be booking again."
United States
Sandra G.
The price is ￥30,482
￥90,751 total
includes taxes & fees
Oct 5 - Oct 6
Beach Walks, Books & Bay Sunsets
A beach with a wooden fence and a clear view of the ocean.

15. The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (12 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is ￥25,149
￥82,795 total
includes taxes & fees
Sep 30 - Oct 1
The Alpine/Walk to Beach for 2 or more!
A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

16. Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is ￥23,439
￥76,468 total
includes taxes & fees
Oct 19 - Oct 20
Lovely House 5 Min to Beach with Deck, Grill, Garage
An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

17. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
10.0 out of 10, Exceptional, (204 reviews)
"Great location and great host!! We’ll be back!!!"
United States
Patrick T.
The price is ￥14,958
￥50,098 total
includes taxes & fees
Oct 14 - Oct 15
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
A bedroom with a bed, a desk, a chair, a TV, and a window.

18. Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Harwich
9.8 out of 10, Exceptional, (6 reviews)
The price is ￥56,632
￥82,821 total
includes taxes & fees
Oct 4 - Oct 5
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
An outdoor deck with a grill, dining table, chairs, and an umbrella.

19. Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is ￥24,633
￥82,205 total
includes taxes & fees
Sep 30 - Oct 1
Sleeps 2-8/Soaking Tub/FirePit~Burrows
A modern outdoor pool area with a hot tub, lounge chairs, and a deck overlooking a residential property.

20. Luxury Coastal Retreat Overlooking Buck's Creek and Nantucket Sound — Pool, Hot Tub, Outdoor Kitchen

Luxury Coastal Retreat Overlooking Buck's Creek and Nantucket Sound — Pool, Hot Tub, Outdoor Kitchen
Chatham
10.0 out of 10, Exceptional, (7 reviews)
"We had an awesome week! The entire family loved your beautiful house and couldn’t stop talking about that view! One of our BEST family vacations. Thanks for making it so special!!"
United States
julie g.
The price is ￥151,939
￥278,987 total
includes taxes & fees
Oct 5 - Oct 6
Luxury Coastal Retreat Overlooking Buck's Creek and Nantucket Sound — Pool, Hot Tub, Outdoor Kitchen
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

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good
"Location was ideal. Wished there had been more TV channel options."
David 6-night trip
Posted 2 hours ago
Holiday Hill Inn & Suites

Find out more about North Chatham

North Chatham Vacation Homes information

Number of reviews
676
Accommodation
2457 Vacation Homes
Lowest Price
￥50,098
Highest Price
￥278,987