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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Chatham vacation homes

TV, fireplace

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
9.6 out of 10, Exceptional, (102 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AED 871
AED 2,628 total
includes taxes & fees
14 Jul - 15 Jul
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Fridge, microwave, oven, stovetop

Luxury Chatham Retreat. Walk to Main St & Beach

Luxury Chatham Retreat. Walk to Main St & Beach
Chatham
10.0 out of 10, Exceptional, (1 review)
"Beautiful house in a great location in Chatham! Walking distance to shops and restaurants. The house was well-stocked with everything we needed and the beds were so comfortable. We really enjoyed our stay here!"
United States
Maggie K.
Luxury Chatham Retreat. Walk to Main St & Beach
Fridge, microwave, oven, stovetop

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK
Chatham
10.0 out of 10, Exceptional, (12 reviews)
"We just spent a week at the Walk2Beach house in Chatham. The house was excellent. It has a modern, bright, open layout. The outdoor spaces and pool were a hit with the whole family. The location was great and very close to all the action on Main Street in Chatham."
United States
Mike F.
Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK
Outdoor dining

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
The price is AED 382
AED 1,733 total
includes taxes & fees
30 Jun - 1 Jul
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
TV, offices

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, (51 reviews)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is AED 955
AED 2,931 total
includes taxes & fees
30 Jun - 1 Jul
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
TV

Family-Friendly Home! Walk to Sea Street Beach

Family-Friendly Home! Walk to Sea Street Beach
Dennis Port
7.0 out of 10, Good, (2 reviews)
"Location was great! Cozy house. Easy to get in touch with host. Bathroom could use update. "
United States
Devin L.
The price is AED 294
AED 1,273 total
includes taxes & fees
7 Jul - 8 Jul
Family-Friendly Home! Walk to Sea Street Beach
TV, books

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 AED 1,358
AED 2,715 total
includes taxes & fees
22 Jun - 23 Jun
New! Chatham Cottage- 1 Mile to Downtown & Beaches
TV, DVD player, offices

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

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
The price is AED 411
AED 1,805 total
includes taxes & fees
25 Jun - 26 Jun
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Beach nearby

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Chatham
9.2 out of 10, Wonderful, (15 reviews)
"Very close to the beach, great little neighborhood in a quiet part of Chatham"
United States
Alex R.
The price is AED 2,112
AED 4,451 total
includes taxes & fees
23 Jun - 24 Jun
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Exterior

Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (75 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 AED 1,157
AED 3,002 total
includes taxes & fees
23 Jun - 24 Jun
Family Cottage Close to Beach!!
4 bedrooms, iron/ironing board, WiFi, bed sheets

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
The price is AED 3,581
AED 4,897 total
includes taxes & fees
20 Jul - 21 Jul
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Beach nearby

Cape Cod - Dennis Beach House - Walk to the Beach

Cape Cod - Dennis Beach House - Walk to the Beach
Dennis
8.0 out of 10, Very Good, (10 reviews)
"Very cozy and quite neighborhood felt right at home."
United States
John S.
The price is AED 992
AED 2,018 total
includes taxes & fees
25 Jun - 26 Jun
Cape Cod - Dennis Beach House - Walk to the Beach
Interior

Pond House~Waterfront Oasis W/Jacuzzi Tub

Pond House~Waterfront Oasis W/Jacuzzi Tub
Eastham
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful spot ! House was clean and well equipped. "
United States
Cynthia P.
The price is AED 2,031
AED 3,762 total
includes taxes & fees
3 Jul - 4 Jul
Pond House~Waterfront Oasis W/Jacuzzi Tub
Outdoor dining

Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
10.0 out of 10, Exceptional, (1 review)
"We stayed here two nights while exploring cape cod on a family vacation. The house was beautiful, clean, beds were comfortable and it was pet friendly. The cookies and dog bones were a nice surprise when we arrived. Arrival and departure Instructions were clear and communication with Tara was excellent. Tara provided a lot of information about the area. The neighborhood was nice and quiet and getting in and out was easy. I would definitely stay here again. Thanks Tara! "
United States
Diane G.
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Smart TV, fireplace

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay and relax, just a short walk to the beach and quick drive to great restaurants and activities. Highly recommend!!"
United States
Melissa J.
The price is AED 1,693
AED 3,223 total
includes taxes & fees
30 Jun - 1 Jul
Coastal Haven in West Dennis
Property grounds

Gray Whale - 3 bedrm/2 bath/gameroom

Gray Whale - 3 bedrm/2 bath/gameroom
Eastham
10.0 out of 10, Exceptional, (5 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is AED 2,108
AED 3,862 total
includes taxes & fees
27 Jun - 28 Jun
Gray Whale - 3 bedrm/2 bath/gameroom
Fridge, microwave, oven, stovetop

Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic stay! The property was extremely clean from top to bottom, which immediately made us feel comfortable settling in. The beds and linens were incredibly comfortable and we all slept great.The location was also a huge plus. It is close to great restaurants, local events and plenty to do in the area, making it easy to get around and enjoy everything nearby.The host was extremely communicative and responsive, which made the whole experience smooth and stress free from booking...
United States
Bethany P.
The price is AED 1,230
AED 2,518 total
includes taxes & fees
9 Jul - 10 Jul
Entire Hyannis Home - Near Downtown & Beaches
Property grounds

Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod
Barnstable
10.0 out of 10, Exceptional, (2 reviews)
"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "
United States
Hunter W.
The price is AED 1,583
AED 2,653 total
includes taxes & fees
23 Jun - 24 Jun
Hyannis Hideaway in Cape Cod
Property grounds

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.8 out of 10, Excellent, (5 reviews)
"We had a great stay in Hyannis! The location is great for catching a ferry to Nantucket or the vineyard, and Main Street is within walking distance. The backyard is also very peaceful for a cup of coffee in the morning! "
United States
Meghan H.
The price is AED 735
AED 1,732 total
includes taxes & fees
22 Jun - 23 Jun
Charming 3 bed room with magnificent views & large deck
Terrace/patio

Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More

Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More
Dennis
10.0 out of 10, Exceptional, (4 reviews)
"Property is very clean."
United States
Brian C.
Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More
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

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good
"Decent value motel type accommodation with good access to nearby towns. Saw a few ants crawling about but the room was pretty clean and in good condition"
Kevin 4-night trip
Posted 6 hours ago
Holiday Hill Inn & Suites

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