A boat on a calm river, a large house with a red roof, and dense greenery in the background.

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Chatham holiday 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, (103 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is HK$2,698
HK$6,895 total
includes taxes & fees
14 Jul - 15 Jul
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Dining

Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard

Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
Chatham
10.0 out of 10, Exceptional, (101 reviews)
"Clean, clear communication and close to all the cape has to offer. Walking distance to shops and other good spots. "
United States
Mckay P.
The price is HK$3,706
HK$4,816 total
includes taxes & fees
6 Jul - 7 Jul
Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
Outdoor dining

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Chatham
10.0 out of 10, Exceptional, (136 reviews)
"Wonderful house, wonder view and fantastic location!"
United States
shelly c.
The price is HK$7,843
HK$14,739 total
includes taxes & fees
6 Jul - 7 Jul
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Interior

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
Chatham
10.0 out of 10, Exceptional, (20 reviews)
"Downtown Chatham Gem was perfect for our girls getaway weekend. Parked the cars and walked everywhere. The house was clean, beautifully decorated, and had everything we needed. Loved everything about it and we will definitely be back. "
United States
Claire S.
The price is HK$7,270
HK$12,836 total
includes taxes & fees
7 Jul - 8 Jul
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
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 HK$1,231
HK$4,306 total
includes taxes & fees
16 Jul - 17 Jul
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Outdoor dining

Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
The price is HK$2,510
HK$4,811 total
includes taxes & fees
7 Jul - 8 Jul
Relaxing Cape Cod Cottage Getaway
Smart TV, ping pong, books

Newly Renovated Hyannis Home w/ Fire Pit & Yard

Newly Renovated Hyannis Home w/ Fire Pit & Yard
Hyannis
10.0 out of 10, Exceptional, (2 reviews)
"Really enjoyed our stay. Very clean and comfortable home. The communication with the owners was excellent. We would definitely visit again. "
United States
Shawn B.
Newly Renovated Hyannis Home w/ Fire Pit & Yard
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, (25 reviews)
"Loved this property. "
United States
Carol S.
The price is HK$1,302
HK$4,478 total
includes taxes & fees
26 Jul - 27 Jul
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
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 HK$4,274
HK$9,605 total
includes taxes & fees
22 Jul - 23 Jul
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Property grounds

Gray Whale-Minutes to Eastham Bay & Ocean Beaches

Gray Whale-Minutes to Eastham Bay & Ocean Beaches
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 HK$2,671
HK$5,974 total
includes taxes & fees
16 Jul - 17 Jul
Gray Whale-Minutes to Eastham Bay & Ocean Beaches
Interior

New! Island Pines-A Dog Friendly Boutique Oasis

New! Island Pines-A Dog Friendly Boutique Oasis
Wellfleet
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful cozy home on a piney coastal island! Wish we could stay longer. Very central for exploring in all directions on the Cape. Awesome hosts with so many great recommendations and thorough info leading up to the stay."
United States
Kaden P.
The price is HK$4,285
HK$8,091 total
includes taxes & fees
16 Jul - 17 Jul
New! Island Pines-A Dog Friendly Boutique Oasis
Outdoor dining

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, (193 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
The price is HK$1,176
HK$3,079 total
includes taxes & fees
27 Jul - 28 Jul
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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 HK$3,286
HK$6,503 total
includes taxes & fees
12 Jul - 13 Jul
Coastal Haven in West Dennis
Exterior

Walk to Seagull Beach from this Pristine Cape Cod Getaway Home

Walk to Seagull Beach from this Pristine Cape Cod Getaway Home
Yarmouth
9.8 out of 10, Exceptional, (52 reviews)
"Great location for my family of 4 - close to beach, restaurants, Hyannis ferry terminal, and in a wonderful residential neighborhood. We greatly enjoyed our time in Cape Cod!"
United States
Jason K.
Walk to Seagull Beach from this Pristine Cape Cod Getaway Home
Interior

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
The price is HK$3,294
HK$6,533 total
includes taxes & fees
16 Jul - 17 Jul
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Beach nearby, sun-loungers, beach towels

Walk to Beach, Pet-Friendly, Ping Pong & Fire Pit

Walk to Beach, Pet-Friendly, Ping Pong & Fire Pit
Dennis
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay! Beds were super comfy! House was great. So close to the beach and my dogs had a great time!"
United States
Lynne
Walk to Beach, Pet-Friendly, Ping Pong & Fire Pit
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, (6 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 HK$1,961
HK$4,201 total
includes taxes & fees
9 Jul - 10 Jul
Charming 3 bed room with magnificent views & large deck
Beach nearby

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

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Chatham
9.0 out of 10, Wonderful, (16 reviews)
"Very close to the beach, great little neighborhood in a quiet part of Chatham"
United States
Alex R.
The price is HK$5,176
HK$10,644 total
includes taxes & fees
30 Jul - 31 Jul
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Fridge, microwave, oven, stovetop

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Eastham
10.0 out of 10, Exceptional, (47 reviews)
"Great place, very clean. Host was accessible and accommodating. "
United States
Christopher M.
The price is HK$5,470
HK$10,740 total
includes taxes & fees
6 Jul - 7 Jul
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Smart TV, fireplace, books

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (16 reviews)
"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"
United States
Dennis S.
Modern Beach & Pond Getaway; Heart of Cape Cod
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

Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"The hotel is a bit old but well kept. Two complaints: 1) I needed an extra conditioner and the cleaning person said she didn't have any. 2) went down for breakfast on check out day and when we came back to the room to pick up the bags the keys would not work."
Kelvin 2-night trip
Posted less than an hour ago
Bayside Resort Hotel

Find out more about Chatham

Chatham Vacation Homes information

Number of reviews
794
Accommodation
2574 Vacation Homes
Lowest Price
HK$3,079
Highest Price
HK$14,739

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