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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

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, (103 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is ￥36,540
￥113,734 total
includes taxes & fees
Jul 14 - Jul 15
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Sun loungers, beach towels

Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (81 reviews)
"This is second time to stay here! We love the location and hospitality of the hosts! Great place!"
United States
Barbara P.
Beautiful home near Jacknife Beach and bike trail
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, (137 reviews)
"Wonderful house, wonder view and fantastic location!"
United States
shelly c.
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
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 ￥22,150
￥84,733 total
includes taxes & fees
Jul 15 - Jul 16
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
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 ￥21,180
￥84,927 total
includes taxes & fees
Jul 15 - Jul 16
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
House | 3 bedrooms, desk

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is ￥53,957
￥123,641 total
includes taxes & fees
Jul 14 - Jul 15
Coastal Haven in West Dennis -15
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 ￥58,205
￥84,565 total
includes taxes & fees
Jul 15 - Jul 16
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Exterior

Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
The price is ￥51,738
￥99,369 total
includes taxes & fees
Jul 15 - Jul 16
Relaxing Cape Cod Cottage Getaway
Outdoor dining

Charming Dennis Port Retreat Near the Beach

Charming Dennis Port Retreat Near the Beach
Dennis Port
Charming Dennis Port Retreat Near the Beach
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)
"The house was very comfortable. Our dog was at ease. The heating system was wonderful for the off season. "
United States
Michael C.
The price is ￥21,827
￥60,326 total
includes taxes & fees
Jul 27 - Jul 28
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
House | 5 bedrooms, desk

Water Access 5-bed 2-bath Retreat

Water Access 5-bed 2-bath Retreat
2.5 star property
Hyannis
The price is ￥84,691
￥171,262 total
includes taxes & fees
Jul 14 - Jul 15
Water Access 5-bed 2-bath Retreat
Beach nearby

Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
The price is ￥79,668
￥157,056 total
includes taxes & fees
Jul 15 - Jul 16
Beach Walks, Books & Bay Sunsets
Smart TV

Lovely 3-bedroom house in Dennis perfect for a relaxing getaway

Lovely 3-bedroom house in Dennis perfect for a relaxing getaway
Dennis
The price is ￥57,881
￥116,949 total
includes taxes & fees
Jul 14 - Jul 15
Lovely 3-bedroom house in Dennis perfect for a relaxing getaway
Property grounds

Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
Eastham
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
Fridge, microwave, oven, stovetop

Dennis Port House BeachHot Tub & Fire Pit Fun!

Dennis Port House BeachHot Tub & Fire Pit Fun!
Dennis
The price is ￥115,601
￥243,957 total
includes taxes & fees
Aug 12 - Aug 13
Dennis Port House BeachHot Tub & Fire Pit Fun!
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 ￥43,654
￥104,418 total
includes taxes & fees
Jul 16 - Jul 17
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dining

National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"We had an wonderful experience staying at this house. It was exceptionally clean and it had everything we needed (it was nice to have linens and towels provided). All of the rooms were relaxing and comfortable and the kitchen was very well equipped. I would definitely stay there again. "
United States
Catharine D.
The price is ￥58,069
￥125,675 total
includes taxes & fees
Jul 16 - Jul 17
National Seashore/Updated/Game Room~Blue Pearl
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 ￥81,970
￥158,949 total
includes taxes & fees
Jul 15 - Jul 16
New! Island Pines-A Dog Friendly Boutique Oasis
3 bedrooms, desk, free WiFi, bed sheets

Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.

Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.
Yarmouth
The price is ￥90,217
￥160,249 total
includes taxes & fees
Jul 14 - Jul 15
Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.
Exterior

Charming 3-bedroom house in Barnstable close to Craigville beach

Charming 3-bedroom house in Barnstable close to Craigville beach
Barnstable
The price is ￥113,176
￥181,528 total
includes taxes & fees
Aug 10 - Aug 11
Charming 3-bedroom house in Barnstable close to Craigville 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 Chatham Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"The breakfast could be better in quality and flavor. I’d stock the items better also."
Bonnie 3-night trip
Posted 1 hour ago
Bayside Resort Hotel

Find out more about Chatham

Chatham Vacation Homes information

Number of reviews
Accommodation
2597 Vacation Homes
Lowest Price
￥123,641
Highest Price
￥171,262

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