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

Holiday Homes in Chatham

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Check prices for these dates

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

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 NZ$1,361
includes taxes & fees
9 Aug - 10 Aug
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, (82 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.
The price is NZ$4,730
includes taxes & fees
18 July - 19 July
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 NZ$896
includes taxes & fees
26 July - 27 July
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 NZ$921
includes taxes & fees
26 July - 27 July
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
House

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is NZ$1,342
includes taxes & fees
16 July - 17 July
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 NZ$1,566
includes taxes & fees
26 July - 27 July
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 NZ$1,020
includes taxes & fees
4 Aug - 5 Aug
Relaxing Cape Cod Cottage Getaway
Outdoor dining

Charming Dennis Port Retreat Near the Beach

Charming Dennis Port Retreat Near the Beach
Dennis Port
The price is NZ$1,110
includes taxes & fees
16 July - 17 July
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.
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
House

Water Access 5-bed 2-bath Retreat

Water Access 5-bed 2-bath Retreat
2.5 star property
Hyannis
The price is NZ$1,917
includes taxes & fees
16 July - 17 July
Water Access 5-bed 2-bath Retreat
Beach nearby

Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
The price is NZ$1,625
includes taxes & fees
16 July - 17 July
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 NZ$1,284
includes taxes & fees
27 July - 28 July
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
The price is NZ$1,275
includes taxes & fees
16 July - 17 July
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 NZ$2,546
includes taxes & fees
12 Aug - 13 Aug
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 NZ$1,088
includes taxes & fees
16 July - 17 July
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 NZ$1,358
includes taxes & fees
16 July - 17 July
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 NZ$1,708
includes taxes & fees
16 July - 17 July
New! Island Pines-A Dog Friendly Boutique Oasis
Dining

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

Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.
Yarmouth
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 NZ$1,956
includes taxes & fees
31 July - 1 Aug
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

Parker Beach Lodge

Parker Beach Lodge

10/10 Excellent
"Parker beach lodge was amazing! My husband and I stayed for 2 nights ! Was just a 2min walk to the beach , and 3 min walk to the skipper Resturant !! We loved it there! & less than a 5 min drive to the Main Street where everything you need is there! In a great quiet location , did a day trip to Dennis & Chatham ! Was the perfect inbetween spot ! Staff was very friendly and helpful , forgot my room key in the room and had no problem getting help! Place was very clean and the AC was a bonus for the hot couple days we had! Would stay here again!"
justine 2-night trip
Posted 9 hours ago
Parker Beach Lodge

Find out more about Chatham

Chatham Holiday Homes information

Number of reviews
Accommodation
2573 Holiday Homes
Lowest Price
NZ$1,342
Highest Price
NZ$1,917