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 €710
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.
The price is €807
includes taxes & fees
3 Aug - 4 Aug
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 €2,469
includes taxes & fees
18 Jul - 19 Jul
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 €530
includes taxes & fees
31 Jul - 1 Aug
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 €560
includes taxes & fees
11 Aug - 12 Aug
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 €843
includes taxes & fees
16 Aug - 17 Aug
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
10.0 out of 10, Exceptional, (1 review)
"We loved staying at this beautiful house in Harwich. The property was clean, cozy and felt just like home. There was a fenced in back yard which was perfect for our dog and kids. Very private and close to shops, restaurants and the beach. We look forward to visiting again in the future!"
United States
Nicole M.
The price is €704
includes taxes & fees
16 Aug - 17 Aug
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 €522
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
8.0 out of 10, Very good, (1 review)
"Quick walk to the beach. Cottage was cute. Beds were not the most comfortable. 10am checkout is frustrating."
United States
Angela C.
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, (194 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 €1,159
includes taxes & fees
20 Jul - 21 Jul
Water Access 5-bed 2-bath Retreat
Beach nearby

Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
The price is €926
includes taxes & fees
23 Jul - 24 Jul
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 €647
includes taxes & fees
22 Jul - 23 Jul
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
Coffee/tea maker, fridge, microwave, oven

Dennis Port House BeachHot Tub & Fire Pit Fun!

Dennis Port House BeachHot Tub & Fire Pit Fun!
Dennis
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 €938
includes taxes & fees
14 Aug - 15 Aug
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.
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.
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
The price is €895
includes taxes & fees
3 Aug - 4 Aug
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 €1,014
includes taxes & fees
31 Jul - 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

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"Well, overall, a lovely experience. Our first night with room facing Waterpark was not my favorite part. Just wasnt the best for us that need fresh air coming in so the next night we were moved to courtyard view with patio to sit out and enjoy the beautiful evening. Loved the area for the lawn games, music etc. Enjoyed the outdoor pool. My grandson had a fun time in the outdoor pool and the wave pools. Not as much fun in the lazy river because the tubes are adult size. My 6 or old grandson was just under the height for the waterside so basically this was a wash so to speak. I felt Waterpark was overpriced for what we could enjoy. That should be explained, but otherwise a very enjoyable stay and great staff!!"
Carol 2-night trip
Posted less than an hour ago
Margaritaville Resort Cape Cod

Find out more about Chatham

Chatham Holiday Homes information

Number of reviews
564
Accommodation
2593 Holiday Homes
Lowest Price
€522
Highest Price
€2,469