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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

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, (102 reviews)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
The price is HK$1,160
HK$4,599 total
includes taxes & fees
1 Jun - 2 Jun
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Exterior

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (122 reviews)
"Clean, quiet, and great location."
United States
Tyler B.
The price is HK$2,045
HK$4,718 total
includes taxes & fees
2 Jun - 3 Jun
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
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.
The price is HK$2,288
HK$6,072 total
includes taxes & fees
1 Jun - 2 Jun
Luxury Chatham Retreat. Walk to Main St & 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, (18 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$7,262
HK$12,821 total
includes taxes & fees
31 May - 1 Jun
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
Outdoor dining

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)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is HK$1,034
HK$4,774 total
includes taxes & fees
31 May - 1 Jun
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Beach nearby

The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (11 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is HK$1,785
HK$4,841 total
includes taxes & fees
2 Jun - 3 Jun
The Alpine/Walk to Beach for 2 or more!
Outdoor dining

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is HK$1,321
HK$4,184 total
includes taxes & fees
31 May - 1 Jun
Sleeps 2-8/Soaking Tub/FirePit~Burrows
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)
"Loved the place. Very clean and updated. You have to time the tides because it is on an island, but that was fine for us. "
United States
Brian F.
The price is HK$1,845
HK$4,865 total
includes taxes & fees
31 May - 1 Jun
New! Island Pines-A Dog Friendly Boutique Oasis
Outdoor dining

Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (6 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is HK$815
HK$5,486 total
includes taxes & fees
11 Jun - 12 Jun
Great for Families! Brewster Home 6 Mi to Beach
Exterior

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 HK$823
HK$3,813 total
includes taxes & fees
31 May - 1 Jun
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Property grounds

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dennis
9.0 out of 10, Wonderful, (4 reviews)
"We enjoyed this Cape Cottage, centrally located in mid-cape. Clean with comfortable beds and host is very helpful. We will be back!"
United States
Linda P.
The price is HK$1,449
HK$3,124 total
includes taxes & fees
2 Jun - 3 Jun
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
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 HK$2,320
HK$6,896 total
includes taxes & fees
3 Jun - 4 Jun
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Dining

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Dennis
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful place! Thank you so much! "
United States
Jess W.
The price is HK$1,622
HK$4,618 total
includes taxes & fees
31 May - 1 Jun
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Pool

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (12 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is HK$1,051
HK$3,864 total
includes taxes & fees
1 Jun - 2 Jun
Cozy Large Home in Harwich with Patio near Wequassett Resort
Beach nearby

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Barnstable
8.8 out of 10, Excellent, (9 reviews)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
The price is HK$1,058
HK$3,913 total
includes taxes & fees
2 Jun - 3 Jun
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Outdoor dining

Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!

Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
Harwich
10.0 out of 10, Exceptional, (3 reviews)
"Excellent location "
United States
Norman Y.
The price is HK$1,324
HK$4,736 total
includes taxes & fees
31 May - 1 Jun
Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
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.
The price is HK$2,513
HK$5,782 total
includes taxes & fees
31 May - 1 Jun
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Dining

🐚Shell City on Lt Island

🐚Shell City on Lt Island
Wellfleet
9.4 out of 10, Exceptional, (6 reviews)
"We had a perfect three night stay. The house is well appointed with comfortable beds, sheets, and towels. We used the bikes and kayaks and everything was in working order. We would gladly stay again!"
United States
Michele P.
The price is HK$2,326
HK$6,052 total
includes taxes & fees
31 May - 1 Jun
🐚Shell City on Lt Island
Exterior

Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
Lovely House 5 Min to Beach with Deck, Grill, Garage
Terrace/patio

10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
The price is HK$2,343
HK$5,456 total
includes taxes & fees
9 Jun - 10 Jun
10 min walk to Beach - Home with Amazing View & Huge Deck
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

Hyannis Plaza Hotel

Hyannis Plaza Hotel

4/10 Poor
"Just the basics for an overnight stay, don't stay any longer than one night."
Madalena 2-night trip
Posted 1 hour ago
Hyannis Plaza Hotel

Find out more about Chatham

Chatham Vacation Homes information

Number of reviews
299
Accommodation
2428 Vacation Homes
Lowest Price
HK$3,124
Highest Price
HK$12,821

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