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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 Sep - 20 Sep

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, (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 AED 544
AED 2,155 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, (121 reviews)
"Clean, quiet, and great location."
United States
Tyler B.
The price is AED 959
AED 2,211 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 AED 1,073
AED 2,846 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 AED 3,405
AED 6,012 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 AED 485
AED 2,238 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 AED 833
AED 2,264 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 AED 631
AED 1,975 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 AED 865
AED 2,280 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 AED 382
AED 2,572 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 AED 386
AED 1,788 total
includes taxes & fees
30 May - 31 May
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 AED 680
AED 1,465 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.
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 AED 760
AED 2,165 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 AED 493
AED 1,811 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 AED 1,833
AED 3,544 total
includes taxes & fees
28 Jun - 29 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 AED 621
AED 2,220 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 AED 1,178
AED 2,711 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.
🐚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.
The price is AED 612
AED 1,865 total
includes taxes & fees
31 May - 1 Jun
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 AED 1,098
AED 2,557 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

Parker Beach Lodge

Parker Beach Lodge

10/10 Excellent
"This hotel is perfect. It has recently been renovated/refreshed. Decor is lovely, everything was clean, amenities were just what you need and bonus: a big sink and has comfy beds/linens and easy to park load/unload. We did not visit the pool, but it looked clean and well maintained."
Lisa 1-night trip
Posted 1 hour ago
Parker Beach Lodge

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