Chatham Vacation Home Rentals with Air Conditioning(289)
5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet
- 5 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 10
$300 -
$350
per night
2 - 7 night Minimum Stay
- 5 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 10
Chatham - Stage Harbor-Walk to Town
- 5 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 12
$4,250 -
$8,495
per week
7 night Minimum Stay
- 5 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 12
Walk to Beach- Unsurpassed Amenities- Room to Gather & Scatter
- 3 Bedrooms, Sleeps 9
$250 -
$400
per night
2 - 7 night Minimum Stay
- 3 BR,
- Sleeps 9
Spectacular Ocean View on Prime Acre: Quintessentially Perfect!
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$200
per night
3 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
Light-Filled Custom Cape on Bay. Water Surrounds! Pets Welcome.
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 10
$2,900 -
$4,900
per week
7 night Minimum Stay
- 4 BR,
- 4 BA,
- Sleeps 10
Think Sun, Surf and Sand - $1800 Aug 24 - 31. Walk to Nantucket Sound Beach
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$1,800 -
$2,400
per week
7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
Wildlife Lovers Salt Pond Perch- The Pondhouse- An Authentic Cape Cod Experience
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$1,100 -
$2,200
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
4BR-Beautiful Chatham-Year Round-Sleeps up to (8-10) & 1 Mile to Town!
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 10
$250 -
$275
per night
2 - 7 night Minimum Stay
- 4 BR,
- 2 BA,
- Sleeps 10
4BR-Beautiful Chatham-Year Round-Sleeps up to 8 & 1 Mile to Town!
- 4 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$250 -
$275
per night
2 - 7 night Minimum Stay
- 4 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Chatham -Central Air - Walk to Popular Ridgevale Beach
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 11
- 3 BR,
- 2 BA,
- Sleeps 11
Chatham - Mill Pond - Stage Harbor-Water View
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 16
- 5 BR,
- 4 BA,
- Sleeps 16
WOW!! August 25-Sept 1 OPEN! Ridgevale Beach-Spacious Family Paradise!
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 12
$5,250 -
$5,425
per week
7 night Minimum Stay
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 12
Best Of All Worlds! Beach, Bike or Relax - 4BR/2BA
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 12
- 4 BR,
- 2 BA,
- Sleeps 12
Olde Chatham Village, Mill Pond, Custom Beach House
- 3 Bedrooms, Sleeps 8
- 3 BR,
- Sleeps 8
$900/week now to June 22!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
- 3 BR,
- 2 BA,
- Sleeps 7
Direct Ocean Front - Private Sandy Beach - 5 Min. Walk to Town
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 7
- 3 BR,
- 3 BA,
- Sleeps 7
3 Bedroom (Sleeps 7), 2 Bath plus outdoor shower near Beaches and Bike Path
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
$1,820 -
$2,275
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 7
8 min. Walk to Ridgevale Beach! Central AC & in great neighborhood on cul de sac
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$2,905
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Fabulous Chatham home w/in walking distance to Hardings Beach, quiet location
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$2,250 -
$3,900
per week
2 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Luxury Young Colonial - Great Yard for Kids! Walk to Pleasant St Ocean Beach!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$325
per night
1 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Chatham's Best Views with semi-private Beach, 3 Kayaks, Waterfront Splendor !
- 4 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 7
$550 -
$950
per night
3 night Minimum Stay
- 4 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 7
Special Offer
LATE MAY Special 5/ 28, 29, 30, 31 Tu-F (May 24 - May 31)
Spectacular Neighborhood, Private Beach, Classic Cape Cod
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 7
$2,200 -
$4,400
per week
3 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 7
New - Renovated - Walk to Beach - Fully Loaded - Pottery Barn Style Home
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 8
$1,300 -
$3,000
per week
7 night Minimum Stay
- 4 BR,
- 2 BA,
- Sleeps 8
Ocean View, On Ridgevale Beach, Chatham
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$2,520 -
$3,290
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Sea Captains House Overlooking Oyster Pond in Chatham newly restored built 1801
- 5 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 11
- 5 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 11
Chatham - Hardings and Ridgevale Beach location - Pottery Barn Decor
- 4 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 9
$350 -
$400
per night
3 - 7 night Minimum Stay
- 4 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 9
Special Offer
June special $ 2125 (June 23 - June 30)
Immaculate 4 Bdr Home with Spectacular Water Views, Steps to Town and Beach
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 9
$700
per night
3 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 9
Chatham Classic Beautiful Water Views
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
Walk to Sound Beaches from Secluded Chatham Coastal-Style Home
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
$1,750 -
$2,100
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 7
Fabulous water views!
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
$500
per night
3 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 10
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