Chatham Massachusetts Lodging

Hotels, Lodges, Extended Stay

• Bradford Inn
  26 Cross Street • Chatham, MA 02633
  508-945-1030
  The Bradford Inn of Chatham is an elegant inn that offers 38 various rooms and suites. All rooms... more...  map

• Chatham Bars Inn (circa 1914)
  297 Shore Road • Chatham, MA 02633
  508-945-0096
  Listed on the register of the National Trust for Historic Preservation as a Historic Hotel of... more...  map

• Chatham Highlander
  946 Main Street (Route 28) • Chatham, MA 02633
  508-945-9038
  Located on two acres in the historic district of Chatham, the lovely Chatham Highlander offers two... more...  map

• Chatham Seafarer
  Route 28 and Ridgevale Road • Chatham, MA 02633
  508-432-1739
  Family-owned and managed, the Chatham Seafarer is a Cape Code country inn with lots of personality... more...  map

• Hawthorne, The
  196 Shore Road • Chatham, MA 02633
  508-945-0372
  The Hawthorne is an oceanfront lodging establishment that offers rooms with spectacular views. One... more...  map

• Pleasant Bay Village Resort
  1191 Orleans Road • Chatham, MA 02633
  508-945-1133
  Situated among six acres of private woodland, near Chatham and Pleasant Bay, this intimate property... more...  map

• Surfside Motor Inn
  25 Holway Street • Chatham, MA 02633
  508-945-9757
  Open each year from June through October, the Surfside Motor Inn features comfortable, reasonable... more...  map

• Wequassett Resort and Golf Club
  One Pleasant Bay • Chatham, MA 02633
  508-432-5400
  Wequassett Resort and Golf Club has been the preferred destination for those who expect something more from a vacation on the Cape. Wequassett provides world-class accommodations with rooms that feature Molton Brown toiletries, 24-hour room service, private decks, mini bars, daily newspapers, and much more. Wequassett also offers two on-site restaurants and a lounge, all with breathtaking views of the Atlantic.  map

Bed & Breakfast, Cabins & Cottages

• Chatham, MA, on VRBO®
  Renting a private vacation home offers the affordability, exceptional value, and personal attention that you deserve. Most private vacation homes offer considerably more space than you will find in the typical hotel room often at a reduced cost. Now, families can vacation together and still have room to breathe. View their list of vacation rentals now...

• Beach House at Chatham, The
  812 Main Street • Chatham, MA 02633
  Located in Downtown Chatham
  508-945-3150
  This intimate, year-round bed and breakfast is just steps away from local shops and attractions. ... more...  map

• Captains House Inn (circa 1839)
  369-377 Old Harbor Road • Chatham, MA 02633
  508-945-0127
  "Cape Cod's finest small inn," the Captains House Inn is the former home of Captain Harding. Guest... more...  map

• Carriage House Inn Bed and Breakfast (circa 1890)
  407 Old Harbor Road • Chatham, MA 02633
  508-945-4688
  A traditional Cape Cod home located near Chatham Light Beach and downtown Chatham, the Carriage... more...  map

• Chatham Gables Inn (circa 1839)
  364 Old Harbor Road • Chatham, MA 02633
  508-945-5859
  Built by whaling captain Moses Nickerson, this historic house still retains many of its original... more...  map

• Chatham Guest Rooms (circa 1700's)
  1409 Main Street (Route 28) • Chatham, MA 02633
  Located 1.4 Miles West of the Chatham Rotary
  508-945-1660
  Situated on the Atlantic Shore of Cape Cod, located less than two miles from the Chatham... more...  map

• Cranberry Inn, The (circa 1830)
  359 Main Street • Chatham, MA 02633
  508-945-9232
  Open year round, the Cranberry Inn is an historic Cape Cod landmark that is decorated in... more...  map

• Old Angler's Inn Bed & Breakfast
  813 Old Queen Anne Road • Chatham, MA 02633
  508-945-1214
  The Old Angler's Inn is a private, waterfront bed and breakfast with 200 feet of lakeshore swimming... more...  map

• Old Harbor Inn
  22 Old Harbor Road • Chatham, MA 02633
  508-945-4434
  A member of Select Registry, the Old Harbor Inn is a meticulously maintained Cape Cod bed and... more...  map

• Pleasant Forest Shores Cottages
  259 Pleasant Street • Chatham, MA 02659
  727-346-6464
  Offers six Swedish Stugas rented Friday to Friday. Cottages are located on quiet 1.8 acre pine/oak... more...  map

• Queen Anne Inn (circa 1840)
  70 Queen Anne Road • Chatham, MA 02633
  508-945-0394
  One of Cape Cod's most beautiful and distinguished original full-service inns, the Queen Anne Inn... more...  map

Lodging Guides and Directories

• BedandBreakfast.com
  is a leading directory of bed and breakfasts, inns, and boutique lodgings throughout Chatham and neighboring Massachusetts towns. Shop, compare, and book from their large selection of Chatham B&B properties with many exclusive deals offered. Gift certificates are also available. BedandBreakfast.com has nearly 7,000 property listings throughout the United States with 50,000 reviews, 80,000 property photos, and interactive maps.

Condos & Vacation Rentals

• Chatham, MA,Vacation Rentals By Owner on VRBO®
  Renting a private vacation home offers the affordability, exceptional value, and personal attention that you deserve. Most private vacation homes offer considerably more space than you will find in the typical hotel room often at a reduced cost. Now, families can vacation together and still have room to breathe. View their list of vacation rentals now...

• HomeAway Vacation Rentals in Chatham, MA
  Forget ordinary hotel rooms! Finding the perfect vacation getaway in Chatham, MA is easy on HomeAway.com. Choose from 75,000 homes, condos, guesthouses, cottages, and cabins worldwide, and inquire directly with property owners through the site. HomeAway.com vacation rentals offer a unique local experience, often less expensive and more spacious than hotel rooms.

• Abide at Bellevue
  306 Hardings Beach Road • Chatham, MA 02669
  Located 2/10ths of a Mile from Hardings Beach
  508-945-1817
  Amenities of this exquisite waterfront home include five bedrooms, three and a half bathrooms, a... more...  map

• Chatham Classic Rental, A
  52 Pond View Lane • Chatham, MA 02669
  781-245-8307
  An exceptional home offering panoramic views of Stetson's Cove, this property features four lovely... more...  map

• Ship's Light Townhouse (circa 1825)
  508-945-1985
  Within walking distance of downtown Chatham, Ship's Light is a historic, weekly-rental property... more...