LODGING
Luxury Hotels & Resorts
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 America and a member of The Leading Hotels of the World, Chatham Bars Inn is a AAA four-diamond, year-round seaside resort that has been named one of the top resorts in the world by Travel & Leisure and the best hotel on Cape Cod by Boston Magazine. Situated on 25 acres of beautifully landscaped grounds and sandy ocean beaches, Chatham Bars Inn features 40 guest luxuriously-appointed guest rooms in the Main Inn, several master and cottages suites, and 29 cottages, some of which overlook the Atlantic Ocean. Chatham Bars Inn offers a multilingual staff, full-service business center, fly fishing classes, wireless Internet access, tennis courts, a full fitness center and spa, gift shop, lounge, an outdoor heated pool, and laundry/dry-cleaning services. mapWequassett Resort and Golf Club
One Pleasant Bay • Chatham, MA 02633
508-432-5400, 800-225-7125
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, Historic Inns & Hotels
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. Each of the Beach House's three guest rooms come complete with a private bath, cable television, a VCR, hairdryer, welcome basket, and a CD alarm clock. more... mapCaptain Freeman Inn
15 Breakwater Road • Brewster, MA 02631
Located 13 Miles Northeast
508-896-7481
Near such area attractions as the Cape Cod Museum of Natural History, Nickerson State Park, the National Seashore, Fire & History Museum, Museum of Fine Arts, Cape Playhouse and Repertory Theater, the Captain Freeman Inn is a Cape Code Select Registry property. This restored Victorian sea captain's mansion includes luxurious accommodations that come complete with queen-size canopy beds, private baths, whirlpool tubs, fireplaces, sitting areas, air conditioning, refrigerators, private phones, queen size canopy bed, and antiques and Victorian reproductions. more... mapCaptains 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 accommodations are located in four distinct facilities on two acres. The Main House, a Greek Revival-style mansion, includes two large rooms and two suites. The five rooms in the converted barn and Carriage House are named after clipper ships that sailed from the area in the 19th century. The Stables and the Captain’s Cottage each include three luxurious accommodations. The Select Registry property has an outside pool and a fitness center for guests to enjoy. more... mapCarriage 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 House Inn Bed and Breakfast features six guest rooms. A full homemade breakfast is served each morning. more... mapChatham 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 Lighthouse, downtown Chatham and both Atlantic and Nantucket Sound beaches; Chatham Guest Rooms offers spacious guest rooms and suites with private baths, separate entrances, and views of the garden. All of the rooms were renovated using customized carpentry, combining old world character with modern conveniences, including wireless Internet access. more... mapCranberry 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 traditional New England-style. Its 18 unique guest rooms feature antiques and reproduction furnishings, air conditioning, private baths, telephones, cable television, hair dryers, and wireless Internet access. Several guest rooms come complete with fireplaces, private balconies, wet bars, and queen-size beds. A full country breakfast is served every morning. more... mapMoses Nickerson House Bed & Breakfast 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 characteristics. Guest rooms are distinctively decorated and feature private baths and comfortable bedding. A full gourmet breakfast is served in the glass enclosed dining area. more... mapNantucket House of Chatham Bed & Breakfast (circa 1805)
2647 Main Street • Chatham, MA 02659
508-432-5641
Originally built on the island of Nantucket, The Nantucket House of Chatham Bed & Breakfast is a charming Greek Revival-style home offering peaceful guest rooms with Laura Ashley linens. The property also boasts a relaxing sundeck. Each morning, guests are served an extended continental breakfast. mapOld 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 and fishing and a 60-foot deck. The property also features romantic gardens, a patio with grill, and spacious accommodations. more... mapOld Harbor Inn
22 Old Harbor Road • Chatham, MA 02633
508-945-4434, 800-942-4434
A member of Select Registry, the Old Harbor Inn is a meticulously maintained Cape Cod bed and breakfast in Chatham, Massachusetts. All of the guestrooms have private full baths, air conditioning, TV/VCRs, CD alarm clock radios, hair dryers, and bathrobes. Some rooms have fireplaces and Jacuzzis. more... mapQueen Anne Inn (circa 1840)
70 Queen Anne Road • Chatham, MA 02633
508-945-0394, 800-545-4667
One of Cape Cod's most beautiful and distinguished original full-service inns, the Queen Anne Inn was built as a wedding present to the daughter of clipper ship Captain Norman Howes. All guest rooms come complete with original antiques from the "Outer" Cape and Nantucket. The on-site Eldredge Room offers New England cuisine. map
Bed & Breakfast 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.
Cabins & Cottages
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 grounds. It is only a five-minute walk to two beaches. They offer heated one, two, and three-bedroom cottages with spacious screened porches at an affordable cost. more... map
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.
Rentalo.com
saves you time! Click to inquire & compare offers from Vacation Rentals, Hotels, and Bed & Breakfasts in Chatham, MA. Find the best deals on short term accommodations using this award-winning, traveler-tested website. Browse our extensive inventory offering leisure and business travelers a wide variety of lodging options; from a budget studio to a luxury villa on a private island, from a small boutique hotel or bed and breakfast to a 5 star resort. Find the perfect place to stay for every occasion including family vacations, romantic getaways, business trips, ski, beach or golf vacations.
Chatham, MA Vacation Rentals by AlwaysOnVacation.com
Find the perfect vacation rental to match your budget without compromising on luxury and comfort. Search from a wide selection of vacation homes, villas, condos and other property types. Browse photos, rates, availability and book properties directly from owner in Chatham and surrounding areas.
Chatham, MA, Vacation Rentals on Vacation Rentals.com
Are you still making hotel reservations? At VacationRentals.com, customize your next vacation and take advantage of off-season discounts, last minute deals, and freebies! No matter what destination or property type or number of bedrooms you’re looking for, you can find an affordable vacation rental that will suit the needs of you and your fellow travelers. So, what are you waiting for? No matter how tight your budget, you can book your dream vacation on VacationRentals.com today!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 great room, gourmet kitchen, central air, two decks, a stereo system, high-speed Internet access, a tennis court, and a bumper pool. Abide at Bellevue is available for weekly rentals, year-round. more... mapChatham 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 bedrooms, three and a half baths, a modern kitchen, dining room, deck, and a patio grilling area. This rental is available from April through December. mapShip's Light Townhouse (circa 1825)
508-945-1985
Within walking distance of downtown Chatham, Ship's Light is a historic, weekly-rental property with four bedrooms, air conditioning, cable television, a DVD player, telephones, and a washer and dryer. more...
Motels/Hotels
Bradford Inn
26 Cross Street • Chatham, MA 02633
508-945-1030, 888-CHATHAM
The Bradford Inn of Chatham is an elegant inn that offers 38 various rooms and suites. All rooms have private baths, heat, and air conditioning. Fireplaces, four poster beds, whirlpools, balconies, and decks are available in some accommodations. A seasonal outdoor heated pool is available for your enjoyment. mapChatham 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 heated pools, 29 guest rooms, two efficiencies, a two-room suite, and a one-bedroom apartment. Each room has a private bath, cable television, and a refrigerator. The efficiencies and the apartment contain full kitchens. more... mapChatham 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 and privacy. Each room in this hotel is individually decorated and features one queen or two double beds, a private bathroom, air conditioning, expanded cable, a coffee maker, and comfortable chairs. more... mapHawthorne, The
196 Shore Road • Chatham, MA 02633
508-945-0372
The Hawthorne is an oceanfront lodging establishment that offers rooms with spectacular views. One cottage, situated 50 feet from the water, with two bedrooms, a complete kitchen, large living room with sofa, chairs, a dining table, TV, VCR, phone, and an outdoor picnic area with barbeque grill and lawn furniture is also available. more... mapPleasant 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 offers 58 comfortable rooms, efficiencies, and spacious suites. Guest accommodations include original local art, direct dial phones, refrigerators, hairdryers, irons, private baths, and cable TV. more... mapSurfside 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 priced rooms. Its ideal location near swimming, golf, shore fishing and sightseeing is perfect for active guests! more... map
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