Book Guest Houses in Chatham, MA

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Top Guest Houses in Chatham

The Rugosa Guest House

4885 US-6 Eastham MA

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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, a garden, and a picnic area are also on offer.

Pet friendly

Parking included

Winstead Inn

116 Parallel Harwich MA

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A seasonal outdoor pool, free self parking, and concierge services are featured at this guesthouse. Take the free beach shuttle and relax with sun loungers and beach umbrellas. Enjoy freebies like self-serve breakfast and a beach shuttle

Pool

Breakfast included

By the Sea Guests Bed & Breakfast & Suites

57 Chase Avenue & Inman Road Extension Dennis Port MA

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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

The Seagrove Suites & Guest Rooms

25 Seaview Rd Eastham MA

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A seasonal outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A garden, a picnic area, and express check-in are also on offer.

Pool

Pet friendly

Fleetwing Guest House

158 Riverside Dr West Harwich MA

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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.

Pet friendly

Parking included

Sea Breeze Inn

270 Ocean Avenue Hyannis MA

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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-out, and luggage storage are also on offer.

Parking included

Free WiFi

Inn on the Beach

16 Bank Street Harwich Port MA

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This guesthouse features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A terrace is also provided.

On private beach

Breakfast included

Beach family gateway, modern 5BR, walk to the beach, big yard, firepit

Dennis MA

$389 total

per night

Jan 5 - Jan 6

Stay at this guesthouse in Dennis Port. Enjoy free WiFi and air conditioning. Popular attractions Haigis Beach and Sea Street Beach are located nearby.

Free WiFi

Air conditioning

Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air

Yarmouth MA

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This guesthouse features a garden, laundry facilities, and barbecue grills.

Air conditioning

Parking available

Bright & Cozy with Patio, Grill and near the Beach & Golf

Brewster MA

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This guesthouse features a garden, laundry facilities, and barbecue grills.

Free WiFi

Air conditioning

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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.

Top hotels in Chatham

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham MA

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9.8/10 Exceptional! (38 reviews)

Chatham Guest Houses essential information

Accommodation	10 Guest Houses
Lowest Price	$245
Highest Price	$409
Popular accommodation	The Rugosa Guest House, Winstead Inn, By the Sea Guests Bed & Breakfast & Suites, The Seagrove Suites & Guest Rooms, Fleetwing Guest House, Sea Breeze Inn, Inn on the Beach , Beach family gateway, modern 5BR, walk to the beach, big yard, firepit, Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air, Bright & Cozy with Patio, Grill and near the Beach & Golf