Book Guest Houses in Chatham, MA

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Top Guest Houses in Chatham

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

Winstead Inn

116 Parallel, Harwich, MA

$200 nightly

$229 total

Oct 7 - Oct 8

Total with taxes and fees

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

$190 nightly

$217 total

Oct 19 - Oct 20

Total with taxes and fees

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.

On private beach

Parking included

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

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

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

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

Air conditioning

Parking available

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

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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

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

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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

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9.8/10 Exceptional! (37 reviews)

Chatham Guest Houses essential information

Accommodation	9 Guest Houses
Lowest Price	$198
Highest Price	$455
Popular accommodation	Sea Breeze Inn, Winstead Inn, By the Sea Guests Bed & Breakfast & Suites, The Rugosa Guest House, The Seagrove Suites & Guest Rooms, Fleetwing Guest House, Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air, Beach family gateway, modern 5BR, walk to the beach, big yard, firepit, Bright & Cozy with Patio, Grill and near the Beach & Golf