Compare Chatham Guest House Rentals

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Featured Guest Houses in Chatham

At The Rugosa Guest House, guests have access to free WiFi in public areas, an arcade/game room, and a terrace. Free parking is included with your stay. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a picnic area and a garden.

Pet friendly

Parking included

At Winstead Inn, guests have access to a seasonal outdoor pool, a terrace, and a porter/bellhop. You can take advantage of free parking, along with a free beach shuttle. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach guesthouse include a fireplace in the lobby and a garden.

Pool

Breakfast included

Guests of By the Sea Guests Bed & Breakfast & Suites enjoy features like a private beach, free WiFi in public areas, and coffee in a common area. There's free parking if you drive. Other amenities at this beach guesthouse include a microwave in a common area, express check-in, and express check-out.

On private beach

Parking included

The Seagrove Suites & Guest Rooms features free WiFi in public areas, a seasonal outdoor pool, and express check-in. A stay here includes free parking. Staff members are on hand to provide concierge services and luggage storage. Additional amenities include express check-out, a garden, and a picnic area.

Pool

Pet friendly

Fleetwing Guest House features free WiFi in public areas and barbecue grills. You can take advantage of free parking if you drive. Additional amenities include a garden and a picnic area.

Pet friendly

Parking included

$79 nightly

$90 total

Nov 27 - Nov 28

Total with taxes and fees

Guests staying at Sea Breeze Inn enjoy free WiFi in public areas, express check-out, and barbecue grills. You can put free parking to good use if you drive. Staff members can answer questions about accommodations, and also provide luggage storage. This beach guesthouse also has a garden.

Parking included

Free WiFi

Guests staying at Inn on the Beach enjoy a private beach, free WiFi in public areas, and a terrace. Free parking is included with your stay. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours.

On private beach

Breakfast included

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

This guesthouse is a smoke-free guesthouse.

Free WiFi

Air conditioning

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

Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.

Air conditioning

Parking available

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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.

Hotel Options in Chatham

Chatham Wayside Inn

512 Main St Chatham MA

$174 nightly

$199 total

Dec 3 - Dec 4

Total with taxes and fees

9.2/10 Wonderful! (592 reviews)

Chatham Bars Inn

297 Shore Rd Chatham MA

$273 nightly

$312 total

Nov 29 - Nov 30

Total with taxes and fees

9.2/10 Wonderful! (794 reviews)

Surfside Inn Chatham

25 Holway St Chatham MA

8/10 Very Good! (159 reviews)

Chatham Guest Houses essential information

Accommodation	9 Guest Houses
Lowest Price	$90
Highest Price	$312
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