Compare Chatham Guest House Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Guest Houses in Chatham

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.

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.

Renovated in 2022, Chapter House offers free WiFi in public areas, coffee in a common area, and a computer station. If you drive, take advantage of free parking. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this historic guesthouse include express check-out, a terrace, and a garden.

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, barbecue grills, and a garden.

$79 nightly

$90 total

Nov 10 - Nov 11

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.

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 garden and a picnic area.

At Winstead Inn, guests have access to a seasonal outdoor pool, a terrace, and a fireplace in the lobby. 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 porter/bellhop and a garden.

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

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

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 picnic area and a garden.

Don't see what you're looking for?

See all available properties in Chatham

View all properties

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 Bars Inn

297 Shore Rd Chatham MA

$353 nightly

$404 total

Nov 11 - Nov 12

Total with taxes and fees

9.2/10 Wonderful! (876 reviews)

Chatham Wayside Inn

512 Main St Chatham MA

$199 nightly

$228 total

Nov 23 - Nov 24

Total with taxes and fees

Greyfinch Chatham Inn

946 Main Street (Rte 28) Chatham MA

8.8/10 Excellent! (302 reviews)

Chatham Guest Houses essential information

Accommodation	10 Guest Houses
Lowest Price	$90
Highest Price	$404
Popular accommodation	By the Sea Guests Bed & Breakfast & Suites, Inn on the Beach , Chapter House, The Seagrove Suites & Guest Rooms, Sea Breeze Inn, The Rugosa Guest House, Winstead Inn, Bright & Cozy with Patio, Grill and near the Beach & Golf, Fleetwing Guest House