Compare Chatham Guest House Rentals
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Featured Guest Houses in Chatham

Sea Breeze Inn
270 Ocean Avenue, Hyannis, MA
Guests staying at Sea Breeze Inn enjoy free WiFi in public areas, express check-out, and a garden. 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 barbecue grills.
Parking included
Free WiFi

Winstead Inn
116 Parallel, Harwich, MA
$200 nightly
The price is $229 total per night
$229 total
Oct 6 - Oct 7
Total with taxes and fees
At Winstead Inn, guests have access to a seasonal outdoor pool, a terrace, and a garden. You can take advantage of free parking, along with a free beach shuttle. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this beach guesthouse include a fireplace in the lobby and a porter/bellhop.
Pool
Breakfast included

By the Sea Guests Bed & Breakfast & Suites
57 Chase Avenue & Inman Road Extension, Dennis Port, MA
$190 nightly
The price is $217 total per night
$217 total
Oct 19 - Oct 20
Total with taxes and fees
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 Rugosa Guest House
4885 US-6, Eastham, MA
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

The Seagrove Suites & Guest Rooms
25 Seaview Rd, Eastham, MA
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 barbecue grills.
Pool
Pet friendly

Fleetwing Guest House
158 Riverside Dr, West Harwich, MA
Fleetwing Guest House features free WiFi in public areas and a garden. You can take advantage of free parking if you drive. Additional amenities include a picnic area and barbecue grills.
Pet friendly
Parking included

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
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
$397 nightly
The price is $455 total per night from Oct 31 to Nov 1
$455 total
Oct 31 - Nov 1
Total with taxes and fees
9/10 Wonderful! (786 reviews)

Chatham Wayside Inn
512 Main St, Chatham, MA
$254 nightly
The price is $291 total per night from Oct 13 to Oct 14
$291 total
Oct 13 - Oct 14
Total with taxes and fees
9.2/10 Wonderful! (564 reviews)

Greyfinch Chatham Inn
946 Main Street (Rte 28), Chatham, MA
$199 nightly
The price is $228 total per night from Oct 12 to Oct 13
$228 total
Oct 12 - Oct 13
Total with taxes and fees
8.8/10 Excellent! (243 reviews)
Chatham Guest Houses essential information
Accommodation | 9 Guest Houses |
---|---|
Lowest Price | $217 |
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 |
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