Compare Chatham Guest House Rentals

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Featured Guest Houses in Chatham

Inn on the Beach

Inn on the Beach

3 out of 5
16 Bank Street Harwich Port MA
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
The Rugosa Guest House

The Rugosa Guest House

3 out of 5
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 garden and a picnic area.
Pet friendly
Parking included
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
57 Chase Avenue & Inman Road Extension Dennis Port MA
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
Sea Breeze Inn

Sea Breeze Inn

2.5 out of 5
270 Ocean Avenue Hyannis MA
$79 nightly
The price is $90 total per night
$90 total
Mar 25 - Mar 26
Total with taxes and fees
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
The Seagrove Suites & Guest Rooms

The Seagrove Suites & Guest Rooms

3 out of 5
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 picnic area, and barbecue grills.
Pool
Pet friendly
Winstead Inn

Winstead Inn

4 out of 5
116 Parallel Harwich MA
$177 nightly
The price is $203 total per night
$203 total
Apr 3 - Apr 4
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 concierge services, and provide local restaurant recommendations. Other amenities at this beach guesthouse include a porter/bellhop and a fireplace in the lobby.
Pool
Breakfast included
Fleetwing Guest House

Fleetwing Guest House

2 out of 5
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

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

Yarmouth MA
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Air conditioning
Parking available
Beach family gateway, modern 5BR, walk to the beach, big yard, firepit

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

Dennis MA
This guesthouse is a smoke-free guesthouse.
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.

Hotel Options in Chatham

    Chatham Bars Inn

    Chatham Bars Inn

    297 Shore Rd Chatham MA
    $368 nightly
    The price is $421 total per night from Mar 25 to Mar 26
    $421 total
    Mar 25 - Mar 26
    Total with taxes and fees
    9.2/10 Wonderful! (815 reviews)
    Chatham Wayside Inn

    Chatham Wayside Inn

    512 Main St Chatham MA
    $157 nightly
    The price is $180 total per night from Mar 25 to Mar 26
    $180 total
    Mar 25 - Mar 26
    Total with taxes and fees
    9.2/10 Wonderful! (645 reviews)
    Captain's House Inn

    Captain's House Inn

    369 Old Harbor Road Chatham MA
    9.8/10 Exceptional! (216 reviews)

Chatham Guest Houses essential information

Accommodation
10 Guest Houses
Lowest Price
$90
Highest Price
$421
Popular accommodation
Inn on the Beach , The Rugosa Guest House, By the Sea Guests Bed & Breakfast & Suites, Sea Breeze Inn, The Seagrove Suites & Guest Rooms, Winstead Inn, 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

More to Explore