Compare Chatham Guest House Rentals

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Featured Guest Houses in Chatham

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
$194 nightly
The price is $222 total per night
$222 total
Oct 23 - Oct 24
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
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
Nov 1 - Nov 2
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
Chapter House

Chapter House

3.5 out of 5
277 Main Street Route 6A Yarmouth Port MA
Free Cancellation
Reserve now, pay when you stay
$263 nightly
The price is $301 total per night
$301 total
Oct 12 - Oct 13
Total with taxes and fees
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.
Parking included
Free WiFi
Winstead Inn

Winstead Inn

4 out of 5
116 Parallel Harwich MA
$263 nightly
The price is $300 total per night
$300 total
Oct 5 - Oct 6
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
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 picnic area and a garden.
Pet friendly
Parking included
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 garden, and barbecue grills.
Pool
Pet friendly
Bright & Cozy with Patio, Grill and near the Beach & Golf

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

Brewster MA
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.
Free WiFi
Air conditioning
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
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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
    $391 nightly
    The price is $448 total per night from Nov 3 to Nov 4
    $448 total
    Nov 3 - Nov 4
    Total with taxes and fees
    Chatham Wayside Inn

    Chatham Wayside Inn

    512 Main St Chatham MA
    $217 nightly
    The price is $248 total per night from Oct 29 to Oct 30
    $248 total
    Oct 29 - Oct 30
    Total with taxes and fees
    Queen Anne Inn

    Queen Anne Inn

    70 Queen Anne Rd Chatham MA

Chatham Guest Houses essential information

Accommodation
10 Guest Houses
Lowest Price
$90
Highest Price
$448
Popular accommodation
By the Sea Guests Bed & Breakfast & Suites, Sea Breeze Inn, Chapter House, Winstead Inn, Inn on the Beach , The Rugosa Guest House, The Seagrove Suites & Guest Rooms, Bright & Cozy with Patio, Grill and near the Beach & Golf, Fleetwing Guest House

More to Explore