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
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
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
Chapter House

Chapter House

3.5 out of 5
277 Main Street Route 6A Yarmouth Port MA
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
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, barbecue grills, and a garden.
Pool
Pet friendly
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 12 - Nov 13
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
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
Winstead Inn

Winstead Inn

4 out of 5
116 Parallel Harwich MA
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.
Pool
Breakfast included
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 barbecue grills. You can take advantage of free parking if you drive. Additional amenities include a picnic area and a garden.
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
    $353 nightly
    The price is $404 total per night from Nov 12 to Nov 13
    $404 total
    Nov 12 - Nov 13
    Total with taxes and fees
    9.2/10 Wonderful! (876 reviews)
    Chatham Wayside Inn

    Chatham Wayside Inn

    512 Main St Chatham MA
    $199 nightly
    The price is $228 total per night from Nov 29 to Nov 30
    $228 total
    Nov 29 - Nov 30
    Total with taxes and fees
    Greyfinch Chatham Inn

    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

More to Explore