Bed and Breakfast in Chatham, MA

12 available b&b offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Chatham, MA bed and breakfast
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

12 Bed and Breakfasts in Chatham, MA

Best Chatham, MA bed and breakfasts with breakfast included

Ship's Knees Inn - Chatham, MA
9.2 50 reviews
Chatham, MA
04/08 – 08/08
495 €/nighttotal: 1980 € (4 )

Ship's Knees Inn

1 2
B&B , Orleans
The Ship's Knees Inn is a charming bed and breakfast located just a five-minute walk from Nauset Beach in Orleans, offering easy access to the beautiful sandy shores and the Cape Cod Rail Trail. The inn has received excellent ratings for its cleanliness, location and overall experience.
The rooms are decorated in a traditional Cape Cod style, creating a welcoming and authentic atmosphere. Guests can enjoy a continental breakfast, relax on the terrace with a fire pit, take a dip in the seasonal pool, or explore the nearby Cape Cod Museum of Natural History.
Old Harbor Inn - Chatham, MA
9.4 246 reviews
Chatham, MA
04/08 – 08/08
676 €/nighttotal: 2704 € (4 )

Old Harbor Inn

1 2
B&B , Chatham
The Old Harbor Inn is situated in Chatham, just 3 kilometres from the Cape Cod National Seashore and within walking distance of the charming shops and restaurants of downtown Chatham Village. The inn has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The inn offers a choice of rooms with a maximum capacity of 2 guests. Amenities include a garden, a terrace, a spa, a fitness centre, a restaurant, a bar, a tennis court, free parking and a daily breakfast. Guests can enjoy a variety of activities, including exploring the nearby National Seashore, visiting the Chatham Lighthouse, and taking advantage of the inn's on-site gym and concierge services.
Candleberry Inn On Cape Cod - Chatham, MA
9.9 218 reviews
Chatham, MA
01/07 – 06/07
550 €/nighttotal: 2750 € (5 )

Candleberry Inn On Cape Cod

1 2
B&B , Brewster
Candleberry Inn on Cape Cod is situated in Brewster, just a short drive from the charming towns of Chatham and Provincetown. The inn enjoys excellent ratings for its location, cleanliness, and overall user experience.
The inn offers comfortable rooms with private bathrooms, flat-screen TVs, and complimentary toiletries. Guests can enjoy a range of amenities, including a swimming pool, spa, fitness centre, and tennis court, along with a restaurant and room service.
By The Sea Guests Bed & Breakfast And Suites - Chatham, MA
9.1 327 reviews
Chatham, MA
04/08 – 08/08
312 €/nighttotal: 1248 € (4 )

By The Sea Guests Bed & Breakfast And Suites

1 2
B&B , Dennis
By The Sea Guests is a charming bed and breakfast located in Dennis Port, Massachusetts, just a stone's throw from the beach. The property enjoys excellent ratings for location, cleanliness, and overall experience.
The bed and breakfast offers a variety of rooms with comfortable amenities, including a private bathroom, mini-fridge, and cable TV. Guests can enjoy a range of features, such as a swimming pool, a terrace, a garden, and a bar, as well as a private beach area, a gas fire pit, and a gas grill.

Best Chatham, MA bed and breakfasts with a pool

Among the 12 accommodations in Chatham, MA, here are the 1 best B&B with a pool

Ship's Knees Inn - Chatham, MA
9.2 50 reviews
Chatham, MA
04/08 – 08/08
495 €/nighttotal: 1980 € (4 )

Ship's Knees Inn

1 2
B&B , Orleans
The Ship's Knees Inn is a charming bed and breakfast located just a five-minute walk from Nauset Beach in Orleans, offering easy access to the beautiful sandy shores and the Cape Cod Rail Trail. The inn has received excellent ratings for its cleanliness, location and overall experience.
The rooms are decorated in a traditional Cape Cod style, creating a welcoming and authentic atmosphere. Guests can enjoy a continental breakfast, relax on the terrace with a fire pit, take a dip in the seasonal pool, or explore the nearby Cape Cod Museum of Natural History.

Frequently asked questions about bed and breakfast in Chatham, MA

Destinations nearby

Best Chatham, MA bed and breakfasts with a garden

Old Harbor Inn - Chatham, MA
9.4 246 reviews
Chatham, MA
04/08 – 08/08
676 €/nighttotal: 2704 € (4 )

Old Harbor Inn

1 2
B&B , Chatham
The Old Harbor Inn is situated in Chatham, just 3 kilometres from the Cape Cod National Seashore and within walking distance of the charming shops and restaurants of downtown Chatham Village. The inn has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The inn offers a choice of rooms with a maximum capacity of 2 guests. Amenities include a garden, a terrace, a spa, a fitness centre, a restaurant, a bar, a tennis court, free parking and a daily breakfast. Guests can enjoy a variety of activities, including exploring the nearby National Seashore, visiting the Chatham Lighthouse, and taking advantage of the inn's on-site gym and concierge services.
Ship's Knees Inn - Chatham, MA
9.2 50 reviews
Chatham, MA
04/08 – 08/08
495 €/nighttotal: 1980 € (4 )

Ship's Knees Inn

1 2
B&B , Orleans
The Ship's Knees Inn is a charming bed and breakfast located just a five-minute walk from Nauset Beach in Orleans, offering easy access to the beautiful sandy shores and the Cape Cod Rail Trail. The inn has received excellent ratings for its cleanliness, location and overall experience.
The rooms are decorated in a traditional Cape Cod style, creating a welcoming and authentic atmosphere. Guests can enjoy a continental breakfast, relax on the terrace with a fire pit, take a dip in the seasonal pool, or explore the nearby Cape Cod Museum of Natural History.
By The Sea Guests Bed & Breakfast And Suites - Chatham, MA
9.1 327 reviews
Chatham, MA
04/08 – 08/08
312 €/nighttotal: 1248 € (4 )

By The Sea Guests Bed & Breakfast And Suites

1 2
B&B , Dennis
By The Sea Guests is a charming bed and breakfast located in Dennis Port, Massachusetts, just a stone's throw from the beach. The property enjoys excellent ratings for location, cleanliness, and overall experience.
The bed and breakfast offers a variety of rooms with comfortable amenities, including a private bathroom, mini-fridge, and cable TV. Guests can enjoy a range of features, such as a swimming pool, a terrace, a garden, and a bar, as well as a private beach area, a gas fire pit, and a gas grill.
Jardin De La Mer - Chatham, MA
9.5 31 reviews
Chatham, MA
04/08 – 08/08
247 €/nighttotal: 988 € (4 )

Jardin De La Mer

1 2
B&B , Chatham
This Chatham, Cape Cod self-catering property offers a peaceful retreat, conveniently located for exploring Chatham's beaches and downtown area (distances to be confirmed).
The one-bedroom apartment sleeps up to four, including two children or a small dog, and features a unique private outdoor hot shower, plus parking, internet, and air conditioning.

Best Chatham, MA bed and breakfasts with air conditioning

By The Sea Guests Bed & Breakfast And Suites - Chatham, MA
9.1 327 reviews
Chatham, MA
04/08 – 08/08
312 €/nighttotal: 1248 € (4 )

By The Sea Guests Bed & Breakfast And Suites

1 2
B&B , Dennis
By The Sea Guests is a charming bed and breakfast located in Dennis Port, Massachusetts, just a stone's throw from the beach. The property enjoys excellent ratings for location, cleanliness, and overall experience.
The bed and breakfast offers a variety of rooms with comfortable amenities, including a private bathroom, mini-fridge, and cable TV. Guests can enjoy a range of features, such as a swimming pool, a terrace, a garden, and a bar, as well as a private beach area, a gas fire pit, and a gas grill.
Ship's Knees Inn - Chatham, MA
9.2 50 reviews
Chatham, MA
04/08 – 08/08
495 €/nighttotal: 1980 € (4 )

Ship's Knees Inn

1 2
B&B , Orleans
The Ship's Knees Inn is a charming bed and breakfast located just a five-minute walk from Nauset Beach in Orleans, offering easy access to the beautiful sandy shores and the Cape Cod Rail Trail. The inn has received excellent ratings for its cleanliness, location and overall experience.
The rooms are decorated in a traditional Cape Cod style, creating a welcoming and authentic atmosphere. Guests can enjoy a continental breakfast, relax on the terrace with a fire pit, take a dip in the seasonal pool, or explore the nearby Cape Cod Museum of Natural History.
Sweet Suite With Firepit - Chatham, MA
10 1 review
Chatham, MA
01/07 – 06/07
278 €/nighttotal: 1390 € (5 )

Sweet Suite With Firepit

1 2
B&B , Brewster
This Brewster apartment, near Route 6A, offers easy access to beaches, Nickerson State Park (approximately 2-3 km away depending on the specific location within Brewster), and the Captain's Golf Course.
The self-contained apartment, sleeping four in one bedroom and one bathroom, includes a kitchen, air conditioning, parking, a private yard with a fire pit, and excellent guest reviews.
Room, Bed And Breakfast Served By Host - Chatham, MA
9.8 16 reviews
Chatham, MA
04/08 – 08/08
281 €/nighttotal: 1124 € (4 )

Room, Bed And Breakfast Served By Host

1 2
B&B , Chatham
This Chatham guesthouse is conveniently located on Cape Cod, offering easy access to Chatham's beaches (distances unspecified).
The self-catering unit features one bedroom, one bathroom, sleeps two, includes a private patio, and provides a continental breakfast option with or without host interaction.
©2026 cozycozy.com