A Little Inn on Pleasant Bay

A Little Inn on Pleasant Bay Romantic inn with stunning water views, English gardens, private boat, and warm hospitality.

• Our romantic bed & breakfast sits between the historic villages of Chatham & Orleans, right at the "elbow" of Cape Cod
• Ideally situated right on Pleasant Bay, with spectacular water views and a private dock & small beach
• Beautifully appointed boutique accommodations each with their own unique, charming personality
• Air-conditioned bedrooms feature luxurious towels and bed linens and p

rivate spa bathrooms with Gilchrist & Soames toiletries
• A sumptuous Signature European Breakfast is served on the patio overlooking the bay or our lush English gardens
• Easy access to the white sandy beaches of Nauset, Skaket, Chatham, and Monomoy
• "A Little Boat," available to charter for fishing, seal/whale/shark excursions, catered picnics on the outer barrier beaches, or just a leisurely sunset cruise. Our Little Kayaks and Canoe are complimentary to explore Pleasant Bay and its conservation islands
• Free wifi... but a welcome respite from TVs :)
• Smoke-free environment

07/28/2026

Our mission: your blood pressure should go down a few points every time you pull onto the property. An escape from summer crowds, screaming kids, tvs. Pure Cape Cod relaxation ⛵️🍷💐

Friends! We're a finalist for Cape Cod's Best Bed & Breakfast - please take a moment and vote for us every day from now ...
05/23/2026

Friends! We're a finalist for Cape Cod's Best Bed & Breakfast - please take a moment and vote for us every day from now until May 29!

🙏✍️🥰

Check it out now!

03/01/2026

March 1st. It’s snowing. Again. 😑

So we’re manifesting summer on Pleasant Bay instead:
Hydrangeas in bloom.
Morning coffee with water views.
Fearless bunnies.
Eloise on watch.

Dear March,
Kindly pivot.
Thank you.

01/13/2026

Yes, it’s cold. But so so worth it. ⁣⁣⁣⁣⁣
⁣⁣⁣⁣⁣⁣⁣

12/15/2025

Finally embracing the winter season and wishing everyone the coziest of days.! ❄️🔥   
   
BTW, Miss .at.the.pawsa is a terrific helper if you need anything shoveled 🙄   
    
   
   

Address

654 S Orleans Road
Orleans, MA
02653

Telephone

+17743164234

Website

Alerts

Be the first to know and let us send you an email when A Little Inn on Pleasant Bay posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Shortcuts

Share

Category