Excellent 174 Reviews
Jetsetter Approved
This Hotel meets our standards
This hotel meets our standards, but we haven't stayed yet

What We Love

  • A tranquil inn within walking distance of the beach, including continental breakfast and bikesRiding a complimentary bike to Edgartown, or wandering to Vineyard Haven harbor
  • Receiving continental breakfast each morning
  • Accessing your accommodation – one of just six
  • Getting a good night’s sleep each night, thanks to the thick walls

What To Know

  • Well-located less than a mile from the Vineyard Haven ferry terminal
  • Homemade breakfast often includes fresh-baked muffins, pastries, smoothies, and fruit
  • Free WiFi works well
sky water Nature Coast tower cliff mountain Sea hill shore Ocean terrain lighthouse cape landscape overlooking cove hillside grassy distance lush


An intimate stay at a romantic and laid-back New England island escape, including suite options

The Lowdown

Promising to provide an escape for the soul, this charming inn brings together timeless New England comforts and decidedly contemporary details. Interiors at Charles & Charles are romantic, yet simply and neutrally decorated; there are no decorative plates (this is a point of pride for the staff) or other, fussier design details, but luxurious amenities are in plentiful supply. Your room, for instance, features a heated towel rack and Egyptian-cotton linens – and you don’t have to worry about your neighbor keeping you up at night (no thin walls here, either).
The lovely retreat is all about balancing old and new, classic and current, in the way that best helps you unwind. And it’s also about empowering you to tailor your Martha’s Vineyard escape to your own preferences – hence its fantastic Vineyard Haven location. Stay within walking distance of the famed Black Dog Tavern and the neighborhood’s Steamship Authority, where the ferry departs. Take a scenic stroll to the beach, harbor or main shopping street, or a breezy ride to nearby West Tisbury or Edgartown – another of the inn’s thoughtful offerings is a fleet of complimentary bicycles, and if you bike the whole island in a day, you’ll even score a major gift certificate for use towards your next stay.

Rooms and suits

Your romantic, relaxing, recently renovated and individually decorated room comes with all the comforts you need for a restful retreat, like Egyptian-cotton linens. Don’t worry about sharing a bathroom, or your neighbor keeping you up at night – there are just five other rooms, and the walls between them are more than thick enough to block out outside sounds.The 225-square-foot Chilmark room is the smallest of the bunch, but with the largest tile bathroom, tub and shower; it also contains a queen four-poster bed and hardwood flooring. The Oak Bluffs room, measuring 275 square feet, sits on the second floor and features a king bed, two Mansard windows, a walk-in shower and a large bath vanity in the room, plus original oil paintings and sunset views.The Aquinnah suite, at 425 square feet, comprises two small bedrooms, a living room, a tile bath and an eat-in kitchenette on the second floor. Choose the 375-square-foot, first-floor Vineyard Haven suite for one queen bedroom, a living room, a fully stocked eat-in kitchen and a small patio.
Amenities- Renovated tile bath?- Luxurious bed- Heated towel rack- Luxury American-made


Vineyard Haven is a charming waterfront neighborhood, chock full of independent shops and home to the historic Capawock Movie Theatre and famed Black Dog Tavern. It’s a ferry stop, with its own steamship authority, and offers a sandy beach and beautiful harbor. Other Vineyard destinations, like West Tisbury and Edgartown, are a short drive or a longer bike ride away – perfect, if you choose to avail yourself of the inn’s complimentary-bicycle amenity.

How to Get There

Charles & Charles
85 Summer St
Vineyard Haven, MA 02568-6365 United States


5.0 Excellent 174 Reviews
Fantastic vacation!
Reviewed 1 week ago

My husband and I just returned from our vacation on Martha’s Vineyard. Charles and Charles B@B is by far the best place to stay on the island. Very comfortable accommodations, delicious breakfast,
most comfortable beds. Just fabulous!!

Reviewed 2 weeks ago

Tucked away among mature landscaping is a little slice of Vineyard life. Your host Jefferson is among the most gracious, accommodating, caring, and attentive inn keepers you could ask for. A perfect place to explore the Vineyard from. Just loved it!

Delightful charming and comfortable Place.
Reviewed 4 weeks ago

This place is welcoming and inviting . Gorgeous grounds , incredible breakfasts and very comfortable beds. ! Located conveniently near shops and restaurants. The pool is so well kept and Charles is the perfect host. The rooms are clean and well cared for.

Wonderful !
Reviewed 4 weeks ago

We stayed in the Aquinnah suite. There are two bedrooms, a sitting room and bathroom. It is upstairs but the location is great. It was raining for three days so our breakfast was delivered to our room. Great recommendations for dinner locations. The beds were amazing !! They were so comfy. The suite was clean and just perfect for a girlfriends weekend. TV in each bedroom. Wish there had been a sofa and tv in the sitting room. Would definitely stay here if I return to the VIneyard

Beautiful B&B, great location, comfortable clean rooms, delicious breakfast!
Reviewed 2 months ago

We thoroughly enjoyed our time here. It went above and beyond all expectations. The breakfast is beautifully served by the pool and will not disappoint! Breakfast was much more than continental. Do not miss! Homemade baked doughnuts one morning with a egg pesto pizza, the next pop over with eggs, cheese and Greek yogurt with homemade granola and berries. This morning poached egg with homemade breakfast potatoes and spider cake. Seriously, don’t miss!!

Charles was thoughtful, helpful and made our stay on Martha’s Vineyard wonderful!

A quick walk or bike ride gets you into vineyard haven quickly and easily.

Highly recommend!!