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85 Summer St, Vineyard Haven, Martha's Vineyard, MA 02568-6365
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About

#2 of 10 B&Bs / Inns in Vineyard Haven
Location
4.6
Cleanliness
5.0
Service
4.9
Value
4.9
GreenLeaders Silver level
Setting a new standard for comfort and sophistication on Martha's Vineyard – Charles & Charles is an escape for the soul! A charming blend of New England style and contemporary accents, Charles & Charles offers six of the most spacious rooms on the island, each featuring exquisitely renovated tile bathrooms and luxurious beds with crisp Egyptian linens.
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Pool
Free breakfast
Bicycle rental
Bicycles available
Pets Allowed ( Dog / Pet Friendly )
Non-smoking hotel
Wifi
Pool / beach towels
Outdoor pool
Saltwater pool
Sun loungers / beach chairs
Sun terrace
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Room features
Air conditioning
Housekeeping
Seating area
Iron
Coffee / tea maker
Kitchenette
Flatscreen TV
Bath / shower
Refrigerator
Complimentary toiletries
Hair dryer
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Room types
Non-smoking rooms
Suites
Good to know
HOTEL CLASS
HOTEL STYLE
Green
Residential Neighborhood
216Reviews6Q+A45Room tips
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Ralph F wrote a review Oct 2022
Christchurch, Canterbury, New Zealand26 contributions2 helpful votes
Very comfortable beds, nicely appointed rooms, warm, colourful, delightful, quite...the host charles was exceptional, free wine, very good advise. Delicious breakfast, every morning something different .We were 6 kiwis, enjoying every minute our stay. Highly recommended
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Date of stay: October 2022
Value
Location
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Trip type: Traveled with friends
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Eileen M wrote a review Sep 2022
Westfield, New Jersey1 contribution
Outstanding breakfasts to start your day - Charles & Debbie are the consummate chef and server sharing extensive knowledge and stories about Martha's Vineyard. They are so friendly and have a wealth of information and recommendations of non-touristy places to go and eat. Accommodations were very warm and welcoming with a lovely basket of goodies. Every room was spacious and clean. We can't wait to book our next trip! Thank you for a fabulous vacation! P.S. Can't rave enough about the scrumptious breakfast cuisine - so delicious!
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Date of stay: September 2022
Location
Service
Sleep Quality
Room Tip: Edgartown is most spacious with a loft and balcony on the 2nd floor
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Jessica E wrote a review Sep 2022
1 contribution
This was one of the best trips we have ever had. The Charles and Charles team is amazing. From the accommodations to the breakfast to the curated island recommendations, this was truly a trip of a lifetime. We will definitely be returning and couldn’t recommend this place more. Thank you for such a lovely experience.
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Date of stay: September 2022Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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VacationAddict wrote a review Aug 2022
New York17 contributions68 helpful votes
I simply LOVED my short stay at Charles & Charles and cannot wait to return! I knew from all of the many five star reviews that this would be a great place to stay - - and it was all that and more! The grounds are filled with perfectly manicured flowers and plants, giving the feel of being in a fairytale enchanted garden. The "Vineyard Haven" room was a small apartment that was totally spotless, tastefully decorated, and filled with amazing amenities - designer toiletries, a complimentary bottle of wine, fresh baked chocolate chip cookies, water bottles, snacks. The kitchen was complete with coffee maker, stove, fridge, microwave, diningware, etc. The apartment has WIFI and an Echo/Alexa speaker, full TV in each room with complimentary Netflix, etc. A gourmet breakfast was lovingly served by Debbie each morning by the pretty outdoor pool (or in room during inclement weather). Charles went out of his way to communicate with me by text before check-in with dinner recommendations, sightseeing suggestions and tips for getting around. He gave me many good suggestions during my stay and even drove me to the ferry on my return home! There are many complimentary bikes available for use at the inn, and the area around the pool is perfect for relaxing with a book! You feel like you are staying with friends in a quiet and relaxed garden atmosphere that's only a short 15 minute walk to town. The folks at Charles and Charles go out of their way to treat you like a good friend - my kind of people and place!
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Date of stay: August 2022
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mk148127 wrote a review Aug 2022
North Massapequa, New York101 contributions66 helpful votes
Just returned from our 7th straight visit to Charles & Charles. Not much left to say. It gets better with each visit. Charles is the friendliest and most accommodating host. Breakfast is amazing. Grounds are spectacular. Rooms are great. This year we were fortunate to have both Charles there. Shout out to Ledoux for his loving care keeping the grounds so beautiful. Can't wait to go back next year.....
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Date of stay: August 2022
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Franci C wrote a review Aug 2022
Gold Coast, Australia12 contributions
+1
We highly recommend Charles and Charles - the attention to detail and amazing breakfasts far exceeded our expectations. We stayed here for our son’s wedding with other family members and Charles went out of his way to be accommodating. From the curated coffee and toiletries in the rooms to the poolside gourmet breakfasts with freshly squeezed juice Charles never failed to impress. The accommodation is conveniently situated on a short walk into Vineyard Haven and beautiful gardens complete the idyllic setting. We absolutely loved the setting and comfort of the accommodation. Ten out of ten!
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Date of stay: August 2022Trip type: Traveled with family
Room Tip: Try to book taxis in advance during peak season. Bluefish taxi does short trips in Vineyard Haven.
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Andrea V wrote a review Jul 2022
Orchard Park, New York8 contributions4 helpful votes
I loved my stay at Charles & Charles. I went here with my sister and before we pulled into the driveway, Charles was texting us to confirm that all was well with our arrival and asked if we needed any assistance. When we pulled into the driveway, we were warmly greeted by Charles, who helped us to our room and asked if we needed help picking restaurants or anything else to do. We used both of his dining recommendations and enjoyed some of the best meals. The unit we stayed in was so well laid out, with every detail thought about in advance, you could tell. The attention to detail is impressive. And we really enjoyed the welcome basket w wine, chocolate, snacks, and homemade cookies! Breakfast is included here, and we truly felt like we were in paradise; breakfast was served so beautifully and well thought out. We were in MV for the marathon, and Charles offered to drive us to the start line, which was so helpful and kind of him to do. They also have the most beautiful garden we had ever seen and nicknamed it the Secret Garden. We took numerous pictures in the garden and enjoyed sitting in the garden in peace. I could go on about how amazing our stay was here. We even brought a couple we made friends with at our race, back to stay at the hotel and they booked their own room since they did not enjoy their other hotel. They were very pleased with the upgrade at Charles and Charles. Even our Uber driver said she has heard great things about this hotel. If you can get into this hotel, do yourself a favor and book immediately. We plan on coming back here for the marathon next year as well. Love it :)
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Date of stay: May 2022Trip type: Traveled with friends
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Michael wrote a review Jul 2022
Vancouver, Canada5 contributions1 helpful vote
This was the finest B&B I have ever stayed in. From the moment of arrival to departure everything was perfect. Charles is the quintessential host. The B&B is on a quiet road in Vineyard Haven, an easy walk to the town, bus stop and Ferry Terminal. The gardens and landscaping are beautiful. The Vineyard Haven Suite was spotlessly clean and comfortable. The breakfasts were truly gourmet (everything homemade) and served poolside. The pool is not heated but by the end of June, it was warm enough for a refreshing swim. Bikes are included in the rental. Charles was gracious, accommodating and very helpful. This is my second time and it won't be the last.
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Date of stay: June 2022
Rooms
Location
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Dan B wrote a review Jun 2022
6 contributions
Charles was very welcoming, responsive and extremely helpful for our 3 day wedding weekend on the vineyard! We enjoyed the breakfast every morning. The B and B is easily walkable to town or you can borrow the bikes for a nice trip out and about! Highly recommended!
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Date of stay: June 2022Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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JBKB1 wrote a review Jun 2022
Letchworth Garden City, United Kingdom231 contributions111 helpful votes
+1
Charles is a great host taking care to welcome you, offer lots of advice and leave little gifts for special occasions. Debbie is awesome at breakfast time, working so hard and again offering great advice. Breakfast was also amazing and so fresh. Accommodation is truly amazing. Pool, plenty of outdoor seating, bikes available and beach towels. Great location to Vineyard Haven and it’s good restaurants. Everywhere is easy to get to. Bed was so comfy and having a small kitchen was great plus.
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Date of stay: June 2022Trip type: Traveled as a couple
Room Tip: Great location, bikes available, short walk to island bus, pool available.
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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PRICE RANGE
$259 - $432 (Based on Average Rates for a Standard Room)
LOCATION
United StatesMassachusettsMartha's VineyardVineyard Haven
NUMBER OF ROOMS
6
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CHARLES & CHARLES - Updated 2022 Prices & Guest house Reviews (Vineyard Haven, MA)

Frequently Asked Questions about Charles & Charles
Which popular attractions are close to Charles & Charles?
Nearby attractions include West Chop Lighthouse (0.7 miles), Island Cove Miniature Golf (0.7 miles), and Martha's Vineyard Playhouse (0.4 miles).
What are some of the property amenities at Charles & Charles?
Some of the more popular amenities offered include free wifi, free breakfast, and a pool.
Which room amenities are available at Charles & Charles?
Top room amenities include a kitchenette, air conditioning, and a flat screen TV.
What food & drink options are available at Charles & Charles?
Guests can enjoy free breakfast during their stay.
Is parking available at Charles & Charles?
Yes, free parking is available to guests.
What are some restaurants close to Charles & Charles?
Conveniently located restaurants include Artcliff Diner, Little House Cafe, and Waterside Market.
Are there opportunities to exercise at Charles & Charles?
Yes, guests have access to a pool during their stay.
Are pets allowed at Charles & Charles?
Yes, pets are typically allowed, but it's always best to call ahead to confirm.
Are there any historical sites close to Charles & Charles?
Many travelers enjoy visiting Trinity Park Tabernacle (2.7 miles).