Most charming towns to stay in on Martha's Vineyard?

Martha’s Vineyard is a picture-perfect island off the coast of Massachusetts. It’s famous for its gorgeous scenery, rich culture, and peaceful coastal areas. Wondering where to find the most charming places to stay on Martha’s Vineyard? We’ll show you the best spots on this magical island.

Picture this: waking up to magnificent ocean views, walking down streets lined with trees, and enjoying the charm of quaint Martha’s Vineyard towns. With options like cozy bed and breakfasts or lovely vacation homes, each town has its own special vibe. Your visit will be truly memorable.

In this guide, we’ve listed the most charming towns for a perfect stay. Whether you’re after a snug hideaway or a scenic beach escape, we’re here to explore the best places to stay on Martha’s Vineyard.

Vineyard Haven

Welcome to Vineyard Haven, a charming town on Martha’s Vineyard. It offers a peaceful experience for its visitors. This spot is known for its cozy vibe, making it a top pick for a quiet getaway. You can stay for a quick weekend break or a full vacation. There are many places to stay, fitting different tastes and budgets.

Enjoy the calm beauty of this coastal town. Its streets are full of historic houses and cute shops. A walk by the harbor lets you see boats or just relax. The vibe is perfect for unwinding.

Quaint town on Martha's Vineyard

Looking for a place to stay? Vineyard Haven has you covered. You can pick from comfy bed and breakfasts to lovely inns. The goal is to offer a great, memorable stay with warm service.

Maybe you like the idea of a vacation rental better. Vineyard Haven has many options for that, too. Imagine waking up in a cottage or by the beach. You can explore at your leisure and really take in the beauty of Martha’s Vineyard.

Make sure Vineyard Haven is on your list of places to see. It’s perfect for a romantic trip, a family holiday, or an adventure alone. This little town promises a magical escape on Martha’s Vineyard.


Explore the beautiful Edgartown on Martha’s Vineyard. It’s a charming town with historic homes and lovely harbor views. It’s perfect for anyone looking for a peaceful place to visit.

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Walk along the cobblestone streets and find boutique shops and cozy cafes. Don’t miss the Edgartown Lighthouse, a key part of the town’s sea life history. The views from there are amazing.

There are many places to stay in Edgartown that will make you feel at home. You can pick from luxury hotels to friendly bed and breakfasts. Each place welcomes you with the warm spirit of New England.

Edgartown is a true gem on Martha’s Vineyard. Its quaint streets, historic charm, and cozy accommodations make it the ideal destination for a peaceful getaway.

Lodging Options in Edgartown

Here are some of the cozy accommodations you can find in Edgartown:

Accommodation Description Location Price Range
The Charlotte Inn A luxurious boutique hotel offering elegant rooms with traditional charm and modern amenities. Edgartown Village $400 – $800 per night
The Richard Collection A collection of upscale vacation rentals featuring beautifully restored historic homes. Various locations in Edgartown $300 – $600 per night
The Harborside Inn A waterfront hotel offering comfortable rooms, stunning harbor views, and easy access to downtown Edgartown. Edgartown Harbor $200 – $400 per night
Edgartown Inn A charming bed and breakfast with beautifully decorated rooms and a welcoming ambiance. Edgartown Village $150 – $300 per night

Edgartown offers an unforgettable experience no matter where you stay. Discover its rich history, enjoy local food, and walk by the water. With its inviting atmosphere and comfy places to stay, Edgartown invites you to enjoy Martha’s Vineyard.

Cozy accommodations in Edgartown

Oak Bluffs

Martha's Vineyard vacation rentals

Oak Bluffs is a top spot on Martha’s Vineyard. It’s known for its cute cottages and lively vibe. Visitors love the unique feel this town offers.

Here, you’ll find many vacation rentals. From cozy cottages to big beachfront homes, there’s something for every taste and budget.

When you stay in Oak Bluffs, you’re close to lots of history and fun. Walk past the famous gingerbread cottages with their colorful and quirky designs. Don’t miss Oak Bluffs Harbor, a lively spot for seafood, shopping, and boat tours.

In summer, you must see the Flying Horses Carousel. It’s America’s oldest carousel. Enjoy a ride on the classic wooden horses.

“Oak Bluffs is a delightful town that offers a unique blend of natural beauty, history, and vibrant energy. The vacation rentals provide the perfect base for exploring all that this charming town has to offer.”

Planning a trip with a loved one or your family? Oak Bluffs will win you over with its beauty. Book your rental here and make unforgettable memories.


Aquinnah is a special spot on Martha’s Vineyard. It’s perfect for those looking to get away from the usual touristy places. Here, you can relax in beautiful nature and peace.

This town is known for its amazing cliffs and beaches. The Gay Head Cliffs are a must-see, with their colorful layers. As you walk, enjoy views of the Atlantic Ocean and nearby islands.

Consider a stay in Aquinnah’s cozy vacation rentals. There are cottages and beachfront homes. Imagine waking up to the sound of waves, enjoying your coffee on a private deck. It’s pure bliss.

Aquinnah is also steeped in Native American history. Visit the Aquinnah Cultural Center to learn about the Wampanoag Tribe. You’ll discover the island’s rich past and its first residents.

“Experience the tranquility of Aquinnah as you wake up to the soothing sounds of the waves and enjoy a morning coffee on your private deck or patio.”

Don’t miss out on the local seafood when in Aquinnah. Try a lobster roll. Enjoy dishes made with fresh, local ingredients.

Are you looking for peace or adventure? Aquinnah is perfect. This town on Martha’s Vineyard is a hidden gem. It’s full of natural beauty and friendly faces.

Martha's Vineyard vacation rentals


On Martha’s Vineyard’s western side lies Chilmark, a hidden paradise. It charms all who visit with its natural beauty. Those looking for peace love Chilmark. Not only are the cliffs stunning, but you can also enjoy local food.

Martha's Vineyard bed and breakfasts

Chilmark boasts cozy bed and breakfasts that blend perfectly with nature. You can wake to incredible views and a tasty homemade breakfast. It’s the perfect start for your day of exploring the island.

These inns offer both comfort and a unique experience. From Victorian to farmhouse style, there’s something for everyone. The friendly hosts share tips that make your Chilmark visit even better.

Explore Chilmark’s Natural Beauty

Chilmark is famous for its untouched nature. Its hills, stone walls, and coast make a perfect scene. Menemsha Beach is ideal for a walk or to see the sunset over the Elizabeth Islands.

Hiking lovers will enjoy Menemsha Hills Reservation’s trails. They showcase Martha’s Vineyard’s water and forests. It’s a great way to be in nature and refresh.

Experience Chilmark’s Culinary Delights

Chilmark shines with farm-to-table restaurants. You can taste the sea’s best or fresh produce in special dishes. Many restaurants allow dining outdoors, with beautiful views.

Chilmark is ideal for those who want nature and calm. Its beauty and cozy places to stay make it a top spot on Martha’s Vineyard.


Menemsha sits on the lovely island of Martha’s Vineyard. It’s a charming fishing spot with stunning views. The town is perfect for those wanting a quiet break.

Martha's Vineyard vacation rentals

Planning on seeing Menemsha? There are lots of rental places waiting for you. From a snug cottage by the sea to a roomy house on the beach, you’ll get the right spot.

“Menemsha is like a postcard come to life. The beauty of the harbor, the vibrant sunsets, and the sound of seagulls overhead create a sense of serenity that is hard to find elsewhere.” – Local resident

While in Menemsha, check out its cute spots. You can walk the beach, see the little shops, or eat fresh seafood in one of the diners.

Love nature? Menemsha has trails for you. Walk in the Menemsha Hills for beautiful island views.

Menemsha is an ideal place for a quiet break. Its beauty and rental choices make it great for slowing down on Martha’s Vineyard.

West Tisbury

West Tisbury sits on Martha’s Vineyard, known for its rich history and natural beauty. It’s a perfect spot for a peaceful vacation.

You’ll have many cozy places to stay. Whether you like a bed and breakfast or a vacation rental, there’s something for everyone. You’ll feel right at home in this charming town.

Feel the history at West Tisbury Historical Society. Learn about the town and its place on Martha’s Vineyard. Then, stroll through the stunning landscapes or visit local shops and galleries.

Alley’s General Store is a must-see, dating back to the 1850s. Inside, you’ll find a step back in time and friendly faces. It’s a gem filled with unique goods.

Nature lovers will enjoy Polly Hill Arboretum. It’s a garden home to many beautiful plants and trees. Walking its paths is a peaceful experience in nature.

West Tisbury captures all that’s special about Martha’s Vineyard. It’s a great place for a calm break or to explore history and nature. This small town has something for everyone.

Cozy accommodations in West Tisbury

Accommodation Options in West Tisbury Features
Bed and Breakfasts – Cozy and charming
– Personalized service
– Delicious breakfast options
Vacation Rentals – Home-like comfort
– Privacy and space
– Fully equipped kitchens


Martha’s Vineyard is a top vacation spot on the East Coast. It’s known for charming towns and beautiful landscapes. Many travelers come here for a peaceful holiday.

You can stay in cozy bed and breakfasts, vacation rentals, or other places. There’s something for everyone in Martha’s Vineyard.

Each town like Vineyard Haven or Aquinnah has its special beauty. You can dive into history in West Tisbury or enjoy Menemsha’s calm fishing village.

For places to stay, Martha’s Vineyard has many options. You can pick a comfy bed and breakfast or maybe a vacation rental. There are choices for all budgets and styles. Discover the island’s wonders and see why it’s so loved.

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