9 Charming Cottage Vacation Rentals on Martha’s Vineyard

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  • Cape Cod, Martha’s Vineyard, Nantucket
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  • Massachusetts
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    • Casa Chica, Edgartown

    • Quiet Contemporary Cottage, Tisbury

    • Idle Hour Cottage, Edgartown

    • Quaint East Shop Cottage, Oak Bluffs

    • Wild Child Writer’s Cottage, West Tisbury

    • Charming Waterfront Cottage, Oak Bluffs

    • Sweet Island Cottage, Tisbury

    • Brand New Family Cottage, Oak Bluffs

    • Newly Built Oak Bluffs Cottage, Oak Bluffs

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    Martha’s Vineyard is an island in the Atlantic Ocean, just south of Cape Cod, which is part of the state of Massachusetts. Known for its many beautiful beaches, Martha’s Vineyard is a very popular summer destination that also offers many cabin rentals. We’ve rounded up some of the best cabins to help you plan your trip.

    With plenty to choose from, we’ve made sure this list only features highly rated options, most of which have very many great reviews. As you might have guessed, from the title “chalet”, almost all of them are comfortable and can only accommodate two to four people. All of them, however, are sure to please!

    Before you go on vacation, you could take a few moments to find out a bit more about your destination, including some tips on how best to enjoy your time on this beautiful island. You might also want to familiarize yourself with the area in general, as there are plenty of things to do not only on Martha’s Vineyard, but also on Cape Cod and other surrounding areas. All in all a great area with lots to offer. Book your stay quickly!

    Casa Chica, Edgartown

    Rent now$250/mo per night

    Casa Chica is a guest house that is sure to impress! Just 5 minutes from downtown Edgartown, you’ll also be close to a bike path, public transportation, Sengekontacket Pond, and more. Renovated and nestled in a charming and beautiful location, Casa Chica sits on a quiet dirt road, offering the opportunity to enjoy nature; a perfect place for couples. The kitchen is equipped with a gas stove, microwave and coffee maker. Outside you have an outdoor shower, seating and a gas grill. Downstairs you will find a washer and dryer as well as beach chairs for your use.

    Bedrooms: 1

    Bathrooms : 1

    Sleeping: 2

    Quiet Contemporary Cottage, Tisbury

    Rent now$195/avg per night

    Quiet, picturesque and comfortable, you will not regret having visited this contemporary chalet on a private and wooded lot. This beauty is a must-see, immaculate, bright, and comfortably furnished with an open living space, hardwood floors, vaulted ceilings, indoor and outdoor fireplaces, well-equipped kitchen, washer and dryer, and more! You can walk or bike to beaches, trails or the West Chop Lighthouse. You can also drive just 5 minutes to downtown shops and restaurants. This is yet another extremely attractive option with loads of appeal!

    Bedrooms: 2

    Bathrooms : 1

    Sleeping: 5

    Idle Hour Cottage, Edgartown

    Rent now$395/avg per night

    Greetings from Idle Hour Cottage, a stylish Edgartown option located between downtown and South Beach. It’s only a 5 minute walk to the Katama General Store and it’s located right on the bike path. Bright and welcoming, Idle Hour Cottage has vaulted ceilings, plank floors, luxury finishes and more amenities on a beautiful 1 acre lot. Inside, you’ll love the mix of new and vintage furnishings in the living room, fully equipped kitchen, and queen bedroom. Outside, relax on the outdoor patio complete with dining set, lounger and umbrella. Feel free to take advantage of the lounge chairs, beach bag, cooler, beach towels and spa bathrobes provided!

    Bedrooms: 1

    Bathrooms : 1

    Sleeping: 2

    Quaint East Shop Cottage, Oak Bluffs

    Rent now$317/avg per night

    If you’re looking for lots of privacy, this quaint little cottage in the heart of East Chop is for you! The East Chop lighthouse is a short walk away and the public beach is just 800 meters away. This cottage has a kitchenette with a large fridge, but please note: the stove is old and not in use. Only an outdoor shower (but well equipped) is available! Quirky and fun, be sure to check this one out. Internet and reception are spotty in the area. The host advises that if you need a strong internet connection, you can look elsewhere. This space is not suitable for bringing children.

    Bedrooms: 1

    Bathrooms : 1

    Sleeping: 2

    Wild Child Writer’s Cottage, West Tisbury

    Rent now$303/mo per night

    This one is definitely the exception to the “small” option mentioned above, a four bedroom that sleeps up to eight people! Wild Child Writer’s Cottage has three bedrooms on the first floor and a fourth bedroom in the attic, not to mention a hot tub, outdoor shower and a gorgeous kitchen. Nestled in the woods just steps away from miles of trails, you can walk to the beach, stroll through the woods at Long Point Wildlife Refuge, or just relax! The photos exude intimacy – the perfect place for your getaway.

    Bedrooms: 4

    Bathrooms : 3

    Sleeping: 8

    Charming Waterfront Cottage, Oak Bluffs

    Rent now$415/mo per night

    What a location! This quiet and charming beach house cottage is located directly on the beach, the perfect spot for a relaxing visit to Martha’s Vineyard and enjoying beautiful sunsets. A couple’s retreat (no extra guests allowed), you’ll love the view of Lagoon Pond and the full kitchen. Or you can head outside to the fire pit, which is shared but accessible for you!

    Bedrooms: 1

    Bathrooms : 1

    Sleeping: 2

    Sweet Island Cottage, Tisbury

    Rent now$284/avg per night

    Sweet Island Cottage is a 500 square foot pet-friendly guesthouse located on a quiet residential hillside with an open kitchen and living room within walking distance of parks, the beach, and downtown. Relax outside with a fenced yard, BBQ and brand new fire pit! Located on the outskirts of historic Vineyard Haven, this cottage is charming and tastefully decorated, perfect for your getaway. Just a 7 minute walk to the lagoon and boat rentals, a mile to Owen Little Park Beach or just a 3 minute walk to Martha’s Vineyard Museum! It’s a great space inside and out. Be sure to give it a look.

    Bedrooms: 1

    Bathrooms : 1

    Sleeping: 5

    Brand New Family Cottage, Oak Bluffs

    Rent now$362/avg per night

    Interested in a brand new single-family vacation home? Look no further! Modern and newly built in 2021, this Airbnb in Martha’s Vineyard is bright, features high vaulted ceilings, in-unit laundry, full kitchen with quartz counter tops and more. It also includes a king-size bed and a queen-size sofa bed. Enjoy the deck with an outdoor shower and a gas grill. Next door you will find a local market and delicatessen, as well as a great BBQ just across the road. With easy access to Oak Bluffs boats and public transportation, this one is amazing!

    Bedrooms: 1

    Bathrooms : 1

    Sleeping: 4

    Newly Built Oak Bluffs Cottage, Oak Bluffs

    Rent now$232/mo per night

    Newly built and immaculate, this 500 square foot chalet features a full kitchen, granite counter tops, new appliances, a Keurig and more! Step out onto the beautifully landscaped stone patio with a large gas grill and outdoor shower to rinse off after hitting the beach. You will be just a 5 minute walk from downtown Oak Bluffs, the beaches and right next to a local market and deli. This entire cottage is your space, with in-unit laundry. Check this one out soon.

    Bedrooms: 1

    Bathrooms : 1

    Sleeping: 4

    For even more things to do in and around Martha’s Vineyard, check out:

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