Oak Bluffs Hotels with Wi-Fi

Located in Oak Bluffs, Summercamp is just steps from Cottage Museum and 4 minutes by foot from Oak Bluffs Ferry Terminal. This beach hotel is 0.3 mi (0.5 km) from Ocean Park and 0.4 mi (0.7 km) from Oak Bluffs Town Beach. Make use of convenient amenities such as complimentary wireless internet access, concierge services, and a banquet hall. Grab a bite from the snack bar/deli serving guests of Summercamp. Featured amenities include a 24-hour front desk, luggage storage, and ATM/banking services. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 95 guestrooms featuring refrigerators. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms with showers feature hair dryers and bathrobes. Conveniences include irons/ironing boards, and housekeeping is provided daily.

About this spaceFirst floor has AC and hosts windowed living, dining, work space, kitchen and garden bedroom that sleeps 2 and has AC, a private bath and patio.Three 2nd floor bedrooms sleep 6 - each with AC, private bath & balcony.3rd floor sleeps 4 - with AC, living, kitchen, bath & balcony connected to exterior staircase & breezewayThe large veranda has a gas barbecue, dining & seating area overlooking manicured groundsLandscaped yard, picnic area, fire pit, hammock, swings & outdoor showerThe spaceThe home is located a true walking distance to Oak Bluffs Harbor, Beaches, Circuit Avenue Shopping & Dinning, the popular Gingerbread Cottages Community, Historic Ocean Park and steps away from many of the highlight properties on the African-American Heritage Trail of Martha’s Vineyard.This property is a former bed & breakfast and as such is capable of host multiple small groups of guests and families with independent rooms for sleeping and bathingGuests will notice the mix of African-American and north-Atlantic history and culture that influences much of the art and artifacts within the home.Guest accessGuests will have access to the entire home except for specific storage areas:* Curtained-off section in basement used for storage* Small locked tool shed on the far end of front lawn used for yard equipment* Separate locked garages on the far back-end of property used for equipment storageApart from this, there are also two cabinets on the first floor (one in the kitchen and one in the dining room) with small locks on them. They contain the extra linens and supplies for the cleaning crew and are not to be accessed by guests.Other things to noteAir Conditioning: There are independent AC units in all of the 2nd floor bedrooms as well as on the 3rd and 1st floor of the house and in the garden apartmentTV/Cable: There is cable TV available in each of the bedrooms as well as in the 1st floor living room (any movie orders will be deducted from the security deposit)Alarms: Guests should not operate the alarm system in the houseAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Enjoy a peaceful retreat in this cozy 2-bedroom, 2-bath condo with air conditioning, offering the perfect space to relax and unwind. Step outside onto the expansive deck—ideal for grilling, reading, or simply enjoying the refreshing breeze. The condo is situated in a private setting with access to a variety of outdoor amenities, including tennis courts, pickleball courts, and a serene freshwater pond. For water lovers, there's also a saltwater dock on Sengekontacket ("Sengy") Pond, where swimming is allowed!Located near the Farm Neck Golf Course and the bike path, this condo is centrally positioned to explore all three of Martha’s Vineyard’s charming down-island towns—Vineyard Haven, Oak Bluffs, and Edgartown—each just a short drive away. Whether you're looking to relax or explore, this property is your perfect island getaway.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Signed rental agreement returned within 24 hours. Please note the rental agreement shown here is generic. A specific rental agreement will be sent..An outdoor security camera is in use which monitors the area leading up to the front door and another security camera monitors the parking area..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Prime location close to the center of town in the fabulous SeaView Condo building in the heart of Oak Bluffs. Highly desirable property with stunning ocean views from nearly every window with this larger well-appointed recently upgraded (Winter 2021/2022) corner unit. Open Living and Dining areas, plus cozy beach-and-park-facing deck, as well as a well-equipped Kitchen. The Master Bedroom has a full bath with luxury shower and opens onto the deck with its grand water and breath-taking sunrise views. There is a second Bedroom and full bath with tub/shower. The condo building association also has an outdoor shower and small grilling area. This is the place for your summer vacation, steps to The Inkwell Beach right across the street! Everything in very close proximity and walking distance: parks, restaurants, shopping, boats, bike path, and even the Oak Bluffs ferry, so no car needed! However, there is one free parking space available for the unit should you choose to bring a vehicle. Golf and tennis also down the road. Great for couples and small families. We have had many satisfied, repeat visitors. Air purifiers (with HEPA filters) and A/C unit also available. About pets:No pets allowed.About checkOut:Check out before 10:30 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Step into the timeless charm of Oak Bluffs while enjoying the comforts of a thoughtfully renovated home. The Legacy House blends 250 years of history with modern upgrades—creating a one-of-a-kind stay just 2 blocks from Inkwell Beach and a short stroll to everything you love about Oak Bluffs.Whether you're planning a multi-family summer getaway or a peaceful fall retreat, this home offers the space, location, and character that make Martha’s Vineyard unforgettable.Why Guests Love The Legacy House- Unbeatable Location – Walk to Inkwell Beach, Circuit Avenue, Ocean Park, and the ferry- Historic + Renovated – 250-year-old home with a brand-new kitchen and updated bathrooms- Perfect for Groups – Comfortably designed for 2 families or group gatherings- Outdoor Living – Wrap-around porch, large rear deck, and outdoor showerPeaceful Setting – Quiet, charming neighborhood just steps from the actionNo Hidden Fees – Transparent pricing, alwaysThe SpaceThis spacious home is filled with warmth, personality, and room to gather.- Large front sitting/family room for relaxing together- Full dining room for shared meals and memories- 5 thoughtfully arranged bedrooms across two levels- 2 full bathrooms (one on each floor)- Ample off-street private parkingStart your mornings with a sunrise walk to the water—or join the iconic “polar bears” for an early swim. Spend your afternoons biking, shopping, or relaxing on the porch with a drink in hand.Sleeping ArrangementsDesigned for flexibility and comfort:- Bedroom 1 (Upstairs): King bed, spacious, bright, flat-screen TV- Bedroom 2 (Upstairs): Queen bed + private balcony- Bedroom 3 (Upstairs): Double + twin bunk with trundle (ideal for kids)- Bedroom 4 (Upstairs): Twin with trundle (sleeps 2, great for kids/teens)- Bedroom 5 (Downstairs): Queen bed, large room, ground-level access, TVOutdoor + Local Highlights- 2 blocks to tennis, pickleball, and basketball courts- Easy walk to beaches, shops, dining, and entertainment- Classic Oak Bluffs neighborhood full of history and charmPlease Read Before Booking (Important Details)We want your stay to be seamless, so here are a few important notes:- 7-night minimum during peak season- This is a historic 250-year-old home—full of charm, but not a hotel-style property- Linens & towels are not included by default but we will order them for you- We arrange rental and delivered prior to arrival based on your guest count- Accuracy in your reservation is important to ensure proper setupNo pets allowedA Different Kind of StayThe Legacy House is for those who appreciate character, history, and togetherness over a cookie-cutter experience. If you're looking for a place where mornings start on the porch, days are spent walking to the beach, and evenings bring everyone back together—you’ll feel right at home here.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.

Family owned/charming home in Oak Bluffs, 1/2 mile walk to East Chop Lighthouse and slightly more to the town harbor, which connects to ferry terminals for Island Queen, Vineyard Fast Ferry, Seastreak, Hy-Line and Steamship Authority (Oak Bluffs terminal). Three bedrooms total with one king bed, one queen bed and two singles (bunk beds). One and a half bathrooms indoors plus an outdoor shower. Mini split provides air conditioning/heat throughout the house. Washer/dryer room for your convenience. Private parking for up to (2) vehicles. Relax on the deck or in the sun room with very quiet yard in peaceful wooded area. Wifi internet to work remotely on vacation or stream shows and movies. Smart TV, watch your Netflix, Hulu, Prime, etc. No traditional cable TV.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Absolutely no fires allowed..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Beautiful and spacious 3 bedroom and 2 bathroom in Oak Bluffs, Martha's Vineyard. Sunny, open and airy Cape style home. Sleeps 6 people.Comfortably furnished, has air conditioning, Hi-Speed internet, cable TVs, washer, dryer and parking. Large, private back yard with deck and grill. Convenient location - short walking distance to town, playground, Gingerbread Houses, and short bike ride or drive to beach, golf course, harbor, and great fishing spots. Perfect for family vacations or romantic getaways.Please feel free to bring your own linens from home or rent for conveniency from a local service where all linens are properly laundered and ready for use upon arrival. Sheeting and pillowcases needed for: 2 Queen Bed and 2 twin beds There are bathroom rugs/mats and kitchen dish towels in the house. Each bed has a light quilt, extra blanket, mattress protector and pillow(s) provided.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

Retreat to Martha's Vineyard in a modern ranch style vacation home with a heated pool tucked on 1.5 acres of landscaped grounds providing the ideal setting for families and friends to enjoy their time together.Our home offers multiple spaces to relax inside and out, ensuring everyone’s vacation needs are met. The grounds offer an exceptional park-like setting with grassy lawns, various walking paths, and a koi pond. The home is located in a quiet neighborhood near the Lagoon Pond in close proximity to Farm Neck Golf Club and Featherstone Center for the Arts.The pool anchors the extensive exterior entertainment area, surrounded by decks, walkways, and brick patios, awaiting your dream vacation.The house features four comfortable bedrooms, 2.5 baths and can accommodate 9 guests. An open-concept kitchen and dining areas, spacious living room, office, and exercise room...all on one floor with multiple access points to the expansive deck. There are many amenities, including central air conditioning, Wi-Fi, linens, a pool with a diving board and lounging spaces, an outside shower, games, a pool table, and many more…The space• Main bedroom suite king bed, full bathroom, dressing closet with access to the deck• Queen bed with access to deck• Two XL twins can be converted into a king• Two twin beds• Additional sleeping space for one (daybed)No pets are allowed. The property is strictly animal-free because the owner has severe allergiesAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

** NEW HVAC AIR CONDITIONING * Welcome to “Gem of the Ocean”! Martha’s Vineyard vacationers dream! This beautiful condo with private balcony and spectacular ocean views is within walking distance to everywhere in downtown Oak Bluffs and a front row seat to all the activity and attractions around Ocean Park: Inkwell Beach, Circuit Avenue, Linda Jeans, Flying Horses, Carousel, OB ferry and harbor, Campground Cottages, Tabernacle, Illumination, shops, restaurants and more! No car needed. Beautiful second floor 2 BR/1 BA condo sleeps up to 4 guests. The master bedroom has a king bed. The second bedroom has full and twin beds, The bathroom has a tub and shower combo, new vanity and chair height toilet. Amazing location with spectacular views! Located in an historical building, you’ll enjoy this bright and airy space, with views of the ocean and Ocean Park from the private master bedroom balcony. 50” flatscreen smart TV where you can stream your favorite shows and movies. FREE Wi-Fi with 300 Mbps download speed and upload speeds from up to 5 Mbps to up to 10 Mbps. Ample capacity for streaming, gaming, or remote working.The well-equipped kitchen is a great place to let your creative juices flow preparing meals with island fresh ingredients, or enjoy a plated meal of your favorite island take-out. Enjoy morning coffee on the balcony using your own K-cups or filter brewed coffee.The dining area seats 4 for meals, yet is also perfect for games, and remote working. Beautiful outdoor space where you can relax and people watch or enjoy a picnic style meal. Each room has state-of-the-art LG minisplit air conditioning and a ceiling fan with light, which keep the unit cool in the summer and warm in the winter. All linen and bath towels are provided. Enjoy quintessential island living in a peaceful setting!We are award winning hosts who pride ourselves on providing our guests with a memorable vacation experience. Come stay at Gem of the Ocean. It would be our pleasure to host you! ** No third party reservations ** There is a 7-night minimum, Saturday check in for August reservations.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 3-17.Low balcony railings..About customRules:No smoking.NO THIRD-PARTY RESERVATIONS,QUIET HOURS are from 11:00P to 8:00A. Please keep.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 28.About events:No events allowed.