Oak Bluffs Hotels with Balkoner

When you stay at The Island Inn on Martha's Vineyard in Oak Bluffs, you'll be next to a golf course, within a 5-minute drive of Inkwell Beach and Oak Bluffs Harbor. This golf resort is 13.6 mi (21.9 km) from Cape Cod Beaches and 12.3 mi (19.8 km) from Woods Hole Ferry Terminal. Be sure to enjoy recreational amenities including outdoor tennis courts and a seasonal outdoor pool. Additional features at this resort include complimentary wireless internet access, a picnic area, and charcoal grills. The complimentary beach shuttle makes getting to the surf and sand a breeze. Featured amenities include a 24-hour front desk, laundry facilities, and a vending machine. Free self parking is available onsite. Make yourself at home in one of the 51 air-conditioned guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms with bathtubs or showers are provided. Conveniences include phones, and housekeeping is provided on request.

Come stay at our quaint Victorian cottage overlooking downtown Oak Bluffs and the Harbor, which are just a few blocks away within easy walking distance. The cottage sits on the edge of a large park bordering the aptly named Sunset Lake, so it's like having an extra-large front yard for games of frisbee or flying kites. There's a few public beaches within walking distance (just over a half mile), or you can drive to them or anywhere on the island in minutes. The house is not fancy, but it has everything you need to make it home base for your island adventure. The fabled Cottage City cottages are just across the park, as is the Oak Bluffs main street and nightlife.About pets:Pets allowed: dogs and cats (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Please remove all sheets from beds used, and towels, and put on the washer before leaving..Please wash all dishes before leaving..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.

** 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.

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.

Enjoy one of Oak Bluffs’ newest accommodations perched at the peak of the Highlands boasting just a 10 minute walk to town center and beaches. This home just completed a full (100%) renovation of its original 1900 build that has transformed everything from all rooms & living spaces along with associated appliances & fixtures, landscaping and outdoor amenities.This fully renovated property boasts all new accommodations including: OUTDOORS- Wraparound porch with seating to enjoy views of the private yard or to observe passersby from the front of the house- Semicircular drive with private parking for 2 vehicles and access to a dedicated EV/Tesla charger- Private patio with hot tub, lounge seating, outdoor dinning and grill area- Rear lawn with fire pit, space for games and fun - Outdoor shower to use upon returning from the beach FIRST FLOOR- You will be greeted by an open 1st floor plan with living, kitchen and dining areas- Features include wood floors throughout, independent AC, wolf & sub-zero appliances, French doors opening to the porch and patio - Rear of the home hosts a large pantry, mudroom rear-entry, half bath and complete laundry room SECOND FLOOR- Includes 3 bedrooms with raised vaulted ceilings and a bonus sunroom space, all with independent AC (mini splits) units- Two full baths with specialty features including a shared hall bath with spa-like wet room, Kohler fixtures and large soaker tub- Second bath is ensuite to the primary bedroom and has shower massage jets; and skylight windows adorn both bedroom & bath- Three balconies off of two bedrooms and the sunroom provide seating space and views over looking three different directions of the homeSLEEPING ARRANGEMENTSIt will sleep up to 8 people. - Primary bedroom has a queen (2)- Second bedroom has a queen (2)- Third bedroom has a queen bed (2)- Sunroom can also sleep (2)Guests can use all parts of the home except the basement and 2 hall closets on the second floor that are for cleaning crew supplies and owner storage.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 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

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.

Introducing our #CozyBluffs home in Oak Bluffs on Martha's Vineyard! Designed by local Architect Chuck Sullivan and built in 2013 #CozyBluffs is nestled in a quaint, historic Oak Bluffs residential neighborhood and #CozyBluffs is walking distance to Circuit Ave, Hi-Speed and Auto Ferry and town beach!This 755 Sq Ft split level standalone house has one large bedroom with a custom Saatva Cal King bed, ensuite bath and balcony. There is a flex space loft with reading niche, desk/work area so you can work and play! The first floor features an open concept living, kitchen and dining areas & a 1/2 bath. There is a full basement accessed from the living room with washer/dryer/drying rack/iron and ironing board. Private and enclosed outdoor area includes an expansive private backyard with BBQ, dining and seating areas, and outdoor shower. There is a parking area in front of the house. #CozyBluffs is located only .5 miles from Circuit Avenue, Jetties Beach and the Oak Bluffs ferry terminal. Enjoy the quintessential mix of modern luxury with an Oak Bluffs vibe that is #CozyBluffs!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Adults only.About customRules:No smoking or vaping of any kind, anywhere in or on the property including balcony, backyard area or front yard..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.