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Welcome to “Gem of the Ocean”! Martha’s Vineyard vacationers dream! This recently updated 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 recently updated 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. New 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 a ceiling fan with light and is controlled by remote control units. The condo also has a centrally located portable air conditioner to help keep the unit cool. There are also tower fans in each room to cool and circulate the air. 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.

We welcome you to enjoy our spacious and comfortable home. It's a beautiful 5 BR, 4.5 bath Oak Bluffs home with modern conveniences and nestled in an idyllic, secluded location. Perfect for large family gatherings. The amenities include AC, granite kitchen counter tops, breakfast bar, W/D, WiFi, five flat screen cable TVs, DVD & VHS players, gas grill, outdoor shower, hardwood floors and wood-burning fireplace for ambiance or a chilly evening. Large dining room table (comfortably seats 8) and fully equipped kitchen includes dishwasher and stock pots for steaming your crabs, clams & lobsters for that ultimate 'Vineyard experience.' The house is located on a quiet street, has a large front porch, private back yard and 2 large decks for casual dining and relaxing. Close to everything - town (5 minute drive/15 min walk) , harbor, ferry, shops, and restaurants. Sleeps maximum of 10 people. Rentals are on a weekly basis, Sunday to Sunday. About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Bookings are on a weekly basis, Sunday to Sunday.All renters must review and sign a separate renter’s contract to secure the rental..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.

Beautifully decorated ranch style home in Oak Bluffs Center. Close to the beach, restaurants, shopping, parks, library and downtown Oak Bluffs. There is a huge front yard to enjoy playing ball, swinging in the tree, catching sun or just listening to the birds. There is also a lovely large back deck with an outdoor shower, fire-pit for s'mores, and furniture for good conversation with your favorite cup of coffee / glass of wine!About pets:No pets allowed.No pets allowed at the home..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.No smoking allowed at the home..About minBookingAge:Minimum age to rent: 21.About events:No events allowed.No parties allowed at the home..

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.

Pirate's Reef is a NEW and beautifully decorated residence that offers 5 spacious bedrooms (2 master suites!) with 4.5 bathrooms, full finished basement with wet bar and combo pool table/table tennis, and accommodates up to 12 guests.This is the PERFECT vacation home for you and your guests. This home is nestled behind the historic Shearer Cottage on a quiet lane in East Chop, located just minutes away from all the charm and activities that Oak Bluffs has to offer. The beach, harbor, and town are all just a pleasant 15 minute walk away, or less than a 5 minute drive/bike ride. Guests will enjoy the private, wooded area of the home's setting, allowing one to truly experience the magic of Vineyard "island living."Each floor features 1 master suite and 1 living room, making it quite comfortable for multiple families, large groups, and entertaining. Pirate’s Reef has custom carpentry, a gas fireplace, central air conditioning, ceiling fans, a Weber gas grill, and a fire pit to help create those special memories outside. The home has blazing fast 1,000 mbps (1 gigabyte) WiFi, for when you want to stream your favorite TV shows and movies from the multiple Samsung SmartTVs throughout the home, or if you want to go live on Instagram #getawaysociety #piratesreef. The high-speed internet is ideal for those who want to “work-from-anywhere,” which in this case is the beautiful and serene island of Martha’s Vineyard.The main level has a gourmet kitchen with a breakfast bar, a Keurig coffee maker, dishes, utensils, pots, pans, along with a gas range, and stainless steel appliances. The dining room has a large farmhouse table that seats at least 8 people. The living room has a 55” SmartTV with access to apps such as Netflix, Hulu, and Amazon Video, along with a DVD player. The main floor master bedroom has a king bed, flat screen TV, two large closets, and the bathroom has a huge walk-in shower. The second level has 4 bedrooms. The upstairs master bedroom has a king bed, flat screen TV, and an en suite bathroom. The upstairs living room/bedroom has a sliding door and a private bath, flat screen TV, sleeper sofa, and a twin bed. The 4th bedroom has a full and twin bed and shares a Jack and Jill bathroom with the 5th bedroom, which has a queen and twin bed.The full finished basement provides even more SPACE. Upon walking downstairs you'll immediately notice the warm hue of the hardwood floors, gray furniture, and gorgeous granite countertops on the wet bar. To top it off, the basement also contains a pool table and 65" SmartTV to ensure a good time will be had by all!Off the living and dining room there is a wraparound deck with a Weber gas grill and outdoor seating, which provides a great environment for cookouts and gathering with friends and family. An outdoor shower enables you to rinse off after a long day at the beach. The washer and dryer is located in the unfinished basement. There is also ample parking in the driveway for 6 cars. This is a quintessential Martha's Vineyard vacation home and will exceed your expectations!Note: The guest house above the garage is NOT part of the home rental.Minimum age to rent is 25 years-old.NO pets and NO smoking. Please do not move the furniture.The cleaning fee covers cleaning, linens, towels, and the cost of laundering. Guests are subject to an additional $250 cleaning fee if grill not cleaned adequately after use.We have consulted sources such as the Centers for Disease Control (CDC), Environmental Protection Agency (EPA), and World Health Organization (WHO). We are also implementing best practices from some of the top medical and hospitality institutions in the world to ensure we have the best cleaning and disinfecting protocols. Please rest assured that a clean home for our guests is of the utmost importance to us.This is a Getaway Society vacation rental home. Please ask us about our portfolio of homes in Martha's Vineyard, Hilton Head, Orlando, Gatlinburg, Sandbridge Beach (Virginia), Broken Bow (Oklahoma), and the Pocono Mountains. Our vacation rental properties are perfectly located and stylishly designed to help you create an amazingly memorable experience on every single getaway. Visit our website for more information.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Guests must leave home as they found it, neat and tidy, and treat the home as if it were their own..Owner shall not be liable for any damage or injury of or to the Guest(s), Guest's family, guests, or invitees, or to any person entering the Premises.,Guest must review and electronically sign a separate lease agreement..About smoking:Smoking is not permitted.About events:No events allowed.MUST be approved by Owner..

Pirate's Cove is a young, Victorian-style home, designer-decorated and nestled on a quiet lane in East Chop, located just minutes away from all the charm and activities Oak Bluffs has to offer. The beach, harbor, and town are all just a pleasant 15-18 minute walk away, or less than a 5 minute drive/bike ride.NEW UPGRADES: The kitchen has been remodeled to included fresh cabinetry, gorgeous dark gray quartz countertops, and white subway tile backsplash. The first floor bathroom has also been remodeled top to bottom, to include new flooring, new vanity, and a white floor-to-ceiling tiled, zero-entry shower.This air-conditioned home has a newly renovated eat-in-kitchen and separate dining room that can accommodate up to 9 guests. The living room is accented by a 40-inch Samsung SmartTV, and a charming beach stone fireplace.Upstairs, the spacious master en suite features a warm blue color decor, 40-inch Samsung SmartTV, and a separate attached room that makes for a great office, sitting room, or nursery, and the bathroom features a mosaic-tiled shower. The first floor bedroom has a queen bed, 32-inch Samsung SmartTV, and right outside the door, a fully renovated full bathroom, complete with new flooring, a new vanity, and a beautiful floor-to-ceiling tiled shower. The two upstairs bedrooms each have two twin beds, including one with a trundle, and share the full hallway bathroom. The twin beds can also be converted into king beds.Downstairs you will find a finished basement with a full bathroom, laundry room, 48-inch SmartTV, and an arcade machine – perfect for rainy day activities.The front porch is equipped with rocking chairs perfect for a quiet afternoon reading or relaxing. Outside is a large deck, Weber gas grill, patio furniture, a backyard, and a hammock, which provides a great environment for cookouts and gathering with friends and family. An outdoor shower enables you to rinse off after a long day at the beach. There is ample parking for two cars in the driveway. The home has blazing fast 1,200 mbps (1+ gigabyte) WiFi, for when you want to stream your favorite TV shows and movies from the multiple Samsung SmartTVs throughout the home.This is a quintessential Martha’s Vineyard vacation home!Minimum age to rent is 25 years-old.NO pets and NO smoking. Please do not move the furniture.The cleaning fee covers cleaning, linens, towels, and the cost of laundering. Guests are subject to an additional $250 cleaning fee if grill not cleaned adequately after use.We have consulted sources such as the Centers for Disease Control (CDC), Environmental Protection Agency (EPA), and World Health Organization (WHO). We are also implementing best practices from some of the top medical and hospitality institutions in the world to ensure we have the best cleaning and disinfecting protocols. Please rest assured that a clean home for our guests is of the utmost importance to us.This is a Getaway Society vacation rental home. Please ask us about our portfolio of homes in Martha's Vineyard, Hilton Head, Orlando, Gatlinburg, Sandbridge Beach (Virginia), Broken Bow (Oklahoma), and the Pocono Mountains. Our vacation rental properties are perfectly located and stylishly designed to help you create an amazingly memorable experience on every single getaway. Visit our website for more information.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Guests must leave home as they found it, neat and tidy, and treat the home as if it were their own..Owner shall not be liable for any damage or injury of or to the Guest(s), Guest's family, guests, or invitees, or to any person entering the Premises.,Guest must review and electronically sign a separate lease agreement..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.MUST be approved by Owner..

2 Blocks - walking distance to Inkwell Beach! Walking distance to Circuit Avenue, Ocean Park, and Oak Bluffs ferry. Peaceful, tranquil, historic neighborhood within walking distance of all the attractions of Oak Bluffs. Lovely home and available for Summer and Autumn 2022. New state-of-the-art kitchen and modern bathroom upgrades. Unique space with so much personality. Large front sitting/family room, dining room, and 5 bedrooms. Wrap-around porch and ample off-street private parking. Great layout for 2 families. 2 full bathrooms - one on each level. Large rear deck with outdoor shower. 2 blocks from the tennis, pickleball, and basketball courts. Perfect location to enjoy sunrise and walk to the polar bears in the early AM. Bedrooms:Bedroom 1: King Bed (upstairs)- Large room, ceiling fan, lots of windows and space, flat screen with cableBedroom 2: Queen Bed (upstairs)- Large room, ceiling fan, private 2nd-floor balcony Bedroom 3: Double size bed and twin bed (upstairs)- Smaller room, set with 1 double and twin bunk bed combination also with a pull-out trundle. Great for kids or one adultBedroom 4: Twin (with trundle bed to sleep 2) (upstairs)- Smaller room, ceiling fan, set with 1 twin and a pull-out trundle. Great for kids or one adultBedroom 5: Queen (downstairs) - Large room, ceiling fan, ground floor level, flat screen with cable***For short term renters: This home is typically for rent over 7 days and is a 250 year old historic home. There are not sheets/ towels in the home. We will rent them for you and they will be for the number of people you list on the reservation. They are on the porch for you when you arrive, and we ask that you return them to the porch when you leave. If you are not accurate in your reservation, you will not have enough and that will take 24 hours to fix with our vendor. We understand some people want more of a hotel experience so we want to be clear about it upfront so there is no confusion.**No pets of any kind.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.

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.

Surround yourself with comfort and fresh furnishings! This is a beautiful five-year-old home that is stylishly furnished and comfortable inside and out. It includes space to both gather as a group and to spread out privately. In addition to open living room, dining room and kitchen, the property offers 4 bedrooms, 3 full baths (one on every floor), family room with wet bar, office, yoga/workout room (w/ mirrors and mats, no other equipment), den, two porches, deck and a back and side yard. Previous renters speak well of the amenities! If you want walking distance convenience to the Oak Bluffs ferry, beach (7 min walk to Inkwell Beach), restaurants, grocery and convenience stores, shops, entertainment, parks (playground, baseball, basketball, pickle ball, tennis) and the bike path and still be located in a quiet residential area overlooking the beautiful Nashawena Park, THIS IS YOUR PLACE to stay! Book your 2025 rentals now for stays April 1st through October 15th (3-day min Apr, May, Jun, Sep, & Oct) and will have Sunday-Sunday weekly rentals (Jul and Aug). Please send a message if calendar shows your desired dates are available but you are still not able to book. Family friendly: Two 1st floor bedrooms, 1st floor bathroom with shower bench and handheld shower; booster/highchair Bed (includes pillows and comforters), bath and beach linens are provided. Also, the professional cleaning fee is included for non-discounted stays of 3 or more nights; otherwise, the linen & cleaning fee is $450 for stays less than 3 nights. Cleaning includes a 10-point sanitation checklist of surfaces such as knobs/handles, switches, railing, counters, sinks, tubs, appliances, etc. Ferry tickets to transport vehicles may be available to our renters (at cost) for select dates during the busy months (please inquiry if interested).Please note guests typically travel to Martha's Vineyard by ferry or airplane. Tickets are required for ferry passengers and vehicles (if you decide to bring a vehicle -it's not needed to enjoy this location). Vehicle reservation slots may fill up during peak times, so it is recommended to make ferry reservations well in advance of your travel/arrival date, for vehicle reservations (walk-on passenger tickets are typically available). For more information: Steamship Authority (from Wood Hole; vehicle and passenger): https://www.steamshipauthority.comFerries to/from Martha's Vineyard: https://mvol.com/ferries/Martha's Vineyard Airport: https://mvyairport.com/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: 25.About events:No events allowed.

This Oak Bluffs home boasts 3 inviting bedrooms and a cozy loft, including 2 king beds, 2 full beds and a queen sofa bed. With 4 bathrooms equipped with amenities like a hair dryer and shower, guests will feel right at home. The pleasant living room space also provides a cozy soft bed, an excellent spot to unwind after a day of exploring. With speakers on every level ask Alexa a question or play your favorite tune. This is a stylish modern NEW CONSTRUCTION home. A 3 minute drive or a leisurely 10 minute walk to town. And a 20 min walk to Inkwell beach. This home is my home. Make it your home during your stay. Book now and enjoy everything this brand new house has to offer.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.