Oak Bluffs MA Real Estate & Homes for Rent

Modernized 5 bed, 3 full bath Victorian in the heart of Downtown Oak Bluffs. Steps to restaurants, shopping, harbor, ferries and beaches. Accommodates 10 guests. Easy breezy outdoor living, dining, bluestone patio and BBQ grill. Relax on the covered porch surrounded by a lush flower garden or unwind in the outdoor shower. Updated stone and stainless kitchen. Formal dining for eight. A/C, WIFI and hardwood throughout. First floor bathroom and bedroom. Updated bathrooms. Fans and flatscreen TVs in each of the five-guest rooms. PRICES REFLECT PRIME SUMMER WEEKLY RATES. Weekly Prime Rates $14,000-$17,000/wk. Available for 3-Night Weekend Fall/Spring. Tax, Cleaning and Deposit required. INQUIRE.

**PEAK SUMMER WEEKLY RATE** Water view Victorian fronting Waban Park, steps to Inkwell Beach. Newly restored 9-bed, 6+ bath Main and Guest House houses 18 guests. Internet, A/C and cable TV. Coastal chic interior with all new furnishings. Large open floor plan, ample gathering and relaxation spaces. Dining for 10, Wet Bar, gourmet kitchen, gas range, stainless appliances and distinctive design. TV lounge, two first floor bedrooms one queen, one bunk queen/full, shared full bathroom, powder room and laundry. 2nd level features king primary ensuite with vaulted ceilings, secondary primary with rooftop deck and fabulous water views, two additional queen guest rooms and one shared full bath. Expansive covered porch, rocking chairs, outdoor dining, private patio, BBQ grill, outdoor shower, parking for four. Internet, A/C and cable TV. Guest house; three bed, two full bath and two kitchens. Prices vary weekly $28,00-$40,000/wk plus tax and security. Inquire for availability.

***PRICE REFLECTS WEEKLY SUMMER RATE*** 3 Bed, 3 Bath home located close to downtown Oak Bluffs; shopping, restaurants and beaches. Enjoy spacious living and enjoyment with dining for 8 guests. Two adjacent living areas invite gathering and relaxation and features large flat screen TV with cable, board games and pullout sofa. Hi-speed WIFI throughout. Full kitchen highlighted by stainless appliances, dishwasher, oven, microwave, keurig coffee maker and all cooking essentials. First floor laundry and powder room. Second level features three spacious guest rooms each with flat screen TV's and mini split climate control. Shared full bath with shower/tub. Primary ensuite full bathroom and walk-in closet Hardwood flooring throughout. Lush lawn and outdoor shower (new this season!!). Large deck affords living and dining and cooking on the Weber BBQ grill. Parking for 4 cars. Inquire for availability. Rates vary. Cleaning, Taxes and Security Deposit additional.

WEEKLY RENTAL. Sunday to Sunday. Dec-March $4000. April $5000. May-June-September $6500. July-August $9400. Additional $500 Cleaning Fee applies. Room Tax additional. New Home on 1 acre lots with large outdoor space. Home sleeps 12-14. Kitchen island, dining room, stainless appliances. Outdoor kitchen area and outdoor shower. Front Porch. Rear deck off dining room and main bedroom has an outdoor shower and seating area that flows to a large bluestone patio with outdoor kitchen, large dining area and seating area. First floor main bedroom with en suite full bathroom. First floor laundry. Hardwood Floors. Bedroom 1 and 2 have a King Bed. Bedroom 3 has a Queen Bed and convertible chair to queen mattress. Bedroom 4 has twin bunk beds and convertible twin to king bed. Bedroom 5 has a twin daybed w/ trundle. 1/2 bath located on first floor. Full bath on second floor. Bedrooms 2,3,4,5 located on second floor. Neighborhood has residents only tennis courts. Adjacent to hiking trails.

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated, Great for Family Gatherings, Corporate Retreats, Central Air & Heat, very close to Circuit Ave and Beach, 5 Bedrooms, 3 full baths, galley kitchen, new appliances, dining room, family room, Flat Screen TV, FREE Wifi, washer & dryer, bay window breakfast nook, Oak and Pine wood flooring, outdoor shower, wrap around porch, blue stone patio, private cobblestone driveway, comfortable beds, pillows and mattresses encased in (non-vinyl) water and allergen proof protectors. COVID-19-conscious cleaning and disinfecting are done regularly. *Bathmats and kitchen towels are supplies.AVAILABLE ALL YEAR ROUND, CHECK THE CALENDAR FOR RATES.

**NOW BOOKING SUMMER 2024** Charming pond front home sleeps 6 guests comfortably. Open living/dining with hardwood flooring, cathedral ceilings, stainless appliances, island eatery, dining for 6. Deck with pond views, outdoor seating, dining and BBQ grill. Living room with comfortable wrap around couch and large flatscreen TV. 2 Full bathrooms with shower/tub combo. Lower level with; one king bedroom w/Lg Flatscreen TV, direct access to covered bluestone patio w/chaise lounges, additional guest bedroom with twin/double bunk. BONUS SLEEPING SPACES include loft with full bed,TV and mini fridge, and detached finished building with queen bed, seating area, refrigerator and dining area. Gorgeous gardens, expansive lawn and a fabulous children's play structure on site. PRICE REFLECTS WEEKLY SUMMER RATES. Rates Vary Weekly $5,500-$6500 per week. Taxes and Fees apply. Inquire for availability.

THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Welcome to "Shangri-la" A beautiful townhouse condominium end unit with magnificent views. Located midway between Oak Bluffs and Edgartown. You can enjoy the beautiful pool or one of the close local beaches. You will want to sit and enjoy the water views on the deck. The townhouse has a great living room with views and bedrooms on the first and third floors. Nicely decorated and just a great place to enjoy yourself.

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $18,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is a beautiful waterfront home with a pool on the Lagoon. Enter through the impressive foyer with water views over the pool and lawn. There is a large living room with cathedral ceilings and dining area on the main level. There is a gourmet kitchen with eat-in dining overlooking the pool. The first floor has a master bedroom with waterviews and private bath. There are two additional en suite bedrooms on the second floor with an open sitting area looking over the main floor living area out towards the water. The lower level is a great entertaining space with a pool table, poker table and kitchenette. The fourth bedroom is also on this level with a private bath. On the other side of the bedroom there is a small exercise room. Enjoy the outdoor heated pool or take a walk down to the small beach on the lagoon. The outdoor kitchen is non-functioning .

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $6,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Wonderful, fully redecorated Gingerbread house on East Chop, just minutes from the excitement of Oak Bluffs. There are three bedrooms and two full baths. The interior is clean and crisp, with beach cottage dcor and beautiful bamboo floors. Entertainment options include high-speed wifi, Sonos, cable, HBO, Netflix and Hulu. Updated appliances and a fully equipped, modern kitchen complete this wonderful home. This is a perfect place to fully experience all the possibilities of Oak Bluffs. Circuit Avenue and town favorite Jetty Beach are each just 1/2 mile away. Enjoy expansive outdoor space: relax in a large, shaded backyard.

THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Feel the ocean breezes from this classic waterfront home. There are four bedrooms, an open living room and dining room that open up to large deck overlooking beautiful views across the Lagoon. Walking path to private sandy beach. BOAT MOORING INCLUDED.

THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well as the center of Oak Bluffs. The home offers open living spaces, generously proportioned sunny bedrooms and is well equipped.

THIS IS A SUMMER RENTAL ONLY. EAST CHOP LOCATION!! Located across from the historic Baptist Temple Town Park. This charming 1885 Victorian cottage is original to days gone by and a significant part of the Vineyard Highlands. Six bedrooms and two full bathrooms allow for friends and family to visit along with a cozy, bright vintage kitchen. This is a house of distinctive "Carpenter Gothic" construction built by the architect G.A. Rice on one of the highest points of Oak Bluffs.

THIS IS A SUMMER RENTAL ONLY. This antique Vineyard home is thoughtfully styled with classic country-chic interior decor. The wraparound porch has plenty of room to enjoy people watching or sipping ice cold tea, perfect for a hot summer day. Alternatively, you can enjoy peering down the street from the master bedroom which opens up to a charming porch with plenty of room for two to enjoy coffee or drinks. This house is just a hop skip and a jump from Circuit Ave. and right next to Niantic park which has basketball, pickle-ball, tennis courts and a playground that are open to the public.

THIS IS A SUMMER RENTAL ONLY. Centrally located to Edgartown, Vineyard Haven and Oak Bluffs. Just a short drive will take you to any of the town beaches and the Sailing Camp Park is a quick bike ride away. The home is located on over a 1/2 acre of landscaped property in a beautiful, private, neighborhood, with private roads great for biking and is wonderful for families, friends or even a romantic getaway. The community is exclusive to guests and is tranquil and quiet. The bike path and bus route is located right off of the community and is a breeze to get to. Within a very short walk is the State Park with jogging trails and places to explore.

THIS IS A SUMMER RENTAL ONLY. 1900 Oak Bluffs Victorian. Ten minute walk to Nancys restaurant/downtown OB and 1/2 mile walk to Jetty beach in East Chop. The house was purchased empty in 2018 so all furnishings are new and the house is freshly painted. On the second floor, there are 3 bedrooms and a full bathroom, which connects to hall and master bedroom. Two bedrooms include queen beds and one bedroom includes a full bed and a set of twin bunks. On the first floor, there is a large living room connected to a sleeper den, which provides great common area for playing board games and relaxing after a day at the beach. The living room includes a 50 tv with cable and x-box, which can be used as a dvd. Small bathroom with shower on the first floor connects to the kitchen which has an eat in kitchen, with seating for 6. Great covered front porch for your morning coffee or a glass of wine under the outdoor lights.

THIS IS A SUMMER WEEKLY RENTAL ONLY. PRICES ARE WEEKLY NOT MONTHLY. Victorian Cottage located on Ocean Park in the heart of Oak Bluffs with fully equipped and updated kitchen, five bedrooms and three baths, cozy living spaces and multiple amenities will accommodate your family and friends. Smell the sea air and watch the waves break from your front porch. This charming beach house is steps away from Circuit Avenue, a plethora of restaurants, Flying Horses carousel, The Strand movie theater, Steamship Authority ferries and of course the beach overlooking Nantucket Sound.

THIS IS A SUMMER RENTAL ONLY. Gracious 4 bedroom home with private beach access and tennis. This home has a reverse design that has been fully renovated and thoughtfully decorated. There is a large deck overlooking gardens and a peep of the water. A separate studio is attached by the deck. You are a short distance from town, less than a mile to the public beach and a minutes to a beautiful private beach.

PRICES ARE WEEKLY NOT MONTHLY. Located in Waterview Farms, this four bedroom home features a private beach on Sengekontacket Pond, private dock access to Land Bank boat launch and several walking trails. Just minutes to Farm Neck Golf Course, beaches and town.

THIS IS A SUMMER RENTAL ONLY. Watch the boats come and go from the harbor while you picnic and relax on your beach. This fabulous waterfront three bedroom main house and three bedroom guest house also offers your own dock and mooring.

THIS IS A SUMMER RENTAL ONLY. This home offers a spacious open floor plan providing a comfortable yet elegant retreat, truly an upscale surprise, perfect for relaxing or entertaining. With an expansive mahogany wraparound deck, sweeping views and a screened-in porch, enjoying the evening sunsets while grilling and dining al fresco or try a nearby bistro or 5 star restaurant----the choice is yours.

THIS IS A SUMMER RENTAL ONLY. This irresistible home is a 3-minute walk away from a deeded, sandy, sheltered beach and only a 5-minute drive to the center of Oak Bluffs and all the fun activities that Circuit Avenue has to offer. The casual getaway has wonderful ambiance enhanced by its soaring ceilings, a wood-burning fireplace, and delightful furnishings.