Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026!
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All properties in Oak Bluffs
Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026!
Oak Bluffs, Massachusetts, 02568
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Amenities
Golf course
Horse riding
Hiking
Basketball court
Billiards room
Table tennis room
Wi-Fi in public areas
BBQ
All amenities
Property Description
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..
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9.8/10
Cleanliness9.8
Amenities9.8
Location9.8
Service9.8
All 3 reviews
Surroundings
Airport: Martha's Vineyard Airport
(12.3 km)
Airport: Cape Cod Gateway Airport
(55.8 km)
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Overview
Rooms
Guest Reviews
Services & Amenities
Policies
Host
7
5 Bedrooms Private Vacation Home
5 bedrooms: 3 single beds 1 sofa bed 1 queen bed 2 king beds and 1 double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Check Availability
Guest Reviews
9.8/10
Outstanding
3 reviews
Verified Reviews- Cleanliness9.8
- Amenities9.8
- Location9.8
- Service9.8
Average for similar properties in Oak Bluffs
Book now and leave a review after your stay to earn up to 120 Trip Coins (approx. DKK 7.72). Trip Coins can be used to save instantly on room rates.
Catherine W.
September 10, 2024
Amazing stay
Everything was really clean and as advertised.
Eileen P.
July 23, 2023
Beautiful home, walk to Oak Bluffs
Large home with plenty of room for extended family. Located in quiet neighborhood close to Oak Bluffs, would highly recommend.
Kelly W.
June 24, 2023
Look no further! Beautiful property in a quiet, convenient location!
This lovely home was the nicest rental my family and friends have had the pleasure of visiting. Every room was clean, up-to-date, spacious, and comfortable. More than enough bathrooms for everyone! Plenty of beach equipment and games/entertainment for a rainy day. The kids didn't want to leave! The finished basement and beautiful outside space are a bonus. Plus, the location is ideal in a quiet neighborhood close enough to walk to the beach and downtown Oak Bluffs. We had an amazing long weekend getaway!
Thank you for making the reservation process and check-in/out so easy and convenient! We would love to stay here again!
Services & Amenities
Most popular business facilities
Golf course
Off-site
Horse riding
Off-site
Hiking
Off-site
Basketball court
Off-site
Billiards room
Table tennis room
Wi-Fi in public areas
Table tennis room
More Amenities
Internet
Wi-Fi in public areas
Public areas
BBQ
No smoking in public areas
Garden
Health & wellness
Golf course
Off-site
Billiards room
Table tennis room
Kayaking
Off-site
Hiking
Off-site
Horse riding
Off-site
Mountain biking
Off-site
Sailing
Off-site
Motorized water sports equipment
Basketball court
Off-site
Activities
Beach towels
Gaming area
Fishing
Off-site
Eco tours
Off-site
Facilities for children
Children's toys
Kids' board games/puzzles
Property Policies
Check-in and Check-out Times
Check-in: after 14:00
Check-out: Before 10:00
Child policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.
Cribs and Extra Beds
Please contact the hotel for details about crib and extra bed policies.
Property host
Carrington
Speaks: English
About this property
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..
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Frequently Asked Questions
What are the check-in and check-out times at Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026!?
Check-in time at Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026! starts at 14:00, and check-out time is by 10:00.What are the check-in and check-out times at Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026!?
How much does it cost to stay at Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026!?
Room prices at Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026! vary by travel dates, hotel policy, and other factors. Enter your travel dates to see current prices.How much does it cost to stay at Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026!?
How to get to Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026! from the nearest airport?
The nearest airport is Martha's Vineyard Airport, located about 17 mins from hotel by car (12.3 km) away.How to get to Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026! from the nearest airport?
What’s the cancellation policy at Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026!?
The cancellation policy at Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026! depends on your room type and booking terms.What’s the cancellation policy at Modern, Luxury 5-Bed, 4.5-Bath w/Full Basement! Now Booking for 2026!?
About This Property
| Nearest Airport | Martha's Vineyard Airport |
|---|---|
| Distance to Airport | 12.33KM |
| Nearest Train Station | Hyannis Transportation Center |
| Distance to Train Station | 36.05KM |
| Hotel Star Rating | 3 |




