Waterfront Retreat w/ Guest Cottage & Sunsets | House in Oak Bluffs

Experience the beauty of Martha’s Vineyard from this private waterfront retreat overlooking the Lagoon in Oak Bluffs. Nestled in a peaceful neighborhood, just minutes from downtown, this unique property combines the privacy of a secluded coastal escape with convenient access to the island’s beaches, restaurants, shops, and attractions.
Watch spectacular sunsets from the deck, enjoy direct access to the shoreline, and relax in a spacious property featuring a main house and separate guest cottage!
Watch spectacular sunsets from the deck, enjoy direct access to the shoreline, and relax in a spacious property featuring a main house and separate guest cottage—perfect for families, friends, and multi-generational groups traveling together.
What You`ll Love
🌅 Spectacular waterfront sunsets
🏖️ Private beach access via backyard staircase
🏡 Separate guest cottage for added privacy
🐾 Pet-friendly accommodations
💻 Dedicated workspace & Peloton bike
🚗 Parking for up to 4 vehicles
🔐 Self check-in with smart lock
📍 Minutes from downtown Oak Bluffs
The Space
Designed to showcase its incredible waterfront setting, this property offers breathtaking Lagoon views from nearly every room.
Main House
The bright, open-concept living area combines the kitchen, dining, and lounge spaces, all thoughtfully oriented toward the water.
Sleeping Arrangements:
Primary Bedroom
- King bed
- Floor-to-ceiling windows
- Stunning waterfront views
Second Bedroom
- Two twin beds
- Crib available
- Water views
Bathroom
- Full bathroom with bathtub
- Shampoo, conditioner, body wash, and essentials provided
- Guest Cottage
Just steps from the main house, the separate cottage offers additional comfort and privacy for larger groups.
Bedroom 1
- Queen bed
- Air conditioning
Bedroom 2
- Twin bed
- Dedicated workspace
- Peloton bike
- Air conditioning
Bathroom
- Shared Jack-and-Jill bathroom
- Perfect for grandparents, couples traveling together, remote workers, or guests seeking their own private space.
Outdoor Living
The waterfront outdoor space is one of the property`s most memorable features.
Enjoy:
- Outdoor dining overlooking the Lagoon
- Comfortable lounge seating
- Spectacular sunset views every evening
- Private backyard leading directly to the shoreline
- Staircase access to the beach
- BBQ grill for outdoor cooking
Whether you`re enjoying morning coffee, relaxing with a book, or gathering for dinner by the water, the outdoor spaces deliver a true Martha`s Vineyard experience.
Kitchen & Dining
The fully equipped kitchen includes:
Refrigerator
Stove & oven
Dishwasher
Microwave
Toaster
Electric kettle
Drip coffee maker
French press
Air fryer
Blender
Magic Bullet
Cookware, dishes, utensils, and glassware
Dining table seats 6 guests comfortably.
Living Area
Filled with natural light, the living room features large sliding glass doors that open directly to the deck and showcase beautiful waterfront views.
Amenities include:
Smart TV
High-speed Wi-Fi
Comfortable seating
Open layout perfect for gathering with family and friends
Included Amenities
✔ High-speed Wi-Fi
✔ Dedicated workspace
✔ Peloton bike
✔ Smart TV
✔ Washer & dryer
✔ Air conditioning
✔ Central heating
✔ Pack ’n Play and crib
✔ Pet-friendly accommodations
✔ Free parking for up to 4 vehicles
✔ Self check-in with smart lock
Perfect For:
Families • Multi-generational trips • Couples traveling together • Remote workers • Martha`s Vineyard getaways • Extended stays
This waterfront retreat combines privacy, comfort, and unforgettable Lagoon views—just minutes from the shops, restaurants, and beaches.
Guests will have exclusive access to the entire property, including both the main house and guest cottage.
A single owner`s closet remains locked and unavailable to guests.
Location
Located in Oak Bluffs, one of Martha`s Vineyard`s most beloved destinations, the property offers the perfect balance of tranquility and convenience.
Enjoy easy access to:
- Downtown Oak Bluffs
- Local restaurants and seafood spots
- Beaches and waterfront activities
- Historic gingerbread cottages
- Island bike paths
- Ferry terminals
- Shopping and entertainment
Whether you`re visiting for a relaxing beach vacation, family gathering, or extended island stay, this waterfront home provides an ideal base for exploring Martha`s Vineyard.
Important Notes
Linens
- Bed linens, blankets, comforters, bath mats, and kitchen towels are provided.
- Please note that bath towels and beach towels are not included. Guests are welcome to bring their own or arrange rentals through local linen providers prior to arrival.
Ferry Reservations
Guests bringing vehicles should book ferry reservations as early as possible through the Steamship Authority, particularly during peak season.
Property Maintenance
During the summer months, a landscaper may visit the property weekly to maintain the grounds. All work is performed outdoors.
Fireplace
The fireplace is decorative only and is not available for guest use.
Safety & Security
For guest safety, exterior security cameras are installed at property entrances and exterior areas only. No cameras are located inside the home. Noise monitoring devices are also present but do not record conversations or audio.
PLEASE NOTE: Our housekeeping staff is not responsible for setting up or assembling pullout beds, sofa beds, cribs, Pack `n Plays, or baby beds. Guests are responsible for arranging and preparing these items for use during their stay.
HOUSE RULES
• PETS: The unauthorized bringing of pets will have a penalty of $300 which will go towards the deep cleaning of the property.
• CHECK-IN: Check-in time is after 4 PM. Early check-in requests are subject to availability and cannot be guaranteed. If we`re able to accommodate an early check-in, there`s an early check-in fee of $50 starting at 10 AM. Please check the availability of early check-in prior to booking.
• CHECK-OUT: Check-out time is before 11 AM. We do not allow late check-out as we schedule cleaning ahead of time. Any unauthorized late check-out will result in a charge of $50 for every 30 minutes.
• SMOKING: We do not allow smoking inside the property or in outdoor spaces including the balcony, backyard, and terrace (if applicable). There is a smoking fine of $300. Smoking is only permitted by the fire pit.
• BBQ GRILL: An extra charge of $100 will apply for not cleaning after using the BBQ Grill.
• NOISE: Please observe quiet hours after 10 PM. Please be mindful of the neighbors as this property is situated in a quiet neighborhood. If the police are summoned due to noise complaints, this warrants a possible eviction with no refund.
• DAMAGES & LOSS: We would truly appreciate it if you could treat our home like yours. You will be responsible for any damages or loss to the property which will be deducted from your security deposit. Excessive damage to the property will have a liability of up to $5000.
Guests are responsible for covering the cost to replace lost keys, key cards, fobs, or parking passes. There will be a $200 charge for lost keys. Lock replacement is mandatory for the safety of future guests.
• UNAUTHORIZED GUESTS: Please make sure to book the property for the correct number of guests. Parties, events, or any kind of gathering are prohibited. Given the COVID-19 situation, no other guests outside the reservation are allowed on the property.
• PHOTOSHOOT/MUSIC VIDEOS: This property is for residential use only and not for commercial purposes without the written permission of the owner. Please contact us directly for booking of events.
• LOST AND FOUND: Please note that all shipping is at the traveler`s expense. There is a minimum $25 shipping cost plus a $50 service fee. We are not liable for any lost items. Our team will do our best to locate your lost items after check-out. We do not allow any mail deliveries or packages during your stay.
PLEASE NOTE: Our housekeeping staff is not responsible for setting up or assembling pullout beds, sofa beds, cribs, Pack `n Plays, or baby beds. Guests are responsible for arranging and preparing these items for use during their stay.

Waterfront Retreat w/ Guest Cottage & Sunsets is located in Oak Bluffs. Waterfront Retreat w/ Guest Cottage & Sunsets provides accommodation, featuring among other amenities. This House features 4 Bedrooms, 2 Bathrooms and 7 Guests to make your stay a comfortable one.

Waterfront Retreat w/ Guest Cottage & Sunsets has 4 Bedrooms , 2 Bathrooms, and max occupancy of 7 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Oak Bluffs has interesting places to visit. If you want to learn more about the House in Oak Bluffs, such as places to visit and things to do nearby, you can check below to learn more.