Home Vacation Rentals By Owner In Vineyard Haven, MA

Showing 53 Of 53 Vacation Rentals
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Exceptional(92)

$726.05

/ Nightly
Private Vacation Home

Charming, Clean And Well Maintained Home Walking Distance To Town And Beach

Vineyard Haven, Massachusetts, United States

Charming Vineyard Haven Retreat, Walk to Downtown & Beaches:brbrExperience a relaxing getaway in this charming two-bedroom, two-bathroom home, perfectly located just a short walk from downtown Vineyard Haven and Owen Little Way Beach. Tashmoo Beach is only a quick one-mile bike ride away, making this an ideal retreat for a small family or two couples.brbrComfortable & Thoughtfully Designed Interior:brbrThis two-level home features both bedrooms and a full bathroom upstairs. Each bedroom is equal in size, one offers a California king bed, while the other has a queen bed and a twin. Pillow-top mattresses and ample closet space ensure a comfortable stay. The home's expanded bedroom windows (upgraded in 2017) bring in plenty of natural light, and central air conditioning (installed in 2023) keeps the space cool in the summer.brbrThe main level boasts an open and inviting living area with a brand-new (2024) oversized sofa and two armchairs, perfect for relaxing after a day at the beach. The space is bright and airy, with a 50-inch LED TV (cable/DVD) and high-speed wireless internet. A full bathroom is also located on this floor.brbrThe kitchen and dining area are well-equipped for entertaining, featuring a dining table for eight (new in 2023) and a kitchen counter with three bar stools for casual meals. A large-capacity LG washer and dryer are conveniently located in the entryway, along with plenty of closet storage.brbrThroughout the home, you'll find golden bamboo hardwood floors and an in-wall Bluetooth speaker system with volume controls in each downstairs room.brbrOutdoor Living & Beautiful Gardens:brbrStep outside to enjoy a spacious deck with outdoor seating, a large umbrella for shade, and a dining table for al fresco meals. After a day at the beach, rinse off in the outdoor shower, complete with a large rainfall showerhead.brbrThe property features a large horseshoe driveway with ample parking and a beautifully maintained lawn and garden, with flowers blooming throughout the season. An irrigation system keeps everything lush and green. For beach outings, the home includes four beach chairs and a cooler.brbrAdditional Details:brbrLinens and towels are provided, and beds will be made with fresh linens upon arrival.brRenters are responsible for laundering all linens and towels before departure (a large-capacity washer/dryer is available).brbrThe home is exceptionally clean and well-maintained, making it a perfect spot to unwind and enjoy the best of Martha's Vineyard.brbrBook your stay and enjoy all that Vineyard Haven has to offer!brbr*Pets are occasionally allowed but must be discussed with owner prior to booking. Pet fee must be selected at time of booking.
Bed 2

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Bath 2

Bath

Sleep 5

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Exceptional(24)

$1977.84

/ Nightly
Private Vacation Home

Luxe 4 Bed/4 Ensuite Bath, A/C In-Town Vineyard Haven, Gunite Pool and Spa

Vineyard Haven, Massachusetts, United States

Luxury Home in private cul-de-sac in Vineyard Haven. Just a short two block walk to downtown restaurants, shops, harbor, ferry and beach. Guests will love the convenience of this location. You can walk to Owen Park for swimming, fishing and the occasional evening concert. Stroll into town for coffee, ice cream, shopping, bookstore, and art galleries. See a show at the Vineyard Playhouse for award winning theater or enjoy a movie at the Martha's Vineyard Film Center. More beaches are just minutes away. This large home sleeps 9 and features 4 very spacious bedrooms each with its own luxury ensuite full bathroom with custom tile, marble and granite. Central air-conditioning, Gourmet Kitchen, expansive outdoor area with Farmer’s Porch, Bluestone Patio, outdoor Shower, designer furnishings all make for a pleasant and memorable Vineyard vacation. The large open living area is perfect for entertaining your group. The modern kitchen features stainless steel appliances, generous granite counter space with counter seating. The Dining Room and Living room are open to the kitchen, making for easy entertaining and modern living. There is a Large 60” flat screen TV and plenty of board games for entertainment. The first floor boast one MBR with a Queen bed and Full Bathroom with custom tiled shower. The second floor has a large second MBR with King Bed and sitting area. A large ensuite bathroom with double sink, granite countertops and custom tiled shower finish off this space. The third bedroom has a Queen Bed with a twin daybed in the room, ensuite bathroom with granite countertop and custom tiled shower/bathtub combination. The fourth bedroom has 2 Full Beds, ensuite bathroom with granite countertop and custom tiled shower/bathtub combination. There are spacious closets in all of the bedrooms. The wrap around Farmer’s Porch will be a favorite spot for breakfast, lunch or cocktails, or just to curl up and read the latest best selling novel. The generous blue stone patio has a gas grill and large table and chairs for plenty of outdoor seating. Newly completed finished basement with TV entertainment area, wet bar, half-bath and Ping-Pong table. There is a laundry room on the first floor. The house has central Air Conditioning. New Gunite Salt Water Pool and Spa, spacious bluestone patio, Outdoor Kitchen and Pool Cabana.
Bed 4

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Bath 4

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Sleep 9

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Exceptional(13)

$861.53

/ Nightly
Private Vacation Home

Charming Vineyard Classic Home, Walk to Town & Boat

Vineyard Haven, Massachusetts, United States

Enjoy a charming and comfortable stay in our Martha's Vineyard home, built in 1920 and recently updated with modern amenities. Located just half a mile from Vineyard Haven and Steamship Authority boats, this home is perfect for families and groups seeking a homey environment, comfort, and convenient access to local attractions, beaches, and dining. Enjoy the cozy indoor front porch, fully renovated kitchen and bathrooms. Or relax outside on the spacious outdoor deck with hard-lined propane BBQ.brbrWelcome to our home! Experience the best of Martha's Vineyard from this ideally located and beautifully updated residence.brbrClassic Martha's Vineyard home features 3 bedrooms, 1.5 bathrooms, a fully equipped, renovated kitchen with a dining room, a cozy indoor front porch, a large outdoor deck, an outdoor shower, and an enclosed spacious yard. The house includes laundry facilities, and baby gates at the top and bottom of the stairs, and is stocked with toys, games, and books for kids, making it perfect for families for long and short-term stays.brbrbSleeping Arrangements & Bathrooms/bbrThe home offers three charming bedrooms, each with a comfortable bed. All three bedrooms are located upstairs and feature a queen bed. Additionally, the indoor front porch includes a comfortable cozy daybed with a pull-out trundle that can act as either two twin beds or one king bed. The renovated full bathroom upstairs boasts a vintage tub and a new corner shower with glass walls, combining modern design with classic charm. There is also a powder room as well as an enclosed outdoor shower for your convenience.brbrbLiving area & Covered Porch/bbrRelax in the bright and inviting living room, featuring a comfortable L-shaped sofa perfect for lounging. The room is open and inviting, with ample natural light from the windows and French doors. Enjoy entertainment on the large smart TV mounted on the wall, ideal for movie nights or catching up on your favorite shows. This space is perfect for unwinding after a day of exploring Martha's Vineyard.brbrThe indoor front porch, bright and airy with large windows, features a cozy daybed with a pull-out trundle, cozy seating, and built-in shelves stocked with books. This versatile space can serve as a reading nook, workspace, or an extra sleeping area.brbrbKitchen & Dining/bbrThe fully equipped kitchen offers modern appliances, ample counter space, and all the essentials for preparing meals. Whether you’re cooking a quick breakfast or a gourmet dinner, this kitchen has everything you need. The dining area boasts a large table that comfortably seats six, making it perfect for family meals and gatherings. brbrbOutdoors/bbrThis spacious outdoor deck offers a serene escape surrounded by lush greenery. Featuring a large teak wood dining table and chairs, it’s perfect for al fresco meals and gatherings. The hard-lined propane Weber Summit grill is ideal for barbecues and outdoor cooking. The enclosed backyard offers privacy and space for outdoor activities, making it a great spot for families.brbrExperience the best of Vineyard Haven by booking your stay at this classic New England home. With its comfortable accommodations, modern amenities, and prime location, it’s a great choice for your next getaway.
Bed 3

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Bath 1

Bath

Sleep 8

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Exceptional(17)

$996.92

/ Nightly
Private Vacation Home

Historic Waterfront Home in Downtown VH — Bedroom AC window units

Vineyard Haven, Massachusetts, United States

Incredibly convenient, gracious home, perfect for large families. Spend days relaxing on the wraparound porch watching the boats sway in the harbor. Five minute walk to downtown, restaurants, ferry, grocery store, and library. Private path down to private section of the beach with plenty of room to pull up kayaks and other small boats. AC window units in most bedrooms (NOT in main rooms).brThe downstairs consists of dining room (seats 10-12), kitchen, living room (divided into a sitting area overlooking the harbor and TV watching area), glassed-in sunroom with seating area, and a laundry room with half bath. Also downstairs, with full harbor views, is a bedroom suite with private deck and entrance. The first room has a queen bed (has AC window unit), the second has a double bed (has AC window unit). Accessible through the first bedroom is a full bath. There is an outdoor shower (summer months only) off of the kitchen.brThe second floor has four more bedrooms (three of which face the harbor) and two bathrooms. The master bedroom (has AC window unit) has a queen bed, harbor views, and an attached bathroom (also accessible through the hallway). The bathroom has converted claw foot tub shower. A second bedroom (has AC window unit)— also with harbor views—has a double bed and a single bed and a private bathroom with a converted claw foot tub shower. In between these two bedrooms with a full harbor view is a small bedroom with two twin beds (NO AC). The last bedroom upstairs (has AC window unit) has windows overlooking the south lawn. It has a double bed and two twin beds and typically shares the bathroom with the master bathroom or (through a back staircase) the suite downstairs. FYI winter rentals, these last two bedrooms are not heated, but space heaters can be provided upon request. brFurnished with antiques and heated with cast-iron radiators the house exudes an old-fashioned charm and is ready to welcome you and your family. Towels, cotton sheets, and light quilts are provided. 7-day rental minimum. Check-in after 3 pm, Check out by 10 am. Once booked, No Refunds.br***IMPORTANT--Please message me directly using the CONTACT HOST link BEFORE sending a booking request!! Just click on CONTACT HOST on the bottom of the listing on the mobile app or on the full website CONTACT HOST is located just under where it says request to book. Thank you!! ****
Bed 6

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Bath 3

Bath

Sleep 12

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Exceptional(33)

$935.49

/ Nightly
Private Vacation Home

In-town jewel -- Vineyard Haven

Vineyard Haven, Massachusetts, United States

Five blocks from downtown Vineyard Haven and Martha's Vineyard ferry terminal, this house sits in a quiet neighborhood within 5 to downtown. This home has been thoughtfully renovated, resulting in guests who come again and again. It sleeps 7 guests in 4 bedrooms with 2 baths. Travelers can park two cars in the driveway and leisurely stroll into town for a morning cup of coffee, breakfast, lunch, dinner, shopping or to catch a bus at the ferry terminal and visit other parts of the Island. Bike rentals are available in downtown Vineyard Haven or Oak Bluffs. brbrThe first floor offers a spacious living room with fireplace, game table and cable TV. The dining room opens into a kitchen with granite counter tops, stainless steel appliances and a breakfast bar. For outdoor eating, the kitchen conveniently opens onto a private and nicely landscaped, bluestone patio with table/chairs/umbrella and BBQ grill. Around the corner is an enclosed outdoor shower for a quick rinse after a sandy day at the beach. brbrSleeping arrangements offer three bedrooms and full bath/shower on the second floor. On the main floor is a fourth bedroom with an adjacent bathroom and ample-sized shower... great for Grandma and Grandpa or guests who may need quieter space. brbrOther features include hardwood floors throughout; washer/dryer on the main floor; central air conditioning and WiFi. brbrOne block away is the public library (being renovated in 2025) with a children's section and programs for rainy days. For sports-minded travelers, Mink Meadow Golf Course is up the road, and the VH Yacht Club is a few blocks away. Beautiful Farm Neck Country Club, offering public golf and tennis play in the afternoon to non-members, is 6 miles away. In downtown Vineyard Haven, car, bike and moped rentals are available as is access to the Island-wide bus system. Call ahead for rentals.brbrCome enjoy a week you'll never forget!brbrHelpful notesbro Book more than 7 days between July 15 and 25 and enjoy a discount.bro No pets. No smoking.bro Ferry reservations can be booked through the Steamship Authority in early January on a first-come, first-served basis. So book early to get the best times. bro Call the Steamship Authority in late December, 508.477.8600, to learn exact opening date for ticket sales. Also ask about travel information necessary to obtain tickets. Rules and application forms change from year to year.bro To rent baby supplies, contact mvbabyrent.com or 508-627-8830.bro To rent beach gear, call 508-627-8830. There are small beach toys for youngsters, chairs and umbrella in our beach shed. Beach towels are in the first floor bath closet. bro Bedspreads are rotated frequently. They may appear differently upon arrival from those shown in VRBO photos. bro Helpful websites for state and local Covid regulations can be found at mass.gov, steamshipauthority.com, and mvy.com.bro Please advise us if you prefer to use your own linens. We will prepare your beds appropriately for a smooth arrival.
Bed 4

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Bath 2

Bath

Sleep 7

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Exceptional(18)

$483.85

/ Nightly
Apartment

Central 2nd-floor apartment with propane stove, grill, W/D, & great location

Vineyard Haven, Massachusetts, United States

Main Street UpperbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrTisbury Town Beach, Owen Park Beach, and Vineyard Haven shops, restaurants, and activities are all within a half-mile of this convenient Main Street retreat. Within walking distance of the ferry terminal and town services, this second-floor apartment also offers windows facing the harbor and Owen Park Beach. Leave the car behind while you explore around town or hop on the ferry to spend the day on Cape Cod. brbrThe sunny interior comes well-appointed for contemporary seaside living. The fully updated kitchen boasts a sparkling suite of all-new stainless steel appliances, including a dishwasher, for stress-free meal prep and planning. Plush seating, a propane stove, and a mini-split air-conditioner offer all-season comfort for group gatherings in the living room, while the adjacent den includes a smart TV for home entertainment. A covered landing is equipped with a gas grill for summertime cookouts. Free WiFi and a private washer/dryer round out the in-home essentials.brbrTHINGS TO KNOWbrStreaming services are available with guests’ own account(s).brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 2.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

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Bath 2

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Sleep 7

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Exceptional(4)

$484.53

/ Nightly
Apartment

Walk-up apartment with deck & grill - walk to beach & town

Vineyard Haven, Massachusetts, United States

Everyday is SaturdaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrFind yourself within easy reach of the best Martha's Vineyard offers with this cozy walk-up apartment. Just a short walk from the Steamship Authority Terminal and downtown Vineyard Haven, the home is also close to local town beaches. Golfers in the group will appreciate a convenient location close to Mink Meadows Golf Club. Walking trails from the home offer a three-mile loop to and from the scenic West Chop, offering some of the finest sunset views on the island. Beach chairs and various board games and playing cards are also provided for family fun and convenience. At home, you can enjoy outdoor living on the private deck and fire up the gas grill for summertime barbecues in the backyard.brbrThe sunny interior comes well-appointed for home comfort. The tidy kitchen area has a two-burner stove, convection toaster oven, microwave, coffee maker, and fridge for home cooking convenience. Comfortable seating and a smart TV set the stage for family movie nights or board games in the living area. Free WiFi and an outdoor shower round out the home essentials.brbrTHINGS TO KNOWbrStreaming services are available with guests’ own account(s).brThe home has window shaker air-conditioning units in each bedroom and the living space.brThis upper apartment requires stairs to access. Entry is located in the backyard. The main house is a private residence and is not accessible for guest use.brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 2.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Bath 1

Bath

Sleep 6

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Exceptional(61)

$729.5

/ Nightly
Private Vacation Home

Beautiful Estate with Large Lawn Made for Socializing and Kids' Playroom

Vineyard Haven, Massachusetts, United States

The CAVU Mansion on BellevuebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWith a spacious interior ranging from formal to casual, a separate play room for the kids, and a large lawn, this Martha's Vineyard vacation home is a great choice for your next family trip. brbrLocated in the town of Tisbury, this home is just a short distance away from the shores of Lagoon Pond, where guests may launch boats from various docks, or bring beach chairs and towels for a day in the sun. This home is in a residential part of town, giving it a quiet local feel. brbrThis home is warm and cabin-like on the outside, yet vast and welcoming on the inside. Multiple sitting rooms - including an enclosed sun porch - two dining rooms, a large kitchen, and a playroom offer a venue for every kind of socializing from sipping wine and chatting in your Sunday best to watching movies or a sports game in sweat pants. brbrThis home comes fully equipped to entertain guests of all ages with WiFi, cable, a Blu-ray DVD player and VCR, a CD player, and several age-appropriate board games and books. brbrPick your sitting spot and curl up with your personal device or a novel while a meal is prepared in the large kitchen, or out on the patio with the updated grill. Enjoy a formal family dinner at the banquet table, a casual cup of coffee and a muffin before the bay windows, or a barbecue out on the deck. brbrThe kids are taken care of here as well, with a playroom complete with their own TV and movie players, stuffed animals, puzzles, and children's books. Make sure to bring coloring books and your kid's favorite movies. While the adults chat on the deck, set the kids up in the yard with kiddie badminton, frisbee, or catch on the lawn. brbrThis four-bedroom, five-bathroom home can sleep 8 guests comfortably (eight adults at most, please), and the master wing has brand new hardwood floors for you to enjoy. With two king beds, a queen bed, two single twins, it can accommodate a wide range of vacationers, from multi-generational families to groups of friends. brbrThis is a great base for your island adventures, including hikes and tours of historic lighthouses, and days spent at Norton Point Beach clamming, bird watching, or strolling the sand. Go sailing, or (if you're here in August) take a walk through the Agricultural Fair. brbrFor a trip to one of the East Coast's classic retreats, check out this beautiful home on the shores of Martha's Vineyard.brbrParking notes: There is free parking available for 4 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

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Bath 5

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Sleep 8

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Exceptional(16)

$571.35

/ Nightly
Private Vacation Home

Cottage w/ water views from front yard, central ac & fireplace

Vineyard Haven, Massachusetts, United States

Island HomebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrSteps from the beach and walking distance to town, this adorable cottage cottage is your ticket to Martha's Vineyard! This two-bedroom home boasts original, cape-style design tastefully updated with modern comfort in mind. The bright, single-level interior features polished hardwood floors and a Vineyard motif accented with recent updates. Twin sofas and a fireplace provide cozy ambiance in the living room. Unwind with family and friends while streaming shows and movies on the wall-mounted smart TV. The full kitchen features a beautiful, new backsplash, counters, and farmhouse sink along with contemporary appliances to handle home mealtimes with ease. A sunny dining nook offers seating for four. A parlor/sitting room off the dining area provides a quiet place for reading or study and provides access to the furnished, back deck. In-home essentials include central AC with supplemental baseboard heating, free WiFi, and a private washer/dryer.brbrGreet the morning with a cup of coffee out on the private deck and make the most of blue-sky days on this beautiful backyard deck. Walk two blocks to spend the day at Tisbury Town Beach and rinse the sand from your toes in the outdoor shower when you get back home. Vineyard Haven, just minutes away, features an array of local shops and eateries.brbrThings to KnowbrFree high-speed WiFi - perfect for Zoom calls, remote work/schooling, streaming mediabrbrParking notes: There is free parking available for 2 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

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Bath 1

Bath

Sleep 4

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