Vineyard Haven holiday rentals

We found 807 holiday rentals — enter your dates for availability
Discover a selection of 208 homes, 16 apartments and other holiday rentals in Vineyard Haven that are perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as parking and a hot tub. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Vineyard Haven

Showing deals for:18 Dec - 25 Dec

Private kitchen
Terrace/patio
Dining
Exterior
Exceptional
(7 reviews)

BRAND NEW!

Oak Bluffs

8% off
AU$11,021
for 7 nights, 1 home
AU$1,574 per night
includes taxes & fees
BRAND NEW!
Living area
Living area
Dining
Outdoor dining
Exceptional
(17 reviews)

THE PARK ESTATE! Your Martha's Vineyard Getaway!

Oak Bluffs

9% off
AU$78,651
for 7 nights, 1 home
AU$11,236 per night
includes taxes & fees
THE PARK ESTATE! Your Martha's Vineyard Getaway!
Sun room off the kitchen.
Exterior
Outdoor relaxing!
Double sinks for busy kitchens.
Exceptional
(6 reviews)

WALK TO VILLAGE LOCATION, NEW POOL, FAMILY COMPOUND!

Edgartown

9% off
AU$34,243
for 7 nights, 1 home
AU$4,892 per night
includes taxes & fees
WALK TO VILLAGE LOCATION, NEW POOL, FAMILY COMPOUND!
Interior
Living area
Dining
Private kitchen
Exceptional
(6 reviews)

Spacious home for entertaining, centrally located to beach, ferry, and airport.

Edgartown

8% off
AU$30,211
for 7 nights, 1 home
AU$4,316 per night
includes taxes & fees
Spacious home for entertaining, centrally located to beach, ferry, and airport.
Private kitchen
Interior
Interior
Interior
Exceptional
(51 reviews)

Luxury Loft Historic Center Oak Bluffs

Oak Bluffs

19% off
AU$6,696
for 7 nights, 1 home
AU$957 per night
includes taxes & fees
Luxury Loft Historic Center Oak Bluffs
Choose from a variety of seating areas overlooking the ocean and harbor.
This unique home was carefully renovated to maintain its original character.
Laughter and stories are guaranteed as you get together on the West Porch.
You will create forever memories in this amazing setting.
Exceptional
(28 reviews)

Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell

Oak Bluffs

9% off
AU$48,297
for 7 nights, 1 home
AU$6,900 per night
includes taxes & fees
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
Living area
Living area
Property grounds
Living area
Excellent
(36 reviews)

A Vineyard Home Perfect For Family Gatherings

Vineyard Haven

8% off
AU$6,728
for 7 nights, 1 home
AU$961 per night
includes taxes & fees
A Vineyard Home Perfect For Family Gatherings
Living area
Outdoor dining
Living area
Exterior
Exceptional
(129 reviews)

On HGTV! New w/ Hot Tub, Bocce Court, AC, WALK to Town & Beach!

Edgartown

7% off
AU$5,576
for 7 nights, 1 home
AU$797 per night
includes taxes & fees
On HGTV! New w/ Hot Tub, Bocce Court, AC, WALK to Town & Beach!
Interior
Outdoor dining
Exterior
Living area
Exceptional
(16 reviews)

Guest House In Edgartown

Edgartown

8% off
AU$4,054
for 7 nights, 1 home
AU$579 per night
includes taxes & fees
Guest House In Edgartown
Dining
Terrace/patio
Living area
Living area
Exceptional
(14 reviews)

Charming Katama Home in Prime Edgartown Location!

Edgartown

16% off
AU$8,828
for 7 nights, 1 home
AU$1,261 per night
includes taxes & fees
Charming Katama Home in Prime Edgartown Location!
Kitchen
Approach to our home
Rear view of our home
Living room / Dining area
Exceptional
(16 reviews)

Katama Edgartown... bike to South Beach, bike to Town

Edgartown

8% off
AU$5,029
for 7 nights, 1 home
AU$718 per night
includes taxes & fees
Katama Edgartown... bike to South Beach, bike to Town
New chairs for 2023
Outdoor shower with over-sized rainfall shower head.
Living area
Kitchen with new hardwood floors
Exceptional
(96 reviews)

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

Vineyard Haven

8% off
AU$4,535
for 7 nights, 1 home
AU$648 per night
includes taxes & fees
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
Exterior
Outdoor dining
Private kitchen
Dining
Exceptional
(8 reviews)

Charming 4-bedroom house with AC and WiFi in beautiful Edgartown

Edgartown

8% off
AU$4,175
for 7 nights, 1 home
AU$596 per night
includes taxes & fees
Charming 4-bedroom house with AC and WiFi in beautiful Edgartown
Hot tub and heated pool
Front of main house at 47 Cooke St Edgartown MA
Entryway
Kitchen
Exceptional
(56 reviews)

Edgartown close to beach and town 6BD with Pool and Hot Tub

Edgartown

8% off
AU$22,029
for 7 nights, 1 home
AU$3,147 per night
includes taxes & fees
Edgartown close to beach and town 6BD with Pool and Hot Tub
Interior
Sunroom with games & books & everything fabulous for a long, sweet morning!
Interior
Interior
Exceptional
(38 reviews)

Beautiful Historic Hilltop Haven -Walk to Town & Water

Vineyard Haven

8% off
AU$5,324
for 7 nights, 1 home
AU$761 per night
includes taxes & fees
Beautiful Historic Hilltop Haven -Walk to Town & Water
Room
Dining room
front entrance
Exterior detail
Exceptional
(73 reviews)

Classic Downtown Property

Vineyard Haven

7% off
AU$5,510
for 7 nights, 1 home
AU$787 per night
includes taxes & fees
Classic Downtown Property
Dining
Exterior
Interior
Living area
Exceptional
(8 reviews)

Oak Bluffs Retreat! Spacious Vineyard Home Near Beaches & Downtown

Oak Bluffs

8% off
AU$6,595
for 7 nights, 1 home
AU$942 per night
includes taxes & fees
Oak Bluffs Retreat! Spacious Vineyard Home Near Beaches & Downtown
Bedroom with queen bed
House exterior
House exterior and front yard
Kitchen
Exceptional
(20 reviews)

Charming Family Home in the Heart of Martha's Vineyard

Vineyard Haven

8% off
AU$6,358
for 7 nights, 1 home
AU$908 per night
includes taxes & fees
Charming Family Home in the Heart of Martha's Vineyard
Living area
Living area
Outdoor dining
Dining
Exceptional
(31 reviews)

The Seashell Cove - Martha's Vineyard

Edgartown

12% off
AU$8,492
for 7 nights, 1 home
AU$1,213 per night
includes taxes & fees
The Seashell Cove - Martha's Vineyard
Cozy up with a blanket
Guest parking for Garden Level unit
Garden Patio
Kitchen
Exceptional
(43 reviews)

Downtown Oasis, Walk to Beach: Vineyard Vacation Houses Welcomes You!

Oak Bluffs

8% off
AU$9,971
for 7 nights, 1 apartment
AU$1,424 per night
includes taxes & fees
Downtown Oasis, Walk to Beach: Vineyard Vacation Houses Welcomes You!
Interior
Exterior
Ocean Park, right around the corner from house & between the house & State Beach
Private kitchen
Exceptional
(47 reviews)

Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

Oak Bluffs

7% off
AU$2,568
for 7 nights, 1 apartment
AU$367 per night
includes taxes & fees
Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

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Explore the beachside setting in Vineyard Haven

The area's wineries and festivals are just some of the reasons to come on holiday to Vineyard Haven. Renowned for its beaches, island views and shopping, this city welcomes all visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Vineyard Haven

Are you searching for attractions to visit during your stay? Venture out of your cosy holiday rental and check out everything that makes Vineyard Haven a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Shining Sea Bikeway (8.6 mi / 13.8 km)
  • Farm Neck Golf Club (2.1 mi / 3.4 km)
  • Downtown Library Park (6.8 mi / 10.9 km)
  • Cape Cod Winery (8.6 mi / 13.9 km)
  • Cape Cod Country Club (11.7 mi / 18.8 km)
  • Stand Up & Paddle Cape Cod (16.5 mi / 26.5 km)

Exploring the natural features in Vineyard Haven

Travellers enjoy Vineyard Haven for its beaches and island views. Whether you're looking for adventure or just want to take in the scenery, Vineyard Haven is a great place to get outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Oak Bluffs Town Beach (2.4 mi / 3.9 km)
  • Ocean Park (2.4 mi / 3.9 km)
  • Inkwell Beach (2.6 mi / 4.1 km)
  • Lambert's Cove Beach (3.5 mi / 5.7 km)
  • Edgartown Beach (3.9 mi / 6.3 km)
  • Falmouth Beach (6.1 mi / 9.7 km)

Seasonal weather in Vineyard Haven

If warm-weather activities are high on your list, August, July, September and June are the hottest months to visit, when temperatures average 20°C.

Travelling to and around Vineyard Haven

The nearest airport is in Vineyard Haven, MA (MVY-Martha's Vineyard), located 4.5 mi (7.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Hyannis, MA (HYA-Barnstable Municipal), which is 22 mi (35.4 km) away.

Frequently asked questions

What is the best area to stay in Vineyard Haven when booking a holiday rental?
When considering a holiday rental in Vineyard Haven, Massachusetts, one of the most appealing areas to stay in is near the picturesque waterfront. This part of the town offers a charming atmosphere, with its quaint shops, art galleries, and delightful eateries that reflect the local culture. The proximity to the harbour allows for easy access to ferry services, making it convenient for day trips to nearby islands.In this area, you will find a range of properties, from cosy cottages to more spacious homes, suiting various tastes and budgets. Staying here allows you to enjoy the scenic beauty of Vineyard Haven while being close to attractions such as the Vineyard Haven Marina and the iconic Cottage Museum, which showcases the town's rich history and architectural heritage.Another lovely neighbourhood to consider is the residential areas just a short walk from the centre. These streets are lined with beautiful historic homes and provide a peaceful retreat after a day of exploring. You can easily stroll to the nearby beaches, such as Owen Park Beach, where you can relax by the water or take part in outdoor activities.
Where are the best areas for renting a beach house in Vineyard Haven?
For renting a beach house in Vineyard Haven, consider the picturesque waterfront areas along the shores of Martha's Vineyard. The vicinity near the Vineyard Haven Harbour is particularly appealing, where you can find charming beach houses that offer stunning views of the water and easy access to sandy beaches. Many of these properties come equipped with amenities such as outdoor decks for al fresco dining, barbecue grills, and fully stocked kitchens, making them ideal for families or groups eager to enjoy a beachside retreat.Additionally, the neighbourhoods around Eastville Beach provide a lovely setting for beach rentals, often featuring properties with spacious living areas, modern furnishings, and outdoor showers to rinse off after a day at the beach. This area is also within walking distance to local shops, cafes, and the ferry terminal, adding convenience for visitors looking to explore the island.For those interested in a more tranquil experience, properties near the Tashmoo Woods offer a serene escape, surrounded by nature with access to private beaches. Many rentals in this locale have amenities like access to kayaks or bicycles, allowing guests to explore the scenic surroundings and enjoy the natural beauty of Martha's Vineyard.
What is the most popular type of holiday rental accomodation in Vineyard Haven?
In Vineyard Haven, holiday houses are the predominant type of holiday rental, with around 510 available throughout the area. These spacious properties typically feature multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxing, making them ideal for families or groups. Additionally, there are approximately 45 cottages, which offer a charming and cosy atmosphere, often set in picturesque locations near the beach or wooded areas. For those seeking a more compact option, around 30 apartments are available, providing essential amenities and a comfortable living space. There are also several condos and cabins, which add to the variety of choices for travellers.
Are there any family house rentals in Vineyard Haven?
In Vineyard Haven, there are some family-friendly house rentals available, with around 139 options to choose from. This charming area on Martha's Vineyard is great for families, boasting spacious homes that often include multiple bedrooms for everyone to relax comfortably. Many properties feature inviting living areas, fully equipped kitchens ideal for preparing family meals, and outdoor spaces for children to play.Visitors can enjoy close proximity to local attractions such as Vineyard Haven's picturesque harbour and the nearby shops and cafes that line Main Street. The beaches in the vicinity, including the lovely Owen Park Beach, offer opportunities for swimming and sunbathing, making it a great spot for family outings. Additionally, the surrounding natural beauty and scenic bike paths provide ample opportunities for outdoor adventures.
Can I rent a holiday home with a pool or hot tub in Vineyard Haven?
In Vineyard Haven, there are plenty of holiday homes available for rent that come with pools or hot tubs, with around 19 options to choose from. This charming town on Martha's Vineyard offers a picturesque setting for a relaxing getaway, with many properties situated close to the beach and local attractions.Travellers can expect various amenities in these rentals, including private pools, hot tubs, and outdoor spaces superb for barbecues or lounging in the sun. Many homes also feature fully equipped kitchens, spacious living areas, and multiple bedrooms, making them ideal for families or groups.
Are there pet-friendly house rentals in Vineyard Haven?
In Vineyard Haven, there are numerous pet-friendly house rentals available, with around 54 options for travellers looking to bring their furry companions along. This charming coastal town on Martha's Vineyard offers a variety of holiday homes, many of which come equipped with amenities such as spacious gardens, outdoor dining areas, and fully equipped kitchens, making them suitable for families or groups.The town's proximity to popular spots like the Vineyard Haven Beach provides opportunities for leisurely strolls and playtime with pets. Additionally, the nearby Tisbury Town Beach is also pet-friendly, allowing for enjoyable days by the water with your four-legged friend.
Are there any remote work holiday rentals in Vineyard Haven?
In Vineyard Haven, there are numerous options for remote work holiday rentals, with around 549 available throughout the area. This charming town on Martha's Vineyard is well-suited for those looking to combine work and leisure. Many properties in this region come equipped with essential amenities for remote work, including free Wi-Fi in both public areas and rooms, as well as dedicated desk spaces in some units, ensuring a comfortable working environment.Travellers can expect a variety of accommodations, from cosy cottages to spacious homes, often featuring full kitchens and outdoor spaces to relax after a day of work. The proximity to local attractions, such as the picturesque Vineyard Haven Harbour and nearby beaches, provides an excellent backdrop for downtime, allowing guests to enjoy the natural beauty and vibrant local culture. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Vineyard Haven?
In Vineyard Haven, popular rental amenities typically include well-equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also feature outdoor spaces such as decks or patios, superb for enjoying the pleasant Massachusetts weather. Additional conveniences often found in these rentals include onsite parking, which is beneficial for those travelling with vehicles. Some accommodations even come with extra amenities like blenders for making smoothies or cocktails, enhancing the overall holiday experience.
When is the best time to visit Vineyard Haven for a holiday rental?
The peak season in Vineyard Haven runs from June to August, with July being the most popular month for visitors. During this vibrant period, travellers flock to the area to soak up the sun and enjoy the wealth of outdoor activities available, from sailing and beach lounging to exploring the charming local shops and restaurants. The climate is typically warm, with temperatures ranging from 20 to 30 degrees Celsius, creating an ideal setting for summer adventures.If you prefer a more tranquil experience, consider visiting in November. This month offers a unique charm, as the summer crowds have dispersed, allowing for a peaceful exploration of Vineyard Haven's beautiful landscapes and coastline. The crisp autumn air is great for long walks along the beach or enjoying the local cuisine without the hustle and bustle of peak tourist season.Ultimately, your choice will depend on whether you wish to immerse yourself in the lively summer atmosphere or enjoy the serene beauty of Vineyard Haven in the quieter months.
What are the top attractions in Vineyard Haven?
In Vineyard Haven, visitors can enjoy a charming blend of coastal beauty and small-town atmosphere. The picturesque harbour area is great for leisurely strolls, and you can find various local shops and eateries that showcase the region's maritime culture. The Vineyard Haven Marina offers opportunities for boating and sailing, making it a great spot for water enthusiasts.Nearby, the Martha's Vineyard Museum provides insights into the island's history and culture, featuring exhibits that highlight local art and maritime heritage. The town also boasts beautiful beaches, such as Owen Park Beach, where you can relax by the water and enjoy stunning sunsets. For those interested in nature, the nearby Manuel F. Correllus State Forest offers trails for hiking and biking, showcasing the island's diverse landscapes.
Are all fees included in the Vineyard Haven holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Vineyard Haven holiday homes with parking?
Stayz offers a wide selection of holiday homes in Vineyard Haven with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Vineyard Haven holiday homes?
You can find great discounts on holiday homes in Vineyard Haven on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Vineyard Haven holiday home booking on Stayz?
To find Vineyard Haven holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Vineyard Haven?
A long-stay holiday home in Vineyard Haven is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Vineyard Haven holiday home?
Book your Vineyard Haven holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Vineyard Haven?
Prices for holiday homes in Vineyard Haven vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Vineyard Haven to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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