Aquinnah holiday rentals

We found 333 holiday rentals — enter your dates for availability
Discover a selection of 31 homes and other holiday rentals in Aquinnah that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Aquinnah

Showing deals for:18 Dec - 25 Dec

West wing with futon/sleeper
Living room with loft space above
Entering from the driveway
Kitchen slider and herb garden
Exceptional
(45 reviews)

Striking 5BR/4BA Chilmark Contemporary with Views of the Sound

Chilmark

8% off
AU$7,145
for 7 nights, 1 home
AU$1,021 per night
includes taxes & fees
Striking 5BR/4BA Chilmark Contemporary with Views of the Sound
Exterior
Living area
Outdoor dining
Living area
Exceptional
(17 reviews)

THE PARK ESTATE! Your Martha's Vineyard Getaway!

Oak Bluffs

9% off
AU$78,567
for 7 nights, 1 home
AU$11,224 per night
includes taxes & fees
THE PARK ESTATE! Your Martha's Vineyard Getaway!
Dining Room
Living area
Screened-in porch
Chef's kitchen
Exceptional
(10 reviews)

Lovely Chilmark home on Abel's Hill with private beach, pond, tennis, and trails

Chilmark

8% off
AU$13,479
for 7 nights, 1 home
AU$1,926 per night
includes taxes & fees
Lovely Chilmark home on Abel's Hill with private beach, pond, tennis, and trails
Living area
The garden gate
Dining
Terrace/patio
Exceptional
(40 reviews)

Walk to private beach from beautiful Abels Hill house

Chilmark

8% off
AU$7,294
for 7 nights, 1 home
AU$1,042 per night
includes taxes & fees
Walk to private beach from beautiful Abels Hill house
Private kitchen
Property grounds
Room
Outdoor dining
Exceptional
(93 reviews)

Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach

Aquinnah

8% off
AU$4,824
for 7 nights, 1 home
AU$689 per night
includes taxes & fees
Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach
Large, farmhouse fireplace perfect for chillier seasons.
Meals on the patio are a daily delight- sparkly mornings to ocean dipped sunsets
Newly built cedar and mahogany with rain head shower.
Dining area can seat 8-10 and looks onto patio and water views.
Exceptional
(42 reviews)

Sanctuary House: An ocean-view farmhouse retreat

Vineyard Haven

8% off
AU$7,145
for 7 nights, 1 home
AU$1,021 per night
includes taxes & fees
Sanctuary House: An ocean-view farmhouse retreat
Living area
South view to Pond and Atlantic Ocean from master bedroom
Exterior
Hallway to master suite
Exceptional
(14 reviews)

Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views

Chilmark

8% off
AU$9,578
for 7 nights, 1 home
AU$1,368 per night
includes taxes & fees
Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views
Interior
Property grounds
Living area
Dining
Exceptional
(55 reviews)

Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!

Aquinnah

8% off
AU$3,206
for 7 nights, 1 home
AU$458 per night
includes taxes & fees
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!
Terrace/patio
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$5,319
for 7 nights, 1 home
AU$760 per night
includes taxes & fees
Beautiful Historic Hilltop Haven -Walk to Town & Water
front entrance
Dining room
Room
Exterior detail
Exceptional
(73 reviews)

Classic Downtown Property

Vineyard Haven

7% off
AU$5,504
for 7 nights, 1 home
AU$786 per night
includes taxes & fees
Classic Downtown Property
Outdoor shower
House exterior
Kitchen
House exterior and front yard
Exceptional
(19 reviews)

Charming Family Home in the Heart of Martha's Vineyard

Vineyard Haven

8% off
AU$6,352
for 7 nights, 1 home
AU$907 per night
includes taxes & fees
Charming Family Home in the Heart of Martha's Vineyard

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Head to the scenic city of Aquinnah

The area's wineries and monuments are just some of the reasons to come on holiday to Aquinnah. Travellers to this scenic city praise the hiking, beaches and local tours. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Aquinnah

Do you want to discover attractions to visit in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Aquinnah a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Shining Sea Bikeway (18.9 mi / 30.3 km)
  • Farm Neck Golf Club (13.9 mi / 22.4 km)
  • Coastal Vineyards (18.4 mi / 29.6 km)
  • Chilmark Chocolates (2.9 mi / 4.6 km)
  • Fulling Mill Brook Preserve (5.2 mi / 8.4 km)

Exploring the natural features in Aquinnah

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Aquinnah is a great place to get out in nature. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Aquinnah Cliffs (2.1 mi / 3.4 km)
  • Lambert's Cove Beach (10.2 mi / 16.4 km)
  • Katama Beach (11.6 mi / 18.6 km)
  • Edgartown Beach (14.2 mi / 22.9 km)
  • South Beach (14.3 mi / 23 km)
  • Ocean Park (15.2 mi / 24.4 km)

Travelling to and around Aquinnah

The nearest airport is in Vineyard Haven, MA (MVY-Martha's Vineyard), located 10.5 mi (16.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to New Bedford, MA (EWB-New Bedford Regional), which is 24.8 mi (39.8 km) away.

Frequently asked questions

What is the best area to stay in Aquinnah when booking a holiday rental?
When considering a holiday rental in Aquinnah, Massachusetts, the best area to stay in is along the scenic coastline, where you can fully appreciate the natural beauty and tranquillity of the area. This picturesque neighbourhood offers a selection of charming properties, many with stunning ocean views and easy access to the beach.One of the top attractions in this area is the famous Aquinnah Cliffs, known for their striking multicoloured clay and breathtaking vistas. Visitors can enjoy leisurely walks along the cliffs or simply relax on the beach, soaking in the serene atmosphere. Another highlight is the iconic Gay Head Lighthouse, which stands as a historic landmark and provides a wonderful backdrop for photos, as well as an opportunity to learn about the local maritime history.In addition to these attractions, the neighbourhood is also close to various walking trails and nature spots, great for those who enjoy outdoor activities. Staying here allows you to immerse yourself in the natural splendor of Aquinnah while being conveniently located near key points of interest.
Where are the best areas for renting a beach house in Aquinnah?
For renting a beach house in Aquinnah, the area along the picturesque coastline of Martha's Vineyard is a prime choice. Aquinnah is renowned for its stunning cliffs and beautiful beaches, particularly the famous Gay Head Lighthouse and the nearby Moshup Beach. Properties in this area often come with breathtaking ocean views, private beach access, and outdoor spaces such as decks or patios, great for enjoying the sunset over the water.Many beach houses in Aquinnah are equipped with modern amenities like fully stocked kitchens, spacious living areas, and amenities such as outdoor showers and barbecues, making them ideal for families or groups looking to enjoy a relaxing seaside getaway. Additionally, some rentals may feature cosy fireplaces for cooler evenings and ample space for gatherings.The surrounding neighbourhoods also offer a sense of tranquillity and natural beauty, with opportunities for hiking along scenic trails and exploring the nearby conservation lands. Local shops and eateries, including those serving fresh seafood, enhance the experience for travellers.
What is the most popular type of holiday rental accomodation in Aquinnah?
In Aquinnah, holiday houses are the most popular type of holiday rental, with around 75 available throughout this picturesque area. These homes typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor decks or patios that provide stunning views of the surrounding landscapes. Many properties are located close to the iconic Aquinnah Cliffs and the beautiful beaches, making them ideal for families or groups looking to enjoy the natural beauty of Martha's Vineyard. Additionally, there are several condos and cottages available, offering a more compact and often more affordable option for couples or smaller parties.
Are there any family house rentals in Aquinnah?
In Aquinnah, Massachusetts, families will find a variety of suitable holiday rentals—there are 24 available throughout the area. This picturesque location, known for its stunning cliffs and beautiful beaches, offers homes that cater to family needs. Many properties feature spacious living areas, well-equipped kitchens for preparing meals, and outdoor spaces where children can play or families can enjoy barbecues together.Visitors can explore nearby attractions such as the iconic Aquinnah Lighthouse and the tranquil beaches of Gay Head, superb for a day of sun and sand. The locale also provides opportunities for outdoor activities, including hiking trails that lead to breathtaking views of the Atlantic Ocean.
Can I rent a holiday home with a pool or hot tub in Aquinnah?
In Aquinnah, there are several holiday homes available for rent that feature pools and hot tubs, providing a luxurious touch to your stay. This picturesque area on Martha's Vineyard is known for its stunning cliffs and serene beaches, making it an ideal destination for relaxation. Many properties come equipped with private pools, hot tubs, and outdoor spaces great for enjoying the coastal views. Travellers can also expect amenities such as fully equipped kitchens, spacious living areas, and, in some cases, direct access to nearby beaches or walking paths.
Are there pet-friendly house rentals in Aquinnah?
In Aquinnah, there are several pet-friendly house rentals available, with around 14 options for travellers to choose from. These properties often come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor decks or patios, making them ideal for families or groups travelling with pets. Many rentals are designed to provide comfort and convenience, featuring laundry facilities, Wi-Fi, and sometimes even private outdoor spaces where pets can roam freely.The area itself is known for its beautiful natural surroundings, including proximity to stunning beaches and scenic walking trails. Notably, the Aquinnah Cliffs, a natural landmark, offer breathtaking views and are a great spot for a day out with your furry friends. Additionally, nearby parks and open spaces provide ample opportunities for pet-friendly activities, ensuring an enjoyable stay for both humans and their four-legged companions.
Are there any remote work holiday rentals in Aquinnah?
In Aquinnah, Massachusetts, there are numerous remote work holiday rentals available, with around 84 options to choose from. This picturesque area on Martha's Vineyard offers a tranquil setting for those looking to combine work and leisure. Many properties come equipped with essential amenities for remote work, such as reliable Wi-Fi, dedicated workspaces, and comfortable seating arrangements.The surroundings are beautifully scenic, with stunning views of the Atlantic Ocean and access to nearby beaches, making it an ideal location for breaks between work sessions. Additionally, the area is known for its charming lighthouses and walking trails, providing excellent opportunities for outdoor activities and relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Aquinnah?
In Aquinnah, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals with ease. Many properties also feature decks or patios, providing a lovely outdoor space to relax and take in the stunning coastal views. Essential appliances such as blenders and coffee or tea makers are commonly found, ensuring a comfortable stay. Additionally, onsite parking is typically available, making it convenient for travellers who arrive by car.
When is the best time to visit Aquinnah for a holiday rental?
The best time to book a holiday rental in Aquinnah is during the summer months, particularly in July, when the area is thriving with visitors. This peak season, which runs from June to August, offers warm temperatures averaging between 18 to 27 degrees Celsius, superb for enjoying the stunning coastal scenery and engaging in outdoor activities.In July, the beaches come alive with sunbathers and water sports enthusiasts, while the local community hosts various events that showcase the unique culture of Martha's Vineyard. You can explore the breathtaking cliffs, visit the iconic Aquinnah Lighthouse, or indulge in fresh seafood at nearby restaurants.If you're looking for a more tranquil experience, consider visiting in December. While this month is quieter, it offers a unique charm, with fewer crowds allowing for peaceful walks along the coastline and the opportunity to appreciate the area's natural beauty in a more intimate setting.
What are the top attractions in Aquinnah?
In Aquinnah, visitors can enjoy stunning natural beauty and unique cultural experiences. One of the main attractions is the Aquinnah Cliffs, known for their striking multicoloured clay formations and breathtaking views of the Atlantic Ocean. The nearby Gay Head Lighthouse offers a glimpse into the area's maritime history and provides an excellent vantage point for photography.Aquinnah is also home to the Wampanoag Tribal Museum, where travellers can learn about the indigenous culture and history of the region. For those interested in outdoor activities, the surrounding beaches, particularly Moshup Beach, are superb for sunbathing, swimming, and exploring coastal trails.
Are all fees included in the Aquinnah 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 Aquinnah holiday homes with parking?
Stayz offers a wide selection of holiday homes in Aquinnah 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 Aquinnah holiday homes?
You can find great discounts on holiday homes in Aquinnah 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 Aquinnah holiday home booking on Stayz?
To find Aquinnah 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 Aquinnah?
A long-stay holiday home in Aquinnah 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 Aquinnah holiday home?
Book your Aquinnah 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 Aquinnah?
Prices for holiday homes in Aquinnah 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 Aquinnah 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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