Holiday rentals near Bend in the Road Beach

We found 1,014 holiday rentals — enter your dates for availability
Take a look at holiday rentals near Bend in the Road Beach that can be your home away from home. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you need and want for your stay, which might include a pool and a washer and dryer. Whatever you're looking for, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Bend in the Road Beach

Showing deals for:25 Dec - 1 Jan

  • 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

Frequently asked questions

What are the best holiday rentals near Bend In The Road Beach?
The best holiday rentals near Bend In The Road Beach are primarily located in Edgartown, Massachusetts, offering convenient access to the shore. You will find a wide selection of private holiday houses and charming cottages, many just a short walk or drive from the beach. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You can easily find the best holiday rentals near Bend In The Road Beach to suit your needs.

Many of these properties offer fantastic amenities so you can have a comfortable stay, such as a deck or patio for outdoor relaxation and laundry facilities, which is ideal for longer stays. These homes are superb for families or small groups looking for a relaxing coastal getaway.
What are the best pet-friendly holiday rentals near Bend In The Road Beach?
Over 100 properties welcome pets near Bend In The Road Beach, primarily private holiday houses and cottages in the Edgartown area. These holiday rentals are ideal for guests travelling with their dogs and cats, offering essential comforts such as fully equipped kitchens and Wi-Fi, along with practical features like easy outdoor access for pets. These homes ensure a comfortable stay for everyone.

When searching for the best pet-friendly holiday rentals near Bend In The Road Beach, always review the specific house rules regarding pet size restrictions or any additional fees. Bend In The Road Beach itself is pet-friendly, providing ample space to roam and enjoy the coastline.
What are the top holiday rentals with pools near Bend In The Road Beach?
There are approximately 58 holiday rentals near Bend In The Road Beach that offer access to swimming pools, primarily private holiday houses with a few condo options. These properties are concentrated in areas surrounding Edgartown, providing guests with a choice of private outdoor pools, often heated, or shared community pools. Many of these homes come well-appointed with full kitchens, Wi-Fi, and outdoor spaces, making them suitable for families and groups seeking a comfortable and convenient base for their stay.

When selecting your holiday rental, consider whether a private pool, offering seclusion, or a shared pool, which may include access to other facilities, best suits your needs. For stays during cooler months, looking for properties with heated or indoor pool options is advisable to ensure swimming enjoyment.
What are the best family holiday rentals near Bend In The Road Beach?
There are over 330 family-friendly holiday homes, primarily private holiday houses and cottages, near Bend In The Road Beach. These properties offer ample space with multiple bedrooms and bathrooms to comfortably accommodate groups. Families will appreciate the full kitchens for meal preparation, outdoor play areas like gardens, patios, and secured yards, and practical amenities such as washer/dryers. Many also provide entertainment options including books, games, and video games.

When selecting a holiday rental for your family, look for homes that offer distinct spaces for adults and children, and prioritise those with well-equipped kitchens and laundry facilities to simplify your stay. Choosing a property close to Bend In The Road Beach means less daily travel and more time enjoying the area.
Are there any luxury holiday rentals near Bend In The Road Beach?
There are several luxury holiday rentals near Bend In The Road Beach that combine scenic views with modern comfort. These properties often feature amenities such as private pools, heated pools, private chefs, and lake views. Guests can also find homes with fireplaces and air conditioning, ensuring a comfortable stay regardless of the season.

These homes are ideal for families or larger groups, offering amenities like tennis courts and golf onsite. Many of these top-tier stays are managed by highly rated Bookabach hosts, ensuring a professional and premium experience.
Where should I stay when visiting Bend In The Road Beach?
When visiting Bend In The Road Beach, there are several charming areas offering excellent holiday rentals. Edgartown itself is a superb choice, providing a classic New England experience with its historic architecture and proximity to local amenities. Properties here offer convenient access to Bend In The Road Beach and the town's charming streets.

For those desiring a slightly more secluded feel while remaining close to Bend In The Road Beach, the Katama area is a wonderful option. This area is known for its beautiful landscapes and offers a selection of homes that provide a tranquil escape. Access to Bend In The Road Beach is straightforward from Katama.

Further afield, but still offering good access, the town of Oak Bluffs provides a different coastal vibe with its gingerbread cottages and lively harbour. Rentals in Oak Bluffs are a short drive from Bend In The Road Beach, making it a viable base for exploring the wider Martha's Vineyard area.
What is the cheapest month to stay near Bend In The Road Beach?
The cheapest time to find holiday rentals near Bend In The Road Beach is typically during the late Autumn (November) and early Spring (April), excluding any major local holidays. April often provides the best deals on properties and homes, with rates that can be lower compared to the peak summer season. Guests can frequently find various savings during these months, along with greater availability of holiday rentals.
Are there any lakefront holiday rentals near Bend In The Road Beach
Lakefront holiday rentals near Bend In The Road Beach are primarily found along the shores of nearby freshwater ponds and small lakes across Martha's Vineyard. These properties are a short drive from Bend In The Road Beach, offering convenient access to water activities such as kayaking, fishing, paddleboating, and swimming, or simply relaxing by the water's edge.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups seeking a peaceful retreat. Guests can enjoy the privacy and natural beauty, balancing modern amenities with the tranquility of nature.
Are there any top beachfront holiday rentals near Bend In The Road Beach
Beachfront holiday rentals near Bend In The Road Beach offer direct access to the sand, often with ocean-view balconies providing stunning vistas of the water. Properties are commonly found along the coastal stretches leading to Bend In The Road Beach, with some locations providing walkability to lively dining and shopping options, while others are situated in quieter areas for maximum relaxation.

Guests can often find amenities such as beach chairs, umbrellas, and oceanfront pools, making for an effortless stay. Accommodation types range from ocean-facing rooms and suites to multi-bedroom units with private terraces, suitable for various group sizes.
Are there any monthly holiday rentals near Bend In The Road Beach?
Bookabach offers excellent options for monthly holiday rentals near Bend In The Road Beach, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer holiday with the family. With flexible monthly rental options, Bookabach is a convenient and comfortable choice for extended stays near Bend In The Road Beach.
Are there any last-minute holiday rentals near Bend In The Road Beach?
Bookabach makes it simple to find last-minute holiday rentals near Bend In The Road Beach that blend comfort, style, and great value. Bookabach offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Bookabach's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Bookabach's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
Are all fees included in the Bend in the Road Beach holiday homes prices shown on Bookabach?
Bookabach 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 discounts for holiday homes near Bend in the Road Beach?
You can find great discounts on holiday homes near Bend in the Road Beach on Bookabach, 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.
Are there any holiday homes near Bend in the Road Beach with parking?
Bookabach offers a wide selection of holiday homes near Bend in the Road Beach 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.
Can I change or cancel my Bend in the Road Beach holiday home booking on Bookabach?
To find Bend in the Road Beach holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes near Bend in the Road Beach?
A long-stay holiday home near Bend in the Road Beach 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 Bookabach?
Bookabach'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 holiday home near Bend in the Road Beach?
Book your Bend in the Road Beach 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home near Bend in the Road Beach?
Prices for holiday homes near Bend in the Road Beach 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. Bookabach offers something for every taste and budget, from affordable homes near Bend in the Road Beach to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.