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Luxury Orleans Vacation Rentals.

Discover Why Guests Book With Del Mar Year After Year.

Explore Orleans' enchanting downtown, a haven for boutique shopping, delightful dining, and local culture, all just steps from your door.

Enjoy easy access to serene beaches, perfect for sun-soaked relaxation and tranquil shoreline walks.

Experience scenic trails amidst lush landscapes, making it a paradise for hikers and outdoor enthusiasts.


Orleans sits at the inner "elbow" of Cape Cod, bordered by Eastham and Brewster. Orleans offers a quintessential Cape Cod experience with charming shops and a laid-back atmosphere. It’s celebrated for its stunning beaches, including Nauset Beach on the Atlantic and Skaket Beach on Cape Cod Bay. Orleans is a cultural hub with a vibrant arts scene, featuring the Orleans Historical Society and the Academy of Performing Arts. Pleasant Bay offers excellent opportunities for boating and fishing.

Featured Orleans Vacation Rentals 


Why choose a vacation rental in Orleans?

Embrace the Beauty of Orleans

If you're seeking a vacation rental that allows you to immerse yourself in coastal beauty and small-town charm, Orleans is the ideal destination for you. From its pristine beaches and picturesque saltwater ponds to its quaint downtown area filled with boutique shops and delicious eateries, Orleans offers a captivating blend of natural wonders and cultural delights. Plus, it's conveniently located near other Cape Cod attractions such as Chatham and Eastham.

One of the greatest advantages of staying in an Orleans vacation rental is its proximity to outdoor adventures. Spend your days basking in the sun on the sandy shores of Nauset Beach or Skaket Beach, where you can swim, picnic, and stroll along the coastline. Explore the network of scenic nature trails that wind through the marshes and woodlands, offering opportunities for birdwatching and peaceful walks in nature.

Orleans is also known for its rich history and vibrant community. Visit the French Cable Station Museum to learn about the town's role in transatlantic communication or explore the Jonathan Young Windmill, a historic landmark that offers insight into the region's agricultural past. Take a leisurely walk along Main Street, where you'll find charming shops, art galleries, and local restaurants serving fresh seafood and other culinary delights.

Whether you seek relaxation or exploration, Orleans offers a variety of experiences. When you choose an Orleans vacation rental, you'll have the opportunity to embrace the coastal beauty, immerse yourself in the town's history, and create lasting memories in this charming Cape Cod gem.

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Comfortable Accommodations

One of the highlights of booking an Orleans vacation rental is the comfortable and inviting accommodations that await you. Picture yourself stepping into a beautifully appointed rental, featuring New England-inspired decor, cozy furnishings, and all the amenities you need for a comfortable stay. It's the perfect home away from home.

Whether you're planning a romantic escape or a family vacation, Orleans vacation rentals offer a range of options to suit your needs. Choose a charming cottage with a private garden or a spacious home with multiple bedrooms and living areas. Many rentals feature outdoor spaces like decks or patios, allowing you to relax and soak in the coastal ambiance.

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When you book an Orleans vacation rental, you'll have access to all the conveniences and comforts you desire. Enjoy amenities such as fully equipped kitchens, comfortable beds, and entertainment options like cable TV and high-speed internet. After a day of exploration, return to your rental and unwind in a cozy and welcoming environment.

Tranquility and Community

One of the greatest advantages of booking an Orleans vacation rental is the perfect balance between tranquility and a vibrant community. Unlike bustling hotels, vacation rentals provide a serene retreat where you can relax and recharge. At the same time, Orleans offers a lively atmosphere with a tight-knit community that welcomes visitors with open arms.

Many Orleans vacation rentals are situated in peaceful neighborhoods, allowing you to enjoy a tranquil setting. Whether you're sipping your morning coffee on the porch or lounging in the backyard, you'll have your own private space to enjoy the serene surroundings. You won't have to worry about noisy corridors or crowded lobbies. Instead, you can embrace the tranquility and privacy of your vacation rental.

Additionally, Orleans offers a warm and friendly community that adds to the charm of your vacation experience. Engage with locals at the farmers' market, attend cultural events and festivals, or simply strike up a conversation at a local cafe. You'll have the opportunity to connect with the community and immerse yourself in the Cape Cod way of life.

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Discover Orleans, MA: From Skaket Beach Rentals to the Historic Academy Playhouse and Quaint Cottages

The charm and historical allure of Orleans make it a prime vacation spot for anyone looking to experience the quintessential Cape Cod town, offering nature paradises, a bustling downtown area, and beautiful beach rentals as well as rustic cottage getaways.

While this Cape Cod centerpiece is justly famous for its beaches, including Nauset Beach and Rock Harbor Beach, its Skaket Beach rentals in particular provide indelibly picturesque beach walks, tranquil waters, and stunning sunsets.

For a unique taste of local history, experience live performances at the Academy Playhouse, first built in 1873 as the local town hall. Its arena theater roots date even further back, to a tradition of ancient Greek drama that completely immerses the audience into the story … which is entirely appropriate, as you’ll find yourself completely immersed in Orleans’ unforgettable charm, whether you’re indoors or out.

Book Your Orleans Vacation with Us Today

Booking an Orleans vacation rental is the perfect way to create cherished memories in a place where coastal beauty meets small-town charm. With its natural wonders, comfortable accommodations, serene privacy, and welcoming community, you're guaranteed an unforgettable summer retreat.

Whether you're seeking a peaceful escape or an active adventure, Orleans has it all. Don't hesitate to book your Orleans vacation rental today and discover the magic of this captivating Cape Cod destination!

What our guests are saying

Sorry to AirBNB, but I'm a Del Mar convert now. The house was gorgeous, the bed was THE most comfortable bed I've encountered in a rental, and the Del Mar team went above and beyond to fix a leak in the ceiling. I'm excited to explore the rest of the cape, and I just might have to book direct with Del Mar next year!

- Pamela
Guest 2023
Great stay in Orleans Love the location. House was comfortable and well equipped for our stay. Communication from the rental company was very good.
- Michael
Guest 2022

Perfect family home with all the essentials, fit 3 people and 2 dogs comfortably, third bedroom/game room downstairs perfect for kids. The pet friendly option was a huge bonus and the yard was great for the pups to enjoy. Close to the beach; short drive from the quaint downtown of Orleans. My only regret is not booking for longer!

- Kristen
Guest 2022

Top 5 Places to Explore

1. Nauset Beach: Enjoy the beautiful sandy shores and rolling waves of Nauset Beach, a popular destination for swimming, sunbathing, and beach walks.

2. Skaket Beach: Visit Skaket Beach, known for its calm waters and stunning sunsets over Cape Cod Bay. It's a great spot for families and those looking for a more relaxed beach experience.

3. Rock Harbor: Visit Rock Harbor, a picturesque harbor with fishing boats and stunning views. Take a walk along the jetty, enjoy the sunset, or try your hand at fishing.

4. Nauset Marsh: Enjoy the scenic beauty of Nauset Marsh, a large salt marsh ecosystem. Take a kayak or paddleboard tour to explore the marsh's channels and spot wildlife.

5. Academy Playhouse: Catch a live performance at the Academy Playhouse, a local theater that offers a variety of productions, including plays, musicals, and concerts.

Why Choose Del Mar?

At every stage of your vacation, we are committed to delivering a 5-star experience for each guest. From the moment you make your booking to the time you bid farewell, our dedicated team is here to guarantee that your stay on Cape Cod is nothing short of exceptional.

Save When you Book Direct

By booking directly with Del Mar Vacations, you can instantly pocket the savings on fees imposed by third-party platforms such as Airbnb and VRBO. Not only will you keep more money in your pocket, but you'll also relish in the comfort of the same exceptional homes, plus an even more extraordinary booking experience.

Linens & Towels

Bringing sheets or making your bed shouldn't be part of great vacation. When you arrive, beds will be freshly made and topped with folded hotel-quality towels.

Keyless Entry

Stopping by a rental office to get a key can be a pain; instead, all of our homes are equipped with keypad locks, to make it easier and more secure for guests.

Dedicated Service

Questions from guests are expected, and welcome! We have a dedicated local customer service team to deal with any questions or issues you have while you are here.

24/7 Emergency Line

Emergencies happen, even on vacation; we provide a 24/7 emergency line so our guests are safe, at all hours.

Premier Cleaning Standards

A great vacation begins with a clean home; in order to keep our standards high, and always ensure things are sparkling for our guests, all of our housekeepers work directly for us.

Local Partnerships

Del Mar Vacations is partnered with over 80 businesses around Cape Cod to help us provide exclusive discounts, event, and charitable opportunities for guests.

Explore More Cape Cod

Explore the Cape & Islands


Things to do in Orleans

Find out the best activities, restaurants, and local tips to get the most out of your Orleans vacation.

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Things to do in Eastham

Find out the best activities, restaurants, and local tips to get the most out of your Eastham vacation.

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Things to do in Brewster

Find out the best activities, restaurants, and local tips to get the most out of your Brewster vacation.

Frequently Asked Questions

How old do I need to be to rent a vacation home?

You must be at least 25 years old to book a rental home with us, as per Massachusetts law. An ID must be furnished upon request.

What if I accidentally damage something in the home?

Fortunately, you are covered up to $500 for accidental damage before your security deposit begins to cover damage. Accidents happen, so we always encourage guests to let us know.

What if an appliance breaks or I need help during my stay?

Our Guest Services team is available seven days a week from 8am to 7pm to assist you in. We also provide 24hr emergency assistance to all of our guests.

Can I have a wedding or a large party?

Our portfolio of homes is privately owned, and we do not allow weddings or any parties out of respect for our homeowner clients. We strictly adhere to owner preferences on occupancy and town ordinances as they relate to noise violations, and take appropriate action when necessary including, but not limited to, immediate eviction of Guests from the home.

Is there Beach Equipment available at the house?

Unfortunately, we cannot guarantee that beach gear will be available at the home upon your arrival.. Many of our homeowners do leave chairs, umbrellas, and other beach gear that you are welcome to use.

What are some popular activities on Cape Cod?

On Cape Cod, visitors revel in its coastal charm and abundance of outdoor activities. From indulging in local ice cream after a cruise along the bike path, to kayaking along picturesque waterways, and exploring historic lighthouses that adorn its shores, there's something for everyone. But what truly sets Cape Cod apart are its stunning beaches, inviting visitors to relax, play, and soak in the natural beauty of this iconic destination. 

What are some popular Cape Cod destinations?

Provincetown: Located at the tip of the outer cape, Provincetown is known for its vibrant art scene and LGBTQ+ friendly atmosphere.

Hyannis: Situated in the mid-cape region, Hyannis offers beautiful beaches and cultural attractions, including the John F. Kennedy Hyannis Museum.

Chatham: This charming seaside town on the lower cape features a picturesque lighthouse and quaint downtown area.

Falmouth: Found on the upper cape, Falmouth boasts the Shining Sea Bikeway and the renowned Woods Hole Oceanographic Institution.

Sandwich: As one of the oldest towns in New England, Sandwich offers historic sites like the Sandwich Glass Museum and scenic spots like the Sandwich Boardwalk.

Eastham: Nature lovers flock to Eastham for its pristine beaches and picturesque salt marshes, located on the outer cape.

Dennis Port: Situated on the south coast of Cape Cod, Dennis Port is known for its charming beaches and relaxed atmosphere.

Buzzards Bay: Located on the western side of the cape, Buzzards Bay offers opportunities for boating, fishing, and waterfront dining.

These destinations showcase the diverse attractions and natural beauty found throughout Cape Cod, from its sandy beaches along Cape Cod Bay to its quaint villages scattered across the region.

What are some of the features and benefits of Del Mar vacation rentals?

Del Mar Vacation Rentals offers an array of features and benefits to enhance your Cape Cod getaway. When you book directly with us, you not only save but also gain access to our exceptional customer service team, comprised of attentive locals who are always on hand to assist you throughout your stay.

 Our house rentals redefine luxury with oceanfront mansions and cozy retreats alike, ensuring a perfect stay for every guest. With seamless self-check-in, you'll have hassle-free access to your vacation home, allowing you to start your getaway on the right foot.

Our commitment to excellence extends to the details, with premium linens provided in every rental for your comfort and convenience. Forget packing bulky sheets and towels – we have you covered. Plus, many of our homes feature essential amenities like washers and dryers, allowing you to pack light and keep your clothes fresh throughout your stay.

Experience the best of Cape Cod with Del Mar Vacation Rentals – where every detail is designed to enhance your stay and create unforgettable memories.  

What is Orleans known for?

Natural Beauty: Orleans is renowned for its stunning natural landscapes, including pristine beaches, freshwater ponds, and scenic marshes. The town offers access to both the Atlantic Ocean and Cape Cod Bay, making it a popular destination for beachgoers, nature enthusiasts, and outdoor adventurers.

Nauset Beach: One of the most famous attractions in Orleans is Nauset Beach, a picturesque stretch of shoreline known for its rolling dunes, powerful surf, and panoramic views. It's a favorite spot for swimming, surfing, sunbathing, and beachcombing.

Cape Cod National Seashore: Orleans is part of the Cape Cod National Seashore, a protected area encompassing miles of pristine coastline, salt marshes, and nature trails. Visitors can explore scenic hiking trails, go birdwatching, or simply admire the natural beauty of this coastal wilderness.

Cultural Attractions: Orleans has a rich cultural heritage, with several museums, galleries, and historic sites to explore. The French Cable Station Museum offers insights into the town's maritime history, while the Orleans Historical Society Museum showcases exhibits on local history and culture.

Outdoor Activities: In addition to beach activities, Orleans offers a wide range of outdoor recreational opportunities. Visitors can go kayaking or paddleboarding on the town's waterways, take a bike ride along the Cape Cod Rail Trail, or enjoy a round of golf at one of the area's scenic courses.

Shopping and Dining: Orleans has a charming downtown area with boutique shops, art galleries, and restaurants serving up fresh seafood and other culinary delights. Visitors can stroll along Main Street, browse unique shops, and enjoy the town's vibrant dining scene.

On what part of the Cape is Orleans?

Orleans is located on the eastern part of Cape Cod in Massachusetts. It occupies a central position on the "elbow" of the Cape, bordered by the Atlantic Ocean to the east and Cape Cod Bay to the west. Its location provides easy access to both the ocean and bay beaches, as well as to the Cape Cod National Seashore and other attractions in the area. It is located in the "lower Cape" region.

How do I spend a day in Orleans?

Morning Beach Time: Start your day by heading to one of Orleans' beautiful beaches, such as Nauset Beach or Skaket Beach. Enjoy a leisurely walk along the shore, take a refreshing dip in the ocean, or simply relax on the sandy shores while soaking up the morning sun.

Breakfast: After your beach time, grab breakfast at a local cafe or diner. Orleans offers plenty of options for a delicious morning meal, from cozy breakfast spots to bustling eateries serving up fresh coffee and pastries.

Explore the Cape Cod National Seashore: Spend the mid-morning exploring the Cape Cod National Seashore, which includes parts of Orleans' coastline. Take a scenic drive along Route 6A or Route 6 to admire the natural beauty of the area, stop at scenic overlooks, and explore hiking trails that lead to breathtaking vistas.

Visit a Museum or Cultural Attraction: In the afternoon, visit one of Orleans' museums or cultural attractions. Explore the French Cable Station Museum to learn about the town's maritime history and its role in transatlantic communication, or visit the Orleans Historical Society Museum to discover exhibits on local history and culture.

Lunch: Refuel with a delicious lunch at a local restaurant. Orleans offers a variety of dining options, from seafood shacks serving up fresh catches to upscale eateries offering gourmet cuisine. Enjoy a leisurely meal while taking in views of the waterfront or quaint Main Street.

Outdoor Recreation: Spend the afternoon engaging in outdoor activities. Rent a kayak or paddleboard and explore the calm waters of Town Cove or Pleasant Bay, go for a bike ride along the Cape Cod Rail Trail, or take a nature walk through one of Orleans' conservation areas or nature reserves.

Shopping: Take some time to browse the shops and boutiques in Orleans' charming downtown area. Explore unique stores offering everything from handmade crafts and jewelry to beach gear and souvenirs, and pick up a memento to remember your day in Orleans.

Dinner with a View: End your day with dinner at a waterfront restaurant overlooking the harbor or ocean. Sample fresh seafood dishes or other local specialties while watching the sunset over the water, creating a memorable end to your day in Orleans.

Evening Relaxation: After dinner, take a leisurely stroll along the waterfront or relax on the beach under the stars. Reflect on your day in Orleans and savor the peaceful ambiance of Cape Cod.

What towns surround Orleans?

The towns that border Orleans are:

  1. Eastham
  2. Brewster
  3. Harwich
  4. Chatham