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Stress-Free Orleans Vacation Rentals, Guaranteed.

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.

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.

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

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