South Orleans holiday lettings

We found 69 holiday rentals — enter your dates for availability

Discover a selection of 39 homes and other holiday rentals in South Orleans that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, including parking and a TV. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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The beachside setting of South Orleans is ready to explore

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in South Orleans. This city is well-known for its seafood restaurants and local tours. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in South Orleans

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

  • Ocean Edge Golf Club (3.5 mi / 5.6 km)
  • Cape Cod Lavender Farm (6.2 mi / 9.9 km)
  • Cape Cod Inflatable Park (14.3 mi / 23.1 km)
  • Rail Trail Bike Shop (3.9 mi / 6.3 km)
  • Cape Cod Baseball & Bumper Boats (7.6 mi / 12.3 km)
  • Bass River Golf Course (11 mi / 17.8 km)

Exploring the natural features in South Orleans

Whether you're an adventurous traveller or just want to appreciate the scenery, South Orleans is a great spot to appreciate mother nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Skaket Beach (3.4 mi / 5.4 km)
  • Rock Harbor Beach (3.5 mi / 5.7 km)
  • Breakwater Beach (5 mi / 8 km)
  • Ridgevale Beach (5.5 mi / 8.9 km)
  • Hardings Beach (5.6 mi / 9.1 km)
  • Nauset Beach (5.8 mi / 9.4 km)

Transport to and around South Orleans

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 16.3 mi (26.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Provincetown, MA (PVC-Provincetown Municipal), which is 25.3 mi (40.7 km) away.

Frequently asked questions

What is the best area to stay in South Orleans when booking a holiday rental?
In South Orleans, Massachusetts, one of the best areas to consider for a holiday rental is the charming neighbourhood close to Pleasant Bay. This area not only offers stunning views of the bay but also provides easy access to some of the region's most delightful attractions. You can enjoy kayaking or paddleboarding in the calm waters, or take a leisurely stroll along the scenic trails.

Another appealing neighbourhood is near the iconic Nauset Beach, known for its gorgeous sandy shores and inviting surf. This beach is superb for sunbathing, swimming, and even exploring the surrounding nature trails. The area is also home to local art galleries and quaint shops, adding to the community's charm.

In terms of accommodation options, South Orleans boasts a variety of properties, ranging from cosy cottages to spacious family homes, allowing visitors to find the superb fit for their holiday needs.
How much does it cost to rent a holiday home in South Orleans?
Prices for holiday rentals in South Orleans 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in South Orleans to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for South Orleans holiday house rentals?
You can find great discounts on house rentals in South Orleans on Vrbo, 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 find long-stay holiday rentals in South Orleans?
A long-stay holiday rental in South Orleans 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any South Orleans holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in South Orleans 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 on Vrbo 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.
When is the best time to visit South Orleans for a holiday rental?
The best time to visit South Orleans for a holiday rental is during the peak season from June to August. This vibrant period attracts families and beach lovers eager to soak up the sun on Cape Cod's beautiful beaches. July, in particular, is the most popular month, offering a lively option filled with local events, outdoor activities, and a sense of community as visitors enjoy the warm weather.

During these summer months, visitors can expect pleasant temperatures, typically ranging from 18 to 30 degrees Celsius, which makes it superb for outdoor activities like swimming, kayaking, and cycling along scenic coastal paths. The charming local shops and restaurants are also bustling, providing a delightful taste of the area's rich culture and cuisine.

If you're looking for a more budget-friendly option, November is a fantastic time to visit. While the beach activities may be winding down, this month offers a quieter experience with fewer tourists. You can enjoy the stunning autumn scenery, explore local trails, and appreciate the peaceful atmosphere that South Orleans has to offer.
How early should I book a South Orleans holiday rental?
Book your South Orleans holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in South Orleans?
In South Orleans, visitors can enjoy the natural beauty and charm of Cape Cod. One of the main attractions is the stunning Nauset Beach, known for its picturesque shoreline and excellent opportunities for swimming and sunbathing. The nearby Skaket Beach offers calmer waters, ideal for families and children, with beautiful sunsets that are not to be missed.

The area is also close to the scenic Cape Cod National Seashore, which features miles of protected coastline, walking trails, and opportunities for wildlife viewing. For those interested in history, the historic town of Orleans has quaint shops and galleries, along with the Orleans Historical Society, where visitors can learn about the region's rich maritime heritage.

Additionally, nearby Nickerson State Park provides ample hiking and biking trails, as well as freshwater ponds for canoeing and kayaking, making it a great spot for outdoor enthusiasts.
Can I change or cancel my South Orleans home rental booking on Vrbo?
To find South Orleans holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the South Orleans holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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