South Orleans holiday lettings

We found 2,488 holiday rentals — enter your dates for availability

Discover a selection of 32 homes and other holiday rentals in South Orleans that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - South Orleans

Showing deals for:16 Jan - 23 Jan

Image gallery for Harwich Port -Walk to Atlantic Street Beach and Downtown Shops

Outdoor seating/entertainment area for main house.
9.6 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)

Harwich Port -Walk to Atlantic Street Beach and Downtown Shops

Harwich Port, MA

7% off
Price is £8,761
for 7 nights, 1 cottage
£1,252 per night
includes taxes & fees
Harwich Port -Walk to Atlantic Street Beach and Downtown Shops

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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)
  • Adventure Chatham (4 mi / 6.4 km)
  • Chatham Seaside Links (4.9 mi / 7.9 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)
  • 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)
  • Nauset Light Beach (6.1 mi / 9.8 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?
When considering a holiday rental in South Orleans, Massachusetts, the best area to stay is near the picturesque Nauset Beach. This charming neighbourhood offers a selection of properties that provide easy access to the stunning coastline, making it ideal for beach lovers and families. Nauset Beach is famous for its golden sands and rolling waves, great for sunbathing, swimming, and surfing. Additionally, the proximity to the Cape Cod National Seashore allows for delightful hikes and breathtaking views of the Atlantic Ocean.

Another appealing option is the area around the historic South Orleans Village. This quaint neighbourhood is steeped in charm, featuring lovely homes set amidst lush surroundings. Staying here means you're close to the iconic Orleans Village, where you can explore local boutiques, enjoy delicious seafood at nearby restaurants, and immerse yourself in the vibrant community atmosphere.
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 summer months, particularly in July, when the region comes alive with vibrant energy. This peak season, running from June to August, attracts sun-seekers and families looking to enjoy the beautiful beaches and picturesque coastal landscapes. With average temperatures hovering around the low to mid-20s Celsius, it's an ideal time for outdoor activities, such as swimming, hiking, and exploring the charming local boutiques and eateries.

July is particularly popular, as it offers a lively atmosphere filled with events and gatherings. This is when the sandy shores are bustling, and the local community hosts various festivals celebrating the summer spirit. It's a superb opportunity to partake in water sports or simply bask in the sun while enjoying the stunning views of Cape Cod Bay.

For those considering a more budget-friendly option, November provides a peaceful alternative. While temperatures start to drop to around 10°C, this month allows for a quieter experience, ideal for enjoying long walks along the beach and taking in the beautiful autumn scenery. You'll find that the serenity of South Orleans during this time offers a unique charm, superb for reflective getaways.
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.
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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

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