South Orleans holiday homes

We found 2,596 holiday rentals — enter your dates for availability

Discover a selection of 37 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:18 Jul - 25 Jul

Image gallery for Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!

Front yard with fire pit and front entrance to house
9.8 out of 10 rating
Exceptional
(10 reviews)

Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!

South Chatham, MA

16% off
Price is NZ$9,884
NZ$1,412 per night
includes taxes & fees
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!

Find spaces that suit your style

  • 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

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)
  • Gold Coast Parasailing & Jet Ski (14.2 mi / 22.9 km)
  • Cape Cod Inflatable Park (14.3 mi / 23.1 km)
  • Captain's Cove Golf Course (1.4 mi / 2.3 km)
  • Captains Golf Course (1.7 mi / 2.7 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)
  • First Encounter Beach (4.5 mi / 7.3 km)
  • Breakwater Beach (5 mi / 8 km)
  • Cockle Cove Beach (5.5 mi / 8.8 km)
  • Ridgevale Beach (5.5 mi / 8.9 km)
  • Hardings Beach (5.6 mi / 9.1 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 most popular type of holiday home accommodation in South Orleans?
According to our research, houses are considered the most popular type of property in South Orleans. But of course, everyone’s idea of the perfect stay will differ. Bookabach has holiday homes of all shapes, sizes and budgets, so you’re sure to find your perfect match.
How much does it cost to rent a holiday home in South Orleans?
The average price for a holiday home in South Orleans is determined by a number of factors, such as property type, length of stay and time of year. Whether you’re looking for a villa with space for extended family or an apartment ideal for just you and the kids, just add your dates of travel to see stays with amazing value.
How much does it cost to rent a beach house in South Orleans?
The average price for a holiday home by the beach in South Orleans depends on when you’ll be there and the size and style of property you want. You can easily and quickly find prices on Bookabach by entering your dates of travel. Then use the filter tool to select the number of bedrooms and amenities important to you, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in South Orleans?
Yes. There are. You can choose from 37 holiday homes that welcome pets in South Orleans on Bookabach. Our furry kids also deserve a little time out, so simply use our search function for pet-friendly holiday homes to book a pad where Spot can join in the fun.
Can I rent a house with a pool in South Orleans?
Add another level of fun to your holiday by booking your family into one of the five houses with a private pool in South Orleans. Use our search filter to find properties with pools on Bookabach, then spend carefree days splashing and playing in a swimming pool that’s only for you.
What are popular home amenities in South Orleans?
The most popular home amenities people search for in South Orleans include nearby museums, a swimming pool and a fireplace. Whether you’re taking a trip with family, buddies or even pets, Bookabach holiday properties have the best amenities for fun and relaxation with the people you love.
Are there large group holiday homes in South Orleans?
You can choose from 15 holiday homes in South Orleans that can accommodate 10 or more people. Whether you’re organising a holiday with extended family or an event like a party, there’s ample space to get your loved ones together under one roof.
Are there holiday homes in South Orleans that welcome kids?
With 37 family-friendly holiday homes to pick from in South Orleans, there’s never been a better time to introduce the kiddos to the pleasures of travel. Click on our “Properties good for families” filter to locate stays that feature conveniences ideal for families on the move, such as dining rooms, patios, bunk beds and entertainment units.
What are the top attractions for families in South Orleans?
There are plenty of exciting things to see and do with the family in South Orleans, including:

  • Nauset Beach
  • Skaket Beach
  • Orleans Bowling Centre

Can I find two-bedroom holiday homes in South Orleans?
Take off with your besties and enjoy a relaxing escape in one of the two two-bedroom holiday properties South Orleans has to offer.
Are there holiday homes with WiFi in South Orleans?
Whether you want to keep up with the latest headlines, make a video call or surf social media, there are 10 holiday homes with WiFi in South Orleans. Check the “WiFi” box when searching on Bookabach and stay connected on your holiday.
How can I find holiday homes with air conditioning in South Orleans?
Work out your travel dates and then use our filter tool to locate holiday homes with ac in South Orleans on Bookabach. With 36 air-conditioned properties available here, you can enjoy a cool and comfortable trip.
How old do you have to be to rent a holiday home in South Orleans?
We recommend checking with the South Orleans holiday home you want on Bookabach as the age limit differs. However, it’s generally 16, 18 or 21.
How long can I rent a holiday home in South Orleans for?
It all depends on the South Orleans property. To look over a list of options offering extended stays, just type your travel dates and number of people into the Bookabach search page. You can enjoy having the entire place to yourself, along with amenities such as a fully-equipped kitchen and outdoor spaces where the kids can run and play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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