South Orleans vacation rentals

We found 68 vacation rentals — enter your dates for availability

Discover a selection of 35 homes and other vacation rentals in South Orleans that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. You'll be sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.

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Find out more about South Orleans

Why visit South Orleans

  • Beautiful Beaches: South Orleans is home to stunning beaches, perfect for relaxation and outdoor activities.
  • Historic Sites: Explore cultural landmarks like the Orleans Town Hall, showcasing the town's rich history.
  • Family-Friendly Atmosphere: The town offers charming local amenities, making it a great destination for families.
  • Diverse Accommodations: Choose from a variety of vacation rentals, including cozy cottages and modern condos with bay views.
  • Outdoor Adventures: Enjoy activities like golf and hiking in the surrounding natural beauty.

Popular types of accommodation in South Orleans

Planning a getaway to South Orleans? Discover the charm of this beautiful destination by exploring its top vacation rentals. From houses and cozy cottages to modern condos, you'll find the perfect space to unwind. Many rentals boast stunning bay views and inviting dining areas, ensuring a comfortable and memorable stay. Let your adventure begin as you choose from the best Orleans rentals available.

  • Houses: The top choice for visitors to South Orleans, offering spacious and comfortable settings for families or groups.
  • Cottages: A close second, these quaint retreats provide a charming and cozy atmosphere for a relaxing getaway.
  • Condos: The third option, ideal for those seeking modern amenities and a convenient location.
  • Apartments: Fourth on the list, perfect for those wanting a home-like experience with easy access to local attractions.
  • Cabins: A rustic fifth choice, great for nature enthusiasts looking for a peaceful escape.**

Top attractions near South Orleans

South Orleans, Massachusetts, is perfect for a beach and outdoor getaway, boasting stunning scenery and various attractions. Visitors can enjoy the local beaches, explore historic sites like the Orleans Town Hall, and experience the culture of the town. Whether you're looking for a relaxing beach day or a round of golf, South Orleans offers a delightful escape for travelers seeking natural beauty and outdoor activities.

  • Ocean Edge Golf Club: This beautiful golf course offers a unique blend of stunning landscapes and challenging holes. Located only 3 miles from South Orleans, it’s perfect for both seasoned golfers and beginners looking to enjoy the game while surrounded by picturesque scenery.
  • Nauset Beach: Just 6 miles away, Nauset Beach boasts soft sand and refreshing waves, making it an ideal spot for sunbathing, swimming, and beachcombing. The vibrant beach vibes create a perfect atmosphere for relaxation and fun.
  • Nickerson State Park: Located 2 miles from South Orleans, this state park offers a thrilling outdoor experience with miles of trails, serene ponds, and lush scenery. Adventure seekers will love hiking, biking, and exploring the natural beauty.

Things to do recommended for couples

Embark on a romantic getaway in South Orleans. Enjoy a fun round at Cape Escape Adventure Golf, unwind at The E Spa for ultimate relaxation, and savor exquisite wines at Truro Vineyards of Cape Cod. Perfect for couples seeking adventure, wellness, and romance.

Things to do recommended for families

During your family vacation in South Orleans, enjoy a fun-filled day at the Orleans Bowling Center, just 2 miles away. For water fun, the Cape Cod Inflatable Park, 14 miles away, offers exciting adventures. Don't miss a game at Veterans Field, located 5 miles from your stay.

Things to do recommended for groups

Experience the local charm at Chatham Fish Pier, just 5 miles away, where you can enjoy fresh seafood. For outdoor enthusiasts, the Cape Cod Rail Trail, 9 miles away, offers beautiful hiking trails. Don’t miss Captain's Cove Golf Course, only 1 mile away, perfect for a fun day of golfing.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in South Orleans

When planning your trip, whether you're traveling with a group, with family, bringing your pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to South Orleans with a group: Think about how many bedrooms you'll require, as well as any additional features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to South Orleans with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, you should think about how close you are to family-friendly attractions.
  • Taking your pets with you to South Orleans: For many families, a trip isn’t truly complete without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting South Orleans: If you're in search of vacation rentals that offer special rates for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in South Orleans

South Orleans offers a serene escape with beautiful beaches and stunning scenery, perfect for outdoor vacations. Just east of Orleans, you'll find charming local amenities that enhance the family-friendly atmosphere. Explore nearby neighborhoods for a mix of luxury and romance, where friendly locals make you feel right at home. Whether you're seeking relaxation or adventure, South Orleans and its surroundings promise a memorable getaway.

  • Chatham: Chatham is a charming coastal town located 5 miles from South Orleans, known for its picturesque beaches and vibrant outdoor scene. Visitors flock to Chatham for its stunning waterfront views and opportunities for relaxation. Popular activities include golfing at local courses and enjoying the serene landscape at country private clubs. Don't miss the local landmarks, such as the beautiful beaches and the iconic Cape Cod scenery, which offer family-friendly fun and a chance to soak in the sun.
  • Orleans: Orleans is a delightful town that encompasses South Orleans, making it a convenient base for exploration. Renowned for its pristine beaches and scenic beauty, Orleans attracts outdoor enthusiasts and beach lovers alike. The area boasts several golf courses and picturesque hiking trails that weave through the stunning landscapes. With easy access to family-friendly beaches and captivating Cape Cod views, Orleans is the perfect spot for a relaxing vacation filled with sun and adventure.
  • Brewster: Brewster, located 5 miles from South Orleans, is a hidden gem that offers a tranquil escape with its beautiful outdoor settings and pristine beaches. This family-oriented town is perfect for those looking to enjoy nature, featuring well-maintained playgrounds and golf courses. The local beaches provide ample opportunities for swimming and sunbathing, while the scenic beauty of the Cape adds to Brewster's appeal. Experience the unique charm and laid-back atmosphere that make Brewster an ideal stop on your Cape Cod journey.

Best time to go to South Orleans

If you're planning a trip to South Orleans, it's a good idea to check both the weather and property rates. The warmest months are August and August. Peak season runs in June, June to July, July to August and August, while off-peak times, like January, January, October, October to November and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.4°F (1.9°C)Light RainMostly CloudySlightly LowSlightly Low
January35.4°F (1.9°C)Light RainMostly CloudySlightly LowSlightly Low
February35.2°F (1.8°C)Light RainMostly CloudyAverageSlightly Low
February35.2°F (1.8°C)Light RainMostly CloudyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly CloudyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly CloudyAverageSlightly Low
April45.1°F (7.3°C)Light RainMostly SunnyAverageAverage
April45.1°F (7.3°C)Light RainMostly SunnyAverageAverage
May53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
May53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
June61.5°F (16.4°C)Light RainMostly SunnySlightly HighSlightly High
June61.5°F (16.4°C)Light RainMostly SunnySlightly HighSlightly High
July69.4°F (20.8°C)Light RainMostly SunnySlightly HighSlightly High
July69.4°F (20.8°C)Light RainMostly SunnySlightly HighSlightly High
August70.2°F (21.2°C)Light RainMostly SunnySlightly HighSlightly High
August70.2°F (21.2°C)Light RainMostly SunnySlightly HighSlightly High
September65.3°F (18.5°C)Light RainMostly SunnyAverageAverage
September65.3°F (18.5°C)Light RainMostly SunnyAverageAverage
October57.6°F (14.2°C)Light RainMostly SunnySlightly LowAverage
October57.6°F (14.2°C)Light RainMostly SunnySlightly LowAverage
November48.4°F (9.1°C)Light RainMostly SunnySlightly LowAverage
November48.4°F (9.1°C)Light RainMostly SunnySlightly LowAverage
December41.4°F (5.2°C)Light RainMostly CloudyAverageAverage
December41.4°F (5.2°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming journey? Staying flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, be sure to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides you with a convenient platform to plan new trips, keep your travel plans on track, or review and manage your existing bookings. Your saved and booked properties are neatly organized into categories: Potential, Upcoming, and Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The beachside setting of South Orleans is ready to explore

The beaches and surrounding scenery provide a peaceful ambiance to your vacation home in South Orleans. This city is well-known for its seafood restaurants and local tours. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation 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 things to do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes South Orleans a fun place to get away. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 active traveler or just want to appreciate the scenery, South Orleans is a great spot to appreciate mother nature. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • 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)

Transportation 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 center. If you can't find a flight that works for your travel itinerary, you could book a flight to 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, Massachusetts, United States of America when booking a vacation rental?
When considering a vacation rental in South Orleans, Massachusetts, a popular area to stay is near Nauset Beach. This beautiful stretch of coastline is renowned for its stunning ocean views, soft sand, and excellent opportunities for swimming and sunbathing. The beach is a favorite among both locals and visitors, making it a vibrant spot to enjoy the quintessential Cape Cod experience.

Another appealing neighborhood is close to the scenic trails of the Cape Cod National Seashore. This area offers a tranquil retreat with access to hiking and biking trails that wind through picturesque landscapes. The natural beauty of the surroundings provides a peaceful atmosphere, great for relaxation.

In terms of vacation rentals, South Orleans has a variety of options available, suiting different preferences and group sizes. Whether you're looking for a cozy cottage or a larger family home, you're likely to find a property that suits your needs.
How much does it cost to rent a vacation home in South Orleans?
Prices for vacation 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 vacation 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 vacation rentals in South Orleans?
A long-stay vacation rental in South Orleans is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any South Orleans vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in South Orleans with parking available—perfect for families or travelers 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 vacation rental?
The best time to visit South Orleans for a vacation rental is during the peak summer months of June to August, with July being the most popular month. This vibrant season attracts travelers looking to soak up the sun, enjoy the beautiful beaches, and partake in various outdoor activities. With warm temperatures typically ranging from the mid-60s to low 80s Fahrenheit, it's an ideal time for swimming, kayaking, and leisurely strolls along the picturesque coastline.

Visitors during this peak season can expect a lively option filled with seasonal events, farmers markets, and local festivals that showcase the charm of Cape Cod. The stunning natural landscapes and serene beaches provide ample opportunities for relaxation and exploration, making it a great backdrop for family vacations or romantic getaways.

For those seeking a more budget-friendly option, consider visiting in November. This month offers a quieter experience, allowing you to appreciate the tranquil beauty of South Orleans without the summer crowds. While temperatures begin to drop, ranging from the low 40s to mid-50s Fahrenheit, the area's beauty remains enchanting, and you can enjoy coastal walks and the peaceful ambiance.

Ultimately, your choice of timing depends on whether you prefer the bustling energy of summer or the serene atmosphere of the offseason.
How early should I book a South Orleans vacation rental?
Book your South Orleans vacation 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 vacation 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, Massachusetts, United States of America?
In South Orleans, visitors can enjoy a serene coastal experience with attractions centered around its natural beauty and outdoor activities. Nauset Beach, located nearby, is a popular spot for sunbathing, swimming, and surfing, providing a quintessential Cape Cod beach experience. The area is also known for its scenic views and walking trails, particularly along the Cape Cod National Seashore, where travelers can explore picturesque landscapes and spot local wildlife.

For those interested in local culture, the Orleans Historical Society offers insights into the town's history and heritage. The charming village center boasts quaint shops and eateries, great for leisurely strolls and discovering local crafts.
Can I change or cancel my South Orleans home rental booking on Vrbo?
To find South Orleans vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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