Orleans vacation rentals

We found 3,200 vacation rentals — enter your dates for availability

Select from 309 homes, 18 cottages, and other vacation rentals in Orleans to find one that's perfect for your trip. Whether you're staying in a vacation rental with your kids 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 fireplace and a washer and dryer. What you'll find is a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Orleans

Showing deals for:Dec 19 - Dec 26

Image gallery for Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!

Exterior
9.4 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!

Orleans, MA

7% off
Price is $1,141
$7,984 for 7 nights
All fees included
Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!

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Find out more about Orleans

Find out more about Orleans

Why visit Orleans

  • Beautiful Beaches: Enjoy stunning coastal views and relax on picturesque beaches, perfect for sunbathing and swimming.
  • Outdoor Adventures: Engage in various outdoor activities, including golfing and hiking, amidst scenic landscapes.
  • Historic Lighthouses: Visit iconic lighthouses that offer a glimpse into the rich maritime history of Cape Cod.
  • Family-Friendly Atmosphere: Experience a welcoming environment with activities suitable for families, solo travelers, and groups.
  • Diverse Accommodations: Choose from charming cottages, private homes, and cozy condos for a memorable stay.

Popular types of accommodation in Orleans

If you're exploring vacation rentals in Orleans, you're in for a treat. The most popular options include Houses, charming Cottages, and cozy Condos. Whether you're looking for a spacious house rental, a beachfront getaway, or a vacation rental home to relax in, Orleans has something for everyone. Enjoy the convenience and comfort of our diverse accommodations, perfect for making unforgettable memories.

  • Houses: These spacious rentals are the top choice for visitors in Orleans, offering comfort and privacy for families or groups.
  • Cottages: Quaint and charming, cottages are a favorite second option, perfect for a cozy getaway by the sea.
  • Condos: Offering modern amenities, condos are a popular third choice for those seeking convenience and comfort.
  • Apartments: An excellent fourth option, apartments provide a home-like atmosphere for solo travelers or couples.
  • Cabins: Ideal for nature enthusiasts, cabins offer a rustic retreat and are the fifth most sought-after accommodation.**

Top attractions near Orleans

Orleans, Massachusetts, is perfect for beach lovers and outdoor enthusiasts, offering stunning scenery and various attractions. Visitors can explore beautiful beaches, play at local golf courses, and visit historic lighthouses. Whether you're seeking a cultural experience or a relaxing vacation by the water, Orleans has something for everyone, making it an ideal destination for families, solo travelers, and groups alike.

  • Nauset Beach: Enjoy the stunning coastline and soft sandy shores of Nauset Beach, perfect for sunbathing, swimming, and beachcombing. The beach vibes are inviting, making it a great spot for relaxation and family fun.
  • Ocean Edge Golf Club: Play a round of golf at the scenic Ocean Edge Golf Club, where you can enjoy beautifully manicured greens and picturesque views. This venue offers a perfect blend of sport and luxury for golf enthusiasts.
  • Nickerson State Park: Explore the natural beauty of Nickerson State Park, featuring miles of trails, serene ponds, and lush forests. It’s an outdoor lover's paradise, ideal for hiking, biking, and picnicking amidst stunning scenery.

Things to do recommended for couples

For a romantic getaway in Orleans, try your hand at mini golf at Cape Escape Adventure Golf for some fun. Relax with a couple's treatment at The E Spa, then savor the flavors at Truro Vineyards of Cape Cod, where love and entertainment await.

Things to do recommended for families

Your family will have a blast at the Orleans Bowling Center, enjoy thrilling rides at the Cape Cod Inflatable Park just 16 miles away, and experience the excitement of racing at Bud's Go Karts, located 10 miles from Orleans. Fun and adventure await.

Things to do recommended for groups

Experience the local charm at Chatham Fish Pier, just 7 miles from Orleans, where you can soak in the vibrant market atmosphere. For adventure seekers, the Cape Cod Rail Trail offers stunning outdoor scenery 11 miles away. Don't forget to visit the Rail Trail Bike Shop, 5 miles from town.

*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 Orleans

If you're traveling with a group, family, or pets, or if you're interested in longer stays, be sure to prioritize your filters appropriately. Here are some helpful Vrbo booking tips for you.

  • Traveling to Orleans with a group: Think about how many bedrooms you'll require, along with 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 Orleans with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, thinking about how close you are to family-friendly attractions can make your trip more enjoyable.
  • Taking your pets with you to Orleans: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly homes offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Orleans: If you're searching for vacation rentals with special offers for stays of a month or more, 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 as well.

Where to stay in and around Orleans

Orleans, Massachusetts, offers a charming blend of beachside beauty and outdoor adventures. Explore stunning coastal views, unwind in family-friendly areas, and discover hidden gems that capture the essence of Cape Cod. Whether you're seeking luxury vacation rentals or a romantic getaway, Orleans provides an inviting atmosphere filled with friendly locals. Don't miss the opportunity to experience the scenic landscapes and relaxing vibes that make this destination a perfect retreat.

  • Eastham: Located a mere 3 miles from Orleans, Eastham is a picturesque town that offers a perfect blend of scenic beauty and outdoor adventures. Known for its stunning beaches and scenic landscapes, visitors flock to Eastham to enjoy activities like golfing and hiking the numerous trails. The town is home to Cape Cod National Seashore, where you can relax on family-friendly beaches or explore the iconic lighthouses. Whether you're looking for a peaceful day by the ocean or an active day on the greens, Eastham has something for everyone.
  • Brewster: Just 5 miles away from Orleans, Brewster is another gem on Cape Cod that captivates visitors with its beautiful coastal scenery. This charming town is renowned for its tranquil beaches and outdoor experiences, making it a perfect spot for family outings. Enjoy a day of golf at one of the local courses or take the kids to one of the many playgrounds. Brewster also offers access to pristine beaches, ideal for sunbathing and swimming, as well as the scenic Cape Cod Rail Trail for biking and hiking enthusiasts.
  • East Orleans: Nestled around the Orleans area, East Orleans is a delightful neighborhood that invites travelers to explore its scenic beaches and outdoor spaces. With its proximity to the ocean, this area is perfect for beach lovers and families seeking fun in the sun. Enjoy a round of golf or a visit to one of the local playgrounds, making it an ideal destination for both relaxation and recreation. East Orleans is also close to charming beaches, providing easy access to the natural beauty of Cape Cod.

Best time to go to Orleans

If you're planning a trip to Orleans, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.4°F (1.9°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
April45.1°F (7.3°C)Light RainMostly SunnyAverageAverage
May53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
June61.5°F (16.4°C)Light RainMostly SunnyHighSlightly High
July69.4°F (20.8°C)Light RainMostly SunnyHighSlightly High
August70.2°F (21.2°C)Light RainMostly SunnyHighSlightly High
September65.3°F (18.5°C)Light RainMostly SunnyAverageAverage
October57.6°F (14.2°C)Light RainMostly SunnyLowAverage
November48.4°F (9.1°C)Light RainMostly SunnyLowAverage
December41.4°F (5.2°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner definitely has its perks. By enrolling in our travel rewards program, One Key, you can immediately access exclusive member savings and earn OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers an easy-to-use platform for planning your upcoming adventures. You can seamlessly create new trips, continue from where you last stopped, or manage your itinerary all in one place. Your saved or booked properties will be neatly organized under categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Take in the beachside beauty of Orleans

The beaches and other outdoor surroundings create an inviting atmosphere in Orleans. Renowned for its seafood restaurants, baseball games and university setting, this city welcomes all visitors. 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 and around Orleans

Do you want to discover attractions to visit in the city? Venture out of your cozy vacation rental and check out everything that makes Orleans a fun spot to vacation. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Ocean Edge Golf Club (3.8 mi / 6.2 km)
  • Cape Cod Inflatable Park (15.9 mi / 25.5 km)
  • Rail Trail Bike Shop (4.6 mi / 7.3 km)
  • Adventure Chatham (6.5 mi / 10.5 km)
  • Cranberry Valley Golf Course (7.5 mi / 12 km)
  • Chatham Seaside Links (7.5 mi / 12 km)

Exploring the natural landscape of Orleans

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Orleans. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Skaket Beach (1.4 mi / 2.3 km)
  • Nauset Beach (3.5 mi / 5.7 km)
  • Nauset Light Beach (3.7 mi / 6 km)
  • Breakwater Beach (5.1 mi / 8.2 km)
  • Paine's Creek Beach (6.7 mi / 10.8 km)
  • Marconi Beach (7.1 mi / 11.4 km)

Seasonal weather in Orleans

If you're planning a vacation around the weather, August, July, September and June are the hottest months to visit, when temperatures average 67°F.

Traveling to and around Orleans

Fly into Hyannis, MA (HYA-Barnstable Municipal), the closest airport, located 17.5 mi (28.2 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Provincetown, MA (PVC-Provincetown Municipal), which is 23 mi (37 km) away.

Frequently asked questions

What is the best area to stay in Orleans when booking a vacation rental?
When considering a vacation rental in Orleans, Massachusetts, the area around East Orleans stands out as an excellent choice. This charming neighborhood offers a serene coastal atmosphere, making it superb for families and couples looking to unwind. East Orleans is renowned for its proximity to Nauset Beach, one of the top attractions in the area, where you can enjoy swimming, sunbathing, and breathtaking sunsets. Additionally, the nearby Orleans Town Cove provides opportunities for kayaking and paddleboarding, appealing to outdoor enthusiasts.

Another fantastic option is the area around Orleans Village, which is bustling with local shops, restaurants, and galleries. Here, you can explore the historical charm of the village while indulging in fresh seafood at local eateries. The Orleans Historical Society Museum is a delightful point of interest, offering insights into the town's rich maritime history.
How much does it cost to rent a vacation home in Orleans?
Prices for vacation rentals in 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 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 Orleans vacation house rentals?
You can find great discounts on house rentals in 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.
Where are the best areas for renting a beach house in Orleans?
For renting a beach house in Orleans, Massachusetts, travelers should focus on the coastline near Nauset Beach, which is known for its soft sands and family-friendly atmosphere. This area offers various vacation rentals, many of which come with desirable amenities such as private decks for sunbathing, outdoor grills for barbecues, and spacious living areas great for gatherings. The proximity to the beach allows for easy access to swimming, sunbathing, and beachcombing.

Additionally, properties near Skaket Beach present another excellent option, particularly for families with young children, as the waters here are typically calmer. Rentals in this area often feature outdoor showers, ample parking, and kitchens equipped for home cooking after a day of beach activities. Being close to local shops and eateries adds convenience for those looking to explore the culinary scene.

For those interested in outdoor adventures beyond the beach, the nearby Cape Cod Rail Trail offers opportunities for biking and walking, with rentals often providing bike storage or easy access to the trailhead. Find your rental near the beach in Orleans.
What is the most popular type of vacation rental accomodation in Orleans?
In Orleans, vacation houses are the most popular type of rental, with around 280 available throughout the town. These homes are often situated in charming neighborhoods, providing easy access to nearby beaches and local attractions such as the Cape Cod Rail Trail and Nauset Beach. Most vacation houses come equipped with essential amenities like fully stocked kitchens, spacious living areas, and outdoor decks or patios, great for enjoying the pleasant summer weather.

Additionally, there are about 15 cottages, which offer a quaint and cozy option for travelers seeking a more intimate setting. These cottages typically feature comfortable furnishings and may include outdoor seating for enjoying morning coffee or evening sunsets. While there are several apartments and condos available, they are less common compared to the abundance of vacation houses.
Are there any family house rentals in Orleans?
In Orleans, Massachusetts, there are numerous family-friendly vacation rentals available, with around 226 homes to choose from. The town is well-known for its beautiful beaches, including Skaket Beach and Nauset Beach, making it an ideal spot for families looking to enjoy sun, sand, and sea activities. Many of these rentals provide spacious living areas, fully equipped kitchens for family meals, and outdoor decks or patios great for barbecues or relaxing evenings under the stars.

Visitors can explore nearby attractions such as the Cape Cod National Seashore, which offers scenic hiking trails and picturesque landscapes. Additionally, families can take advantage of local amenities like playgrounds and bike paths for active outings. See all family-friendly rentals in Orleans.
Can I rent a vacation home with a pool or hot tub in Orleans?
In Orleans, Massachusetts, there are many vacation homes available for rent that feature pools and hot tubs, with around 36 options to choose from. This picturesque coastal town, located on Cape Cod, offers a charming atmosphere with easy access to beautiful beaches and local attractions.

Travelers can expect a variety of amenities in these rentals, including private swimming pools, relaxing hot tubs, spacious outdoor patios, and fully equipped kitchens ideal for family gatherings or entertaining friends. Find your rental in Orleans with a pool or a hot tub.
Can I find long-stay vacation rentals in Orleans?
A long-stay vacation rental in 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 pet-friendly house rentals in Orleans?
In Orleans, Massachusetts, there are a variety of pet-friendly house rentals available, with over 100 options for travelers to choose from. Many of these rentals are located near scenic areas, providing easy access to local beaches and nature reserves. Expect amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like decks or patios, great for enjoying the coastal atmosphere with your furry companions.

The area boasts proximity to several pet-friendly points of interest, including Nauset Beach, where pets are allowed on-leash during certain hours, making it a great spot for walks by the ocean. Additionally, the Orleans Conservation Area offers trails and natural beauty for exploration with pets. See all pet-friendly rentals in Orleans.
Are there any remote work vacation rentals in Orleans?
In Orleans, Massachusetts, there are a substantial number of remote work vacation rentals available, totaling around 289 options. This charming town, located on Cape Cod, provides a serene environment ideal for those looking to blend work and leisure. Many of these properties come equipped with essential remote work amenities such as high-speed Wi-Fi, dedicated office spaces, comfortable desk chairs, and even some that include larger computer monitors for enhanced productivity.

Travelers can expect various accommodations, ranging from cozy cottages to spacious homes, often featuring outdoor spaces great for taking breaks or enjoying the scenic surroundings. Orleans is known for its beautiful beaches, including Nauset Beach and Skaket Beach, which offer opportunities for relaxation after work hours. Additionally, the town boasts charming local shops and restaurants that contribute to a vibrant community atmosphere. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Orleans vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in 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.
What are popular rental amenities in Orleans?
In Orleans, popular vacation rental amenities include WiFi, kitchens, patios, coffee and tea makers, and decks or patios for enjoying the coastal ambiance. Many rentals are designed to enhance the stay with comfortable living spaces that cater to families and groups, allowing travelers to prepare their own meals and relax outdoors.
When is the best time to visit Orleans for a vacation rental?
The peak season for visiting Orleans, Massachusetts, falls between June and August, with July being the most popular month for travelers. This vibrant time of year attracts beachgoers and families eager to enjoy the sun-soaked shores of Cape Cod. Visitors can indulge in a variety of outdoor activities, from swimming and kayaking in the tranquil waters to exploring the picturesque coastal trails. The pleasant summer temperatures, typically ranging from the mid-60s to mid-80s Fahrenheit, create a friendly space for leisurely strolls along the beach or delightful picnics by the sea.

For those looking for a quieter experience, consider planning your visit in November. While this month is outside the bustling tourist season, it offers a unique charm with the beauty of late autumn. Enjoy peaceful walks along the beach and the picturesque scenery without the crowds, making it a wonderful time for reflection and relaxation.

Ultimately, the best time to visit Orleans for a vacation rental depends on your preferences. If you thrive in a lively atmosphere filled with summer activities and community events, the peak season is ideal.
How early should I book a Orleans vacation rental?
Book your 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 Orleans?
In Orleans, Massachusetts, visitors can enjoy a variety of attractions that highlight the natural beauty and charm of Cape Cod. Nauset Beach is a major draw, known for its scenic coastline and great waves, making it popular for swimming and surfing. The nearby Cape Cod National Seashore offers stunning vistas and walking trails through diverse landscapes.

The town's Main Street features quaint shops and local eateries, giving travelers a taste of Cape Cod's coastal charm. For outdoor enthusiasts, the Orleans Town Cove provides opportunities for kayaking and paddleboarding, while the picturesque Skaket Beach is superb for families, offering calm waters and beautiful sunsets.

Moreover, visitors can explore the historic sites in the area, such as the Orleans Historical Society and the charming old sea captain's homes that reflect the town's maritime heritage.
Can I change or cancel my Orleans home rental booking on Vrbo?
To find 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 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 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.

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