Orleans holiday lettings

We found 3,153 holiday rentals — enter your dates for availability

Select from 274 homes, 18 cottages and other holiday rentals in Orleans to find one that's perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the amenities that you expect and more, which might include Wi-Fi and a fireplace. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

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Why visit Orleans

  • Stunning Beaches: Orleans boasts beautiful sandy beaches, perfect for sunbathing and seaside activities.
  • Charming Local Shops: Explore delightful boutiques and shops offering unique goods and fresh seafood.
  • Historic Lighthouses: Visit iconic lighthouses that provide a glimpse into the area’s maritime history.
  • Outdoor Activities: Enjoy various outdoor pursuits, including cycling, hiking, and golfing amidst scenic views.
  • Family-Friendly Atmosphere: Orleans is ideal for families, offering numerous activities and a welcoming community vibe.

Popular types of accommodation in Orleans

Orleans offers a delightful selection of vacation rentals to suit every traveller's needs. From charming houses and cosy cottages to modern condos, you'll find the perfect base for your holiday. Whether you're seeking house rentals or houses for rent, our platform provides transparency and reassurance for a stress-free booking experience. Discover the ideal Orleans vacation rental for your next getaway!

  • Houses: The most sought-after option for visitors in Orleans, offering ample space and a homely atmosphere for families and groups.
  • Cottages: Charming and quaint, these delightful accommodations provide a cosy retreat for those looking to unwind in nature.
  • Condos: A popular choice for those seeking modern amenities and convenience, often located near local attractions.
  • Apartments: Ideal for couples or solo travellers, these self-contained units offer flexibility and a home-like setting.
  • Cabins: Rustic and secluded, perfect for a peaceful getaway amidst the stunning landscapes of Orleans.**

Top attractions near Orleans

Orleans, Massachusetts, offers a delightful escape for beach lovers and outdoor enthusiasts. With its stunning beaches, scenic views, and historic lighthouses, this charming town is perfect for those seeking culture and adventure. Whether you're playing a round of golf or simply soaking up the sun, Orleans provides a wonderful backdrop for a memorable holiday, catering to families, couples, and solo travellers alike.

  • Nauset Beach: A stunning stretch of coastline just 2.5km from Orleans, Nauset Beach is perfect for sunbathing, swimming, and enjoying the soothing sounds of the Atlantic. With its beautiful dunes and vibrant beach vibes, it's a quintessential Cape Cod experience.
  • Ocean Edge Golf Club: Located 2.5km away, this picturesque golf course offers an exceptional golfing experience amidst lush landscapes. Its luxurious accommodation options make it ideal for a relaxing stay.
  • Nickerson State Park: Just 1.9km from Orleans, this national park is a haven for outdoor enthusiasts. Enjoy hiking, biking, and scenic views of ponds and woodlands, perfect for adventurers seeking nature.

Things to do recommended for couples

For a delightful couples' getaway in Orleans, enjoy a round at Cape Escape Adventure Golf, indulge in relaxation at The E Spa, and savour exquisite wines at Truro Vineyards of Cape Cod. These experiences promise romance and fun, making your holiday truly memorable.

Things to do recommended for families

In Orleans, families can enjoy a fun-filled day at the Orleans Bowling Center, experience thrills at Bud's Go Karts just 6.2km away, or splash around at the Cape Cod Inflatable Park, located 9.9km from town. Each offers exciting adventures for all ages!

Things to do recommended for groups

Groups visiting Orleans can enjoy a delightful hike along the Cape Cod Rail Trail, soak up the bustling atmosphere at Chatham Fish Pier, and rent bikes at the Rail Trail Bike Shop to explore the scenic surroundings, all while experiencing the charm of Cape Cod.

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

When you're travelling with a group, family, pets, or seeking longer stays, it's important to filter your options according to your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Orleans with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Orleans with young kids: Travelling with young children can present its difficulties. It's important to prioritise their comfort and safety, along with age-suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Orleans: For many, a family holiday isn't truly finished without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Orleans: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. 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 and around Orleans

Orleans, Massachusetts, offers a delightful blend of stunning beaches and picturesque neighbourhoods, perfect for a relaxing getaway. Explore the charming local shops and indulge in fresh seafood while soaking in the friendly atmosphere. With its scenic water views and family-friendly activities, Orleans is an ideal base for discovering nearby attractions. Whether you're seeking outdoor adventures or a romantic escape, this coastal gem promises a memorable experience.

  • Eastham: Located a mere 1.9km from Orleans, Eastham is a charming town known for its stunning natural scenery and outdoor activities. Visitors flock to Eastham for its beautiful beaches and picturesque landscapes, making it a prime location for relaxation and exploration. Golf enthusiasts will appreciate the local golf courses, while trails offer opportunities for hiking and enjoying the great outdoors. Key attractions include family-friendly beaches and the iconic Cape Cod National Seashore, perfect for a day of sun and sea.
  • Brewster: Situated 3.1km from Orleans, Brewster is a delightful town that enchants visitors with its outdoor allure and scenic beauty. Renowned for its lovely beaches and tranquil atmosphere, Brewster provides a perfect backdrop for a leisurely getaway. Families can enjoy the playgrounds and golf courses, while the town’s coastline offers stunning views and ample opportunities for swimming and sunbathing. The nearby Cape Cod beaches invite you to unwind, making Brewster an ideal spot for both relaxation and adventure.
  • East Orleans: Nestled around Orleans, East Orleans is a quaint neighbourhood that captures the essence of Cape Cod's charm. Visitors are drawn to its beautiful beaches and outdoor experiences, perfect for families and nature lovers alike. The area boasts well-maintained playgrounds and access to golf courses, ensuring a fun-filled visit. With its close proximity to stunning coastal views and family beaches, East Orleans is a fantastic destination for those looking to soak up the sun and enjoy the serene surroundings.

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 a breeze

Are you hoping to cut costs on your next holiday? It might be worth considering some flexibility with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To help you find the perfect Vrbo accommodation that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board provides you with a dedicated space to plan new holidays, pick up from where you last stopped, or review and arrange your travel plans. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/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 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 and around Orleans

Are you searching for things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Orleans a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Ocean Edge Golf Club (3.8 mi / 6.2 km)
  • Cape Cod Lavender Farm (8.2 mi / 13.3 km)
  • Cape Cod Baseball & Bumper Boats (9.8 mi / 15.7 km)
  • Cape Cod Inflatable Park (15.9 mi / 25.5 km)
  • Captains Golf Course (4 mi / 6.4 km)
  • Adventure Chatham (6.5 mi / 10.5 km)

Exploring the natural landscape of Orleans

Whether you're an active traveller or just want to appreciate the scenery, Orleans is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Rock Harbor Beach (1.2 mi / 1.9 km)
  • Skaket Beach (1.4 mi / 2.3 km)
  • First Encounter Beach (1.9 mi / 3.1 km)
  • Nauset Beach (3.5 mi / 5.7 km)
  • Nauset Light Beach (3.7 mi / 6 km)
  • Campground Beach (4.3 mi / 6.9 km)

Seasonal weather in Orleans

If you're planning a holiday around the weather, August, July, September and June are the hottest months to visit, when temperatures average 19°C.

Travelling to and around Orleans

Fly into Hyannis, MA (HYA-Barnstable Municipal), the closest airport, located 17.5 mi (28.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to 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 holiday rental?
When considering a holiday rental in Orleans, Massachusetts, the best area to stay would be around the charming village centre. This area offers a delightful blend of local character and convenience, with easy access to various attractions. Not far from the village, you can explore the stunning Cape Cod National Seashore, which boasts breathtaking coastal scenery and lovely walking trails.

Additionally, the nearby Nauset Beach is a fantastic spot for sunbathing, swimming, and enjoying the picturesque views of the Atlantic Ocean. The village centre itself features a selection of unique shops and local eateries, providing a taste of the local culture. There are a number of properties available in this area, suiting a range of preferences and budgets, making it an appealing choice for visitors looking to experience the best of Orleans.
How much does it cost to rent a holiday home in Orleans?
Prices for holiday 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 holiday 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, the area surrounding Nauset Beach is an excellent choice. This picturesque stretch of coastline offers holiday rentals that provide easy access to the sandy shores and stunning views of the Atlantic Ocean. Many properties in this vicinity come equipped with amenities such as outdoor decks, private patios, and well-appointed kitchens, which are superb for families or groups looking to enjoy a relaxing beach getaway.

Additionally, the nearby Skaket Beach area is known for its shallow waters, making it ideal for families with young children. Here, you'll find charming cottages and larger homes that often feature outdoor showers, barbecues, and spacious backyards, enabling guests to fully embrace the coastal lifestyle. The proximity to local shops and restaurants in Orleans enhances the convenience for travellers looking to explore the local culinary scene.

For those interested in outdoor activities, the surrounding Cape Cod National Seashore provides numerous opportunities for hiking, biking, and birdwatching, adding an adventurous element to the beach experience. Rentals in this area often reflect a coastal aesthetic, with amenities like air conditioning, Wi-Fi, and easy access to scenic paths leading directly to the beach.
What is the most popular type of holiday rental accomodation in Orleans?
In Orleans, holiday houses are the most popular type of holiday rental, with about 1,028 available in the area. These properties are often situated near serene beaches and picturesque landscapes, providing a superb base for exploring the natural beauty of Cape Cod. Most holiday houses come equipped with fully stocked kitchens, spacious living areas, and outdoor patios or decks ideal for barbecues and relaxation after a day of beach activities.

Additionally, there are around 64 cottages available, which offer a charming, cosy atmosphere, often featuring rustic decor and easy access to local attractions such as the Cape Cod National Seashore. For those seeking smaller accommodations, there are 24 apartments and 16 condos, typically located close to shops and restaurants, providing convenience for travellers.
Are there any family house rentals in Orleans?
In Orleans, Massachusetts, families will find a wealth of rental options—there are 219 properties available specifically suited for family stays. The town is located on Cape Cod, offering beautiful beaches and charming local attractions. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play. Guests can expect amenities such as Wi-Fi, air conditioning, and sometimes even private patios or gardens for relaxation after a day of exploring.

The neighbourhoods around Orleans, including East Orleans and South Orleans, provide easy access to scenic spots like Nauset Beach, known for its gentle waves and family-friendly atmosphere. Additionally, visitors can enjoy local shops, restaurants, and the nearby Cape Cod Rail Trail for cycling and walking adventures.
Can I rent a holiday home with a pool or hot tub in Orleans?
In Orleans, Massachusetts, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 34 options to choose from. This charming coastal town, located on Cape Cod, is known for its beautiful beaches and picturesque landscapes. Many of these properties are situated near popular spots like Skaket Beach and Nauset Beach, providing easy access to sandy shores and stunning sunsets.

Travellers can expect a variety of amenities in these rentals, including private swimming pools, relaxing hot tubs, spacious outdoor patios, and fully equipped kitchens, making them ideal for families or groups looking to enjoy a seaside getaway. Some homes may also feature additional comforts such as outdoor grills, fire pits, and comfortable lounge areas, great for entertaining or unwinding after a day of beach activities.
Can I find long-stay holiday rentals in Orleans?
A long-stay holiday rental in 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 pet-friendly house rentals in Orleans?
In Orleans, Massachusetts, there are numerous pet-friendly house rentals available, offering a great variety of options for travellers with furry companions. The town features charming properties that typically come equipped with amenities such as fully stocked kitchens, outdoor spaces, and comfortable living areas, making them ideal for family stays or group getaways. Many of these rentals also provide access to essential conveniences like Wi-Fi and laundry facilities.

Orleans is located near beautiful beaches, including Nauset Beach and Skaket Beach, where you and your pet can enjoy long walks along the shore. Additionally, the nearby Cape Cod Rail Trail offers ample opportunities for biking and walking, allowing for a great day out with your pet amidst the scenic surroundings. The area is also home to several pet-friendly parks and local eateries that welcome dogs, creating an inviting space for pet owners.
Are there any remote work holiday rentals in Orleans?
In Orleans, Massachusetts, there are numerous remote work holiday rentals available, with around 1,076 options to choose from. This charming town on Cape Cod is an excellent choice for those looking to blend work and leisure. Many properties come equipped with high-speed Wi-Fi and dedicated office spaces, making it easy to stay productive while enjoying the picturesque surroundings.

Travellers can expect a variety of accommodations, from cosy cottages to spacious family homes, often featuring amenities such as fully equipped kitchens, outdoor patios, and comfortable living areas. The town is also close to beautiful beaches and scenic walking trails, offering a great balance between work and relaxation. Local attractions, including shops and dining options, add to the convenience for those staying in the area. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Orleans holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in 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.
What are popular rental amenities in Orleans?
In Orleans, popular holiday rental amenities typically include kitchens, allowing guests to prepare their own meals, and decks or patios, which provide lovely outdoor spaces for relaxation and dining. Additionally, many properties feature coffee and tea makers, ensuring that guests can enjoy their morning beverages at leisure. Onsite parking is also commonly available, making it convenient for those travelling by car.
When is the best time to visit Orleans for a holiday rental?
The peak season for visiting Orleans is during the summer months of June to August, with July being the most popular time. This vibrant period attracts families and beach lovers, eager to soak up the sun on Cape Cod's beautiful shores and engage in numerous outdoor activities like boating, fishing, and exploring the picturesque coastal scenery.

During these months, visitors can expect warm temperatures, typically ranging from 20 to 30 degrees Celsius, creating an inclusive setting for beach days and seaside adventures. The bustling summer vibe includes local festivals, farmers' markets, and plenty of opportunities to enjoy fresh seafood at charming eateries.

For those seeking a quieter experience with still pleasant weather, consider visiting in November. This month offers a fantastic opportunity to enjoy the stunning autumn colours along the coast, with fewer crowds and a more relaxed pace. You can take tranquil walks along the beach or explore the scenic trails without the hustle and bustle of peak season.
How early should I book a Orleans holiday rental?
Book your 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 Orleans?
In Orleans, Massachusetts, visitors can enjoy a range of attractions that showcase the charm of Cape Cod. The town is known for its beautiful beaches, with Nauset Beach being a popular choice for sunbathing, swimming, and surfing, offering stunning views of the Atlantic Ocean. Nearby, Skaket Beach is great for families, featuring calm waters ideal for children and picturesque sunsets.

The quaint Main Street is home to a variety of local shops, galleries, and eateries, giving visitors a taste of the local culture and cuisine. For nature enthusiasts, the Cape Cod National Seashore is easily accessible and provides opportunities for hiking, birdwatching, and exploring scenic coastal landscapes.

Additionally, the Orleans Historical Society offers insights into the town's rich history, making it a worthwhile stop for those interested in learning more about the area.
Can I change or cancel my Orleans home rental booking on Vrbo?
To find 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 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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