Orleans holiday lettings

We found 3,193 holiday rentals — enter your dates for availability

Select from 305 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.

Holiday rentals with weekly discounts - Orleans

Showing deals for:26 Dec - 2 Jan
  • 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, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Orleans

Find out more about Orleans

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 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 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:

  • 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 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 area around Skaket Beach is highly recommended. This charming neighbourhood offers a delightful coastal experience, with its sandy shores and stunning sunsets being a major draw for visitors. Skaket Beach is great for families, as the gentle waters make it ideal for swimming and beachcombing. Additionally, the nearby Cape Cod Rail Trail provides a scenic route for cycling and walking, allowing you to enjoy the beautiful natural surroundings.

Another excellent option is the area near Nauset Beach, which is known for its picturesque dunes and vibrant surf culture. This beach is popular among water sports enthusiasts and those looking to soak up the sun. The proximity to the charming town centre means you can easily explore local shops, delightful eateries, and art galleries. In terms of holiday rental properties, both Skaket Beach and Nauset Beach boast a healthy selection, ensuring you have plenty of choices to suit your preferences.
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 around Nauset Beach is particularly desirable. This stunning stretch of coastline offers holiday rentals that are just a short walk from the sandy shores, making it ideal for beach lovers. Properties in this vicinity often feature amenities such as spacious decks, outdoor grills, and fully equipped kitchens, great for enjoying al fresco dining while taking in the ocean views.

Another excellent option is the area near Skaket Beach, which is known for its gentle surf and tidal flats, ideal for families with children. Rentals here typically include features like private gardens, outdoor showers, and easy access to scenic walking trails along the coastline. Many properties also provide bicycles for exploring the local area, enhancing the beach experience.
What is the most popular type of holiday rental accomodation in Orleans?
In Orleans, holiday houses are the most popular type of rental accommodation, with approximately 280 available throughout the area. These houses typically offer spacious living areas, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups looking to enjoy the local beaches and natural beauty of Cape Cod. Additionally, there are around 16 cottages, which provide a charming and cosy atmosphere, often featuring unique architectural styles and scenic views. While the number of apartments and condos is not specified, these options are also available for those seeking a more compact stay.
Are there any family house rentals in Orleans?
In Orleans, Massachusetts, there are numerous family-friendly house rentals available, with around 225 options to choose from. This charming seaside town offers a variety of properties that cater to families, particularly in neighbourhoods close to the picturesque Cape Cod National Seashore. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor decks or patios great for enjoying the coastal breeze.
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 39 options to choose from. This charming town on Cape Cod offers a delightful coastal atmosphere, making it an ideal destination for a relaxing getaway. Many of the properties boast amenities such as private swimming pools, inviting hot tubs, and spacious outdoor areas great for family gatherings or leisurely afternoons in the sun.
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, with over a hundred options to choose from. Many of these properties are situated in scenic locations, providing easy access to the beautiful beaches and natural landscapes of Cape Cod. Travellers can expect a variety of amenities in these holiday rentals, including spacious living areas, fully equipped kitchens, and private outdoor spaces such as patios or decks, ideal for enjoying the coastal atmosphere.
Are there any remote work holiday rentals in Orleans?
In Orleans, Massachusetts, there are numerous remote work holiday rentals available, with around 292 options to choose from. This charming town, located on Cape Cod, offers a tranquil environment great for those looking to combine work and leisure. Many properties are equipped with amenities tailored for remote work, including reliable Wi-Fi, dedicated office spaces, ergonomic desk chairs, and computer monitors, ensuring a productive setting during your stay. 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 fully equipped kitchens, allowing guests to prepare their own meals. Many rentals also feature patios, superb for enjoying the fresh coastal air, as well as essential appliances like microwaves, refrigerators, and stovetops to enhance convenience during your stay.
When is the best time to visit Orleans for a holiday rental?
July is the most popular month to visit Orleans, Massachusetts, as it falls within the peak travel season from June to August. During this vibrant summer period, visitors flock to the Cape Cod region to soak up the sun, enjoy the pristine beaches, and explore the charming local shops and eateries. With warm temperatures averaging around 25°C, it's the great time for outdoor activities like swimming, kayaking, and biking along the scenic coastal paths.

For those seeking to enjoy a more tranquil experience, consider planning your trip in November. Although this is outside the main tourist season, the crisp autumn air brings a unique charm to Orleans. You can relish peaceful walks along the beach, take in the stunning fall colours, and enjoy a quieter pace as you explore the town's rich history and natural beauty.
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 variety of attractions that highlight the area's natural beauty and coastal charm. Nauset Beach, known for its stunning views and sandy shores, is a popular spot for sunbathing, swimming, and beachcombing. The nearby Cape Cod National Seashore offers numerous trails and scenic landscapes, great for hiking and exploring the region's unique wildlife.
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 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 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.

More Holiday Rentals ideas

People also search for