Orleans holiday lettings

We found 3,241 holiday rentals — enter your dates for availability

Select from 303 homes, 19 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:10 Oct - 17 Oct
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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.

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.

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

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.

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 Inflatable Park (15.9 mi / 25.5 km)
  • Rail Trail Bike Shop (4.6 mi / 7.3 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)
  • Wellfleet Bay Wildlife Sanctuary (6.5 mi / 10.5 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?
If you're planning a break in Orleans, East Orleans is one of the most popular locations to stay. Whatever your style of travel, Vrbo is bound to have a holiday rental here that's right for you.
What is the most popular type of holiday rental accommodation in Orleans?
The most popular types of holiday rentals in Orleans are houses. Want something different? Vrbo offers a variety of options to match the diverse needs of our guests, so you'll see properties in all shapes and sizes. The ideal fit is waiting for you --- get hold of yours today.
How much does it cost to rent a holiday rental in Orleans?
Property type, length of stay and season are some factors that can determine the price of a holiday home. Simply add your travel dates to find your perfect escape. From cosy country cottages to expansive villas, all Vrbo holiday rentals offer terrific value.
How much does it cost to rent a beach house in Orleans?
Prices for beach houses in Orleans vary depending on the style and size of the property and when you're travelling. Just enter your travel dates into Vrbo and how many guests to view your holiday rental options and prices. From there you can use the filters to tailor your search results by amenities, nearby activities, ratings and more.
Are there pet-friendly holiday rentals in Orleans?
Pack up a suitcase for the pooch in your life because Orleans has 286 properties that throw out the welcome mat to doggie guests. Let your happy hound enjoy the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Orleans?
Pack your swimwear and inflatable swan, because there are 36 houses with a private pool in Orleans. Stay at one of these superb holiday homes and let every day be a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in Orleans?
Some of the most popular rental amenities people search for in Orleans include a garden, a firepit and an ocean view. Whether you're holidaying with pals, family or even pets, Vrbo holiday rentals provide the best amenities for chilling out with the people who matter most.
Are there large group holiday rentals in Orleans?
With 81 properties that can host 10 people or more in Orleans, you won't have to leave anyone off your guest list. From extended family holidays to events like weddings and birthday parties, Vrbo can help you find a large group rental to suit the occasion.
Are there holiday rentals in Orleans that welcome kids?
Bring the whole family together for fun-filled adventures in Orleans at one of our 286 family-friendly properties. These stays feature amenities that are ideally suited to getaways with the kids, such as kitchens, bunk beds and pools. Simply check the "Properties good for families" filter and pick your favourite.
What are the top attractions for families in Orleans?
There are tons of fun things to see and do with the family in Orleans, such as:

  • Nauset Beach
  • Skaket Beach
  • Marconi Beach

Are there one-bedroom holiday rentals in Orleans?
Orleans has seven one-bedroom rentals on offer. Usually located in popular areas thanks to their smaller size, a one-bedroom holiday rental is great if you're travelling with a friend or your partner. And with home comforts like full kitchens and more privacy than a standard hotel, you'll be able to kick back and relax while discovering this amazing destination.
Can I find two-bedroom holiday rentals in Orleans?
Orleans has 36 two-bedroom holiday rentals for you to select from. Go for a holiday home with all the space and comfort you're looking for at a price that won't break the bank on Vrbo.
Are there holiday rentals with WiFi in Orleans?
Whether you'd like to stay in touch with the news, look over emails or surf your social networks, there are 87 holiday homes with WiFi in Orleans. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Orleans?
Choose from 269 holiday rentals with air conditioning in Orleans giving you that cool, cool breeze and extra bit of comfort. Just enter your travel dates and then take advantage of our filter tool to help you find stays with air conditioning.
How old do you have to be to rent a holiday rental in Orleans?
We recommend you check with the Orleans holiday property you want on Vrbo as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday rental in Orleans for?
How long you can rent a holiday rental in Orleans differs according to the property. Just enter your selected travel dates to display a list of options offering extended stays. With a range of amenities such as kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find a perfect place to call your home away from home in Orleans.

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